71629-13-5

Basic information

• Product Name: (-)-(R)-4-hydroxy-β-ionone
• Synonyms: (-)-(R)-4-hydroxy-β-ionone
• CAS NO: 71629-13-5
• Molecular Weight: 208.301
• Mol File: 71629-13-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (-)-(R)-4-hydroxy-β-ionone(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(R)-4-hydroxy-β-ionone(71629-13-5)
• EPA Substance Registry System: (-)-(R)-4-hydroxy-β-ionone(71629-13-5)

Safety Data

• Hazardous Substances Data: 71629-13-5(Hazardous Substances Data)

Upstream product

• 79-77-6 (E)-β-ionone 
• 127-41-3 alpha-ionone 
• 190059-33-7 (E)-4-(1,3,3-Trimethyl-7-oxa-bicyclo[4.1.0]hept-2-yl)-but-3-en-2-one 
• 108-05-4 vinyl acetate 
• 14398-34-6 4-(3-hydroxy-2,6,6-trimethylcyclohex-1-enyl)but-3-en-2-one 
• 14398-36-8 (3E)-4-[(S)-2,6,6-trimethylcyclohex-2-enyl]but-3-en-2-one 
• 71629-31-7 (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (R)-2,4,4-trimethyl-3-((E)-3-oxo-but-1-enyl)-cyclohex-2-enyl ester 
• 151726-13-5 4-Nitro-benzoic acid (S)-2,4,4-trimethyl-3-((E)-3-oxo-but-1-enyl)-cyclohex-2-enyl ester 
• 73925-68-5 (-)-(4R,5S,6S)-4,5-Epoxy-4,5-dihydro-α-ionon 
• 73892-47-4 (+)-(R)-4-Acetoxy-β-ionon 
• 113308-77-3 3-oxo-butyric acid 2,4,4-trimethyl-3-((E)-3-oxo-but-1-enyl)-cyclohex-2-enyl ester 
• 74345-31-6 2,4,4-trimethyl-3-(3-oxobut-1-enyl)cyclohex-2-enyl acetate 

Downstream Products

• 84078-16-0 (-)-(3'R,2E,4E)-5-<3'-t-Butyldimethylsilyloxy-2',6',6'-trimethyl-1'-cyclohexenyl>-3-methyl-2,4-pentadiensaeure-aethylester 
• 84078-22-8 (-)-(3'R,2E,4E)-5-<3'-(t-Butyl)dimethylsilyloxy-2',6',6'-trimethyl-1'-cylohexenyl>-3-methyl-2,4-pentadienal 
• 84078-21-7 (-)-(3'R,2E,4E)-5-<3'-t-Butyldimethylsilyloxy-2',6',6'-trimethyl-1'-cyclohexenyl>-3-methyl-2,4-pentadienol 
• 59462-62-3 (+)-(S)-6-Hydroxy-α-ionon 
• 80924-23-8 (+)-(5S,6S)-5,6-dihydroxy-5,6-dihydro-β-ionone 
• 80924-36-3 (-)-(5R,6S)-5,6-dihydroxy-5,6-dihydro-β-ionone 
• 71629-15-7 4-(3-Hydroxy-2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one 
• 140387-20-8 (-)-(4R)-11Z-4-hydroxyretinal 
• 151726-13-5 4-Nitro-benzoic acid (S)-2,4,4-trimethyl-3-((E)-3-oxo-but-1-enyl)-cyclohex-2-enyl ester 
• 84078-15-9 (4R)-4-<(tert-Butyldimethylsilyl)oxy>-β-ionone 
• 73892-47-4 (+)-(R)-4-Acetoxy-β-ionon 

Relevant articles and documents

2. Synthese von (-)-(R)-4-Hydroxy-β-ionon und (-)-(5R,6S)-5-Hydroxy-4,5-dihydro-α-ionon aus (-)-(S)-α-Ionon

The absolute configuration of the chiral 4-hydroxy-β-ionones and 5-hydroxy-4,5-dihydro-α-ionones has been determined by chemical connection with (-)-(S)-α-ionone i.e. by stereoselective epoxidation of the latter, followed by base catalyzed opening of the epoxide as well as by its hydride reduction.

Facile lipase catalysed syntheses of (S)-(+)-4-hydroxy-β-ionone and (S)-(+)-4-hydroxy-β-damascone: Chiral flavorants and synthons

Enantioselective syntheses of (S)-(+)-4-hydroxy-β-ionone and (S)-(+)-4-hydroxy-β-damascone have been achieved through pig pancreatic lipase catalysed trans-esterification. These molecules find utility as constituent in fruit-type fragrance and flavor form

Synthesis of (+)-(4S)- and (-)-(4R)11 Z-4-hydroxyretinals and determination of the absolute stereochemistry of a visual pigment chromophore in the bioluminescent squid, Watasenia scintillans

Synthesis of (+)-(4S)- and (-)-(4R)-11Z-4-hydroxyretinals (4-OH-RALs) 1a and 1b was accomplished from (4S)- and (4R)-4-hydroxy-β-ionones, respectively, to determine the absolute configuration of a visual pigment chromophore in Watasenia scintillans. The C