1-(4-bromophenyl)-2-chloroethan-1-one Chemical Properties

Melting point:

119-120 °C

Boiling point:

306.7±22.0 °C(Predicted)

Density 

1.571±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

Appearance

White to off-white Solid

InChI

InChI=1S/C8H6BrClO/c9-7-3-1-6(2-4-7)8(11)5-10/h1-4H,5H2

InChIKey

HCQNNQFCUAGJBD-UHFFFAOYSA-N

SMILES

C(=O)(C1=CC=C(Br)C=C1)CCl

Safety Information

Hazard Codes 

Xn

1-(4-bromophenyl)-2-chloroethan-1-one Usage And Synthesis

Uses

2-Chloro-4''-bromoacetophenone

Synthesis

General procedure for the synthesis of 2'-chloro-4-bromoacetophenone from p-bromoacetophenone: [TABLE-US-00002] (18) Acetophenone Derivative R13 R14 1 NO2 H 2 NO2 Cl 3 H Br 4 H H. Acetophenone derivatives shown in Eqn. (18) (2.00 g) was dissolved or suspended in a solvent, and sulfonyl chloride as shown in Table 2 was added in a single addition under stirring (molar concentration M based on acetophenone derivative). The reaction temperature and reaction time are shown in Table 2. [Table-US-00003] Table 2: Acetophenone derivatives, SO2Cl2 (equivalent), solvent (M), temperature, time (hr) and yield (%). Examples: 42 MTBE(0.5)1 3.0 room temperature 4.5 50.8; 43 MTBE(1)1 1.65 reflux 7.0 70.1; 44 IPE(1)1 3.0 room temperature 3.0 77.8; 45 DME(1)1 1.65 room temperature 4.0 71.4; 46 MTBE(1)3 3.0 room temperature 1.0 50.3; 47 MTBE(1)4 1.1 room temperature 7.0 78.9. Note: MTBE is methyl tert-butyl ether; IPE is diisopropyl ether; DME is 1,2-dimethoxyethane.

References

[1] Synthesis, 1988, # 7, p. 545 - 546
[2] Synthetic Communications, 2006, vol. 36, # 2, p. 255 - 258
[3] Green Chemistry, 2009, vol. 11, # 2, p. 275 - 278
[4] Synthetic Communications, 2011, vol. 41, # 10, p. 1508 - 1513
[5] Tetrahedron Letters, 2004, vol. 45, # 1, p. 191 - 193

1-(4-bromophenyl)-2-chloroethan-1-one(4209-02-3)Related Product Information

• Chalcone
• 4'-Bromoacetophenone
• 2-Chloroacetophenone
• 1-(4-bromophenyl)-2-chloroethan-1-one
• 1-(4-BROMO-PHENYL)-2-CHLORO-PROPAN-1-ONE
• 1-BROMO-4-(2-CHLOROETHYL)BENZENE
• 1-(4-BROMO-2,5-DICHLOROPHENYL)-2-CHLOROETHANONE
• AKOS B022946