(1R,2S)-2-(prop-2-yn-1-yl)cyclohexanol

Base Information

• Chemical Name: (1R,2S)-2-(prop-2-yn-1-yl)cyclohexanol
• CAS No.: 101859-16-9
• Molecular Formula: C9H14 O
• Molecular Weight: 138.2069
• Mol file: 101859-16-9.mol

Synonyms:Cyclohexanol,2-(2-propynyl)-, (1R,2S)-rel- (9CI); Cyclohexanol, 2-(2-propynyl)-, trans-

Chemical Property of (1R,2S)-2-(prop-2-yn-1-yl)cyclohexanol

Chemical Property:

• Vapor Pressure: 0.0349mmHg at 25°C
• Boiling Point: 214.1°Cat760mmHg
• Flash Point: 91°C
• Density: 0.978g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1R,2S)-2-(prop-2-yn-1-yl)cyclohexanol

There total 4 articles about (1R,2S)-2-(prop-2-yn-1-yl)cyclohexanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-(2-propynyl)cyclohexanone (19823-75-7) → trans-2-(2-propynyl)-1-cyclohexanol (101859-16-9) + 2-(prop-2-yn-1-yl)cyclohexan-1-ol (21290-71-1,101859-16-9,139704-06-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 30 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c8ob00368h

Reference yield:

2-(2-propynyl)cyclohexanone (19823-75-7) → trans-2-(2-propynyl)-1-cyclohexanol (101859-16-9) + 2-(prop-2-yn-1-yl)cyclohexan-1-ol (21290-71-1,101859-16-9,139704-06-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 30 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c8ob00368h

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → trans-2-(2-propynyl)-1-cyclohexanol (101859-16-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere

1.2: -78 - 25 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol / 3 h / 0 - 30 °C / Inert atmosphere

With sodium tetrahydroborate; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane;

DOI:10.1039/c8ob00368h

upstream raw materials:

cyclohexanone

2-(2-propynyl)cyclohexanone

Downstream raw materials:

(1R*,2S*)-1-((tert-butyldimethylsilyl)oxy)-2-(2-propynyl)cyclohexane

trans-Heptahydro-2(E)-(phenylmethylene)-2H-cyclohexafuran

trans-2-(2-Oxo-3-phenylpropyl)cyclohexanol

(1R*,2S*,(2E))-1-((tert-butyldimethylsilyl)oxy)-2-(2-methyldodec-1-en-5-ynyl)cyclohexane

Refernces