27:
1376:
404:
239:
773:
40:
856:
50:
768:
852:
1620:
1115:
1557:
855:
857:
2048:
Rossberg, M.; Lendle, W.; Pfleiderer, G.; Tögel, A.; Dreher, E. L.; Langer, E.; Rassaerts, H.; Kleinschmidt, P.; Strack, H.; Cook, R.; Beck, U.; Lipper, K.-A.; Torkelson, T.R.; Löser, E.; Beutel, K.K.; Mann, T. (2006). "Chlorinated
Hydrocarbons".
1826:, but its use has been discontinued. It was particularly dangerous among the common refrigerants of the 1930s due to its combination of toxicity, flammability and lack of odor as compared with other toxic refrigerants such as
873:
1934:
1467:. For this reason, methane chlorination is usually only practiced when these other products are also desired. This chlorination method also cogenerates hydrogen chloride, which poses a disposal problem.
781:
748:
1584:. After being released into the air, the atmospheric lifetime of this substance is about 10 months with multiple natural sinks, such as ocean, transport to the stratosphere, soil, etc.
2502:
Zhang W, Jiao Y, Zhu R, Rhew RC (2020). "Methyl
Chloride and Methyl Bromide Production and Consumption in Coastal Antarctic Tundra Soils Subject to Sea Animal Activities".
3275:
3257:
3289:
3266:
3206:
26:
3407:
3398:
3368:
3315:
3306:
3227:
2652:
Crutzen PJ, Gidel LT (1983). "The tropospheric budgets of the anthropogenic chlorocarbons CO, CH4, CH3Cl and the effect of various NOx sources on tropospheric ozone".
858:
3033:
3356:
3094:
3047:
3389:
3377:
3339:
3236:
866:
3440:
3415:
3347:
3452:
3431:
3099:
3052:
3010:
2708:
2025:
2000:
998:
3124:
3115:
1128:
2849:
2051:
1946:
1262:
Cl, but in relatively insignificant amounts. An extensive study of 30 species of polar macroalgae revealed the release of significant amounts of CH
880:
3540:
3530:
443:
2084:
Gribble, Gordon (2023). Kinghorn, A. Douglas.; Falk, Heinz; Gibbons, Simon; Asakawa, Yoshinori; Liu, Ji-Kai; Dirsch, Verena M. (eds.).
2715:
2559:
WMO (World
Meteorological Organization), Scientific Assessment of Ozone Depletion: 2014, Global Ozone Research and Monitoring Project
2144:
Scarratt MG, Moore RM (1998). "Production of Methyl
Bromide and Methyl Chloride in Laboratory Cultures of Marine Phytoplankton II".
1595:
of this substance in terms of volatilization in the river, lagoon and lake is 2.1 h, 25 h and 18 days, respectively.
2741:
Ohligschläger et al. (2020). Chloromethanes. In
Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a06_233.pub4
2109:
Scarratt MG, Moore RM (1996). "Production of Methyl
Chloride and Methyl Bromide in Laboratory Cultures of Marine Phytoplankton".
2767:
2576:
2572:
717:
2697:
2093:
1970:
690:
823:
2725:
1123:
2467:
Fabian P, Borchers R, Leifer R, Subbaraya BH, Lal S, Boy M (1996). "Global stratospheric distribution of halocarbons".
2443:
39:
1606:
10 tonnes per year, representing 20–25% of the total amount of chlorine that is emitted to the stratosphere annually.
3515:
3510:
2592:
1659:
418:
1135:
1859:
49:
2678:
2068:
1641:
1637:
1357:
302:
3500:
1361:
1320:
1186:
in industrial chemistry, although it is rarely present in consumer products, and was formerly utilized as a
3284:
817:
351:
234:
1206:, anthropogenic or natural, in the atmosphere. Natural sources produce an estimated 4,100,000,000 kg/yr.
3535:
2553:
Carpenter LJ, Reimann S, Burkholder JB, Clerbaux C, Hall BD, Hossaini R, Laube JC, Yvon-Lewis SA (2014).
1455:
at elevated temperatures. This method, however, also produces more highly chlorinated compounds such as
1364:(67P/C-G) using the Rosetta Orbiter Spectrometer for Ion and Neutral Analysis (ROSINA) instrument on the
1293:
382:
196:
2554:
2179:
Laturnus F (2001). "Marine
Macroalgae in Polar Regions as Natural Sources for Volatile Organohalogens".
772:
3198:
2760:
1954:
1340:
process. When contaminated by chloride, this waste burns, releasing methyl chloride in the atmosphere.
1022:
1009:
1572:) at stations around the world. Abundances are given as pollution free monthly mean mole fractions in
3495:
2740:
2735:
1930:
1587:
On the other hand, when the methyl chloride emitted is released to water, it will be rapidly lost by
1097:
246:
3028:
903:
399:
296:
3186:
1740:
1630:
607:
767:
3520:
3248:
3215:
3161:
2419:"ALMA and Rosetta Detect Freon-40 in Space - Dashing Hopes that Molecule May be Marker of Life"
1847:
1724:
1677:
1673:
1300:
Cl from S-adenosine-L-methionine and chloride. This protein has been purified and expressed in
809:
666:
3525:
3505:
3475:
3297:
3169:
3019:
2994:
2753:
2720:
1855:
1748:
795:
760:
625:
561:
2730:
1375:
3331:
3323:
3177:
3085:
3068:
3038:
3002:
2511:
2476:
2376:
2317:
2250:
2188:
2153:
2118:
1886:
1851:
1464:
1365:
1070:
831:
360:
69:
216:
8:
3076:
2883:
1389:
1369:
1314:
110:
2515:
2480:
2380:
2321:
2254:
2192:
2157:
2122:
403:
238:
176:
120:
3460:
3153:
2922:
2892:
2581:
2535:
2365:"Global chlorine emissions from biomass burning: Reactive Chlorine Emissions Inventory"
2212:
2088:. Progress in the Chemistry of Organic Natural Products. Switzerland: Springer Nature.
