rac-(2R,3R)-2,3-dimethylcyclopropane-1-carboxylic acid

Base Information

• Chemical Name: rac-(2R,3R)-2,3-dimethylcyclopropane-1-carboxylic acid
• CAS No.: 20431-63-4
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.144
• European Community (EC) Number: 891-502-6
• Mol file: 20431-63-4.mol

Synonyms:EN300-4076091;rac-(2R,3R)-2,3-dimethylcyclopropane-1-carboxylic acid

Chemical Property of rac-(2R,3R)-2,3-dimethylcyclopropane-1-carboxylic acid

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 112

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C(C1C(=O)O)C
• Isomeric SMILES: C[C@@H]1[C@H](C1C(=O)O)C

Technology Process of rac-(2R,3R)-2,3-dimethylcyclopropane-1-carboxylic acid

There total 5 articles about rac-(2R,3R)-2,3-dimethylcyclopropane-1-carboxylic acid 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-2,3-dimethylcyclopropane carboxylic acid (17219-23-7,20431-63-4,20431-71-4,20431-72-5,34669-50-6,34669-51-7,34669-52-8) → (-)-trans-2,3-Dimethyl-cyclopropancarbonsaeure (17219-23-7,20431-63-4,20431-71-4,20431-72-5,34669-50-6,34669-51-7,34669-52-8)

Guidance literature:

Multistep reaction; (i) quinine, EtOH, (ii) aq. KOH, MeOH;

DOI:10.1021/ja01013a029

Reference yield:

diazoacetic acid ethyl ester (623-73-4) + trans-2-Butene (624-64-6) → trans-2,3-dimethylcyclopropane carboxylic acid (17219-23-7,20431-63-4,20431-71-4,20431-72-5,34669-50-6,34669-51-7,34669-52-8)

Guidance literature:

Multistep reaction; (i) CuCl, (ii) (saponification);

DOI:10.1016/S0040-4020(01)91691-6

Reference yield:

trans-2,3-dimethylcyclopropane carboxylic acid (17219-23-7,20431-63-4,20431-71-4,20431-72-5,34669-50-6,34669-51-7,34669-52-8) → (+)-trans-2,3-Dimethyl-cyclopropancarbonsaeure (17219-23-7,20431-63-4,20431-71-4,20431-72-5,34669-50-6,34669-51-7,34669-52-8)

Guidance literature:

Multistep reaction; (i) quinine, EtOH, (ii) aq. KOH, MeOH;

DOI:10.1021/ja01013a029

upstream raw materials:

diazoacetic acid ethyl ester

trans-2-Butene

formic acid

trans-2,3-dimethylcyclopropane carboxylic acid

Downstream raw materials:

(+)-trans-2,3-Dimethyl-cyclopropancarbonsaeure

(-)-trans-2,3-Dimethyl-cyclopropancarbonsaeure

1-((2R,3R)-2,3-Dimethyl-cyclopropyl)-ethanone