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2-(Fluorosulfonyl)difluoroacetic acid

Product Name
2-(Fluorosulfonyl)difluoroacetic acid
CAS No.
1717-59-5
Chemical Name
2-(Fluorosulfonyl)difluoroacetic acid
Synonyms
2,2-DIFLUORO-2-(FLUOROSULFONYL)ACETIC ACID;2,2-DIFLUORO-2-(FLUOROSULFONYL)ACETATE;(Fluorosulfonyl)difluoroacetic acid;Difluoro(fluorosulphonyl)acetic acid;2-(FLUOROSULFONYL)DIFLUOROACETIC ACID;2-(FLUOROSULPHONYL)DIFLUOROACETIC ACID;Difluoro(fluorosulphonyl)acetic acid 98%;2,2-Difluoro-2-(fluorosulfony)acetic Acid;2,2-Difluoro-2-(fluorosulfonyl)aceticAcid>2,2-Difluoro-2-(fluorosulphonyl)ethanoic acid
CBNumber
CB9328325
Molecular Formula
C2HF3O4S
Formula Weight
178.09
MOL File
1717-59-5.mol
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2-(Fluorosulfonyl)difluoroacetic acid Property

Boiling point:
153 °C(lit.)
Density 
1.723 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.36(lit.)
Flash point:
>230 °F
storage temp. 
Storage temp. 2-8°C
solubility 
Chloroform (Soluble), DMSO (Slightly)
form 
liquid
pka
-0.38±0.10(Predicted)
color 
colorless
Water Solubility 
It is soluble in water.
Sensitive 
Moisture Sensitive
InChI
InChI=1S/C2HF3O4S/c3-2(4,1(6)7)10(5,8)9/h(H,6,7)
InChIKey
VYDQUABHDFWIIX-UHFFFAOYSA-N
SMILES
C(O)(=O)C(F)(F)S(F)(=O)=O
CAS DataBase Reference
1717-59-5(CAS DataBase Reference)
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Safety

Hazard Codes 
C,T+
Risk Statements 
34-35-27/28
Safety Statements 
26-27-36/37/39-45-28
RIDADR 
UN 1760 8/PG 2
WGK Germany 
3
Hazard Note 
Corrosive
TSCA 
No
HazardClass 
8
PackingGroup 
II
HS Code 
29159000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
531413
Product name
2,2-Difluoro-2-(fluorosulfonyl)acetic acid
Purity
97%
Packaging
25g
Price
$196
Updated
2025/07/31
TCI Chemical
Product number
F0500
Product name
2,2-Difluoro-2-(fluorosulfonyl)acetic Acid
Purity
>95.0%(T)
Packaging
5g
Price
$56
Updated
2025/07/31
TRC
Product number
D446110
Product name
2,2-Difluoro-2-(fluorosulfonyl)acetic Acid
Packaging
1g
Price
$130
Updated
2021/12/16
AK Scientific
Product number
B586
Product name
2,2-Difluoro-2-(fluorosulfonyl)acetic Acid
Packaging
25g
Price
$133
Updated
2021/12/16
Apolloscientific
Product number
PC9975
Product name
Difluoro(fluorosulphonyl)aceticacid
Purity
98%
Packaging
100g
Price
$165
Updated
2021/12/16
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2-(Fluorosulfonyl)difluoroacetic acid Chemical Properties,Usage,Production

Uses

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.

Uses

An important reagent in the synthesis of difluorocarbenes and difluorocyclopropanes.

Uses

Difluorocarbene source for the difluoromethylation of alcohols.

General Description

2,2-Difluoro-2-(fluorosulfonyl)acetic acid reagent is employed as a difluorocarbene source for difluoromethylation of phenolic hydroxyl groups.