1760:
1573:
1308:
1191:
1065:
637:
156:
2165:
1926:
144:
3423:
2931:
2901:
2615:
2588:
2539:
2527:
2488:
2345:
2340:
2297:
2278:
2273:
2234:
2204:
2130:
2089:
2064:
1966:
1580:
Most of the methyl chloride present in the environment ends up being released to the
1424:
1420:
1409:
1060:
1755:) are also valuable. Smaller quantities are used as a solvent in the manufacture of
3145:
2952:
2681:
2661:
2519:
2484:
2384:
2335:
2325:
2268:
2258:
2196:
2161:
2126:
2056:
1958:
1799:
1167:
550:
466:
2216:
2060:
2910:
2871:
2805:
1951:
Nomenclature of
Organic Chemistry: IUPAC Recommendations and Preferred Names 2013
1945:
1876:
1835:
1771:
1456:
1405:
1349:
1182:, it is a colorless, sweet-smelling, flammable gas. Methyl chloride is a crucial
1085:
916:
649:
324:
265:
2609:
2607:
1834:. Chloromethane was also once used for producing lead-based gasoline additives (
2978:
2940:
1827:
1807:
1681:
1588:
1393:
1288:
1106:
1016:
TWA 100 ppm C 200 ppm 300 ppm (5-minute maximum peak in any 3 hours)
585:
574:
2704:
2634:
2404:
1996:
984:
960:
940:
3489:
2961:
2863:
2813:
2263:
1791:
1401:
1348:
Chloromethane has been detected in the low-mass Class 0 protostellar binary,
1215:
1203:
539:
529:
227:
2679:
https://archive.org/details/sim_consumer-reports_1936-07_1_3/page/5/mode/1up
2665:
2523:
2017:
1336:
In the sugarcane industry, the organic waste is usually burned in the power
827:
2831:
2619:
2531:
2418:
2349:
2330:
2208:
1871:
1756:
1599:
1337:
2282:
1962:
879:
2840:
2776:
2389:
2364:
1823:
1795:
1767:
1569:
1187:
892:
865:
3060:
2986:
2200:
1881:
1787:
1644: in this section. Unsourced material may be challenged and removed.
1581:
1460:
1447:
A smaller amount of chloromethane is produced by treating a mixture of
1283:
1179:
872:
488:
247:
207:
2731:
Concise
International Chemical Assessment Document 28 on chloromethane
1368:
spacecraft. The detections reveal that chloromethane can be formed in
1306:, and seems to be present in other organisms such as white rot fungi (
3107:
2555:"Update on ODSs and Other Gases of Interest to the Montreal Protocol"
1811:
1775:
1774:. It is also used in a variety of other fields: as an extractant for
1592:
371:
1619:
1105:
Except where otherwise noted, data are given for materials in their
3132:
1810:, as a fluid for thermometric and thermostatic equipment, and as a
1803:
1736:
1452:
1416:
1397:
838:
285:
2702:
2552:
1994:
143:
2792:
2784:
1831:
1564:
Cl measured by the
Advanced Global Atmospheric Gases Experiment (
1448:
1408:. This method is the forerunner for that used today, which uses
1302:
1183:
519:
311:
1331:
2745:
524:
1.003 g/mL (-23.8 °C, liquid) 2.3065 g/L (0 °C, gas)
187:
2466:
2047:
2022:
Immediately Dangerous to Life or Health Concentrations (IDLH)
1783:
335:
167:
133:
2632:
1862:
is the same. Prolonged exposure may have mutagenic effects.
387:
2239:
Methyl Chloride Transferase and Purification of the Enzyme"
1556:
1388:
Chloromethane was first synthesized by the French chemists
1035:
509:
276:
1672:
Large scale use of chloromethane is for the production of
2614:. Agency for Toxic Substances and Disease Registry (US).
2608:
Agency for Toxic Substances and Disease Registry (1990).
2363:
Lobert, Jurgen; Keene, Willian; Yevich, Jennifer (1999).
1779:
805:
1565:
2635:"Long term trend of selected halogenated hydrocarbons"
2709:
National Institute for Occupational Safety and Health
2026:
National Institute for Occupational Safety and Health
2001:
National Institute for Occupational Safety and Health
801:
2571:
1415:Chloromethane is produced commercially by treating
2580:
2362:
1947:International Union of Pure and Applied Chemistry
1802:, as an intermediate in drug manufacturing, as a
3487:
2633:Borchers R, Gunawardena R, Rasmussen RA (1994).
2583:Handbook of chemical property estimation methods
2501:
1551:
323:
16:Chemical compound formerly used as a refrigerant
2736:IARC Summaries & Evaluations Vol. 71 (1999)
2083:
1770:and chlorinating agent, e.g. the production of
854:
119:
2052:Ullmann's Encyclopedia of Industrial Chemistry
1412:instead of sulfuric acid and sodium chloride.
2761:
2143:
2108:
1332:Sugarcane and the emission of methyl chloride
534:−97.4 °C (−143.3 °F; 175.8 K)
2651:
2369:Journal of Geophysical Research: Atmospheres
1935:Institute for Occupational Safety and Health
544:−23.8 °C (−10.8 °F; 249.3 K)
2405:"ALMA and Rosetta Detect Freon-40 in Space"
2086:Naturally Occurring Organohalogen Compounds
1735:) is of particular value as a precursor to
2768:
2754:
2178:
1360:(ALMA). It was also detected in the comet
1343:
402:
237:
215:
2639:Ozone in the Troposphere and Stratosphere
2388:
2339:
2329:
2272:
2262:
1922:
1846:Inhalation of chloromethane gas produces
1660:Learn how and when to remove this message
1379:Chloromethane has been detected in space.
359:
2703:NIOSH Pocket Guide to Chemical Hazards.
1995:NIOSH Pocket Guide to Chemical Hazards.
