2-Bromo-4'-nitroacetophenone Chemical Properties

Melting point:

94-99 °C(lit.)

Boiling point:

325.2±17.0 °C(Predicted)

Density 

1.8033 (rough estimate)

refractive index 

1.6090 (estimate)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

Crystalline Powder

color 

Yellow to orange

BRN 

393567

InChI

InChI=1S/C8H6BrNO3/c9-5-8(11)6-1-3-7(4-2-6)10(12)13/h1-4H,5H2

InChIKey

MBUPVGIGAMCMBT-UHFFFAOYSA-N

SMILES

C(=O)(C1=CC=C([N+]([O-])=O)C=C1)CBr

CAS DataBase Reference

99-81-0(CAS DataBase Reference)

NIST Chemistry Reference

p-Nitrophenacyl bromide(99-81-0)

EPA Substance Registry System

2-Bromo-4'-nitroacetophenone (99-81-0)

Safety Information

Hazard Codes 

C,Xi

Risk Statements 

34-37

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

3

F 

19

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29147000

MSDS

• Language:English Provider:2-Bromo-4'-nitroacetophenone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Bromo-4'-nitroacetophenone Usage And Synthesis

Chemical Properties

yellow to orange crystalline powder

Uses

2-Bromo-4′-nitroacetophenone was used to study the pKa of the histidine-34 imidazole.

Synthesis Reference(s)

Synthesis, p. 487, 1980 DOI: 10.1055/s-1980-29067

Synthesis

The general procedure for the synthesis of 2-bromo-4'-nitroacetophenone using the compound (CAS: 940-13-6) as starting material: haloalkynes (0.5 mmol), AgF (5 mol%), and water (1 eq.) were dissolved in trifluoroacetic acid (TFA, 1 mL), and the reaction was stirred for 6 hr at 40 °C. Upon completion of the reaction, TFA was recovered by distillation for reuse. The residue was purified by column chromatographic separation to afford the target product 2-bromo-4'-nitroacetophenone in pure form.

Purification Methods

Crystallise it from *C6H6/pet ether. [Beilstein 7 IV 661.]

References

[1] Tetrahedron Letters, 2014, vol. 55, # 7, p. 1373 - 1375
[2] Chinese Journal of Chemistry, 2016, vol. 34, # 12, p. 1251 - 1254
[3] Tetrahedron Letters, 2016, vol. 57, # 45, p. 4983 - 4986

2-Bromo-4'-nitroacetophenone(99-81-0)Related Product Information

• Acetophenone
• 2',4'-Dichloroacetophenone
• 4'-Bromoacetophenone
• Ethidium bromide
• Clidinium bromide
• 2-Nitroacetophenone
• Bromonitromethane
• ACETOPHENONE-D8
• PIPERACETAZINE (250 MG)
• Sodium bromate
• 2-Bromoacetophenone
• p-Nitrophenylacetonitrile
• 4-Nitroacetophenone
• 3-Nitroacetophenone
• 3-Bromoanisole
• 2-Bromo-4'-methoxyacetophenone
• 4-Chloro-2'-bromoacetophenone
• 2-Bromo-4'-chloroacetophenone