105175-91-5

Basic information

• Product Name: 3-methyl-5-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-penta-2,4-dienenitrile
• Synonyms: 3-methyl-5-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-penta-2,4-dienenitrile
• CAS NO: 105175-91-5
• Molecular Weight: 215.338
• Mol File: 105175-91-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3-methyl-5-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-penta-2,4-dienenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-5-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-penta-2,4-dienenitrile(105175-91-5)
• EPA Substance Registry System: 3-methyl-5-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-penta-2,4-dienenitrile(105175-91-5)

Safety Data

• Hazardous Substances Data: 105175-91-5(Hazardous Substances Data)

Upstream product

• 2537-48-6 diethyl 1-cyanomethylphosphonate 
• 79-77-6 (E)-β-ionone 
• 1856-65-1 (4E)-2-cyano-3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienoic acid 
• 21658-95-7 diisopropyl (cyanomethyl)phosphonate 
• 92728-58-0 (4E)-3-methylene-5-(2,6,6-trimethylcyclohex-1-en-1-yl)pent-4-enenitrile 

Downstream Products

• 6980-79-6 (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal 
• 24336-20-7 7-methyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenal 
• 129165-44-2 (2E,4E,6E,8E)-7-methyl-9-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-nona-2,4,6,8-tetraenenitrile 
• 58526-71-9 (2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal 
• 53121-25-8 all-trans-14-methyl-retinal 
• 3917-41-7 (2E,4E)-3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal 
• 43219-39-2 (2E,4E)-3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dien-1-amine 
• 43219-55-2 (1E,3E)-3-methyl-1-[2,6,6-trimethylcyclohex-1-enyl]hexa-1,3,5-triene 
• 86708-67-0 ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate 
• 3899-20-5 ethyl (all-E)-retinoate 
• 862098-80-4 6-Methyl-8-<1.3.3-trimethyl-cyclohexen-(1)-yl-(2)>-octatrien-(3.5.7)-on-(2) 
• 20638-89-5 9-trans-13-cis-dimethyl-7-(1,1,5-trimethyl-5-cyclohexen-6-yl)-7,9,11,13-nonatetraene-15-nitrile 
• 20638-88-4 9-trans-13-trans-dimethyl-7-(1,1,5-trimethyl-5-cyclohexen-6-yl)-7,9,11,13-nonatetraene-15-nitrile 

Relevant articles and documents

Cyclofarnesoids and methylhexanoids produced from β-carotene in Phycomyces blakesleeanus

The oxidative cleavage of β-carotene in the Mucorales produces three fragments of 18, 15, and 7 carbons, respective heads of three families of apocarotenoids: The methylhexanoids, the trisporoids, and the cyclofarnesoids (named after their 1,6-cyclofarnes

Synthesis of three retinal models, including the 10-s-cis-locked retinal, all-E-12,19-methanoretinal

All-E-12,19-methanoretinal (1) is distinguished by the presence of the locked 10-s-cis conformation in the cyclohexadiene ring in the conjugated chain. 1 has been prepared together with its 13-Z isomer in an overall yield of 0.5percent. 1 and 13-Z-1 photochemically interconvert in a clean way.In this system, only photoisomerization around the C13=C14 double bond is observed.In the photostationary state, the 13-Z isomer is predominant.All-E-12-ethyl-19-methylretinal (2) and all-E-12-ethylretinal (3) were prepared in good overall yields (20percent and 30percent) from β-ionone using the novel synthon, 3-methyl-4-(diethylphosphono)-2-hexenenitrile (11).The photochemistry of these retinal derivatives is very similar to that of retinal.The 9-Z, 11-Z and 13Z isomers of 2 and 3 were photochemically prepared.The 13C NMR spectra of these new compounds gave information about the structural elements of alkyl groups in conjugated systems and about the conformation of the conjugated chain.

AN EFFICIENT PREPARATION OF trans,trans-β-IONYLIDENEACETALDEHYDE

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