1920:
1918:
1916:
1914:
1912:
1910:
1908:
1906:
1904:
1902:
1817:
1555:
1374:
911:625 °C (1,157 °F; 898 K)
579:506.09 kPa (at 20 °C (68 °F))
2698:International Chemical Safety Card 0419
2611:Toxicological profile for chloromethane
2295:
2232:
1423:or hydrogen chloride, according to the
398:
301:
3488:
2504:Environmental Science & Technology
2043:
2041:
2039:
2037:
2035:
2012:
2010:
1990:
1988:
1986:
1984:
1982:
228:
2749:
2228:
2226:
1899:
1684:. The relevant reactions are (Me = CH
1598:The amount of methyl chloride in the
949:5.3 mg/L (4 h, inhalation, rat)
897:−20 °C (−4 °F; 253 K)
430:Key: NEHMKBQYUWJMIP-UHFFFAOYSA-N
195:
175:
43:Ball and stick model of chloromethane
2645:
2626:
2601:
2460:
2356:
1642:adding citations to reliable sources
1613:
3541:Ozone-depleting chemical substances
3531:Halogen-containing natural products
2032:
2007:
1979:
314:
284:
13:
2223:
1372:before planets or life is formed.
1296:that catalyzes the synthesis of CH
850:
48:
38:
14:
3552:
2691:
2684:, Vol. 1, No. 3, July 1936, p. 5.
991:20,000 ppm (guinea pig, 2 h)
2775:
1822:Chloromethane was a widely used
1680:. These compounds arise via the
1618:
1396:in 1835 by boiling a mixture of
1113:
771:
766:
481:
475:
53:Spacefill model of chloromethane
25:
2726:Information about chloromethane
2672:
2654:Journal of Geophysical Research
2565:
2546:
2495:
2436:
2411:
2397:
2302:Methyl Chloride Transferase in
2289:
1766:Chloromethane is employed as a
1629:needs additional citations for
1109:(at 25 °C , 100 kPa).
2172:
2137:
2102:
2077:
1955:The Royal Society of Chemistry
1939:
1358:Atacama Large Millimeter Array
1324:), each of which is a known CH
1214:Laboratory cultures of marine
472:
1:
2641:. NASA: 259–262. 19950004240.
2166:10.1016/S0304-4203(97)00092-3
2061:10.1002/14356007.a06_233.pub2
1892:
1552:Dispersion in the environment
1383:
1321:Mesembryanthemum crystallinum
1277:
1202:Chloromethane is an abundant
1197:
1003:(US health exposure limits):
967:72,000 ppm (rat, 30 min)
2489:10.1016/1352-2310(95)00387-8
2131:10.1016/0304-4203(96)00036-9
7:
1865:
1806:carrier in low-temperature
1568:) in the lower atmosphere (
1294:methyl chloride transferase
993:14,661 ppm (dog, 6 h)
971:2760 ppm (mammal, 4 h)
929:or concentration (LD, LC):
34:
10:
3557:
1170:with the chemical formula
969:2200 ppm (mouse, 6 h)
3472:
3144:
2977:
2862:
2804:
2783:
2721:Toxicological information
2579:; Reehl, William (1982).
2448:American Chemical Society
1931:GESTIS Substance Database
1841:
1362:67P/Churyumov–Gerasimenko
1228:Thalassiosira weissflogii
1220:Phaeodactylum tricornutum
1209:
1190:. Most chloromethane is
1103:
1098:Chloromethane (data page)
1096:
1091:
1046:
997:
973:2524 ppm (rat, 4 h)
947:150–180 mg/kg (oral, rat)
925:
747:
742:
659:
618:
459:
439:
414:
103:
80:
68:
63:
33:
24:
3516:IARC Group 3 carcinogens
3511:Hazardous air pollutants
2716:Data sheet at inchem.org
2264:10.1073/pnas.95.22.12866
1272:Gymnogongrus antarcticus
1092:Supplementary data page
818:Precautionary statements
427:InChI=1S/CH3Cl/c1-2/h1H3
2682:Consumers Union Reports
2666:10.1029/JC088iC11p06641
2524:10.1021/acs.est.0c04257
2469:Atmospheric Environment
2296:Ni X, Hager LP (1999).
2233:Ni X, Hager LP (1998).
2055:. Weinheim: Wiley-VCH.
1741:trimethylsilyl chloride
1678:organosilicon compounds
1609:
1344:Interstellar detections
608:Magnetic susceptibility
2331:10.1073/pnas.96.7.3611
2310:Proc Natl Acad Sci USA
2243:Proc Natl Acad Sci USA
2181:Environ Sci Pollut Res
1848:central nervous system
1798:foam production, as a
1725:Dimethyldichlorosilane
1674:dimethyldichlorosilane
1577:
1380:
1318:), and the ice plant (
1268:Gigartina skottsbergii
1232:Chaetoceros calcitrans
861:
54:
44:
1963:10.1039/9781849733069
1818:Obsolete applications
1749:methyltrichlorosilane
1559:
1378:
860:
738:−764.5–−763.5 kJ/mol
626:Coordination geometry
52:
42:
3501:Halogenated solvents
2475:(10/11): 1787–1796.
2390:10.1029/1998JD100077
1852:alcohol intoxication
1638:improve this article
1602:is estimated to be 2
1465:carbon tetrachloride
1370:star-forming regions
1292:contains the enzyme
1071:Dibromochloromethane
961:median concentration
843:(fire diamond)
70:Preferred IUPAC name
2516:2020EnST...5413354Z
2510:(20): 13354–13363.
2481:1996AtmEn..30.1787F
2381:1999JGR...104.8373L
2322:1999PNAS...96.3611N
2255:1998PNAS...9512866N
2193:2001ESPR....8..103L
2158:1998MarCh..59..311S
2123:1996MarCh..54..263S
1850:effects similar to
1390:Jean-Baptiste Dumas
1315:Endocladia muricata
551:Solubility in water
496: g·mol
157:Beilstein Reference
21:
3536:Methylating agents
2201:10.1007/BF02987302
1887:tetrachloromethane
1858:is 50 ppm and the
1761:petroleum refining
1578:
1574:parts per trillion
1381:
1309:Phellinus pomaceus
1136:Infobox references
1066:Bromochloromethane
1047:Related compounds
1038:(Immediate danger)
862:
514:Faint, sweet odor
55:
45:
19:
3483:
3482:
2577:Rosenblatt, David
2375:(D7): 8373–8389.
