Dicyclohexyl but-2-ynedioate

Base Information

• Chemical Name: Dicyclohexyl but-2-ynedioate
• CAS No.: 79866-97-0
• Molecular Formula: C16H22O4
• Molecular Weight: 278.348
• DSSTox Substance ID: DTXSID60510817
• Nikkaji Number: J2.640.031G
• Wikidata: Q82369334
• Mol file: 79866-97-0.mol

Synonyms:Dicyclohexyl but-2-ynedioate;79866-97-0;SCHEMBL2531983;DTXSID60510817

Chemical Property of Dicyclohexyl but-2-ynedioate

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 278.15180918
• Heavy Atom Count: 20
• Complexity: 367

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)OC(=O)C#CC(=O)OC2CCCCC2

Technology Process of Dicyclohexyl but-2-ynedioate

There total 1 articles about Dicyclohexyl but-2-ynedioate 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:

Acetylenedicarboxylic acid (142-45-0) + cyclohexanol (108-93-0) → acetylenedicarboxylic acid dicyclohexyl ester (79866-97-0)

Guidance literature:

DOI:10.1021/ja01572a008

Reference yield: 94.0%

Tetracarbonyl(η2-dicyclohexylthiophosphinito)mangan(I) (119208-87-6) + acetylenedicarboxylic acid dicyclohexyl ester (79866-97-0) → 3,3,3,3-tetracarbonyl-2,2-dicyclohexyl-1-thia-2λ(4)-phospha-3-mangana-4,6-cycloheptadiene-4,5,6,7-tetracarboxylic acid tetracyclohexyl ester (124686-88-0)

Guidance literature:

In hexane; addn. of alkine to soln. of Mn-complex, stirring 12h (Ar); pptn., filtration, washing (hexane), medium pressure column chromy. (silica gel, CH2Cl2-EtOAc); elem. anal.;

Reference yield: 81.0%

1,1'-bis(methoxycarbonyl)divinylamine (54350-52-6) + acetylenedicarboxylic acid dicyclohexyl ester (79866-97-0) → 7-Aza-bicyclo[2.2.1]hept-2-ene-1,2,3,4-tetracarboxylic acid dicyclohexyl ester dimethyl ester (85597-92-8)

Guidance literature:

In tetrachloromethane; at 16 - 20 ℃; for 2h; Irradiation;

upstream raw materials:

Acetylenedicarboxylic acid

cyclohexanol

Downstream raw materials:

7-Aza-bicyclo[2.2.1]hept-2-ene-1,2,3,4-tetracarboxylic acid dicyclohexyl ester dimethyl ester

Benzene-1,2,3,4,5,6-hexacarboxylic acid hexacyclohexyl ester

3-(pentacarbonylmanganio)-7,7,7-tricarbonyl-3-methyl-2λ3-thia-3λ5-phospha-7-mangana-η2-bicyclo{2.2.1}hepta-2,5-diene-1,4,5,6-tetracarboxylic acid tetracyclohexyl ester

5,5-dicarbonyl-2,2-diethyl-5-(triphenylphosphine)-1λ3-thia-2λ5-phospha-5-cobalta-1,3-cyclopentadiene-3,4-carboxylic acid dicyclohexyl ester