3-Bromo-1,1,1-trifluoroacetone Chemical Properties

Melting point:

<-80°C

Boiling point:

87 °C/743 mmHg (lit.)

Density 

1.839 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.376(lit.)

Flash point:

41 °F

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

form 

Liquid

color 

Clear colorless to yellow

Specific Gravity

1.839

Water Solubility 

Immiscible with water.

Sensitive 

Lachrymatory

BRN 

1703387

InChI

1S/C3H2BrF3O/c4-1-2(8)3(5,6)7/h1H2

InChIKey

ONZQYZKCUHFORE-UHFFFAOYSA-N

SMILES

FC(F)(F)C(=O)CBr

CAS DataBase Reference

431-35-6(CAS DataBase Reference)

NIST Chemistry Reference

1-Bromo-3,3,3-trifluoroacetone(431-35-6)

Safety Information

Hazard Codes 

F,C

Risk Statements 

11-34-37

Safety Statements 

16-26-36/37/39-45

RIDADR 

UN 2924 3/PG 2

WGK Germany 

3

F 

19

Hazard Note 

Corrosive/Flammable/Lachrymatory

HazardClass 

3

PackingGroup 

II

HS Code 

29141900

Storage Class

3 - Flammable liquids

Hazard Classifications

Flam. Liq. 2
Skin Corr. 1B

MSDS

• Language:English Provider:1-Bromo-3,3,3-trifluoroacetone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3-Bromo-1,1,1-trifluoroacetone Usage And Synthesis

Chemical Properties

clear colorless to yellowish liquid

Uses

1-Bromo-3,3,3-trifluoroacetone is used in the preparation of 3-nonylthio-1,1,1-trifluoropropan-2-one and perfluoroalkylated trans-allylic alcohols. It is involved in the synthesis of cyclic tetrapeptides. Further, it reacts with potassium enolate of ethyl 4,4,4-trifluoroacetoacetate to produce ethyl 2,4-bis(trifluoromethyl)-4-hydroxydihydro-3-furoate.

Uses

3-Bromo-1,1,1-trifluoroacetone may be used in the synthesis of:

• 3-nonylthio-1,1,1-trifluoropropan-2-one
• cyclic tetrapeptides containing trifluoromethyl and pentafluoroethyl ketone as zinc binding functional group
• perfluoroalkylated trans-allylic alcohols

General Description

3-Bromo-1,1,1-trifluoroacetone reacts with potassium enolate of ethyl 4,4,4-trifluoroacetoacetate to yield ethyl 2,4-bis(trifluoromethyl)-4-hydroxydihydro-3-furoate.

Synthesis

Using sulfuric acid as catalyst, ethyl 2-bromo-4,4,4-trifluoroacetoacetate was hydrolyzed and decarboxylated to form 3-bromo-1,1,1-trifluoroacetone to find the optimal conditions for the synthesis of . The optimal process conditions for the synthesis of 3-bromo-1,1,1-trifluoroacetylacetone were found: the raw materials ethyl 2-bromo-1,1,1-trifluoroacetoacetate and trifluoroacetic acid were fed in the ratio of 1:1.5, and then added dropwise to the solution of 30% sulfuric acid, and then hydrolyzed and decarboxylated to generate 3-bromo-1,1,1-trifluoroacetylacetone. 30% sulfuric acid solution, the reaction temperature was about 100 ??, the reaction time was 8h, and the product yield was about 68.1%.

3-Bromo-1,1,1-trifluoroacetone (431-35-6)Related Product Information

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