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1079:
Propargyl alcohol is a flammable liquid, toxic by inhalation, highly toxic by ingestion, toxic by skin absorption, and corrosive.
956:
functional group. Propargyl alcohol is a colorless viscous liquid that is miscible with water and most polar organic solvents.
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968:. It is used as a corrosion inhibitor, a metal complex solution, a solvent stabilizer and an
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283:
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Falbe, Jürgen; Bahrmann, Helmut; Lipps, Wolfgang; Mayer, Dieter. "Alcohols, Aliphatic".
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substituted propargylic alcohols undergo catalyzed rearrangement reactions to form
981:
965:
937:
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697:
489:
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1316:
1234:. Dougherty, Dennis A., 1952-. Mill Valley, California: University Science Books.
1029:= 15.5), which is in turn more acidic than the fully saturated (sp carbons only)
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294:
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Except where otherwise noted, data are given for materials in their
23:
993:
756:
450:
222:
1137:
1051:
Propargyl alcohol is produced by the copper-catalysed addition of
749:
104:
653:
458:
234:
953:
665:
136:
964:
Propargyl alcohol polymerizes with heating or treatment with
258:
116:
94:
625:
310:
59:
propynol, 2-propynol, 2-propyn-1-ol, hydroxymethylacetylene.
1068:
972:
brightener additive. It is also used as an intermediate in
857:
483:
114 to 115 °C (237 to 239 °F; 387 to 388 K)
473:−51 to −48 °C (−60 to −54 °F; 222 to 225 K)
445:
213:
637:
583:
591:
1227:
1144:
National
Institute for Occupational Safety and Health
1332:
Hazardous substance fact sheet for propargyl alcohol
1280:
1011:, propargyl alcohol is significantly more acidic (p
1343:
587:
246:
1059:as a by-product of the industrial synthesis of
772:
733:
80:
1284:Ullmann's Encyclopedia of Industrial Chemistry
815:36 °C; 97 °F; 309 K (open cup)
745:
599:
1018:= 13.6) compared to its sp-containing analog
959:
1337:CDC - NIOSH Pocket Guide to Chemical Hazards
1262:: CS1 maint: multiple names: authors list (
1168:Institute for Occupational Safety and Health
1318:J. Am. Chem. Soc., 1944, 66 (2), pp 285–287
1194:
1266:) CS1 maint: numeric names: authors list (
717:
325:
186:
164:
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1138:NIOSH Pocket Guide to Chemical Hazards.
321:
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1129:
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1125:
1123:
1121:
1119:
177:
1150:
353:Key: TVDSBUOJIPERQY-UHFFFAOYSA-N
144:
124:
1116:
363:Key: TVDSBUOJIPERQY-UHFFFAOYAE
237:
221:
13:
992:and others. It can be oxidized to
986:α,β-unsaturated carbonyl compounds
768:
440:Colorless to straw-colored liquid
14:
1373:
1325:
1231:Modern physical organic chemistry
350:InChI=1S/C3H4O/c1-2-3-4/h1,4H,3H2
891:
553:
548:
543:
538:
533:
411:
360:InChI=1/C3H4O/c1-2-3-4/h1,4H,3H2
31:
22:
1228:Anslyn, Eric V., 1960- (2006).
887:(at 25 °C , 100 kPa).
1221:
1188:
1173:
1046:
948:O. It is the simplest stable
417:
405:
1:
1170:, accessed on 11 March 2020.
1109:
1067:of 3-chloro-2-propen-1-ol by
1063:. It can also be prepared by
825:(US health exposure limits):
990:Meyer–Schuster rearrangement
7:
1082:
10:
1378:
1216:, vol. 4, p. 813
960:Reactions and applications
1164:GESTIS Substance Database
1074:
881:
819:
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509:
392:
372:
337:
64:
56:
44:
39:
30:
21:
1293:10.1002/14356007.a01_279
1003:As an indication of the
616:Precautionary statements
1287:. Weinheim: Wiley-VCH.
779:
778:
505:12 mmHg (20 °C)
1195:J. C. Sauer (1956).
