36302-35-9

Basic information

• Product Name: Cyclohexanone, 2-(2-propenyl)-, (2S)-
• CAS NO: 36302-35-9
• Molecular Formula: C9H14O
• Molecular Weight: 138.21
• Mol File: 36302-35-9.mol
• Article Data: 34

Chemical Properties

• CAS DataBase Reference: Cyclohexanone, 2-(2-propenyl)-, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanone, 2-(2-propenyl)-, (2S)-(36302-35-9)
• EPA Substance Registry System: Cyclohexanone, 2-(2-propenyl)-, (2S)-(36302-35-9)

Safety Data

• Hazardous Substances Data: 36302-35-9(Hazardous Substances Data)

Upstream product

• 108-94-1 cyclohexanone 
• 106-95-6 allyl bromide 
• 108-05-4 vinyl acetate 
• 104388-31-0 (S)-1-Cyclohex-1-enyl-pyrrolidine-2-carboxylic acid diethylamide 
• 104388-30-9 ((S)-1-Cyclohex-1-enyl-pyrrolidin-2-yl)-pyrrolidin-1-yl-methanone 
• 591-87-7 Allyl acetate 
• 130203-12-2 (S)-1-Cyclohex-1-enyl-2-[(diphenylphosphanyl)-methyl]-pyrrolidine 
• 15727-80-7 allyl 4-nitrobenzoate 
• 94-66-6 2-allylcyclohexan-1-one 
• 67-64-1 acetone 
• 583-04-0 vinyl benzoate 
• 4873-09-0 allyl tosylate 
• 130203-10-0 allyl o-toluenesulfonate 
• 130409-58-4 2-allylcyclohex-1-en-1-yl acetate 

Downstream Products

• 464919-78-6 (-)-(1R,2R)-2-allyl-1-isopropenylcyclohexanol 
• 464919-91-3 (-)-(1R,2R)-(2-allyl-1-isopropenylcyclohexyloxy)triethylsilane 
• 464919-79-7 (-)-(1R,2R)-[2-isopropenyl-2-(triethylsiloxy)cyclohexyl]acetaldehyde 
• 464919-50-4 (+)-cis-1-[2-isopropenyl-2-(triethylsiloxy)cyclohexyl]-3,4-dimethylpent-3-en-2-ol 
• 21895-83-0 (±)-(1S,2R)-2-allylcyclohexanol 
• 21895-83-0 (1R,2R)-2-allylcyclohexanol 

Relevant articles and documents

Palladium-catalysed α-allylation of chiral sulfinimines derived from symmetric cyclic ketones

A diastereoselective mono-allylation reaction at the α-position of symmetric cyclic ketones by using tert-butanesulfinamide as a chiral auxiliary is explored. Excellent yields and high diastereomeric ratios were achieved under palladium(0) catalysis in th

First chemo-enzymatic synthesis of the (R)-Taniguchi lactone and substrate profiles of CAMO and OTEMO, two new Baeyer–Villiger monooxygenases

Abstract: This study investigates the substrate profile of cycloalkanone monooxygenase and 2-oxo-Δ3-4,5,5-trimethylcyclopentenylacetyl-coenzyme A monooxygenase, two recently discovered enzymes of the Baeyer–Villiger monooxygenase family, used as whole-cell biocatalysts. Biooxidations of a diverse set of ketones were performed on analytical scale: desymmetrization of substituted prochiral cyclobutanones and cyclohexanones, regiodivergent oxidation of terpenones and bicyclic ketones, as well as kinetic resolution of racemic cycloketones. We demonstrated the applicability of the title enzymes in the enantioselective synthesis of (R)-(?)-Taniguchi lactone, a building block for the preparation of various natural product analogs such as ent-quinine. Graphical abstract: [Figure not available: see fulltext.]

Enantioselective oxidation by a cyclohexanone monooxygenase from the xenobiotic-degrading Polaromonas sp. strain JS666

A cyclohexanone monooxygenase (CHMO) from the xenobiotic-degrading Polaromonas sp. strain JS666 was heterologously expressed in Escherichia coli, and its ability to catalyze enantio- and regiodivergent oxidations of prochiral and racemic ketones was investigated. The expression system was also used to evaluate this enzyme's potential role in the oxidation of cis-1,2-dichloroethene (cDCE), a groundwater pollutant for which strain JS666 is the only known assimilator. The substrate enantiopreference and -selectivity of the strain JS666 CHMO is similar to that of other CHMO-type enzymes; of note is this enzyme's excellent stereodiscrimination of 2-substituted cyclic ketones. The expression system exhibits no activity with ethene or cDCE as substrates under the tested conditions. Phylogenetic analysis shows that sequence variability among cyclohexanone monooxygenases could be a rich source of new enzyme activities and attributes.