85458-25-9

Basic information

• Product Name: 5,5-dimethoxy-1-(2,6,6-trimethyl-cyclohex-1-enyl)-pent-1-en-3-one
• Synonyms: 5,5-dimethoxy-1-(2,6,6-trimethyl-cyclohex-1-enyl)-pent-1-en-3-one
• CAS NO: 85458-25-9
• Molecular Weight: 266.381
• Mol File: 85458-25-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 5,5-dimethoxy-1-(2,6,6-trimethyl-cyclohex-1-enyl)-pent-1-en-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5-dimethoxy-1-(2,6,6-trimethyl-cyclohex-1-enyl)-pent-1-en-3-one(85458-25-9)
• EPA Substance Registry System: 5,5-dimethoxy-1-(2,6,6-trimethyl-cyclohex-1-enyl)-pent-1-en-3-one(85458-25-9)

Safety Data

• Hazardous Substances Data: 85458-25-9(Hazardous Substances Data)

Upstream product

• 107-31-3 Methyl formate 
• 79-77-6 (E)-β-ionone 
• 67-56-1 methanol 
• 180736-86-1 1-hydroxy-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-1,4-dien-3-one 

Downstream Products

• 24336-21-8 9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenal 
• 52152-31-5 11-cis-9-Demethylretinal 
• 4808-04-2 5-(2,6,6-trimethylcyclohex-1-enyl)penta-2,4-dien-1-ol 
• 24336-19-4 all-trans-9-desmethyltretinal 
• 52152-32-6 9-cis-9-demethylretinal 
• 20013-34-7 acide-2-carboxy-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2E,4E,6E,8E-tetraenoique 
• 4759-48-2 13-cis-retinoic acid 
• 304466-91-9 (3E,7E)-6-Methylene-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,7-dien-2-one 
• 180736-80-5 (4E)-3-methylene-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-4-pentenal 

Relevant articles and documents

Stereoselective synthesis of 9-methylene-13-demethyl analogs of natural retinoids

9-Methylene-13-demethyl analogs of retinol, retinal and retinoic acid, methyl ester were synthesised via new synthons β-methylenealdehydes.

Stereoselective syntheses of 13E and 13Z retinoic acids via a new intermediate C-15 β-methylenealdehyde

The methylene-de-oxo-bisubstitution reaction between dimethyl isopropylidene malonate and the C-15 β-methylenealdehyde 1 which could serve as substitute for E β-ionylideneacetaldehyde 2, produces stereoselectively the E,E olefin. Hence, new stereoselective syntheses of 13 E and 13 Z retinoic acids were described. (C) 2000 Elsevier Science Ltd.

First synthesis of 9-Demethyl-14-Carboxyretinoic Acid

A short synthesis of 9-demethyl-14-carboxyretinoic acid from β-ionone via 9-demethyl-β-ionyldeneacetaldehyde is reported (48percent overal yield).