1-Cyclobutene-1,2-dicarboxylic acid, 3-ethenyl-, dimethyl ester

Base Information

• Chemical Name: 1-Cyclobutene-1,2-dicarboxylic acid, 3-ethenyl-, dimethyl ester
• CAS No.: 101774-07-6
• Molecular Formula: C10H12O4
• Molecular Weight: 196.20000
• DSSTox Substance ID: DTXSID70456171
• Nikkaji Number: J1.180.209E
• Mol file: 101774-07-6.mol

Synonyms:101774-07-6;1-Cyclobutene-1,2-dicarboxylic acid, 3-ethenyl-, dimethyl ester;DTXSID70456171;3-Vinylcyclobutene-1,2-dicarboxylic acid dimethyl ester

Chemical Property of 1-Cyclobutene-1,2-dicarboxylic acid, 3-ethenyl-, dimethyl ester

Chemical Property:

• Boiling Point: 250.6±40.0 °C(Predicted)
• PSA: 52.60000
• Density: 1.254±0.06 g/cm3(Predicted)
• LogP: 0.83490
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 314

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(C1)C=C)C(=O)OC

Technology Process of 1-Cyclobutene-1,2-dicarboxylic acid, 3-ethenyl-, dimethyl ester

There total 1 articles about 1-Cyclobutene-1,2-dicarboxylic acid, 3-ethenyl-, dimethyl 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:

dimethyl 3-vinyl-1,2-dichlorocyclobutane-1,2-dicarboxylate (5680-13-7,5680-14-8,14309-53-6,15249-45-3) → dimethyl cyclohexa-1,4-diene-1,2-dicarboxylate (14309-54-7) + dimethyl 3-vinylcyclobutene-1,2-dicarboxylate (101774-07-6)

Guidance literature:

With tetracarbonyl nickel; In tetrahydrofuran; N,N-dimethyl-formamide; Yield given. Yields of byproduct given; Heating;

DOI:10.1021/jo00361a031

Reference yield: 36.0%

dimethyl 3-vinylcyclobutene-1,2-dicarboxylate (101774-07-6) → dimethyl cyclohexa-1,4-diene-1,2-dicarboxylate (14309-54-7)

Guidance literature:

With tetracarbonyl nickel; In N,N-dimethyl-formamide; benzene; at 80 ℃; for 0.433333h;

DOI:10.1021/jo00361a031

Reference yield:

bis(triphenylphosphine)ethylenenickel(0) (23777-40-4) + dimethyl 3-vinylcyclobutene-1,2-dicarboxylate (101774-07-6) → (P(C6H5)3)2Ni(C2(COOCH3)2CH2CHCHCH2) (135584-39-3)

Guidance literature:

In tetrahydrofuran; (Ar), drybox; addn. of Ni complex to soln. of cyclobutene; detected by IR;

DOI:10.1021/om00037a071

upstream raw materials:

dimethyl 3-vinyl-1,2-dichlorocyclobutane-1,2-dicarboxylate

Downstream raw materials:

dimethyl cyclohexa-1,4-diene-1,2-dicarboxylate

(P(C₆H₅)3)2Pt(C₂(COOCH₃)2CH₂CHCHCH₂)

(P(C₆H₅)3)2Ni(C₂(COOCH₃)2CH₂CHCHCH₂)