34281-92-0

Basic information

• Product Name: (1S,2R)-(+)-TRANS-2-PHENYL-1-CYCLOHEXANOL
• Synonyms: (1S,2R)-2-PHENYL-1-CYCLOHEXANOL;(1S,2R)-(+)-TRANS-2-PHENYL-1-CYCLOHEXANOL;(1S,2R)-TRANS-2-PHENYL-1-CYCLOHEXANOL;(1R,2S)-(+)-TRANS-2-PHENYL-1-CYCLOHEXANOL;(1S,2R)-(+)-TRANS-2-PHENYL-1-CYCLOHEXANO L, 99% (98% EE/GLC);(1S,2R)-TRANS-2-PHENYL-1-CYCLOHEXANOL 99+%;(1S)-2β-Phenyl-cyclohexane-1α-ol;(1S)-2β-Phenylcyclohexane-1α-ol
• CAS NO: 34281-92-0
• Molecular Formula: C₁₂H₁₆O
• Molecular Weight: 176.25
• EINECS: 219-111-2
• Product Categories: chiral;Asymmetric Synthesis;Synthetic Organic Chemistry;Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 34281-92-0.mol
• Article Data: 74

Chemical Properties

• Melting Point: 64-66 °C(lit.)
• Boiling Point: 276-281 °C(lit.)
• Flash Point: 113.326 °C
• Appearance: white to light yellow crystal powde
• Density: 0.9452 (rough estimate)
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 60 ° (C=10, MeOH)
• Storage Temp.: 2-8°C
• Solubility: almost transparency in Methanol
• BRN: 4669439
• CAS DataBase Reference: (1S,2R)-(+)-TRANS-2-PHENYL-1-CYCLOHEXANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R)-(+)-TRANS-2-PHENYL-1-CYCLOHEXANOL(34281-92-0)
• EPA Substance Registry System: (1S,2R)-(+)-TRANS-2-PHENYL-1-CYCLOHEXANOL(34281-92-0)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• Hazardous Substances Data: 34281-92-0(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

(1S,2R)-(+)-trans-2-Phenyl-1-cyclohexanol can be used as a substrate in the study of permeability of alcohol enantiomers through the imprinted membranes to determine the permeability coefficient.

InChI:InChI=1/C12H16O/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-3,6-7,11-13H,4-5,8-9H2/t11-,12+/m1/s1

Upstream product

• 1444-65-1 (RS)-2-phenylcyclohexanone 
• 90-43-7 2-Phenylphenol 
• 771-98-2 1-Phenylcyclohexene 
• 822-87-7 2-Chlorocyclohexanone 
• 1444-64-0 2-phenylcyclohexanol 
• 108-86-1 bromobenzene 
• 286-20-4 cyclohexane-1,2-epoxide 
• 106-93-4 ethylene dibromide 
• 1228121-68-3 toluene-4-sulfonic acid (1S,2R,3R)-2-hydroxy-3-phenylcyclohexyl ester 
• 76-86-8 Triphenylsilyl chloride 
• 2362-61-0 trans-2-Phenylcyclohexanol 
• 1373216-32-0 tris(4-isopropylphenyl)silyl chloride 
• 108-22-5 Isopropenyl acetate 
• 108-05-4 vinyl acetate 

Downstream Products

• 134311-29-8 (+)-(1S,2R)-trans-2-phenylcyclohexyl 2-propanesulfinate 
• 134311-27-6 (+)-trans-2-phenylcyclohexyl 2-naphthalenesulfinate 
• 129966-10-5 (S)-trans-2-phenylcyclohexyl carbamate 
• 72331-10-3 cis-1,2,3,4,4a,10b-hexahydro-4H-dibenzopyran-6-one 
• 771-98-2 1-Phenylcyclohexene 
• 15232-96-9 3-phenyl-1-cyclohexene 
• 37982-27-7 (1R,2R)-2-phenylcyclohexanol 
• 17540-18-0 (1S,2S)-cis-2-phenyl-1-cyclohexanol 
• 201798-56-3 (E)-2-Oxo-dec-3-enoic acid (1S,2R)-2-phenyl-cyclohexyl ester 
• 195820-85-0 C₁₃H₁₅ClO₂ 
• 391277-57-9 (1S,2R)-2-phenyl-1-cyclohexyl 2-(5-methoxy-2-nitrophenyl)acrylate 
• 1229688-83-8 methyl 4-(cis-2-phenyl-1-cyclohexanoyloxy)-2-methoxybenzoate 
• 1015249-07-6 C₁₅H₂₀O₂ 
• 1444-65-1 (RS)-2-phenylcyclohexanone 

Relevant articles and documents

Hydroboration. 80. Preparation of (trans-2-Phenylcyclopentyl)- and (trans-2-Phenylcyclohexyl)boronates of Very High Enantiomeric Purities

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Aqueous chemoenzymatic one-pot enantioselective synthesis of tertiary α-aryl cycloketonesviaPd-catalyzed C-C formation and enzymatic C=C asymmetric hydrogenation

An aqueous chemoenzymatic cascade reaction combining Pd-catalyzed C-C formation and enzymatic C=C asymmetric hydrogenation (AH) was developed for enantioselective synthesis of tertiary α-aryl cycloketones in good yields and excellent enantioselectivities. The stereopreference of the enzyme in AH of α-aryl cyclohexenones was studied. An enantiocomplementary enzyme was obtained by site-directed mutation.

Preparation method of (1S, 2R)-2-phenylcyclohexanol

The invention provides a preparation method of (1S, 2R)-2-phenylcyclohexanol. The preparation method specifically comprises the following steps: mixing and reacting a cyclohexene oxide solution, a tetrahydrofuran solution of phenyl magnesium bromide, and cuprous chloride or cuprous bromide for 1-3 h, and performing quenching treatment with an aqueous saturated ammonium chloride or saturated ammonium sulfate solution; and collecting the obtained upper organic layer, carrying out concentration, distillation and recrystallization treatment to obtain a raceme of chiral 2-phenylcyclohexanol, and carrying out resolution treatment on the raceme of chiral 2-phenylcyclohexanol to obtain (1S, 2R)-2-phenylcyclohexanol. The method allows the ee value of the obtained product to reach 98% or above, theprocess is simple, and the product purity is high.