Difluoroacetic acid Chemical Properties

Melting point:

-1 °C (lit.)

Boiling point:

132-134 °C (lit.)

Density 

1.526 g/mL at 25 °C (lit.)

vapor pressure 

11.7hPa at 25℃

refractive index 

n20/D 1.344(lit.)

Flash point:

174 °F

storage temp. 

2-8°C

solubility 

540.54g/L in organic solvents at 20 ℃

form 

Liquid

pka

pK1:1.33 (25°C)

color 

Clear colorless to light brown

Specific Gravity

1.527 (20℃)

Water Solubility 

1000g/L at 37℃

BRN 

1098588

InChIKey

PBWZKZYHONABLN-UHFFFAOYSA-N

LogP

0.601 at 37℃

CAS DataBase Reference

381-73-7(CAS DataBase Reference)

NIST Chemistry Reference

Difluoroacetic acid(381-73-7)

EPA Substance Registry System

Acetic acid, difluoro- (381-73-7)

Safety Information

Hazard Codes 

C

Risk Statements 

34-35

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3265 8/PG 2

WGK Germany 

3

RTECS 

AG9900000

Hazard Note 

Corrosive

TSCA 

T

HazardClass 

8

PackingGroup 

II

HS Code 

29159080

MSDS

• Language:English Provider:Difluoroacetic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Difluoroacetic acid Usage And Synthesis

Chemical Properties

clear colorless to light brown liquid

Uses

Used in the preparation of 2-difluoromethylbenzimidazoles, -oxazoles and -thiazoles from ortho-substituted anilines mediated by triphenylphoshine.

Definition

ChEBI: A monocarboxylic acid that is acetic acid in which two of the methyl hydrogens are substituted by fluorines.

Flammability and Explosibility

Non flammable

Synthesis

The following is the generic synthesis procedure employed in Examples 10 to 12: 2 g of dichloroacetic acid was added to an aqueous solution of potassium fluoride (KF) preheated to 120°C. The reaction system was kept continuously stirred at 120°C for 1 hour. Upon completion of the reaction, the system was cooled to room temperature and the aqueous solution was subsequently analyzed by nuclear magnetic resonance hydrogen spectroscopy (1H NMR) and nuclear magnetic resonance fluorine spectroscopy (19F NMR). The specific operating conditions and corresponding results are detailed in the following table (III).

Purification Methods

Purify the acid by distilling over P2O5. The acid chloride is a fuming liquid b 25o/atm, and the amide has b 108.6o/35mm, m 52o (from *C6H6), and the anilide has b 90o/1mm, 114o/5mm, m 58o [Henne & Pelley J Am Chem Soc 74 1426 1952, Coffman et al. J Org Chem 14 749 1949, NMR: Meyer et al. J Am Chem Soc 75 4567 1953, pK: Wegscheider Z Phys Chem 69 614 1909]. [Beilstein 2 IV 455.]

References

[1] Patent: US2013/131375, 2013, A1. Location in patent: Paragraph 0116; 0117; 0118; 0119

Difluoroacetic acid(381-73-7)Related Product Information

• Ethyl 2-(Chlorosulfonyl)acetate
• 2-Bromo-2,2-difluoroacetic acid ethyl ester
• Glycine
• Folic acid
• Trifluoroacetic acid
• Trifluoroacetic anhydride
• DIFLUOROACETIC ACID ETHYL ESTER,ETHYL DIFLUOROACETIC ACID
• Fluroxypyr
• DIFLUOROACETIC ACID METHYL ESTER,α,2-Difluoroacetic acid methyl ester
• Ethyl trifluoroacetate
• Chlorodifluoroacetic acid ethyl ester
• Sodium chlorodifluoroacetate
• Diethyl 2,2-difluoromalonate
• Citric acid
• Ascoric Acid
• DIFLUOROACETIC ACID ANHYDRIDE
• TRIMETHYLSILYL TRIFLUOROACETATE
• THALLIUM(III) TRIFLUOROACETATE