Dimethyl 2,3-bis(2,2,2-trifluoroethyl)butanedioate

Base Information

• Chemical Name: Dimethyl 2,3-bis(2,2,2-trifluoroethyl)butanedioate
• CAS No.: 53392-81-7
• Molecular Formula: C₁₀H₁₂F₆O₄
• Molecular Weight: 310.193
• DSSTox Substance ID: DTXSID20558290
• Nikkaji Number: J485.019J
• Mol file: 53392-81-7.mol

Synonyms:Dimethyl 2,3-bis(2,2,2-trifluoroethyl)butanedioate;53392-81-7;DTXSID20558290

Chemical Property of Dimethyl 2,3-bis(2,2,2-trifluoroethyl)butanedioate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 7
• Exact Mass: 310.06397783
• Heavy Atom Count: 20
• Complexity: 315

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC(F)(F)F)C(CC(F)(F)F)C(=O)OC

Technology Process of Dimethyl 2,3-bis(2,2,2-trifluoroethyl)butanedioate

There total 1 articles about Dimethyl 2,3-bis(2,2,2-trifluoroethyl)butanedioate 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:

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + trifluoroacetic acid (76-05-1) → methyl 4,4,4-trifluorobutanoate (2365-82-4) + dimethyl 2,3-bis-(2,2,2-trifluoroethyl)succinate (53392-81-7) + 4,4,4-Trifluoro-2-trifluoromethyl-butyric acid methyl ester (53392-80-6) + 3-Methoxycarbonyl-2,5-bis-(2,2,2-trifluoro-ethyl)-hexanedioic acid dimethyl ester (53392-99-7)

Guidance literature:

With sodium hydroxide; In water; acetonitrile; (electrolysis);

DOI:10.1039/c39740000323

Reference yield:

dimethyl 2,3-bis-(2,2,2-trifluoroethyl)succinate (53392-81-7) → N-<2-(methoxycarbonyl)-4,4,4-trifluoro-1-(2,2,2-trifluoroethyl)butyl>-N'-phenylurea (118576-40-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 20 percent / 35percent aq. HCl, acetic acid / 8 h / 100 °C

2: SOCl₂ / CH₂Cl₂ / 2 h / Heating

3: NaN₃ / acetone; H₂O

4: acetone; H₂O / 24 h / Ambient temperature

5: 91 percent / dioxane; acetone; H₂O / 5 h / 100 °C

With hydrogenchloride; thionyl chloride; sodium azide; acetic acid; In 1,4-dioxane; dichloromethane; water; acetone;

DOI:10.1021/jo00265a029

upstream raw materials:

acrylic acid methyl ester

trifluoroacetic acid

Downstream raw materials:

N-<2-(methoxycarbonyl)-4,4,4-trifluoro-1-(2,2,2-trifluoroethyl)butyl>-N'-phenylurea