29837-07-8

Basic information

• Product Name: Cyclohexene, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-, (Z)-
• CAS NO: 29837-07-8
• Molecular Formula: C15H24
• Molecular Weight: 204.356
• Mol File: 29837-07-8.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Cyclohexene, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexene, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-, (Z)-(29837-07-8)
• EPA Substance Registry System: Cyclohexene, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-, (Z)-(29837-07-8)

Safety Data

• Hazardous Substances Data: 29837-07-8(Hazardous Substances Data)

Usage

General Description

Cyclohexene, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-, (Z)- is a chemical compound that belongs to the class of cycloalkenes. It is a colorless liquid with a molecular formula of C14H24 and a molar mass of 192.34 g/mol. Cyclohexene, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-, (Z)- is used primarily in the production of fragrances and flavorings due to its characteristic odor and taste. It is also used as a precursor in the synthesis of other organic compounds. The (Z)- configuration signifies that the double bonds in the molecule are in a cis orientation, resulting in a specific spatial arrangement of atoms. Cyclohexene, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-, (Z)- is commonly found in essential oils and natural plant extracts, and it is utilized in a variety of industrial and commercial applications.

Upstream product

• 63023-43-8 (Z,E)-Farnesyldiphenylphosphat 
• 40716-66-3 (E)-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol 
• 89111-66-0 2(Z),6(E)-farnesyl iodide 
• 3017-69-4 2-methyl-1-propenylbromide 
• 73494-01-6 3-(4'-methylcyclohex-3'-en-1-yl)but-2-enyl bromide 
• 7212-44-4 (+/-)-nerolidol 
• 3790-71-4 (2Z,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol 
• 372-97-4 farnesyl pyrophosphate 
• 78-79-5 isoprene 
• 16106-95-9 (2Z,6Z)-farnesol 
• 67023-85-2 1-chloro-3,7,11-trimethyldodeca-2(Z),6(E),10-triene 
• 6784-45-8 (2E,6E)-farnesyl chloride 
• 59905-15-6 dehydronerolidol 
• 106-28-5 Farnesol 

Relevant articles and documents

Heteropoly acid catalyzed cyclization of nerolidol and farnesol: Synthesis of α-bisabolol

Heteropoly acid H3PW12O40 is an active and environmentally friendly homogeneous catalyst for the synthesis of α-bisabolol, a high-priced and highly demanded ingredient for the fragrance, cosmetic and pharmaceutical industries, starting from more abundant biomass-based sesquiterpenic alcohols. The solvent nature remarkably affects the reaction pathways and product selectivity. In acetone solutions, α-bisabolol can be obtained in 55-60% GC yields from nerolidol and 60-70% GC yields from farnesol at complete substrate conversions, which are probably the best results ever reported for these reactions. α-Bisabolol synthesized by this method contains no farnesol, which is a potentially allergenic compound and should be avoided in the commercially used α-bisabolol. This advantage is especially important because the distillative separation of α-bisabolol and farnesol is a troublesome task. The catalyst shows high turnover numbers and operates under mild nearly ambient conditions.

PROCESS FOR REMOVING FARNESOL FROM MIXTURES WITH ALPHA-BISABOLOL

Process for esterification of farnesol in an initial mixture comprising alpha-bisabolol, farnesol and optionally other components, with the following steps: 1. Preparation or production of the initial mixture, 2. Adding (i) a transesterification catalyst and (ii) one or more compounds of formula (B) [in-line-formulae]R2YnCO2R1??(B) [/in-line-formulae] in which the following applies: R1 stands for an alkyl residue with 1 to 12 C atoms; R2 stands for hydrogen, an alkyl residue with 1 to 20 C atoms, a cycloalkyl residue with 5 to 20 C atoms, an aryl residue with 6 to 20 C atoms or a heteroaryl residue with 5 to 20 C atoms; and Y stands for CH2, CH(Me), CH(Et), C(Me)2, CH2—CH(Me), CH(Me)-CH2 or CH2—CH(Me)-CH2 and n stands for a whole number from 0 to 6; or R2 stands for a group CO2R3, R3 standing for an alkyl residue with 1 to 12 C atoms; and Y stands for CH2, CH(Me), CH(Et), C(Me)2, CH2—CH(Me), CH(Me)-CH2 or CH2—CH(Me)-CH2 and n stands for a whole number from 0 to 8, or Y stands for an optionally substituted phenyl or naphthyl ring with a total of at most four substituents on the ring, n=1 applying.

CYCLIZATION OF SOME LINEAR TERPENOLS INITIATED BY "ACTIVATED" DMSO

It was shown that the acylhydroxysulfonium salt generated in situ from DMSO and trifluoroacetic anhydride causes low-temperature cyclization of geraniol, linalool, and nerol in an aprotic medium to a mixture of p-menthane monoterpenoids, and the maximum yield is obtained in the case of the last two terpenols.A similar result was obtained for E-nerolidol.