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

• 22040-54-6 trans-(+/-)-1-Acetoxy-2-phenylcyclohexane 
• 286-20-4 cyclohexene oxide 
• 591-51-5 phenyllithium 
• 2362-61-0 trans-2-Phenylcyclohexanol 
• 98-88-4 benzoyl chloride 
• 1444-65-1 (2S)-2-phenyl-1-cyclohexanone 
• 286-20-4 cyclohexane-1,2-epoxide 
• 97-72-3 2-Methylpropionic anhydride 
• 108-05-4 vinyl acetate 
• 123-62-6 propionic acid anhydride 
• 771-98-2 1-Phenylcyclohexene 
• 36367-76-7 cis-2-Phenylcyclohexyl-p-bromobenzene sulfonate 
• 36367-76-7 trans-2-Phenylcyclohexyl-p-bromobenzene sulphonate 
• 4829-01-0 (-)-(1S,2S)-1-phenylcyclohex-1-ene oxide 

Downstream Products

• 5434-83-3 optically inactive boric acid tris-(cis-2-phenyl-cyclohexyl ester) 
• 94310-98-2 (+/-)-phenylcarbamic acid-(cis-2-phenyl-cyclohexyl ester) 
• 22040-54-6 cis-2-phenyl-cyclohexyl acetate 
• 102003-69-0 cis-2-Hydroxy-3-<2-phenyl-cyclohexyloxy>-propylchlorid 
• 107575-42-8 N-<carbonyl>-3-but-2-enesulfinamide 
• 107575-42-8 N-<carbonyl>-3-but-2-enesulfinamide 
• 143843-05-4 (1R,2S)-2-phenyl-1-cyclohexyl crotonate 
• 116102-44-4 (1R,2S)-(2-phenylcyclohexyloxy)ethyne 
• 136032-07-0 (-)-<(1R,2S)-2-phenylcyclohex-1-yl>phenylglyoxalate 
• 152533-28-3 (-)-(1R,2S)-2-phenylcyclohexyl 2'-(benzyloxy)acetate 
• 138895-31-5 (E) (1'R,2'S) phenylcyclohexyl-4-bromo-4-methyl-pent-2-enoate 
• 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 

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.

Acylative Kinetic Resolution of Alcohols Using a Recyclable Polymer-Supported Isothiourea Catalyst in Batch and Flow

A polystyrene-supported isothiourea catalyst, based on the homogeneous catalyst HyperBTM, has been prepared and used for the acylative kinetic resolution of secondary alcohols. A wide range of alcohols, including benzylic, allylic, and propargylic alcohols, cycloalkanol derivatives, and a 1,2-diol, has been resolved using either propionic or isobutyric anhydride with good to excellent selectivity factors obtained (28 examples, s values up to 600). The catalyst can be recovered and reused by a simple filtration and washing sequence, with no special precautions needed. The recyclability of the catalyst was demonstrated (15 cycles) with no significant loss in either activity or selectivity. The recyclable catalyst was also used for the sequential resolution of 10 different alcohols using different anhydrides with no cross-contamination between cycles. Finally, successful application in a continuous flow process demonstrated the first example of an immobilized Lewis base catalyst used for the kinetic resolution of alcohols in flow.