cis-1,2-Cyclohexanediol diacetate

Base Information

• Chemical Name: cis-1,2-Cyclohexanediol diacetate
• CAS No.: 1759-71-3
• Molecular Formula: C10H16O4
• Molecular Weight: 200.235
• Hs Code.: 2915390090
• Mol file: 1759-71-3.mol

Synonyms:1,2-Cyclohexanediol,diacetate, (1R,2R)-rel- (9CI);1,2-Cyclohexanediol, diacetate, trans- (8CI);

Chemical Property of cis-1,2-Cyclohexanediol diacetate

Chemical Property:

• Vapor Pressure: 0.0226mmHg at 25°C
• Refractive Index: 1.457
• Boiling Point: 249.661 °C at 760 mmHg
• Flash Point: 115.443 °C
• PSA: 52.60000
• Density: 1.092 g/cm³
• LogP: 1.42380

Purity/Quality:

99% ^*data from raw suppliers

trans-Cyclohexane-1,2-diyldiacetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis-1,2-Cyclohexanediol diacetate

There total 52 articles about cis-1,2-Cyclohexanediol diacetate 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: 99.0%

trans-1,2-cyclohexandiol (1460-57-7) + ethyl acetate (141-78-6) → trans-1,2-cyclohexanediol diacetate (1759-71-3)

Guidance literature:

With lanthanum(III) isopropoxide; 2-(2-methoxyethoxy)ethyl alcohol; chemoselective reaction; Reflux;

DOI:10.1021/ol102753n

Reference yield: 96.0%

cyclohexane-1,2-epoxide (286-20-4) + acetic anhydride (108-24-7) → trans-1,2-cyclohexanediol diacetate (1759-71-3)

Guidance literature:

(TBA)4PFeW₁₁O₃₉*3H₂O; at 100 ℃; for 2.75h;

DOI:10.1246/cl.2007.676

Reference yield: 95.0%

trans-1,2-cyclohexandiol (1460-57-7) + acetic anhydride (108-24-7) → trans-1,2-cyclohexanediol diacetate (1759-71-3)

Guidance literature:

With pyridine; at 20 ℃; for 24.25h; Inert atmosphere;

DOI:10.1002/chem.201500656

upstream raw materials:

2-bromocyclocyclohexanol

silver(I) acetate

trans-1,2-dibromocyclohexane

trans-1-acetoxy-2-bromocyclohexane

Downstream raw materials:

cis-1,2-cyclohexane

(1R,2R)-1-acetoxy-2-cyclohexanol

(+)-(1S,2S)-2-acetoxy-1-cyclohexanol

(1S,2S)-trans-1,2-cyclohexanediol diacetate

Refernces

• 1、 Gilanizadeh, Masumeh,Zeynizadeh, Behzad. "Heterogeneous acidic and eco-friendly reagents for mild and convenient conversion of epoxides to 1,2-diacetates". . p. 296 - 298. Retrieved 2016.
• 2、 Ondari, Mark E.,Klosin, Jerzy,Kruper, William R.,Lysenko, Ivan,Thomas, Pulikkottil J.,Cheng, Kevin,Abboud, Khalil A.,Kruper, William J.. "Diol-Ritter Reaction: Regio- And Stereoselective Synthesis of Protected Vicinal Aminoalcohols and Mechanistic Aspects of Diol Monoester Disproportionation". . p. 2063 - 2074. Retrieved 2021/10/20.
• 3、 Zeynizadeh, Behzad,Gilanizadeh, Masumeh,Aminzadeh, Farkhondeh Mohammad. "A highly efficient protocol for regioselective ring-opening of epoxides with alcohols, water, acetic acid, and acetic anhydride catalyzed by SbF3". . p. 1051 - 1056. Retrieved 2016/07/06.