851:TWA 1 ppm (2 mg/m)
761:(fire diamond)
46:Preferred IUPAC name
1362:Propargyl compounds
1065:dehydrochlorination
490:Solubility in water
432: g·mol
18:
1104:Propargyl chloride
1061:but-2-yne-1,4-diol
914:Infobox references
860:(Immediate danger)
780:
17:Propargyl alcohol
16:
1214:Collected Volumes
1202:Organic Syntheses
1197:"Propionaldehyde"
1005:electronegativity
974:organic synthesis
926:Propargyl alcohol
922:Chemical compound
920:
919:
870:Safety data sheet
578:Hazard statements
306:CompTox Dashboard
106:Interactive image
1369:
1357:Primary alcohols
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1210:
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1182:, 11th Edition,
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998:propargylic acid
934:organic compound
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898:
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400:Chemical formula
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1326:External links
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1302:978-3527306732
1301:
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1159:Prop-2-yn-1-ol
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1101:
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1081:
1076:
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1040:
1034:propyl alcohol
1026:
1015:
970:electroplating
961:
958:
952:containing an
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912:
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885:standard state
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694:P305+P351+P338
686:P303+P361+P353
678:P301+P330+P331
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50:Prop-2-yn-1-ol
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1128:
1126:
1124:
1122:
1120:
1115:
1105:
1102:
1100:
1097:
1095:
1094:Allyl alcohol
1092:
1090:
1087:
1086:
1080:
1072:
1070:
1066:
1062:
1058:
1054:
1044:
1039:
1035:
1033:
1025:
1021:
1020:allyl alcohol
1014:
1010:
1006:
1001:
999:
995:
991:
987:
983:
979:
975:
971:
967:
957:
955:
951:
939:
935:
931:
930:2-propyn-1-ol
927:
915:
908:
903:
886:
880:
877:
874:
871:
868:
867:
863:
859:
855:
854:
850:
847:(Recommended)
846:
842:
841:
837:
834:(Permissible)
833:
829:
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823:
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479:Boiling point
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469:Melting point
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323:DTXSID5021883
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178:ECHA InfoCard
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146:ChEMBL1563026
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25:
20:
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1230:
1223:
1213:
1206:
1200:
1190:
1183:
1179:
1175:
1158:
1152:
1089:Alkynylation
1078:
1053:formaldehyde
1050:
1037:
1031:
1023:
1012:
1002:
963:
929:
925:
924:
876:External SDS
821:
757:
569:
516:
463:0.9715 g/cm
259:RTECS number
65:Identifiers
57:Other names
1180:Merck Index
1047:Preparation
811:Flash point
564:Signal word
437:Appearance
393:Properties
184:100.003.157
126:CHEBI:28905
1346:Categories
1157:Record of
1110:References
528:Pictograms
425:Molar mass
299:1986 2929
284:E920VF499L
157:ChemSpider
93:3D model (
72:CAS Number
1258:cite book
1099:Propargyl
1057:acetylene
1043:= 16.1).
1009:sp carbon
978:Secondary
936:with the
742:P403+P235
738:P403+P233
730:P370+P378
690:P304+P340
682:P302+P352
674:P301+P310
519:labelling
495:miscible
295:UN number
266:UK5075000
205:203-471-2
197:EC Number
1352:Alkynols
1250:55600610
1146:(NIOSH).
1083:See also
994:propynal
988:via the
982:tertiary
932:, is an
758:NFPA 704
510:Hazards
451:geranium
166:21106466
82:107-19-7
1166:of the
1162:in the
1140:"#0527"
950:alcohol
938:formula
907:what is
905: (
459:Density
235:PubChem
1299:
1248:
1238:
1075:Safety
1007:of an
954:alkyne
902:verify
899:
872:(SDS)
570:Danger
453:-like
430:56.064
377:SMILES
223:C05986
137:ChEMBL
40:Names
928:, or
864:N.D.
838:none
822:NIOSH
384:C#CCO
342:InChI
117:ChEBI
95:JSmol
1297:ISBN
1268:link
1264:link
1246:OCLC
1236:ISBN
1209:: 66
1184:7819
1069:NaOH
980:and
966:base
858:IDLH
750:P501
746:P405
734:P391
726:P363
722:P361
718:P330
714:P322
710:P321
706:P312
702:P311
698:P310
670:P280
666:P273
662:P271
658:P270
654:P264
650:P261
646:P260
642:P243
638:P242
634:P241
630:P240
626:P233
622:P210
608:H411
604:H373
600:H330
596:H314
592:H310
588:H301
584:H226
446:Odor
275:UNII
248:7859
214:KEGG
1289:doi
1055:to
996:or
845:REL
832:PEL
517:GHS
311:EPA
238:CID
1348::
1295:.
1260:}}
1256:{{
1244:.
1211:;
1207:36
1205:.
1199:.
1142:.
1118:^
1071:.
1036:(p
1032:n-
1022:(p
1000:.
976:.
748:,
744:,
740:,
736:,
732:,
728:,
724:,
720:,
716:,
712:,
708:,
704:,
700:,
696:,
692:,
688:,
684:,
680:,
676:,
672:,
668:,
664:,
660:,
656:,
652:,
648:,
644:,
640:,
636:,
632:,
628:,
624:,
606:,
602:,
598:,
594:,
590:,
586:,
521::
1307:.
1305:.
1291::
1270:)
1252:.
1218:.
1041:a
1038:K
1027:a
1024:K
1016:a
1013:K
946:4
944:H
942:3
940:C
897:N
799:3
792:3
785:3
418:O
415:4
412:H
409:3
406:C
313:)
309:(
97:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
