Diethyl 4,4-difluoroheptanedioate

Base Information

• Chemical Name: Diethyl 4,4-difluoroheptanedioate
• CAS No.: 22515-16-8
• Molecular Formula: C11H18F2O4
• Molecular Weight: 252.258
• Hs Code.: 29171900
• DSSTox Substance ID: DTXSID10437580
• Nikkaji Number: J2.943.124H
• Wikidata: Q72462933
• Mol file: 22515-16-8.mol

Synonyms:Diethyl 4,4-difluoroheptanedioate;22515-16-8;4,4-DIFLUOROHEPTANEDIOIC ACID DIETHYL ESTER;Diethyl 4,4-difluoropimelate;MFCD08146634;Diethyl4,4-difluoroheptanedioate;C11H18F2O4;AMY782;SCHEMBL1700886;DTXSID10437580;BCP21368;BBL100502;STL554296;AKOS005063391;CS-W006354;DIETHYL-4,4-DIFLUOROHEPTANEDIOATE;DS-13787;4,4-difluoro-heptanedioic acid diethyl ester;FT-0677873;F11909;A852187;?4,4-DIFLUOROHEPTANEDIOIC ACID DIETHYL ESTER;J-520295;Diethyl 4,4-difluoroheptanedioate stabilized over Potassium carbonate

Chemical Property of Diethyl 4,4-difluoroheptanedioate

Chemical Property:

• Vapor Pressure: 0.017mmHg at 25°C
• Refractive Index: 1.413
• Boiling Point: 254.81 °C at 760 mmHg
• Flash Point: 104.76 °C
• PSA: 52.60000
• Density: 1.106 g/cm³
• LogP: 2.30830
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 252.11731538
• Heavy Atom Count: 17
• Complexity: 230

Purity/Quality:

98%, ^*data from raw suppliers

Diethyl 4,4-difluoroheptanedionate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC(CCC(=O)OCC)(F)F

Technology Process of Diethyl 4,4-difluoroheptanedioate

There total 3 articles about Diethyl 4,4-difluoroheptanedioate 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: 85.0%

ethyl 4-bromo-4,4-difluorobutanoate (147345-35-5) + ethyl acrylate (140-88-5,9003-32-1) → 4,4-difluoroheptanedioic acid diethyl ester (22515-16-8)

Guidance literature:

With bromo(pyridine) cobaloxime(III); zinc; In ethanol; Ambient temperature;

Reference yield: 43.0%

4-oxopimelate (6317-49-3) → 4,4-difluoroheptanedioic acid diethyl ester (22515-16-8)

Guidance literature:

With diethylamino-sulfur trifluoride; at 20 ℃; Neat (no solvent);

DOI:10.1021/jm901530b

Reference yield:

3-(fur-2-yl)crotonic acid (539-47-9,15690-24-1) → 4,4-difluoroheptanedioic acid diethyl ester (22515-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / Heating

2: SF₄ / CH₂Cl₂; H₂O

With hydrogenchloride; sulfur tetrafluoride; In dichloromethane; water;

DOI:10.1021/ja01027a020

upstream raw materials:

4-oxopimelate

ethyl 4-bromo-4,4-difluorobutanoate

ethyl acrylate

3-(fur-2-yl)crotonic acid

Downstream raw materials:

ethyl 5,5-difluoro-2-oxocyclohexanecarboxylate

4,4-difluorocyclohexanone

Refernces

• 1、 Chen, Jian,Hu, Chang-Ming. "Synthesis of Functionalized Compounds Containing a Difluoromethylene Moiety". . p. 1111 - 1114. Retrieved 2007/10/02.