680-15-9

Basic information

• Product Name: Methyl 2,2-difluoro-2-(fluorosulfonyl)acetate
• Synonyms: METHYL DIFLUORO(FLUOROSULFONYL)ACETATE;METHYL FLUOROSULFONYLDIFLUOROACETATE;METHYL FLUOROSULPHONYLDIFLUOROACETATE;METHYL 2-(FLUOROSULFONYL)DIFLUOROACETATE;METHYL 2,2-DIFLUORO-2-(FLUOROSULFONYL)ACETATE;FLUOROSULFONYL(DIFLUORO)ACETIC ACID METHYL ESTER;METHYL 2,2-DIFLUORO-2-(FLUOROSULFONYL)-A;FLUOROSULFONYL ACETIC ACID METHYL ESTER
• CAS NO: 680-15-9
• Molecular Formula: C₃H₃F₃O₄S
• Molecular Weight: 192.11
• EINECS: 808-179-4
• Product Categories: Small molecule;Fluorinated Building Blocks;Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds;Synthetic Organic Chemistry;Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
• Mol File: 680-15-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 117-118 °C(lit.)
• Flash Point: 118 °F
• Appearance: clear colorless to yellow liquid
• Density: 1.509 g/mL at 25 °C(lit.)
• Vapor Pressure: 1170mmHg at 25°C
• Refractive Index: n20/D 1.351(lit.)
• Storage Temp.: 2-8°C(protect from light)
• BRN: 1812896
• CAS DataBase Reference: Methyl 2,2-difluoro-2-(fluorosulfonyl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2,2-difluoro-2-(fluorosulfonyl)acetate(680-15-9)
• EPA Substance Registry System: Methyl 2,2-difluoro-2-(fluorosulfonyl)acetate(680-15-9)

Safety Data

• Hazard Codes: C,Xi
• Statements: 10-34
• Safety Statements: 26-36/37/39-45-16
• RIDADR: UN 2920 8/PG 2
• WGK Germany: 3
• F: 10-21
• TSCA: No
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 680-15-9(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to yellow liquid

Uses

Different sources of media describe the Uses of 680-15-9 differently. You can refer to the following data:
1. Efficient reagent for the trifluoromethylation of aryls and difluorocyclopropanation of alkenes.
2. Methyl 2,2-difluoro-2-(fluorosulfonyl)acetate is a useful reagent for the trifluoromethylation of alkyl halides. It is also broadly applicable reagent for perfluoroalkylations for aryl iodides and bromides.

InChI:InChI=1/C4HF9/c5-1(3(8,9)10)2(6,7)4(11,12)13/h1H

Upstream product

• 67-56-1 methanol 
• 697-18-7 tetrafluoroethane-β-sultone 
• 124-41-4 sodium methylate 
• 1648-30-2 2-fluorosulfonyl-2,2-difluoroacetyl chloride 
• 62949-75-1 4-heptafluoropropoxytrifluoro-1,2-oxathietane 2,2-dioxide 
• 16798-71-3 fluorodisulfuryl-difluoroacetylfluoride 
• 1858-59-9 5,5,6,6-tetrafluoro-2,2,4,4-tetroxo-1,3-dioxa-2,4-dithiane 
• 120801-75-4 trimethylsilyl-2,2-difluoro-2-(fluorosulphonyl)acetate 
• 74-88-4 methyl iodide 
• 131339-18-9 3,3,4-Trifluoro-4-nonafluorobutyloxy-[1,2]oxathietane 2,2-dioxide 

Downstream Products

• 98-08-8 α,α,α-trifluorotoluene 
• 456-56-4 phenyl trifluoromethylsulfide 
• 74-88-4 methyl iodide 
• 21249-93-4 (2,2,2-trifluoroethyl)benzene 
• 402-54-0 p-nitrobenzotrifluoride 
• 320-88-7 1,4-Bis(trifluoromethyl)-2-nitro-benzene 
• 359-15-9 difluoromethyl methyl ether 
• 1493-03-4 iododifluoromethane 
• 1481-51-2 butyl-difluoromethyl ether 
• 34557-54-5 methane 
• 421-82-9 methyl trifluoromethanesulfonate 
• 73607-12-2 1-methoxy-4-(3,3,3-trifluoro-2-(trifluoromethyl)prop-1-en-1-yl)benzene 
• 41879-17-8 3,3,3-Trifluoro-1-phenyl-2-(trifluoromethyl)-1-propene 

Relevant articles and documents

Trimethylsilyl fluorosulfonyldifluoroacetate (TFDA): A new, highly efficient difluorocarbene reagent

TFDA is readily prepared from the reaction of fluorosulfonyldifluoroacetic acid with trimethylsilyl chloride, and it is a very effective and efficient source of difluorocarbene for use in addition reactions to alkenes of a broad scope of reactivities. Acid-sensitive substrates may require an additional purification step involving treatment of the distilled TFDA with sufficient Et3N to remove the acid impurity. Other trialkylsilyl fluorosulfonyldifluoroacetates can also be prepared, and they have been found to have reactivities similar to TFDA. The triethyl derivative, TEFDA is more convenient to prepare in a pure state and has similar reactivity to TFDA. Thus, it may prove to be a superior reagent.

SILVER (FLUOROSULFONYL)DIFLUOROACETATE - A NEW ROUTE TO FLUOROSULFONYL ESTERS

New fluorinated esters of the type FSO2CF2C(O)OR and (FSO2CF2C(O)O)2R', (R = CH3, CH3CH2CH2, (CH3)3Si, BrCH2CH2, CH3CH2OC(O)CH2, CH2=CHCH2; R' = CH2, CH2CH2, have been prepared and characterized via the reaction of silver difluoro(fluorosulfonyl)acetate with alkylbromides, alkyliodides, and trimethylsilyl iodide.All new compounds have been characterized by their respective IR/MS/NMR spectra.