Methyl cyclopenta-1,4-diene-1-carboxylate

Base Information

• Chemical Name: Methyl cyclopenta-1,4-diene-1-carboxylate
• CAS No.: 73223-48-0
• Molecular Formula: C7H8 O2
• Molecular Weight: 124.139
• DSSTox Substance ID: DTXSID10477628
• Wikidata: Q82310433
• Mol file: 73223-48-0.mol

Synonyms:73223-48-0;SCHEMBL16810704;DTXSID10477628;AG-G-89276

Chemical Property of Methyl cyclopenta-1,4-diene-1-carboxylate

Chemical Property:

• PSA: 26.30000
• LogP: 1.04570
• 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: 177

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CCC=C1

Technology Process of Methyl cyclopenta-1,4-diene-1-carboxylate

There total 4 articles about Methyl cyclopenta-1,4-diene-1-carboxylate 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:

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

Reference yield:

methyl salicylate (119-36-8,8024-54-2) → methyl 1,3-cyclopentadiene-1-carboxylate (35730-27-9) + methyl 1,3-cyclopentadiene-2-carboxylate (73223-48-0)

Guidance literature:

at 800 ℃; Pyrolysis;

DOI:10.1021/jo5011087

Reference yield:

cyclopentadienylidenemethanone (4727-22-4) → methyl 1,3-cyclopentadiene-2-carboxylate (73223-48-0)

Guidance literature:

In water; Product distribution; Rate constant; laser flash photolysis;

DOI:10.1021/j100348a028

upstream raw materials:

cyclopentadienylidenemethanone

methanol

carbon dioxide

cyclopenta-1,3-diene

Downstream raw materials:

α-Dimethylamino-α-methylfulven-3-carbonsaeure-methylester

Methyl endo-Tricyclo<3.2.1.0^2,4>oct-6-ene-6-carboxylate

α-Amino-α-methyl-fulven-3-carbonsaeure-methylester