2235:"cDNA Cloning of
2095:978-3-031-26629-4
2018:"Methyl chloride"
1972:978-0-85404-182-4
1670:
1669:
1662:
1425:chemical equation
1421:hydrochloric acid
1410:hydrogen chloride
1144:Chemical compound
1142:
1141:
1081:Related compounds
1061:Chloroiodomethane
796:Hazard statements
684:234.36 J/(K⋅mol)
601:940 nmol/(Pa⋅kg)
383:CompTox Dashboard
145:Interactive image
95:Monochloromethane
59:
58:
3548:
3496:Greenhouse gases
3146:Tetrasubstituted
2770:
2763:
2756:
2747:
2746:
2712:
2685:
2676:
2670:
2669:
2649:
2643:
2642:
2630:
2624:
2623:
2605:
2599:
2598:
2586:
2569:
2563:
2562:
2550:
2544:
2543:
2499:
2493:
2492:
2464:
2458:
2457:
2455:
2454:
2440:
2434:
2433:
2431:
2429:
2415:
2409:
2408:
2401:
2395:
2394:
2392:
2360:
2354:
2353:
2343:
2333:
2304:Escherichia coli
2293:
2287:
2286:
2276:
2266:
2249:(22): 12866–71.
2230:
2221:
2220:
2176:
2170:
2169:
2152:(3–4): 311–320.
2141:
2135:
2134:
2117:(3–4): 263–272.
2106:
2100:
2099:
2081:
2075:
2074:
2045:
2030:
2029:
2014:
2005:
2004:
1992:
1977:
1976:
1957:. p. 1033.
1943:
1937:
1924:
1882:trichloromethane
1800:local anesthetic
1692:x MeCl + Si → Me
1665:
1658:
1654:
1651:
1645:
1622:
1614:
1605:
1547:
1529:
1507:
1485:
1256:Emiliana huxleyi
1177:
1168:organic compound
1126:
1120:
1117:
1116:
985:lowest published
917:Explosive limits
882:
875:
868:
853:
833:
829:
825:
811:
807:
803:
775:
770:
734:
707:
680:
660:Thermochemistry
614:−32.0·10 cm/mol
495:
483:
477:
474:
467:Chemical formula
407:
406:
391:
389:
363:
327:
316:
305:
288:
266:Gmelin Reference
249:
241:
230:
219:
199:
179:
147:
123:
35:
29:
22:
18:
3556:
3555:
3551:
3550:
3549:
3547:
3546:
3545:
3486:
3485:
3484:
3479:
3468:
3464:
3456:
3448:
3444:
3435:
3427:
3419:
3411:
3402:
3393:
3385:
3381:
3372:
3364:
3360:
3351:
3343:
3335:
3327:
3319:
3310:
3301:
3293:
3279:
3270:
3261:
3252:
3244:
3240:
3231:
3223:
3219:
3210:
3202:
3194:
3190:
3181:
3173:
3165:
3157:
3140:
3136:
3128:
3119:
3111:
3103:
3089:
3080:
3072:
3064:
3056:
3042:
3023:
3014:
3006:
2998:
2990:
2973:
2969:
2965:
2956:
2948:
2944:
2935:
2926:
2918:
2914:
2905:
2896:
2887:
2879:
2875:
2858:
2853:
2844:
2835:
2826:
2817:
2806:Monosubstituted
2800:
2796:
2779:
2774:
2694:
2689:
2688:
2677:
2673:
2650:
2646:
2631:
2627:
2606:
2602:
2595:
2587:. McGraw-Hill.
2570:
2566:
2551:
2547:
2500:
2496:
2465:
2461:
2452:
2450:
2444:"Chloromethane"
2442:
2441:
2437:
2427:
2425:
2417:
2416:
2412:
2403:
2402:
2398:
2361:
2357:
2298:"Expression of
2294:
2290:
2231:
2224:
2177:
2173:
2142:
2138:
2107:
2103:
2096:
2082:
2078:
2071:
2046:
2033:
2016:
2015:
2008:
1993:
1980:
1973:
1944:
1940:
1925:
1900:
1895:
1877:dichloromethane
1868:
1844:
1836:tetramethyllead
1820:
1772:methylcellulose
1754:
1746:
1734:
1730:
1719:
1715:
1711:
1707:
1703:
1699:
1695:
1687:
1666:
1655:
1649:
1646:
1635:
1623:
1612:
1603:
1563:
1554:
1545:
1541:
1537:
1533:
1530:
1527:
1523:
1519:
1515:
1511:
1508:
1505:
1501:
1497:
1493:
1489:
1486:
1483:
1479:
1475:
1471:
1457:dichloromethane
1442:
1438:
1435:OH + HCl → CH
1434:
1406:sodium chloride
1386:
1346:
1334:
1327:
1299:
1280:
1265:
1261:
1212:
1200:
1175:
1171:
1152:methyl chloride
1145:
1138:
1133:
1132:
1131: ?)
