Tetramethyl 1,2,3,4-cyclobutanetetracarboxylate

Base Information

• Chemical Name: Tetramethyl 1,2,3,4-cyclobutanetetracarboxylate
• CAS No.: 1032-95-7
• Molecular Formula: C12H16 O8
• Molecular Weight: 288.254
• NSC Number: 122966,103000
• DSSTox Substance ID: DTXSID80908252
• Nikkaji Number: J108.151I
• Mol file: 1032-95-7.mol

Synonyms:Tetramethyl 1,2,3,4-cyclobutanetetracarboxylate;14495-41-1;tetramethyl cyclobutane-1,2,3,4-tetracarboxylate;1032-95-7;1,2,3,4-Cyclobutanetetracarboxylic acid, tetramethyl ester;TETRAMETHYL-1,2,3,4-CYCLOBUTANETETRACARBOXYLATE;1,2,3,4-tetramethyl cyclobutane-1,2,3,4-tetracarboxylate;Tetramethylcis,trans,cis-1,2,3,4-Cyclobutanetetracarboxylate;C12H16O8;cis-trans-cis-Tetramethyl cyclobutane-1,2,3,4-tetracarboxylate;1,2,3,4-Cyclobutanetetracarboxylic acid, 1,2,3,4-tetramethyl ester;NSC122966;3999-67-5;starbld0034102;SCHEMBL2081942;SCHEMBL13139972;SCHEMBL14458039;1,2,3,4-Cyclobutanetetracarboxylic Acid Tetramethyl Ester;DTXSID80908252;MFCD00013269;NSC103000;AKOS015840789;NSC-103000;NSC-122966;AS-72053;CS-0206754;T2769;T71780;AB00997321-01;Tetramethyl 1,2,3,4-cyclobutanetetracarboxylate #;J-008028;Tetramethyl cyclobutane-1,2,3,4-tetracarboxylatato(2-);Z1172231219;cis, cis-1,2,3,4-Cyclobutanetetracarboxylic acid tetramethyl ester;Cis,trans,cis-1,2,3,4-cyclobutanetetracarboxylic acid tetramethyl ester;1,3,4-Cyclobutanetetracarboxylic acid, tetramethyl ester, cis-1,2,trans-1,3,trans-1,4-;1,3,4-Cyclobutanetetracarboxylic acid, tetramethyl ester, (1.alpha.,2.alpha.,3.beta.,4.beta.)-

Chemical Property of Tetramethyl 1,2,3,4-cyclobutanetetracarboxylate

Chemical Property:

• Vapor Pressure: 2.89E-05mmHg at 25°C
• Boiling Point: 356.6°Cat760mmHg
• Flash Point: 155.6°C
• Density: 1.301g/cm³
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 288.08451746
• Heavy Atom Count: 20
• Complexity: 341

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1C(C(C1C(=O)OC)C(=O)OC)C(=O)OC

Technology Process of Tetramethyl 1,2,3,4-cyclobutanetetracarboxylate

There total 7 articles about Tetramethyl 1,2,3,4-cyclobutanetetracarboxylate 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: 97.5%

methanol (67-56-1) + 1,2,3,4-cyclobutanetetracarboxylic acid-1,2,3,4-dianhydride (4411-19-2) → cis,trans,cis-tetramethyl-1,2,3,4-cyclobutanetetracarboxylate (1032-95-7)

Guidance literature:

With sulfuric acid; In water; at 80 ℃; for 4h;

Reference yield: 95.0%

dimethylfumarate (624-49-7) → cis,trans,cis-tetramethyl-1,2,3,4-cyclobutanetetracarboxylate (1032-95-7)

Guidance literature:

In water; for 48h; Irradiation;

Reference yield:

(6bR,7S,8R,8aS)-6b,7,8,8a-Tetrahydro-cyclobuta[a]acenaphthylene-7,8-dicarboxylic acid (49686-52-4) → cis,trans,cis-tetramethyl-1,2,3,4-cyclobutanetetracarboxylate (1032-95-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄

2: (i) O₃, AcOH, (ii) aq. H₂O₂, (iii) /BRN= 102415/

With sulfuric acid;

DOI:10.1021/jo00918a022

upstream raw materials:

dimethylfumarate

diazomethane

(6bS,7R,8S,8aR)-6b,7,8,8a-Tetrahydro-cyclobuta[a]acenaphthylene-7,8-dicarboxylic acid dimethyl ester

(6bR,7S,8R,8aS)-6b,7,8,8a-Tetrahydro-cyclobuta[a]acenaphthylene-7,8-dicarboxylic acid

Downstream raw materials:

cis,trans,cis-1,2,3,4-Tetra-p-tosyloxymethyl-cyclobutan