Ethyl 2,2-difluorohexanoate

Base Information

• Chemical Name: Ethyl 2,2-difluorohexanoate
• CAS No.: 74106-81-3
• Molecular Formula: C8H14F2O2
• Molecular Weight: 180.195
• Hs Code.: 2915907098
• European Community (EC) Number: 814-242-7
• UNII: H5TS88M7Q6
• DSSTox Substance ID: DTXSID60440302
• Nikkaji Number: J501.602I
• Wikidata: Q72474360
• Mol file: 74106-81-3.mol

Synonyms:ethyl 2,2-difluorohexanoate;74106-81-3;ethyl-2,2-difluorohexanoate;2,2-Difluoro-hexanoic acid ethyl ester;2,2-Difluorohexanoic acid ethyl ester;MFCD11007687;Ethyl 2,2-difluorocaproate;ETHYL2,2-DIFLUOROHEXANOATE;H5TS88M7Q6;SCHEMBL1619413;AMY7143;DTXSID60440302;BBL102195;STL555994;AKOS005063328;FS-4651;MB08995;hexanoic acid, 2,2-difluoro-, ethyl ester;CS-0045422;FT-0657813;I10204;A838013;J-520662

Chemical Property of Ethyl 2,2-difluorohexanoate

Chemical Property:

• Vapor Pressure: 1.357mmHg at 25°C
• Refractive Index: 1.387
• Boiling Point: 172.042 °C at 760 mmHg
• Flash Point: 56.78 °C
• PSA: 26.30000
• Density: 1.03 g/cm³
• LogP: 2.37500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 180.09618601
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

98%, ^*data from raw suppliers

Ethyl2,2-Difluorohexanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C(=O)OCC)(F)F
• Uses: Ethyl 2,2-Difluorohexanoate is used as a reactant in the preparation of lubiprostone.

Technology Process of Ethyl 2,2-difluorohexanoate

There total 8 articles about Ethyl 2,2-difluorohexanoate 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: 91.0%

ethyl 2-oxohexanoate (5753-96-8) → ethyl 2,2-difluorohexanoate (74106-81-3)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at 0 - 20 ℃;

Reference yield: 78.0%

1-butylene (106-98-9,9003-28-5) + ethyl 2,2-difluoro-2-iodoacetate (7648-30-8) → ethyl 2,2-difluorohexanoate (74106-81-3)

Guidance literature:

With nickel dichloride; zinc; In tetrahydrofuran; Mechanism; Ambient temperature; other α,α-difluoro esters and alkenes;

DOI:10.1021/jo00045a027

Reference yield: 43.0%

1-butylene (106-98-9,9003-28-5) + Ethyl bromodifluoroacetate (667-27-6) → ethyl 2,2-difluorohexanoate (74106-81-3)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; diphenyldisulfane; In hexane; dichloromethane; for 48h; Inert atmosphere; Irradiation;

upstream raw materials:

1-butylene

ethyl 2,2-difluoro-2-iodoacetate

ethyl 2-oxohexanoate

Ethyl 2-bromohexanoate

Downstream raw materials:

dimethyl (3,3-difluoro-2-oxoheptyl)-phosphonate

lubiprostone

Dimethyl-(2-oxo-3,4-difluoroheptyl)phosphonate

Refernces

• 1、 -. "METHOD FOR PRODUCING FLUORINATED COMPOUND". Paragraph 0151; 0152-0157; 0163; 0164; 0165; 0166. . Retrieved 2019/03/14.
• 2、 -. "Process for Preparing Lubiprostone and Intermediate Therefor". Paragraph 0159; 0160. . Retrieved 2017/05/12.