1-(2,4-Cyclopentadiene-1-ylidene)cyclohexane

CAS No.
3141-04-6
Chemical Name:
1-(2,4-Cyclopentadiene-1-ylidene)cyclohexane
Synonyms
Pentamethylenefulvene;5-Cyclohexylidene-1,3-cyclopentadiene;(2,4-Cyclopentadienylidene)cyclohexane;Cyclohexane, 2,4-cyclopentadien-1-ylidene-;(2,4-Cyclopentadiene-1-ylidene)cyclohexane;1-(2,4-Cyclopentadiene-1-ylidene)cyclohexane
CBNumber:
CB52271531
Molecular Formula:
C11H14
Molecular Weight:
146.23
MDL Number:
MOL File:
3141-04-6.mol

1-(2,4-Cyclopentadiene-1-ylidene)cyclohexane Chemical Properties,Uses,Production

Purification Methods

Purify the fulvene by column chromatography and eluting with n-hexane [Abboud et al. J Am Chem Soc 109 1334 1987]. Cyclohexyl mercaptan (cyclohexane thiol) [1569 -69 -3] M 116.2, b 38-39o/12mm, 5 7o/23mm, 90o/100mm, 157o/763mm, d 4 0.949, n D 1.493, pKEst ~10.8. Possible impurities are the sulfide and the disulfide. Purify the thiol by conversion to the Na salt by dissolving in 10% aqueous NaOH, extract the sulfide and disulfide with Et2O, and then acidify the aqueous solution (with cooling and under N2) with HCl, extract with Et2O, dry over MgSO4, evaporate and distil it in a vacuum (b 41o/12mm). The sulfide has b 7 4o/0.2mm, n D 1.5162 and the disulfide has b 110-112o/0.2mm, n D 1.5557. The Hg-mercaptide has m 77-78o (needles from EtOH). [Naylor J Chem Soc 1532 1947, Beilstein 6 H 8, 6 I 6, 6 II 14, 6 III 46, 6 IV 72.]

1-(2,4-Cyclopentadiene-1-ylidene)cyclohexane Preparation Products And Raw materials

Raw materials

Preparation Products

(2,4-Cyclopentadiene-1-ylidene)cyclohexane (2,4-Cyclopentadienylidene)cyclohexane 1-(2,4-Cyclopentadiene-1-ylidene)cyclohexane 5-Cyclohexylidene-1,3-cyclopentadiene Pentamethylenefulvene Cyclohexane, 2,4-cyclopentadien-1-ylidene- 3141-04-6