1122:
1118:
1114:
1110:
1086:2-Chloroethanol
1082:
1075:
1054:
1053:Related alkanes
1039:
1026:
1013:
992:
988:
982:
972:
970:
968:
964:
958:
948:
944:
938:
908:
905:
887:
886:
885:
884:
877:
870:
863:
859:
851:
820:
798:
784:
763:
735:
732:
726:
722:
719:
718:Std enthalpy of
708:
705:
699:
695:
692:
691:Std enthalpy of
681:
678:
671:
668:
652:
640:
638:Molecular shape
628:
611:
598:
596:
587:
553:
493:
480:
469:
455:
452:
447:
446:
435:
432:
431:
428:
422:
421:
410:
392:
385:
366:
346:
330:
317:
303:Methyl+Chloride
291:
268:
259:
222:
202:
182:
159:
150:
137:
126:
113:
99:
98:
92:Methyl chloride
76:
75:
17:
12:
11:
5:
3554:
3544:
3543:
3538:
3533:
3528:
3523:
3518:
3513:
3508:
3503:
3498:
3481:
3480:
3473:
3470:
3469:
3467:
3466:
3462:
3458:
3454:
3450:
3446:
3442:
3438:
3433:
3429:
3425:
3421:
3417:
3413:
3409:
3405:
3400:
3396:
3391:
3387:
3383:
3379:
3375:
3370:
3366:
3362:
3358:
3354:
3349:
3345:
3341:
3337:
3333:
3329:
3325:
3321:
3317:
3313:
3308:
3304:
3299:
3295:
3291:
3287:
3282:
3277:
3273:
3268:
3264:
3259:
3255:
3250:
3246:
3242:
3238:
3234:
3229:
3225:
3221:
3217:
3213:
3208:
3204:
3200:
3196:
3192:
3188:
3184:
3179:
3175:
3171:
3167:
3163:
3159:
3155:
3150:
3148:
3142:
3141:
3139:
3138:
3134:
3130:
3126:
3122:
3117:
3113:
3109:
3105:
3101:
3097:
3092:
3087:
3083:
3078:
3074:
3070:
3066:
3062:
3058:
3054:
3050:
3045:
3040:
3036:
3031:
3026:
3021:
3017:
3012:
3008:
3004:
3000:
2996:
2992:
2988:
2983:
2981:
2979:Trisubstituted
2975:
2974:
2972:
2971:
2967:
2963:
2959:
2954:
2950:
2946:
2942:
2938:
2933:
2929:
2924:
2920:
2916:
2912:
2908:
2903:
2899:
2894:
2890:
2885:
2881:
2877:
2873:
2868:
2866:
2860:
2859:
2857:
2856:
2851:
2847:
2842:
2838:
2833:
2829:
2824:
2820:
2815:
2810:
2808:
2802:
2801:
2799:
2798:
2794:
2789:
2787:
2781:
2780:
2773:
2772:
2765:
2758:
2750:
2744:
2743:
2738:
2733:
2728:
2723:
2718:
2713:
2700:
2693:
2692:External links
2690:
2687:
2686:
2671:
2644:
2625:
2600:
2593:
2564:
2545:
2494:
2459:
2435:
2410:
2396:
2355:
2300:Batis maritima
2288:
2237:Batis maritima
2222:
2187:(2): 103–108.
2171:
2136:
2101:
2094:
2076:
2069:
2031:
2006:
1978:
1971:
1938:
1897:
1896:
1894:
1891:
1890:
1889:
1884:
1879:
1874:
1867:
1864:
1843:
1840:
1828:sulfur dioxide
1819:
1816:
1808:polymerization
1752:
1744:
1732:
1728:
1722:
1721:
1717:
1713:
1709:
1705:
1701:
1697:
1693:
1685:
1682:direct process
1668:
1667:
1626:
1624:
1617:
1611:
1608:
1589:volatilization
1561:
1553:
1550:
1549:
1548:
1543:
1539:
1535:
1531:
1525:
1521:
1517:
1513:
1509:
1503:
1499:
1495:
1491:
1487:
1481:
1477:
1473:
1445:
1444:
1440:
1436:
1432:
1394:Eugene Peligot
1385:
1382:
1345:
1342:
1333:
1330:
1325:
1312:), red algae (
1297:
1289:Batis maritima
1279:
1276:
1263:
1259:
1211:
1208:
1199:
1196:
1173:
1156:Refrigerant-40
1150:, also called
1143:
1140:
1139:
1134:
1112:
1111:
1107:standard state
1104:
1101:
1100:
1094:
1093:
1089:
1088:
1083:
1080:
1077:
1076:
1074:
1073:
1068:
1063:
1057:
1055:
1052:
1049:
1048:
1044:
1043:
1040:
1034:
1031:
1030:
1027:
1021:
1018:
1017:
1014:
1008:
1005:
1004:
995:
994:
989:
980:
978:
975:
974:
965:
956:
954:
951:
950:
945:
936:
934:
931:
930:
923:
922:
919:
913:
912:
909:
902:
899:
898:
895:
889:
888:
878:
871:
864:
849:
848:
847:
846:
844:
835:
834:
821:
816:
813:
812:
799:
794:
791:
790:
785:
780:
777:
776:
764:
759:
756:
755:
745:
744:
740:
739:
736:
730:
724:
716:
713:
712:
711:−83.68 kJ/mol
709:
703:
697:
689:
686:
685:
682:
676:
665:
662:
661:
657:
656:
653:
648:
645:
644:
641:
636:
633:
632:
629:
624:
621:
620:
616:
615:
612:
606:
603:
602:
599:
594:
584:
581:
580:
577:
575:Vapor pressure
571:
570:
567:
558:
557:
554:
549:
546:
545:
542:
536:
535:
532:
526:
525:
522:
516:
515:
512:
506:
505:
504:Colorless gas
502:
498:
497:
491:
485:
484:
478:
470:
465:
462:
461:
457:
456:
454:
453:
450:
442:
441:
440:
437:
436:
434:
433:
429:
426:
425:
417:
416:
415:
412:
411:
409:
408:
395:
393:
381:
378:
377:
374:
368:
367:
365:
364:
356:
354:
348:
347:
345:
344:
340:
338:
332:
331:
329:
328:
320:
318:
310:
307:
306:
299:
293:
292:
290:
289:
281:
279:
273:
272:
269:
264:
261:
260:
258:
257:
253:
251:
243:
242:
232:
224:
223:
221:
220:
212:
210:
204:
203:
201:
200:
192:
190:
184:
183:
181:
180:
172:
170:
164:
163:
160:
155:
152:
151:
149:
148:
140:
138:
131:
128:
127:
125:
124:
116:
114:
109:
106:
105:
101:
100:
97:
96:
93:
90:
87:
86:Refrigerant-40
83:
82:
78:
77:
73:
72:
66:
65:
61:
60:
57:
56:
46:
31:
30:
20:Chloromethane
15:
9:
6:
4:
3:
2:
3553:
3542:
3539:
3537:
3534:
3532:
3529:
3527:
3524:
3522:
3521:Chloroalkanes
3519:
3517:
3514:
3512:
3509:
3507:
3504:
3502:
3499:
3497:
3494:
3493:
3491:
3477:
3471:
3465:
3459:
3457:
3451:
3449:
3439:
3437:
3430:
3428:
3422:
3420:
3414:
3412:
3406:
3404:
3397:
3395:
3388:
3386:
3376:
3374:
3367:
3365:
3355:
3353:
3346:
3344:
3338:
3336:
3330:
3328:
3322:
3320:
3314:
3312:
3305:
3303:
3296:
3294:
3288:
3286:
3283:
3281:
3274:
3272:
3265:
3263:
3256:
3254:
3247:
3245:
3235:
3233:
3226:
3224:
3214:
3212:
3205:
3203:
3197:
3195:
3185:
3183:
3176:
3174:
3168:
3166:
3160:
3158:
3152:
3151:
3149:
3147:
3143:
3137:
3131:
3129:
3123:
3121:
3114:
3112:
3106:
3104:
3098:
3096:
3093:
3091:
3084:
3082:
3075:
3073:
3067:
3065:
3059:
3057:
3051:
3049:
3046:
3044:
3037:
3035:
3032:
3030:
3027:
3025:
3018:
3016:
3009:
3007:
3001:
2999:
2993:
2991:
2985:
2984:
2982:
2980:
2976:
2970:
2960:
2958:
2951:
2949:
2939:
2937:
2930:
2928:
2921:
2919:
2909:
2907:
2900:
2898:
2891:
2889:
2882:
2880:
2870:
2869:
2867:
2865:
2864:Disubstituted
2861:
2855:
2848:
2846:
2839:
2837:
2830:
2828:
2821:
2819:
2812:
2811:
2809:
2807:
2803:
2797:
2791:
2790:
2788:
2786:
2785:Unsubstituted
2782:
2778:
2771:
2766:
2764:
2759:
2757:
2752:
2751:
2748:
2742:
2739:
2737:
2734:
2732:
2729:
2727:
2724:
2722:
2719:
2717:
2714:
2710:
2706:
2701:
2699:
2696:
2695:
2683:
2680:
2675:
2667:
2663:
2660:: 6641–6661.
