4808-03-1

Basic information

• Product Name: ethyl (2E,4E)-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienoate
• Synonyms: ethyl (2E,4E)-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienoate
• CAS NO: 4808-03-1
• Molecular Weight: 248.365
• Mol File: 4808-03-1.mol

Chemical Properties

• CAS DataBase Reference: ethyl (2E,4E)-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (2E,4E)-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienoate(4808-03-1)
• EPA Substance Registry System: ethyl (2E,4E)-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienoate(4808-03-1)

Safety Data

• Hazardous Substances Data: 4808-03-1(Hazardous Substances Data)

Upstream product

• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 53018-97-6 (E)-3-(2,6,6-Trimethyl-cyclohex-1-enyl)-propenal 
• 82101-76-6 ethyl (E)-3-(tributylstannyl)acrylate 
• 303779-99-9 (E)-2-(2,6,6-trimethylcyclohexen-1-yl)-ethenyl (trifluoromethyl)sulfonate 
• 475673-41-7 (E)-2-(2,6,6-trimethylcyclohexen-1-yl)ethenyl nonafluorobutanesulfonate 
• 79-77-6 (E)-β-ionone 
• 14393-44-3 (E)-3-(2,6,6-trimethylcyclohex-1-en-1-yl)prop-2-en-1-ol 
• 14393-45-4 (E)-3-(2,6,6-trimethylcyclohex-1-enyl)acrylic acid 
• 141208-06-2 (2E)-N-methoxy-N-methyl-3-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-propenamide 
• 472-66-2 (2,6,6-trimethyl-1-cyclohexen-1-yl)acetaldehyde 

Downstream Products

• 4808-04-2 5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dien-1-ol 
• 4834-01-9 9-demethylretinol 
• 5358-27-0 all-trans-9-Desmethyl-vitamin-A-saeure 
• 5507-79-9 methyl 9,13-bisdesmethylretinoate 
• 4808-00-8 (2E,4E)-5-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-penta-2,4-dienenal 

Relevant articles and documents

Photocatalytic e → Z Isomerization of β-Ionyl Derivatives

An operationally simple E → Z isomerization of activated dienes, based on the β-ionyl motif intrinsic to retinal, is reported using inexpensive (-)-riboflavin (vitamin B2) under irradiation at 402 nm. Selective energy transfer from photoexcited (-)-riboflavin to the starting E-isomer enables geometrical isomerization. Since the analogous process with the Z-isomer is inefficient, microscopic reversibility is circumvented, thereby enabling a directional isomerization to generate the contra-thermodynamic product (up to 99% yield, up to 99:1 Z/E). Prudent choice of photocatalyst enables chemoselective isomerization to be achieved in both inter- and intramolecular systems. The principles established from this study, together with a molecular editing approach, have facilitated the development of a regioselective isomerization of a truncated triene based on the retinal scaffold.

Palladium-catalyzed coupling reaction of an enol nonaflate with (vinyl)tributylstannanes and acetylenes: A highly stereoselective synthesis of 8,18-13C2-labeled retinal

Here we report that enol nonaflates exhibit higher reactivity than the corresponding enol triflates in palladium-catalyzed cross-coupling reactions with various (vinyl)tributylstannanes and acetylenes. We also highlight the reaction of a vinyl nonaflate,

Palladium catalyzed coupling reaction of an enol nonaflate with (vinyl)tributylstannanes and acetylenes

A novel method for a stereoselective synthesis of trienes and dienynes was developed by palladium catalyzed cross coupling reactions of an enol nonaflate with (vinyl)tributylstannanes and acetylenes in good to excellent yields. Here, the enol nonaflate ex