121652-00-4

Basic information

• Product Name: 2-Cyclohexen-1-one, 4-hydroxy-, (S)-
• Synonyms: (S)-4-hydroxycyclohex-2-en-1-one;(4S)-4-hydroxy-2-cyclohexen-1-one;(S)-(-)-4-hydroxycyclohex-2-enone;(S)-(-)-4-hydroxycyclohex-2-en-1-one;4(S)-hydroxy-2-cyclohexen-1-one;(4S)-4-hydroxycyclohex-2-enone;4-Hydroxy-cyclohex-2-enone
• CAS NO: 121652-00-4
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Mol File: 121652-00-4.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 2-Cyclohexen-1-one, 4-hydroxy-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexen-1-one, 4-hydroxy-, (S)-(121652-00-4)
• EPA Substance Registry System: 2-Cyclohexen-1-one, 4-hydroxy-, (S)-(121652-00-4)

Safety Data

• Hazardous Substances Data: 121652-00-4(Hazardous Substances Data)

Upstream product

• 682746-13-0 (R)-7-(N-phenyl-aminooxy)-2,3-dioxa-spiro[4.5]decan-8-one 
• 74502-18-4 cyclohexa-1,3-dienyl acetate 
• 85808-18-0 βγ-epoxycyclohexanone 
• 455330-50-4 (1S)-4,4-ethylenedioxy-2-cyclohexen-1-ol 
• 132658-85-6 Acetic acid (7S,8S)-7-((R)-toluene-4-sulfinyl)-1,4-dioxa-spiro[4.5]dec-8-yl ester 
• 132658-83-4 (S)-7-((R)-Toluene-4-sulfinyl)-1,4-dioxa-spiro[4.5]decan-8-one 
• 132658-86-7 (7S,8S)-8-Benzyloxy-7-((R)-toluene-4-sulfinyl)-1,4-dioxa-spiro[4.5]decane 
• 106-51-4 p-benzoquinone 
• 134180-36-2 (4aS,4bS,8aR,9R,9aS)-9a-methyl-9-phenyl-1,2,3,4,4b,8b,9,9a-octahydro-4a,9-etheno-4aH-fluorene-5,8-dione 
• 132513-00-9 (+/-)-1α,4α-diacetoxy-2β,3α-dibromocyclohexane 
• 78776-45-1 cis-2-cyclohexenyl-1,4-diacetate 
• 121651-99-8 (4S,5R)-4,5-O-isopropylidenedioxycyclohex-2-en-1-one 
• 331268-78-1 (1S,3S)-4,4-ethylenedioxy-3-phenylthiocyclohexanol 
• 331268-81-6 (3S)-4,4-ethylenedioxy-3-phenylthiocyclohexanone 

Downstream Products

• 118207-44-6 4(S)-<(4-methoxybenzyl)oxy>-2-cyclohexen-1-one 
• 132513-03-2 (S)-4-benzoyloxycyclohex-2-enone 
• 119478-74-9 (S)-4-((tert-butyldimethylsilyl)oxy)cyclohex-2-enone 
• 198407-83-9 (4S)-4-[(tert-Butyldimethylsilyl)oxy]-2-iodocyclohex-2-en-1-one 
• 221649-23-6 (1S,3R,4R)-3-(2-Chloro-5-pyridyl)-4-[(methylsulfonyl)oxy]cyclohexan-1-ol 
• 1421312-82-4 N-((2aR,2a¹R,3R,3aS,6R,6aR)-3-methyl-4-((triisopropylsilyl)oxy)-2a,2a¹,3,3a,6,6a-hexahydro-2H-cyclobuta[cd]benzofuran-6-yl)-2-(phenylselenyl)acrylamide 
• 1421312-71-1 (S,E)-4-(but-2-en-1-yloxy)cyclohex-2-en-1-one 

Relevant articles and documents

Improved synthesis of racemic and optically active 4-hydroxycyclohex-2-en-1-one

A simple and inexpensive synthetic route which affords S-(-)-4-hydroxycyclohex-2-en-1-one (1a) with high stereoselectivity and moderate enantioselectivity is reported. A key step in this procedure involves baker's yeast promoted reduction of 1α,4α,4aα,6,7,8aα-hexahydro-1,4-methanonaphthalene-5,8-dione (3), which affords optically active 8-hydroxy-1α,4α,4aα,8β,8aα-tetrahydro-1,4-methanonaphthalen-5(1H) -one (4a, 80% de, 67% ee) in 32% yield. The absolute configuration of the 3,5-dinitrobenzoate ester of 4a (i.e., 5a) was established unequivocally via single crystal X-ray structural analysis.

An efficient protocol for the enantioselective preparation of a key polyfunctionalized cyclohexane. New access to (R)- and (S)-4-hydroxy-2- cyclohexenone and (R)- and (S)-trans-cyclohex-2-ene-1,4-diol

(Chemical Equation Presented) Starting from very accessible raw materials such as p-methoxyphenol, ethylene glycol, and thiophenol, a protocol has been developed to prepare multigram quantities of the polyfunctionalized cyclohexane (±)-7. A highly efficie

Facile biocatalytic syntheses of optically active 4-hydroxycyclohex-2-enone and 4-benzylthiacyclopent-2-enone

Novozyme 435 (Candida antarctica Lipase B) effects the kinetic resolution of both 3-benzylthia-4-hydroxycyclopentanone and its six-membered ring analogue, providing a novel route to both enantiomers of 4-benzylthiacyclopent-2-enone and the two enantiomers of 4-hydroxycyclohex-2- enone, all in a state of very high optical purity.