2,4-Cyclopentadiene-1-carboxylic acid, methyl ester

Base Information

• Chemical Name: 2,4-Cyclopentadiene-1-carboxylic acid, methyl ester
• CAS No.: 45657-86-1
• Molecular Formula: C7H8O2
• Molecular Weight: 124.13700
• DSSTox Substance ID: DTXSID80475217
• Nikkaji Number: J1.020.150K
• Mol file: 45657-86-1.mol

Synonyms:45657-86-1;2,4-Cyclopentadiene-1-carboxylic acid, methyl ester;methyl-cyclopentadienylcarboxylate;SCHEMBL19346720;DTXSID80475217

Chemical Property of 2,4-Cyclopentadiene-1-carboxylic acid, methyl ester

Chemical Property:

• PSA: 26.30000
• LogP: 0.90160
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 124.052429494
• Heavy Atom Count: 9
• Complexity: 156

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1C=CC=C1

Technology Process of 2,4-Cyclopentadiene-1-carboxylic acid, methyl ester

There total 3 articles about 2,4-Cyclopentadiene-1-carboxylic acid, methyl ester 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: 34.0%

methanol (67-56-1) + 1,3-benzodioxol-2-one (2171-74-6) → methylcyclopentadiene-1-carboxylate (45657-86-1)

Guidance literature:

at 840 ℃;

DOI:10.1021/jo00343a020

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + methyl chloroformate (79-22-1) → methylcyclopentadiene-1-carboxylate (45657-86-1)

Guidance literature:

cyclopenta-1,3-diene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃;

methyl chloroformate; In tetrahydrofuran; hexane; Further stages.;

DOI:10.1039/b704832g

Reference yield:

methanol (67-56-1) + carbon dioxide (124-38-9,18923-20-1) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → methyl 1,3-cyclopentadiene-1-carboxylate (35730-27-9) + methyl 1,3-cyclopentadiene-2-carboxylate (73223-48-0) + methylcyclopentadiene-1-carboxylate (45657-86-1)

Guidance literature:

With sulfuric acid; sodium; Multistep reaction. Title compound not separated from byproducts; 1.) xylene, 2-propanol, 3.) neat, distillation at 160-190 deg C / 10 Torr;

DOI:10.1002/hlca.19820650710

upstream raw materials:

methanol

1,3-benzodioxol-2-one

carbon dioxide

cyclopenta-1,3-diene