25528-87-4

Basic information

• Product Name: (2E,4E)-3-Methyl-5-(2,6,6-triMethyl-1,3-cyclohexadien-1-yl)-2,4-pentadienal
• Synonyms: (2E,4E)-3-Methyl-5-(2,6,6-triMethyl-1,3-cyclohexadien-1-yl)-2,4-pentadienal
• CAS NO: 25528-87-4
• Molecular Formula: C₁₅H₂₀O
• Molecular Weight: 216.3187
• Mol File: 25528-87-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 334.2±11.0 °C(Predicted)
• Appearance: /
• Density: 0.967±0.06 g/cm3(Predicted)
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform, DCM, Ethyl Acetate, Ethanol
• CAS DataBase Reference: (2E,4E)-3-Methyl-5-(2,6,6-triMethyl-1,3-cyclohexadien-1-yl)-2,4-pentadienal(CAS DataBase Reference)
• NIST Chemistry Reference: (2E,4E)-3-Methyl-5-(2,6,6-triMethyl-1,3-cyclohexadien-1-yl)-2,4-pentadienal(25528-87-4)
• EPA Substance Registry System: (2E,4E)-3-Methyl-5-(2,6,6-triMethyl-1,3-cyclohexadien-1-yl)-2,4-pentadienal(25528-87-4)

Safety Data

• Hazardous Substances Data: 25528-87-4(Hazardous Substances Data)

Usage

Description

(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4-pentadienal is an organic compound characterized by its unique molecular structure, featuring a pentadienal backbone with a 3-methyl group and a 2,6,6-trimethyl-1,3-cyclohexadien-1-yl substituent. (2E,4E)-3-Methyl-5-(2,6,6-triMethyl-1,3-cyclohexadien-1-yl)-2,4-pentadienal plays a significant role in the synthesis of various biologically active molecules, particularly in the Vitamin A2 series and isomers of Retinal (R240000).

Uses

Used in Pharmaceutical Industry:
(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4-pentadienal is used as an intermediate in the synthesis of Vitamin A2 series and isomers of Retinal (R240000) for their potential application in vision restoration and reconstitution treatments. These compounds are crucial for maintaining healthy vision and can be used to address various vision-related conditions and diseases.
Used in Vision Restoration and Reconstitution Treatments:
(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4-pentadienal is used as a key component in the development of treatments aimed at restoring and reconstituting vision. The synthesized Vitamin A2 series and Retinal isomers derived from this compound can be utilized to improve the function and health of the retina, which is essential for maintaining proper vision.

Upstream product

• 25528-85-2 (2E,4E)-3-methyl-5-(2,6,6-trimethylcyclohexa-1,3-dienyl)penta-2,4-dien-1-ol 
• 20109-91-5 (2E,4E)-3-methyl-5-(2,6,6-trimethyl-1,3-cyclohexadienyl)-2,4-pentanedienenitrile 
• 6901-91-3 9-trans-Dehydro-β-jonyliden-essigsaeure 
• 14538-58-0 3-methyl-5t-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2t,4-dienoic acid methyl ester 
• 14398-42-6 (2E,4E)-3-methyl-5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dienoic acid 

Downstream Products

• 4159-20-0 3,4-didehydroretinoic acid 
• 24041-43-8 methyl (7E,9E,11E,13E)-9,13-dimethyl-7-(1,1,5-trimethyl-3,5-cyclohexadien-6-yl)-7,9,11,13-nonatetraen-15-oate 
• 24041-43-8 methyl (7E,9E,11E,13Z)-9,13-dimethyl-7-(1,1,5-trimethyl-3,5-cyclohexadien-6-yl)-7,9,11,13-nonatetraen-15-oate 
• 111957-73-4 (7E,9E,11E,13Z)-9,13-dimethyl-7-(1,1,5-trimethyl-3,5-cyclohexadien-6-yl)-7,9,11,13-nonatetraen-15-oic acid 
• 1041190-31-1 (2E,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4,6,8-nonatetraenenitrile 
• 6248-59-5 (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4,6,8-nonatetraenenitrile 
• 124130-50-3 9-(4-Phenylazo-benzoyloxy)-3.7-dimethyl-1t-[2.2.6-trimethyl-cyclohexadien-(4.6)-(yl)-nonatetraen-(1.3t.5t.7t) 
• 124130-50-3 13-cis-Vitamin-A⁽²⁾-p-phenylazobenzoat 
• 90694-28-3 3.7-Dimethyl-1t-(2.2.6-trimethyl-cyclohexadien-(4.6)-yl)-nonatetraen-(1.3t.5t.7c)-ol-⁽⁹⁾ 
• 472-87-7 3,4-didehydroretinal 
• 65165-84-6 13-cis-3-dehydroretinal 
• 79-80-1 vitamin A₂ 
• 25528-91-0 5-methyl-7t-(2,6,6-trimethyl-cyclohexa-1,3-dienyl)-hepta-2t,4t,6-trienoic acid methyl ester 

Relevant articles and documents

A convenient and stereoselective synthesis of 11Z-3,4-didehydroretinal by Horner-Emmons reaction using diphenyl phosphonate

A convenient synthesis of 3,4-didehydroretinal was developed. The Horner-Emmons reaction between 3,4-didehydro-β-ionone and diphenyl phosphonate in the presence of crown ether gave the retinonitrile as an isomeric mixture, in which the newly produced double bond was predominantly 11Z-form. After separation of the 11Z-form retinonitrile, it was converted into the corresponding retinal in good yield without isomerization of the double bonds.