2-Bromo-4'-fluoroacetophenone Chemical Properties

Melting point:

47-49 °C(lit.)

Boiling point:

150 °C12 mm Hg(lit.)

Density 

1.5728 (rough estimate)

refractive index 

1.5450 (estimate)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,2-8°C

solubility 

Soluble in methanol.

form 

Powder

color 

White to brownish-yellow to light grey

Sensitive 

Lachrymatory

BRN 

637863

CAS DataBase Reference

403-29-2(CAS DataBase Reference)

NIST Chemistry Reference

Acetophenone, 2-bromo-4'-fluoro-(403-29-2)

Safety Information

Hazard Codes 

C,Xi

Risk Statements 

34

Safety Statements 

26-36/37/39-45-27

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

Hazard Note 

Corrosive/Lachrymatory/Keep Cold

HazardClass 

8

PackingGroup 

III

HS Code 

29147000

MSDS

• Language:English Provider:2-Bromo-1-(4-fluorophenyl)ethan-1-one
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Bromo-4'-fluoroacetophenone Usage And Synthesis

Chemical Properties

beige to light grey-green cryst. powder or flakes

Uses

2-Bromo-4'-fluoroacetophenone is used as an organic chemical synthesis intermediate.

Uses

2-Bromo-4’fluoroacetophenone is a intermediate in the synthetic preparation of competitive inhibitors of aromatase.

Synthesis

General procedure for the synthesis of 2-bromo-4'-fluoroacetophenone using 4-fluoroacetophenone as starting material: general method: oxone (1.352 g, 2.2 mmol) was added to a well-stirred methanol (10 ml) solution of 4-fluoroacetophenone (2 mmol) and NH4Br (0.215 g, 2.2 mmol), and the reaction mixture was stirred at room temperature (or refluxed at temperature reaction). The reaction progress was monitored by TLC. Upon completion of the reaction, the reaction mixture was quenched with aqueous sodium thiosulfate, followed by extraction with ethyl acetate (3 x 25 ml). The organic layers were combined, washed with water, dried over anhydrous sodium sulfate, filtered and concentrated in vacuum to remove the solvent to give the crude product. The crude product was further purified by silica gel column chromatography (200-300 mesh) to give pure 2-bromo-4'-fluoroacetophenone. All products were structurally confirmed by 1H NMR and mass spectrometry data.

References

[1] Farmaco, 1993, vol. 48, # 6, p. 857 - 869
[2] Synthesis, 2008, # 2, p. 253 - 266
[3] Tetrahedron Letters, 2012, vol. 53, # 2, p. 191 - 195
[4] Tetrahedron, 1992, vol. 48, # 1, p. 67 - 78
[5] Bulletin of the Chemical Society of Japan, 1999, vol. 72, # 6, p. 1327 - 1334

2-Bromo-4'-fluoroacetophenone(403-29-2)Related Product Information

• Ethidium bromide
• Ethyl bromodifluoroacetate
• Rocuronium bromide
• 4'-Hydroxyacetophenone
• 4'-Methylacetophenone
• Benzyl bromide
• Acetophenone
• Trifluoroacetophenone
• PIPERACETAZINE (250 MG)
• Sodium bromate
• 4'-Bromoacetophenone
• 2-Bromoacetophenone
• 3'-Fluoroacetophenone
• DIPHENYLCYCLOPROPENONE
• 4-Fluoroacetophenone
• 4'-(Trifluoromethyl)acetophenone
• 3-Nitroacetophenone
• 4'-Fluoropropiophenone