2659:
2655:
2648:
2640:
2636:
2629:
2621:
2617:
2613:
2612:
2604:
2596:
2594:9780070391758
2590:
2585:
2584:
2578:
2574:
2573:Lyman, Warren
2568:
2560:
2556:
2549:
2541:
2537:
2533:
2529:
2525:
2521:
2517:
2513:
2509:
2505:
2498:
2490:
2486:
2482:
2478:
2474:
2470:
2463:
2449:
2445:
2439:
2424:
2420:
2414:
2406:
2400:
2391:
2386:
2382:
2378:
2374:
2370:
2366:
2359:
2351:
2347:
2342:
2337:
2332:
2327:
2323:
2319:
2316:(7): 3611–5.
2315:
2311:
2307:
2305:
2301:
2292:
2284:
2280:
2275:
2270:
2265:
2260:
2256:
2252:
2248:
2244:
2240:
2238:
2229:
2227:
2218:
2214:
2210:
2206:
2202:
2198:
2194:
2190:
2186:
2182:
2175:
2167:
2163:
2159:
2155:
2151:
2147:
2140:
2132:
2128:
2124:
2120:
2116:
2112:
2105:
2097:
2091:
2087:
2080:
2072:
2066:
2062:
2058:
2054:
2053:
2044:
2042:
2040:
2038:
2036:
2027:
2023:
2019:
2013:
2011:
2002:
1998:
1991:
1989:
1987:
1985:
1983:
1974:
1968:
1964:
1960:
1956:
1952:
1948:
1942:
1936:
1932:
1928:
1923:
1921:
1919:
1917:
1915:
1913:
1911:
1909:
1907:
1905:
1903:
1898:
1888:
1885:
1883:
1880:
1878:
1875:
1873:
1870:
1869:
1863:
1861:
1857:
1853:
1849:
1839:
1837:
1833:
1829:
1825:
1815:
1813:
1809:
1805:
1801:
1797:
1793:
1792:blowing agent
1789:
1785:
1781:
1777:
1773:
1769:
1764:
1762:
1758:
1750:
1742:
1738:
1726:
1691:
1690:
1689:
1683:
1679:
1675:
1664:
1661:
1653:
1650:February 2023
1643:
1639:
1633:
1632:
1627:This section
1625:
1621:
1616:
1615:
1607:
1601:
1596:
1594:
1590:
1585:
1583:
1575:
1571:
1567:
1558:
1532:
1510:
1488:
1470:
1469:
1468:
1466:
1462:
1458:
1454:
1450:
1430:
1429:
1428:
1426:
1422:
1418:
1413:
1411:
1407:
1403:
1402:sulfuric acid
1399:
1395:
1391:
1377:
1373:
1371:
1367:
1363:
1359:
1355:
1353:
1341:
1339:
1329:
1328:Cl producer.
1323:
1322:
1317:
1316:
1311:
1310:
1305:
1304:
1295:
1291:
1290:
1285:
1275:
1273:
1269:
1257:
1253:
1249:
1245:
1244:Synechococcus
1241:
1237:
1233:
1229:
1225:
1221:
1217:
1216:phytoplankton
1207:
1205:
1204:organohalogen
1195:
1193:
1189:
1185:
1181:
1178:. One of the
1169:
1165:
1161:
1157:
1153:
1149:
1148:Chloromethane
1137:
1130:
1125:
1108:
1102:
1099:
1095:
1090:
1087:
1084:
1079:
1078:
1072:
1069:
1067:
1064:
1062:
1059:
1058:
1056:
1051:
1050:
1045:
1041:
1037:
1033:
1032:
1028:
1025:(Recommended)
1024:
1020:
1019:
1015:
1012:(Permissible)
1011:
1007:
1006:
1002:
1001:
996:
990:
986:
977:
976:
966:
962:
953:
952:
946:
942:
933:
932:
928:
924:
920:
918:
915:
914:
910:
907:
901:
900:
896:
894:
891:
890:
883:
876:
869:
845:
842:
841:
837:
836:
822:
819:
815:
814:
800:
797:
793:
792:
789:
786:
783:
779:
778:
774:
769:
765:
762:
758:
757:
753:
751:
746:
741:
737:
729:
721:
715:
714:
710:
702:
694:
688:
687:
683:
675:
670:
664:
663:
658:
654:
651:
650:Dipole moment
647:
646:
642:
639:
635:
634:
630:
627:
623:
622:
617:
613:
609:
605:
604:
600:
593:
589:
583:
582:
578:
576:
573:
572:
568:
566:
565:
560:
559:
555:
552:
548:
547:
543:
541:
540:Boiling point
538:
537:
533:
531:
530:Melting point
528:
527:
523:
521:
518:
517:
513:
511:
508:
507:
503:
500:
499:
492:
490:
487:
486:
471:
468:
464:
463:
458:
449:
448:
445:
438:
424:
423:
420:
413:
405:
401:
400:DTXSID0021541
397:
396:
394:
384:
380:
379:
375:
373:
370:
369:
362:
358:
357:
355:
353:
350:
349:
342:
341:
339:
337:
334:
333:
326:
322:
321:
319:
313:
309:
308:
304:
300:
298:
295:
294:
287:
283:
282:
280:
278:
275:
274:
270:
267:
263:
262:
255:
254:
252:
250:
245:
244:
240:
236:
233:
231:
229:ECHA InfoCard
226:
225:
218:
214:
213:
211:
209:
206:
205:
198:
194:
193:
191:
189:
186:
