109527-43-7

Basic information

• Product Name: (1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL
• Synonyms: (1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL;(1R,2S)-(-)-trans-2-(1-methyl-1-phenyl-ethyl)cycl;(1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYL-E THYL)CYCLOHEXANOL, 98% (98% EE/HPLC)
• CAS NO: 109527-43-7
• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33
• Product Categories: Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 109527-43-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 300 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.026 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000104mmHg at 25°C
• Refractive Index: n20/D 1.541(lit.)
• CAS DataBase Reference: (1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL(109527-43-7)
• EPA Substance Registry System: (1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL(109527-43-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 109527-43-7(Hazardous Substances Data)

Usage

General Description

The chemical "(1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL" is a chiral compound with a trans configuration. It is a cyclohexanol derivative with a methyl and phenylethyl group attached to the second carbon. (1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL is commonly used in organic synthesis and as a chiral auxiliary in asymmetric synthesis. It has potential applications in the pharmaceutical and agrochemical industries. Additionally, it may exhibit biological activity and could be studied for its potential pharmacological properties. Overall, this compound is of interest to chemists and researchers due to its unique structure and potential applications.

InChI:InChI=1/C15H22O/c1-15(2,12-8-4-3-5-9-12)13-10-6-7-11-14(13)16/h3-5,8-9,13-14,16H,6-7,10-11H2,1-2H3/t13-,14-/m1/s1

Upstream product

• 286-20-4 cyclohexane-1,2-epoxide 
• 98-82-8 Isopropylbenzene 
• 187850-38-0 (4S,6S)-4-{5-[3,3-(2,2-Dimethylpropylenedioxy)-1-pentenyl]}-4-(3,4-dimethoxyphenyl)-6-{[(1R,2S)-2-(1-methyl-1-phenylethyl)cyclohexyl]oxy}-5,6-dihydro-4H-[1,2]oxazine N-Oxide 
• 180628-93-7 [1-Methyl-1-((1S,2R)-2-vinyloxy-cyclohexyl)-ethyl]-benzene 
• 187850-39-1 (+)-(5S,6aS,9aR,9bS)-9,9-(2,2-Dimethylpropylenedioxy)-6a-(3,4-dimethoxyphenyl)-5-{[(1R,2S)-2-(1-methyl-1-phenylethyl)cyclohexyl]oxy}hexahydro-1H-isooxazolo-[2,3,3-h] [2,1]benzoxazine 
• 150577-52-9 Dodecanoic acid (1R,2S)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 

Downstream Products

• 1296196-33-2 (S)-2-(2-phenylpropan-2-yl)cyclohexanone 
• 180628-93-7 [1-Methyl-1-((1S,2R)-2-vinyloxy-cyclohexyl)-ethyl]-benzene 

Relevant articles and documents

Efficient Synthesis and Resolution of trans-2-(1-Aryl-1-methylethyl)cyclohexanols; Practical Alternatives to 8-Phenylmenthol

A short synthesis and resolution of effective chiral auxiliaries of the 8-arylmenthol-type achieved using inexpensive materials, a recyclable lipase, and easily applied procedures that are amenable to large-scale preparation.A variety of isopropylarenes were α-metalated with n-butylithium/potassium tert-pentoxide and treated with cyclohexene oxide to provide racemic trans-2-(1-aryl-1-methylethyl)cyclohexanols 6a-f in fair to high yield.Candida rugosa lipase and lauric acid were used to resolve these racemic alcohols by converting the (-)-enantiomer to its laurateester.The enzymatic resolutions were carried out at 40 deg C and were faster in cyclohexane than in hexanes.The synthesis and resolution of racemic trans-2-(1-methyl-1-phenylethyl)cyclohexanol (6a) were performed on a 1 mol scale in 68 percent overall yield, requiring three steps for (+)-6a and five steps for (-)-6a.

An efficient preparation of (+)-trans-2-(α-cumyl)cyclohexanol ((+)-TCC): A practical alternative to (+)-8-phenylmenthol

An efficient synthesis and resolution of trans-2-(α-cumyl)cyclohexanol gives the (+)-enantiomer in three steps from cyclohexene oxide.