2-BROMOBENZOPHENONE Chemical Properties

Melting point:

42

Boiling point:

345

Density 

1.4309 g/mL at 25 °C

refractive index 

n20/D 1.6254

Flash point:

110 °C

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Toluene

form 

powder to lump

color 

White to Yellow to Orange

InChI

InChI=1S/C13H9BrO/c14-12-9-5-4-8-11(12)13(15)10-6-2-1-3-7-10/h1-9H

InChIKey

ABEVIHIQUUXDMS-UHFFFAOYSA-N

SMILES

C(C1=CC=CC=C1Br)(C1=CC=CC=C1)=O

CAS DataBase Reference

13047-06-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,N

Risk Statements 

51/53

Safety Statements 

61

RIDADR 

UN 3077 9/PG 3

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29143990

2-BROMOBENZOPHENONE Usage And Synthesis

Application

2-Bromobenzophenone can be used as an intermediate in organic synthesis and pharmaceutical research and development, and is suitable for laboratory organic synthesis and chemical and pharmaceutical synthesis processes. In organic synthesis, it can be used to prepare compounds such as N-benzoylmethylbromopyridine and unsubstituted ketone methylthiourea thiazole.

Chemical Properties

White solid

Synthesis

General procedure for the synthesis of 2-bromobenzyl ketone from 2-bromo-diphenylmethanol: In a pre-dried oven-dried Schlenk tube, 2-bromo-diphenylmethanol (69.0-199.5 mg, 0.5 mmol), CuI (10 mol%), 1,10-phenanthroline (20 mol%), and K3PO4 (2 mmol) were sequentially added, followed by injection of dioxane ( 2 mL). The reaction system was stirred at room temperature and under air atmosphere, and subsequently transferred to an oil bath at 80 °C to heat the reaction for 7-48 h. The reaction was carried out by thin layer chromatography (TLC). The reaction process was monitored by thin layer chromatography (TLC) until the reaction was complete. Upon completion of the reaction, the mixture was cooled to room temperature and quenched with aqueous NH4Cl, followed by extraction with CH2Cl2 (3 × 10 mL). The organic phases were combined, washed with saturated NaCl solution, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated under reduced pressure, and the resulting crude product was further purified by silica gel column chromatography (eluent: mixed system of petroleum ether/ethyl acetate) to finally obtain the target product 2-bromobenzophenone in 61-97% yields.

References

[1] Synthetic Communications, 2014, vol. 44, # 14, p. 2076 - 2087
[2] Journal of Organic Chemistry, 2014, vol. 79, # 5, p. 2059 - 2074
[3] Tetrahedron Asymmetry, 1992, vol. 3, # 7, p. 841 - 844
[4] Organic and Biomolecular Chemistry, 2018, vol. 16, # 2, p. 208 - 212
[5] Organic Letters, 2006, vol. 8, # 15, p. 3379 - 3381

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