185:
178:
174:
173:
171:
169:
166:
165:
161:
158:
154:
153:
146:
142:
141:
139:
135:
130:
129:
122:
118:
117:
115:
112:
108:
107:
102:
94:
91:
88:
85:
84:
79:
74:Chloromethane
71:
67:
62:
51:
47:
41:
37:
36:
32:
28:
23:
3526:Refrigerants
3506:Halomethanes
2822:
2777:Halomethanes
2674:
2657:
2653:
2647:
2638:
2628:
2610:
2603:
2582:
2567:
2558:
2548:
2507:
2503:
2497:
2472:
2468:
2462:
2451:. Retrieved
2447:
2438:
2426:. Retrieved
2422:
2413:
2399:
2372:
2368:
2358:
2313:
2309:
2303:
2299:
2291:
2246:
2242:
2236:
2184:
2180:
2174:
2149:
2145:
2139:
2114:
2110:
2104:
2085:
2079:
2050:
2021:
1950:
1941:
1872:bromomethane
1845:
1821:
1765:
1757:butyl rubber
1723:
1676:and related
1671:
1656:
1647:
1636:Please help
1631:verification
1628:
1600:stratosphere
1597:
1586:
1579:
1446:
1414:
1387:
1356:, using the
1351:
1347:
1338:cogeneration
1335:
1319:
1313:
1307:
1301:
1287:
1281:
1271:
1267:
1258:) produce CH
1255:
1252:Prorocentrum
1251:
1247:
1243:
1240:Porphyridium
1239:
1235:
1231:
1227:
1223:
1219:
1213:
1201:
1163:
1159:
1155:
1151:
1147:
1146:
999:
926:
904:Autoignition
839:
787:
749:
727:
700:
673:
643:Tetrahedron
591:
563:
336:RTECS number
197:ChEMBL117545
104:Identifiers
81:Other names
1824:refrigerant
1796:polystyrene
1768:methylating
1570:troposphere
1266:Cl in only
1248:Tetraselmis
1224:Phaeocystis
1188:refrigerant
1180:haloalkanes
941:median dose
927:Lethal dose
906:temperature
893:Flash point
782:Signal word
631:Tetragonal
586:Henry's law
501:Appearance
460:Properties
235:100.000.744
177:CHEBI:36014
3490:Categories
2453:2022-05-13
2070:3527306730
1893:References
1788:propellant
1747:SiCl) and
1582:atmosphere
1461:chloroform
1384:Production
1350:IRAS 16293
1284:salt marsh
1278:Biogenesis
1236:Isochrysis
1198:Occurrence
921:8.1–17.4%
761:Pictograms
720:combustion
619:Structure
556:5.325 g/L
489:Molar mass
361:A6R43525YO
208:ChemSpider
132:3D model (
111:CAS Number
3478:compound.
2540:221745138
2428:3 October
1812:herbicide
1737:silicones
1593:half-life
1254:sp., and
832:P410+P403
752:labelling
693:formation
667:Std molar
372:UN number
343:PA6300000
256:200-817-4
248:EC Number
3285:C*BrClFI
3095:C*HBrClI
3029:C*HBrClF
2711:(NIOSH).
2620:38412209
2532:32935983
2350:10097085
2209:11400635
2146:Mar Chem
2111:Mar Chem
2028:(NIOSH).
2003:(NIOSH).
1949:(2014).
1866:See also
1804:catalyst
1704:, MeSiCl
1696:SiCl, Me
1484:Cl + HCl
1453:chlorine
1417:methanol
1398:methanol
1192:biogenic
1166:, is an
840:NFPA 704
743:Hazards
610:(χ)
588:constant
162:1696839
3048:C*HBrFI
3034:C*HClFI
2705:"#0403"
2512:Bibcode
2477:Bibcode
2423:eso.org
2377:Bibcode
2318:Bibcode
2283:9789006
2251:Bibcode
2189:Bibcode
2154:Bibcode
2119:Bibcode
1997:"#0403"
1933:of the
1929:in the
1927:Record
1832:ammonia
1786:, as a
1776:greases
1759:and in
1751:(MeSiCl
1524:→ CHCl
1494:Cl + Cl
1449:methane
1366:Rosetta
1303:E. coli
1184:reagent
1129:what is
1127: (
669:entropy
590: (
520:Density
312:PubChem
121:74-87-3
3476:Chiral
3408:CBrClI
3199:CBrClF
3069:CHBrCl
2618:
2591:
2538:
2530:
2348:
2338:
2281:
2271:
2217:570389
2215:
2207:
2092:
2067:
1969:
1854:. The
1842:Safety
1784:resins
1782:, and
1739:, but
1591:. The
1542:→ CCl
1463:, and
1439:Cl + H
1404:, and
1286:plant
1210:Marine
1164:HCC 40
1124:verify
1121:
788:Danger
655:1.9 D
569:1.113
444:SMILES
286:C19446
271:24898
188:ChEMBL
64:Names
3369:CBrCl
3340:CBrCl
3316:CBrFI
3290:CClFI
3258:CBrCl
3125:CHBrI
3100:CHClI
3003:CHBrF
2995:CHClF
2536:S2CID
2341:22342
2274:23635
2213:S2CID
1720:, ...
