165:
27:
226:
266:
50:
239:
group is always shown outside the ring structure, take for instance the exocyclic double bond of the former molecule.
365:
147:
324:
Christmann, M (2010). "Otto
Wallach: Founder of Terpene Chemistry and Nobel Laureate 1910".
215:
136:
The mode of ring-closing in the formation of many alicyclic compounds can be predicted by
8:
112:
137:
341:
219:
96:
38:
276:
333:
306:
280:
271:
296:
247:
100:
46:
246:
The placement of double bonds in many alicyclic compounds can be predicted with
130:
359:
301:
208:
284:
345:
337:
196:
188:
180:
143:
124:
88:
80:
72:
30:
310:
200:
192:
184:
176:
168:
164:
159:
92:
84:
76:
68:
61:
54:
20:
133:
have two or more rings that are connected through only one carbon atom.
240:
204:
275:, 2nd ed. (the "Gold Book") (1997). Online corrected version: (1995) "
120:
58:
299:(1932). "Third Pedler lecture. The life and work of Otto Wallach".
108:
104:
243:
are a prominent class of compounds with exocyclic double bonds.
116:
26:
16:
Organic molecule with one or more non-aromatic all-carbon rings
19:"Carbon ring" redirects here. For aromatic carbon rings, see
225:
67:
The simplest alicyclic compounds are the monocyclic
57:
character. Alicyclic compounds may have one or more
357:
295:
171:is an alicyclic compound with a double bond.
323:
224:
163:
25:
326:Angewandte Chemie International Edition
358:
203:, and so on. Bicyclic alkenes include
146:, a German chemist, received the 1910
150:for his work on alicyclic compounds.
214:Two more examples are shown below,
33:is the smallest alicyclic compound.
13:
272:Compendium of Chemical Terminology
14:
377:
45:contains one or more all-carbon
153:
317:
289:
260:
1:
253:
7:
229:Left: exocyclic double bond
10:
382:
231:Right: regular double bond
157:
18:
148:Nobel Prize in Chemistry
51:saturated or unsaturated
285:10.1351/goldbook.A00216
338:10.1002/anie.201003155
232:
172:
34:
228:
167:
158:Further information:
29:
311:10.1039/JR9320001582
216:methylenecyclohexane
49:which may be either
277:Alicyclic compounds
220:1-methylcyclohexene
233:
173:
53:, but do not have
43:alicyclic compound
35:
366:Organic compounds
332:(50): 9580–9586.
39:organic chemistry
373:
350:
349:
321:
315:
314:
293:
287:
264:
218:on the left and
115:alkanes include
99:alkanes include
381:
380:
376:
375:
374:
372:
371:
370:
356:
355:
354:
353:
322:
318:
297:Leopold Ruzicka
294:
290:
265:
261:
256:
230:
162:
156:
138:Baldwin's rules
131:Spiro compounds
101:bicycloundecane
24:
17:
12:
11:
5:
379:
369:
368:
352:
351:
316:
288:
258:
257:
255:
252:
222:on the right:
155:
152:
15:
9:
6:
4:
3:
2:
378:
367:
364:
363:
361:
347:
343:
339:
335:
331:
327:
320:
312:
308:
304:
303:
302:J. Chem. Soc.
298:
292:
286:
282:
278:
274:
273:
268:
263:
259:
251:
249:
244:
242:
238:
227:
223:
221:
217:
212:
210:
209:norbornadiene
206:
202:
198:
194:
190:
186:
182:
178:
170:
166:
161:
151:
149:
145:
141:
139:
134:
132:
128:
126:
122:
118:
114:
110:
106:
102:
98:
95:, and so on.
94:
90:
86:
82:
78:
74:
70:
65:
63:
60:
56:
52:
48:
44:
40:
32:
28:
22:
329:
325:
319:
300:
291:
270:
262:
248:Bredt's rule
245:
236:
234:
213:
197:cycloheptene
189:cyclopentene
181:cyclopropene
177:cycloalkenes
174:
154:Cycloalkenes
144:Otto Wallach
142:
135:
129:
125:tetrahedrane
89:cycloheptane
81:cyclopentane
73:cyclopropane
69:cycloalkanes
66:
42:
36:
31:Cyclopropane
241:Isotoluenes
201:cyclooctene
193:cyclohexene
185:cyclobutene
175:Monocyclic
169:Cyclohexene
160:Cycloalkene
93:cyclooctane
85:cyclohexane
77:cyclobutane
62:side chains
21:Aromaticity
254:References
205:norbornene
113:Polycyclic
64:attached.
237:exocyclic
121:basketane
59:aliphatic
360:Category
346:21110354
305:: 1582.
97:Bicyclic
55:aromatic
109:housane
105:decalin
344:
123:, and
117:cubane
107:, and
267:IUPAC
47:rings
41:, an
342:PMID
207:and
179:are
334:doi
307:doi
281:doi
279:".
235:An
37:In
362::
340:.
330:49
328:.
269:,
250:.
211:.
199:,
195:,
191:,
187:,
183:,
140:.
127:.
119:,
111:.
103:,
91:,
87:,
83:,
79:,
75:,
71::
348:.
336::
313:.
309::
283::
23:.
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
