2-(Fluorosulfonyl)difluoroacetic acid

Base Information

• Chemical Name: 2-(Fluorosulfonyl)difluoroacetic acid
• CAS No.: 1717-59-5
• Molecular Formula: C2HF3O4S
• Molecular Weight: 178.089
• Hs Code.: 29159000
• European Community (EC) Number: 629-236-8
• DSSTox Substance ID: DTXSID10372104
• Nikkaji Number: J1.812.793H
• Wikidata: Q72477044
• Mol file: 1717-59-5.mol

Synonyms:Aceticacid, difluoro(fluorosulfonyl)- (6CI,7CI,8CI,9CI);(Fluorosulfonyl)difluoroacetic acid;2,2-Difluoro-2-(fluorosulfonyl)aceticacid;2-(Fluorosulfonyl)-2,2-difluoroacetic acid;Difluoro(fluorosulfonyl)acetic acid;

Chemical Property of 2-(Fluorosulfonyl)difluoroacetic acid

Chemical Property:

• Vapor Pressure: 0.158mmHg at 25°C
• Refractive Index: n20/D 1.36(lit.)
• Boiling Point: 197.8 °C at 760 mmHg
• PKA: -0.38±0.10(Predicted)
• Flash Point: 73.4 °C
• PSA: 79.82000
• Density: 1.902 g/cm³
• LogP: 1.04390
• Sensitive.: Moisture Sensitive
• Water Solubility.: It is soluble in water.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 177.95476417
• Heavy Atom Count: 10
• Complexity: 236

Purity/Quality:

98%, ^*data from raw suppliers

2,2-Difluoro-2-(fluorosulfonyl)acetic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,T+
• Statements: 34-35-27/28
• Safety Statements: 26-27-36/37/39-45-28

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=O)(C(F)(F)S(=O)(=O)F)O
• Uses: An important reagent in the synthesis of difluorocarbenes and difluorocyclopropanes. Difluorocarbene source for the difluoromethylation of alcohols. 2,2-Difluoro-2-(fluorosulfonyl)acetic acid, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. It is also used as an important reagent in the synthesis of difluorocarbenes and difluorocyclopropanes.

Technology Process of 2-(Fluorosulfonyl)difluoroacetic acid

There total 7 articles about 2-(Fluorosulfonyl)difluoroacetic acid 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: 100.0%

tetrafluoroethane-β-sultone (697-18-7) → 2,2-difluoro-2-(fluorosulfonyl)acetic acid (1717-59-5)

Guidance literature:

With water;

DOI:10.1039/b206868k

Reference yield: 96.0%

tetrafluoroethane-β-sultone (697-18-7) + water (7732-18-5) → 2,2-difluoro-2-(fluorosulfonyl)acetic acid (1717-59-5)

Guidance literature:

In neat (no solvent); at 5°C, with polytetrafluoroethylene filled reactor used; distn.;

Reference yield: 85.0%

Hexamethyldisiloxane (107-46-0) + fluorosulfonyldifluoroacetyl fluoride (677-67-8) → trimethylsilyl fluoride (420-56-4) + 2,2-difluoro-2-(fluorosulfonyl)acetic acid (1717-59-5) + trimethylsilyl-2,2-difluoro-2-(fluorosulphonyl)acetate (120801-75-4)

Guidance literature:

Hexamethyldisiloxane; fluorosulfonyldifluoroacetyl fluoride; at 0 - 100.6 ℃; for 18h; under 4350.44 - 5925.59 Torr;

With chloro-trimethyl-silane; at 20 - 107.8 ℃; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

tetrafluoroethane-β-sultone

fluorosulfonyldifluoroacetyl fluoride

Hexamethyldisiloxane

water

Downstream raw materials:

trifluoromethan

ethyl(difluoromethyl) ether

1,1,1-trifluoro-2-difluoromethoxypropane

2,2,3,3-tetrafluoropropyl difluoromethyl ether

Refernces

• 1、 Zhu, Jieming,Wang, Fei,Hu, Jinbo. "Free radical fluoroalkylation of terminal alkenes and alkynes with iododifluoromethanesulfonamides". scheme or table. p. 95 - 102. Retrieved 2011/12/15.
• 2、 Chen, Zili,Xiong, Wennan,Jiang, Biao. "Zn(ODf)2: Preparation and application in asymmetric alkynylation of aldehydes". . p. 2098 - 2099. Retrieved 2007/10/03.