81121-21-3

Basic information

• Product Name: rac-(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-hydroxy-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid ethyl ester
• CAS NO: 81121-21-3
• Molecular Weight: 344.494
• Mol File: 81121-21-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: rac-(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-hydroxy-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: rac-(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-hydroxy-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid ethyl ester(81121-21-3)
• EPA Substance Registry System: rac-(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-hydroxy-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid ethyl ester(81121-21-3)

Safety Data

• Hazardous Substances Data: 81121-21-3(Hazardous Substances Data)

Upstream product

• 63184-93-0 (2E,4E)-<5-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-3-methyl-2,4-pentadien-1-yl>triphenylphosphonium bromide 
• 72526-76-2 ethyl (2E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate 

Downstream Products

• 38030-57-8 4-ketoretinoic acid 
• 66592-72-1 4-hydroxyretinoic acid 

Relevant articles and documents

SYNTHESYS OF THE MAJOR METABOLITES OF (2E,4E,6E,8E)- AND (2Z,4E,6E,8E)-3,7-DIMETHYL-9-(2,6,6,-TRIMETHYL-1-CYCLOHEXEN-1-YL)-2,4,6,8-MONOTETRAENOIC ACIDS (RETINOIC ACID AND 13-cis-RETINOIC ACID)

Wittig condensation of (2E,4E)-triphenylphosphonium bromide with ethyl formylcrotonate or 4-hydroxy-3-methylbutenolide gives, respectively, the (all-E) and (2Z,4Z)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acids.These are converted to oxo and hydroxy metabolites of retinoic acid and 13-cis-retinoic acid.