trans-1,2-bis(hydroxymethyl)cyclopentane

Base Information

• Chemical Name: trans-1,2-bis(hydroxymethyl)cyclopentane
• CAS No.: 82442-56-6
• Molecular Formula: C₇H₁₄O₂
• Molecular Weight: 130.187
• Mol file: 82442-56-6.mol

Synonyms:

Chemical Property of trans-1,2-bis(hydroxymethyl)cyclopentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-1,2-bis(hydroxymethyl)cyclopentane

There total 8 articles about trans-1,2-bis(hydroxymethyl)cyclopentane 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:

trans-1,2-cyclopentanedicarboxylic acid (80656-14-0) → trans-1,2-bis(hydroxymethyl)cyclopentane (82442-56-6)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1039/jr9550002383 DOI:10.1021/ja01604a030 DOI:10.1021/jo50009a014 DOI:10.1021/ja01650a048 DOI:10.1021/ja00381a024

Reference yield:

dimethyl trans-cyclopentane-1,2-dicarboxylate (80656-12-8) → trans-1,2-bis(hydroxymethyl)cyclopentane (82442-56-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h; Reflux;

DOI:10.1021/jacs.8b05753

Reference yield:

cis-1,2-cyclopentanedicarboxylic acid (1461-96-7) → trans-1,2-bis(hydroxymethyl)cyclopentane (82442-56-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / Reflux

2: potassium tert-butylate / methanol / Reflux

3: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux; Inert atmosphere

With lithium aluminium tetrahydride; sulfuric acid; potassium tert-butylate; In tetrahydrofuran; methanol;

DOI:10.1021/jacs.1c11197

upstream raw materials:

trans-1,2-cyclopentanedicarboxylic acid

(+/-)-trans-cyclopentane-1,2-dicarboxylic acid diethyl ester

1,6-heptadiene

ethyl cyclopent-1-enecarboxylate

Downstream raw materials:

ditosylate of (+/-)-1,2-bis(hydroxymethyl)cyclopentane

(1R,2R)-1,2-(dihydroxymethyl)cyclopentane

trans-1,2-bis(hydroxymethyl)cyclopentane

(1R,2R)-2-Hydroxymethyl-cyclopentanecarboxylic acid

Refernces

• 1、 Sathe, Devavrat,Wang, Junpeng,Zhou, Junfeng. "Understanding the Structure–Polymerization Thermodynamics Relationships of Fused-Ring Cyclooctenes for Developing Chemically Recyclable Polymers". supporting information. p. 928 - 934. Retrieved 2022/01/19.
• 2、 Li, Yufei,Padias, Anne Buyle,Hall, H. K.. "Evidence for 2-Hexene-1,6-diyl Diradicals Accompanying the Concerted Diels-Alder Cycloaddition of Acrylonitrile with Nonpolar 1,3-Dienes". . p. 7049 - 7058. Retrieved 2007/10/02.