1566:AGAGE
1546:+ HCl
1528:+ HCl
1506:+ HCl
1498:→ CH
1480:→ CH
1451:with
1419:with
1250:sp.,
1246:sp.,
1242:sp.,
1238:sp.,
1226:sp.,
1000:NIOSH
494:50.49
419:InChI
376:1063
168:ChEBI
134:JSmol
3453:CBrI
3416:CClI
3228:CBrF
3207:CClF
3170:CBrF
3162:CClF
3116:CHBr
3108:CHBr
3086:CHBr
3077:CHCl
3061:CHCl
3053:CHFI
3039:CHBr
3020:CHCl
2927:BrCl
2616:PMID
2589:ISBN
2528:PMID
2430:2017
2346:PMID
2279:PMID
2205:PMID
2090:ISBN
2065:ISBN
1967:ISBN
1830:and
1790:and
1780:oils
1731:SiCl
1708:, Me
1700:SiCl
1610:Uses
1538:+ Cl
1534:CHCl
1520:+ Cl
1476:+ Cl
1392:and
1354:2422
1282:The
1270:and
1160:R-40
1042:Ca
1036:IDLH
828:P281
824:P210
810:H373
806:H351
802:H220
562:log
510:Odor
352:UNII
325:6327
297:MeSH
277:KEGG
217:6087
89:R-40
3441:CBr
3432:CBr
3424:CBr
3403:ClI
3399:CBr
3390:CBr
3378:CCl
3357:CBr
3348:CCl
3332:CCl
3324:CFI
3307:CBr
3298:CBr
3280:ClF
3276:CBr
3267:CCl
3249:CCl
3216:CBr
3187:CCl
3133:CHI
3011:CHF
2987:CHF
2957:BrI
2936:ClI
2897:BrF
2888:ClF
2662:doi
2520:doi
2485:doi
2385:doi
2373:104
2336:PMC
2326:doi
2269:PMC
2259:doi
2197:doi
2162:doi
2127:doi
2057:doi
1959:doi
1860:MAC
1856:TLV
1838:).
1794:in
1743:(Me
1727:(Me
1688:):
1640:by
1162:or
1029:Ca
1023:REL
1010:PEL
750:GHS
731:298
704:298
677:298
451:CCl
388:EPA
315:CID
3492::
3474:*
3461:CI
3394:Cl
3361:Cl
3311:FI
3271:FI
3237:CF
3178:CF
3154:CF
3090:Cl
2962:CH
2953:CH
2945:Br
2941:CH
2932:CH
2923:CH
2915:Cl
2911:CH
2906:FI
2902:CH
2893:CH
2884:CH
2872:CH
2854:At
2850:CH
2841:CH
2836:Br
2832:CH
2827:Cl
2823:CH
2814:CH
2793:CH
2707:.
2658:88
2656:.
2637:.
2575:;
2557:.
2534:.
2526:.
2518:.
2508:54
2506:.
2483:.
2473:30
2471:.
2446:.
2421:.
2383:.
2371:.
2367:.
2344:.
2334:.
2324:.
2314:96
2312:.
2308:.
2277:.
2267:.
2257:.
2247:95
2245:.
2241:.
2225:^
2211:.
2203:.
2195:.
2183:.
2160:.
2150:59
2148:.
2125:.
2115:54
2113:.
2063:.
2034:^
2024:.
2020:.
2009:^
1999:.
1981:^
1965:.
1953:.
1901:^
1814:.
1778:,
1763:.
1716:Cl
1712:Si
1560:CH
1516:Cl
1512:CH
1502:Cl
1490:CH
1472:CH
1459:,
1431:CH
1427::
1400:,
1274:.
1234:,
1230:,
1222:,
1194:.
1176:Cl
1172:CH
1158:,
1154:,
981:Lo
979:LC
957:50
955:LC
937:50
935:LD
830:,
826:,
808:,
804:,
754::
723:(Δ
696:(Δ
482:Cl
3463:4
3455:3
3447:2
3445:I
3443:2
3436:I
3434:3
3426:4
3418:3
3410:2
3401:2
3392:3
3384:2
3382:I
3380:2
3373:I
3371:2
3363:2
3359:2
3352:I
3350:3
3342:3
3334:4
3326:3
3318:2
3309:2
3302:F
3300:3
3292:2
3278:2
3269:2
3262:F
3260:2
3253:F
3251:3
3243:2
3241:I
3239:2
3232:I
3230:2
3222:2
3220:F
3218:2
3211:I
3209:2
3201:2
3193:2
3191:F
3189:2
3182:I
3180:3
3172:3
3164:3
3156:4
3135:3
3127:2
3120:I
3118:2
3110:3
3102:2
3088:2
3081:I
3079:2
3071:2
3063:3
3055:2
3043:F
3041:2
3024:F
3022:2
3015:I
3013:2
3005:2
2997:2
2989:3
2968:2
2966:I
2964:2
2955:2
2947:2
2943:2
2934:2
2925:2
2917:2
2913:2
2904:2
2895:2
2886:2
2878:2
2876:F
2874:2
2852:3
2845:I
2843:3
2834:3
2825:3
2818:F
2816:3
2795:4
2769:e
2762:t
2755:v
2668:.
2664::
2622:.
2597:.
2561:.
2542:.
2522::
2514::
2491:.
2487::
2479::
2456:.
2432:.
2407:.
2393:.
2387::
2379::
2352:.
2328::
2320::
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2285:.
2261::
2253::
2219:.
2199::
2191::
2185:8
2168:.
2164::
2156::
2133:.
2129::
2121::
2098:.
2073:.
2059::
1975:.
1961::
1753:3
1745:3
1733:2
1729:2
1718:2
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1710:4
1706:3
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1698:2
1694:3
1686:3
1663:)
1657:(
1652:)
1648:(
1634:.
1604:×
1576:.
1562:3
1544:4
1540:2
1536:3
1526:3
1522:2
1518:2
1514:2
1504:2
1500:2
1496:2
1492:3
1482:3
1478:2
1474:4
1443:O
1441:2
1437:3
1433:3
1352:–
1326:3
1298:3
1264:3
1260:3
1218:(
1174:3
1119:N
987:)
983:(
963:)
959:(
943:)
939:(
881:0
874:4
867:2
733:)
728:H
725:c
706:)
701:H
698:f
679:)
674:S
672:(
597:)
595:H
592:k
564:P
479:3
476:H
473:C
390:)
386:(
136:)
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