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3,5-Dibromoacetophenone

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CAS:14401-73-1
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CAS:14401-73-1
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Products Intro: Product Name:3',5'-Dibromoacetophenone
CAS:14401-73-1
Purity:98%(Min,HPLC) Package:1G;1KG;100KG

3,5-Dibromoacetophenone manufacturers

3,5-Dibromoacetophenone Basic information
Uses
Product Name:3,5-Dibromoacetophenone
Synonyms:3,5-DIBROMOACETOPHENONE;3,5-DIBROMOACETOPHENONE 99%MIN;Ethanone, 1-(3,5-dibromophenyl)-;Acetophenone, 3',5'-dibromo-;3',5'-Dibromoacetophenone;3,5-Dibromophenacylchloride;1-(3,5-dibromophenyl)ethan-1-one
CAS:14401-73-1
MF:C8H6Br2O
MW:277.94
EINECS:
Product Categories:Aromatic Acetophenones & Derivatives (substituted);Adehydes, Acetals & Ketones;Bromine Compounds;organic chemicals and derivatives/others;OLED
Mol File:14401-73-1.mol
3,5-Dibromoacetophenone Structure
3,5-Dibromoacetophenone Chemical Properties
Melting point 68°C
Boiling point 160-164 °C(Press: 1-2 Torr)
density 1.7855 (rough estimate)
refractive index 1.5560 (estimate)
storage temp. Sealed in dry,Room Temperature
AppearanceOff-white to yellow Solid
InChIInChI=1S/C8H6Br2O/c1-5(11)6-2-7(9)4-8(10)3-6/h2-4H,1H3
InChIKeyNHFJDRRYVMJBRJ-UHFFFAOYSA-N
SMILESC(=O)(C1=CC(Br)=CC(Br)=C1)C
Safety Information
HS Code 2914500090
MSDS Information
3,5-Dibromoacetophenone Usage And Synthesis
Uses3',5'-Dibromoacetophenone is a useful research chemical.
Description3,5-Dibromoacetophenone is a halogenated acetophenone compound containing bromine functional groups at positions 3 and 5. It can be used with halogenated metal salts as raw materials to prepare a polyhalogenated thiazolinone compound.
Synthesis
N,N-Dimethylacetamide

127-19-5

3,5-Dibromoacetophenone

14401-73-1

General procedure for the synthesis of 3,5-dibromoacetophenone: To a round-bottomed flask containing 1,3,5-tribromobenzene (6.3 g, 20 mmol) and anhydrous ethyl ether (150 mL) under nitrogen protection, a n-butyllithium solution (12.5 mL, 20 mmol) was slowly added at -78 °C and stirred for 2 h at this temperature. Subsequently, a solution of N,N-dimethylacetamide (1.92 g, 22 mmol) in anhydrous ether (15 mL) was added dropwise. The reaction mixture was slowly warmed from -78°C to room temperature and stirring was continued for 20 hours. Upon completion of the reaction, extraction was carried out with ether and the solvent was removed by distillation after combining the organic phases. The product was purified by column chromatography and recrystallization to give 3,5-dibromoacetophenone in 41% yield.

References[1] Patent: US2007/138945, 2007, A1. Location in patent: Page/Page column 11
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