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4'-Bromoacetophenone

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4'-Bromoacetophenone Basic information

Product Name:
4'-Bromoacetophenone
Synonyms:
  • p-BROMOACETOPHENONE pure
  • 2-BROMO-1-(4-BROMOPHENYL)ETHAN-1-ONE
  • DIBROMOACETOPHENONE-2,4
  • GSK-3BETA INHIBITOR VII
  • A,P-DIBROMOACETOPHENONE
  • ALPHA,4'-DIBROMOACETOPHENONE
  • ALPHA-4-DIBROMOACETOPHENONE
  • ALPHA,P-DIBROMOACETOPHENONE
CAS:
99-90-1
MF:
C8H7BrO
MW:
199.04
EINECS:
202-799-3
Product Categories:
  • ketone| alkyl bromide
  • Aromatics
  • Acetophenone Series
  • FINE Chemical & INTERMEDIATES
  • Aromatic Acetophenones & Derivatives (substituted)
  • Miscellaneous Reagents
  • Adehydes, Acetals & Ketones
  • Bromine Compounds
  • Acetophenones (Building Blocks for Liquid Crystals)
  • Bifunctional Compounds (Building Blocks for Liquid Crystals)
  • Building Blocks for Liquid Crystals
  • Functional Materials
  • bc0001
Mol File:
99-90-1.mol
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4'-Bromoacetophenone Chemical Properties

Melting point:
108-110 °C(lit.)
Boiling point:
255 °C(lit.)
Density 
1.64
refractive index 
1.5540 (estimate)
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
methanol: 0.1 g/mL, clear
form 
Crystals or Crystalline Flakes
color 
White to light yellow
Water Solubility 
Soluble in Chloroform. Insoluble in water.
Merck 
14,1403
BRN 
386015
InChIKey
WYECURVXVYPVAT-UHFFFAOYSA-N
CAS DataBase Reference
99-90-1(CAS DataBase Reference)
NIST Chemistry Reference
Ethanone, 1-(4-bromophenyl)-(99-90-1)
EPA Substance Registry System
Ethanone, 1-(4-bromophenyl)- (99-90-1)
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Safety Information

Hazard Codes 
C,Xi,Xn
Risk Statements 
34-36/38-42/43-36/37/38-22
Safety Statements 
26-36/37/39-45-22-36/37
RIDADR 
UN 3261 8/PG 2
WGK Germany 
2
RTECS 
AM6950000
19-21
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29147090

MSDS

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4'-Bromoacetophenone Usage And Synthesis

Chemical Properties

white to light yellow crystals. soluble in alcohol, ether, glacial acetic acid, benzene, carbon disulfide and petroleum ether, insoluble in water. Easy to volatilize with water vapor.

Uses

4'-Bromoacetophenone is an important organic synthesis intermediate, widely used in synthetic medicine, pesticides, dyes, flavors and fragrances, perfumes, Intermediates of Liquid Crystals etc.

Uses

Labeled 4?-Bromoacetophenone possess activity against positive phototaxis of Chlamydomonas cells. A fundamental starting material for organic synthesis.

Preparation

4'-Bromoacetophenone is synthesized by the reaction of bromobenzene and acetic anhydride in the presence of aluminum trichloride.
Add bromobenzene and dry carbon disulfide into the reactor, put in powdered anhydrous aluminum trichloride, heat until it starts to reflux, stop heating, add acetic anhydride dropwise, and then reflux for 1 hour after adding, steam out carbon disulfide, and put it while it is still hot. The reactant was poured into the hydrochloric acid ice-water mixture, filtered to dryness, and distilled under reduced pressure to obtain p-bromoacetophenone.

Synthesis Reference(s)

The Journal of Organic Chemistry, 51, p. 5400, 1986 DOI: 10.1021/jo00376a064
Tetrahedron Letters, 26, p. 4657, 1985 DOI: 10.1016/S0040-4039(00)98778-1

Purification Methods

Crystallise it from EtOH, MeOH or from pet ether (b 80-100o). [Tanner J Org Chem 52 2142 1987, Beilstein 7 IV 647.]

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