98919-68-7

Basic information

• Product Name: (1R,2S)-(-)-TRANS-2-PHENYL-1-CYCLOHEXANOL
• Synonyms: (1R,2S)-(-)-TRANS-2-PHENYL-1-CYCLOHEXANOL;(1R,2S)-TRANS-2-PHENYL-1-CYCLOHEXANOL;(1R,2S)-(-)-TRANS-2-PHENYL-1-CYCLOHEXANO L, 99% (99% EE/GLC);(1R,2S)-2-PHENYL-CYCLOHEXANOL;(1R-trans)-2-Phenylcyclohexanol;(1R,2S)-2-Phenyl-1-cyclohexanol,99%e.e.
• CAS NO: 98919-68-7
• Molecular Formula: C₁₂H₁₆O
• Molecular Weight: 176.25
• Product Categories: chiral;Asymmetric Synthesis;Synthetic Organic Chemistry;Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 98919-68-7.mol
• Article Data: 75

Chemical Properties

• Melting Point: 63-66 °C(lit.)
• Boiling Point: 276-281 °C(lit.)
• Flash Point: 113.326 °C
• Appearance: /
• Density: 0.9452 (rough estimate)
• Refractive Index: -58 ° (C=1, MeOH)
• Storage Temp.: 2-8°C
• Solubility: almost transparency in Methanol
• PKA: 15.05±0.40(Predicted)
• BRN: 2047602
• CAS DataBase Reference: (1R,2S)-(-)-TRANS-2-PHENYL-1-CYCLOHEXANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-(-)-TRANS-2-PHENYL-1-CYCLOHEXANOL(98919-68-7)
• EPA Substance Registry System: (1R,2S)-(-)-TRANS-2-PHENYL-1-CYCLOHEXANOL(98919-68-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 98919-68-7(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Upstream product

• 771-98-2 1-Phenylcyclohexene 
• 2362-61-0 trans-2-Phenylcyclohexanol 
• 98-88-4 benzoyl chloride 
• 150178-56-6 (1R,2S)-2-phenyl-1-cyclohexyl (2R,3E)-2-hydroxy-3-octadecenoate 
• 22040-54-6 trans-(+/-)-1-Acetoxy-2-phenylcyclohexane 
• 4912-59-8 (1R,2R)-1-phenyl-1,2-cyclohexanediol 
• 67-56-1 methanol 
• 32363-86-3 2-phenylcyclohex-2-enol 
• 4556-09-6 2-phenylcyclohex-2-enone 
• 33948-36-6 2-iodocyclohex-2-en-1-one 
• 930-68-7 cyclohexenone 
• 108-22-5 Isopropenyl acetate 
• 1444-64-0 2-phenylcyclohexanol 
• 108-86-1 bromobenzene 

Downstream Products

• 152533-28-3 (-)-(1R,2S)-2-phenylcyclohexyl 2'-(benzyloxy)acetate 
• 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 
• 136032-07-0 (-)-<(1R,2S)-2-phenylcyclohex-1-yl>phenylglyoxalate 
• 37982-27-7 (1R,2R)-2-phenylcyclohexanol 
• 17540-18-0 (1S,2S)-cis-2-phenyl-1-cyclohexanol 
• 208338-13-0 1,4-Dimethoxy-naphthalene-2-carboxylic acid (1R,2S)-2-phenyl-cyclohexyl ester 
• 196959-27-0 (E)-3-Oxo-oct-6-enoic acid (1R,2S)-2-phenyl-cyclohexyl ester 
• 157358-04-8 Trimethyl-((1R,2S)-2-phenyl-cyclohexyloxyethynyl)-silane 
• 1015249-07-6 C₁₅H₂₀O₂ 
• 258522-24-6 5,6,7,8-tetrahydro-2-methoxy-6-oxo-5-quinolinecarboxylic acid, (1R,2S)-2-phenylcyclohexyl ester 
• 258522-18-8 2-Oxo-1,2,3,4-tetrahydro-naphthalene-1-carboxylic acid (1R,2S)-2-phenyl-cyclohexyl ester 
• 188684-46-0 3-Oxo-butyric acid (1R,2S)-2-phenyl-cyclohexyl ester 

Relevant articles and documents

Synthesis method of chiral trans-2-substituted naphthenic alcohol

The invention relates to a synthesis method of chiral trans-2-substituted naphthenic alcohol. The invention provides a method for synthesizing chiral trans-cycloalkanol through asymmetric hydrogenation of palladium-catalyzed 2-substituted cyclic ketone. According to the method,a chiral diphosphine P-P * complex of metal palladium is taken as a catalyst, an acid additive is used in cooperation, asymmetric hydrogenation is carried out on a 2-substituted cyclic ketone compound to obtain a corresponding chiral trans-cycloalkanol compound. the enantiomeric excess of the chiral trans-cycloalkanol compound can reach 97% at most, and the trans-selectivity of the chiral trans-cycloalkanol compound is up to 20: 1. The method is simple and convenient to operate, practical, easy to implement, high in yield, high in atom economy and environment-friendly; the catalyst is commercially available; the reaction conditions are mild; and the method has a potential practical application value.

Palladium-catalyzed asymmetric hydrogenation of 2-aryl cyclic ketones for the synthesis oftranscycloalkanols through dynamic kinetic resolution under acidic conditions

The first efficient palladium-catalyzed asymmetric hydrogenation of 2-aryl cyclic ketones has been described through dynamic kinetic resolution under acidic conditions, providing a facile access to chiraltranscycloalkanol derivatives with excellent enantioselectivities.

Synthesis of Chiral Cyclic Alcohols from Chiral Epoxides by H or N Substitution with Frontside Displacement

Diverse examples are provided of enantioselective sequences for the transformation of cycloalkenes to either chiral trans-β-substituted cycloalkanols or chiral α-amino ketones.