reaction suitability

reaction type: click chemistry

Synthesis

107-46-0

677-67-8

420-56-4

1717-59-5

120801-75-4

1. The 600 mL autoclave was cooled in an ice water bath, evacuated, and hexamethyldisiloxane (294 mL, 220 g, 1.36 mol) and compound (CAS: 677-67-8, 255.3 g, 1.42 mol) were added sequentially. 2. the autoclave was heated to 100 °C and maintained for 18 hours with a maximum pressure of 100 psig (0.79 MPa) during the reaction. 3. after completion of the reaction, the reaction was cooled to room temperature and the black liquid product (471.4 g) was collected from the autoclave. 4. The above product was combined with another batch prepared under the same conditions in a 2 L flask fitted with a water-cooled condenser for distillation. A dry ice trap was installed between the vacuum source and the distillation unit to capture the by-product trimethylfluorosilane. 5. The distillation conditions and results are shown in Table 1. 6. The data in Table 1 show that Fractions 2 and 3 contained 8.4 mol% of 2-fluorosulfonyl difluoroacetic acid (RSUA) and the main product, trimethylsilyl ester of 2,2-difluoro(2-fluorosulfonyl)acetic acid (RSUTMS), with an 86.9% yield of RSUTMS based on hexamethyldisiloxane (HMDS). 7. In another experiment, hexamethyldisiloxane (243.5 g, 1.50 mol) was added to a 1 L autoclave, purged with nitrogen and then cooled and evacuated. Compound (CAS: 677-67-8, 286 g, 1.59 mol) was then added. 8. The autoclave was heated to 100.6 °C with stirring at 600 rpm for about 1 hour up to a maximum pressure of 69 psig (0.58 MPa). Stirring was continued at 100 °C for 6 hours and then cooled to room temperature and the crude product (521 g) was collected, in which the molar concentration of RSUA relative to RSUTMS was about 7.7%. 9. The conversion of HMDS was shown to be about 97% by 1H NMR analysis. 10. The crude product was transferred to a 500 mL flask fitted with a vacuum-jacketed Vigreux column and a cold-finger distillation head, and the volatile components (including unreacted compounds and trimethylfluorosilane) were removed by distillation, first at atmospheric pressure, until the kettle temperature reached 127.6 °C. The product was cooled by adding chlorotrisilane to a vacuum-jacketed Vigreux column and a cold-finger distillation head. 11. After cooling, chlorotrimethylsilane (CTMS, 41.7 g, 0.384 mol) was added and again heated to a maximum of 107.8 °C at atmospheric pressure and distilled to remove excess CTMS. 12. the pressure was reduced for decompression distillation and the RSUTMS main fraction (320.6 g) was collected, which contained about 3.3 mol% RSUA, giving a yield of 85% RSUTMS based on HMDS converted over a 6 hour reaction time. 13. Under similar conditions, the compound (CAS: 677-67-8, 428 g, 2.38 mol) was reacted with HMDS (361.8 g, 2.25 mol) at 95 °C for 6 hours. 1H NMR analysis of the crude product showed that the conversion of HMDS was about 99.6%, and the product contained 48.1 mol% trimethylfluorosilane (FTMS) and 51.7 mol% RSUTMS. 19F NMR analysis showed that the molar ratio of RSUA relative to RSUTMS was about 3.0%. 14. The crude products of the two reactions (total 1558 g) were combined and after distillation at atmospheric pressure to remove the low-boiling components, chlorotrimethylsilane (126.04 g) was added and stirred overnight. 15. Subsequent distillation was carried out at a pressure of 370-380 mbar (37-38 kPa) and the pressure was further reduced to 33-36 mbar (3.3-3.6 kPa) and the product (1008 g) was collected with an RSUA content of 1.4 mol%, giving a yield of 87.7% of RSUTMS based on the added HMDS.

References

[1] Patent: US2007/270602, 2007, A1. Location in patent: Page/Page column 3-4

2-(Fluorosulfonyl)difluoroacetic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(Fluorosulfonyl)difluoroacetic acid Suppliers

CHANGZHOU FLUORIDE CHEMICAL CO.,LTD
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0086-519-89892883 15995021858
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TCI (Shanghai) Development Co., Ltd.
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Shijiazhuang Sdyano Fine Chemical Co., Ltd.
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View Lastest Price from 2-(Fluorosulfonyl)difluoroacetic acid manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
2-(Fluorosulfonyl)difluoroacetic acid 1717-59-5
Price
US $2.20-8.80/kg
Min. Order
1kg
Purity
99%min
Supply Ability
100kg
Release date
2025-09-08
Henan Aochuang Chemical Co.,Ltd.
Product
2-(Fluorosulfonyl)difluoroacetic acid 1717-59-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-09
Longyan Tianhua Biological Technology Co., Ltd
Product
2-(Fluorosulfonyl)difluoroacetic acid 1717-59-5
Price
US $25.00/Kg/Bag
Min. Order
25Kg/Bag
Purity
99%
Supply Ability
20 Tons
Release date
2020-11-13

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