4'-Bromoacetophenone

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
4'-Bromoacetophenone Structure
4'-Bromoacetophenone Chemical Properties
Melting point 108-110 °C(lit.)
Boiling point 255 °C(lit.)
density 1.64
refractive index 1.5540 (estimate)
Fp >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
InChIKeyWYECURVXVYPVAT-UHFFFAOYSA-N
CAS DataBase Reference99-90-1(CAS DataBase Reference)
NIST Chemistry ReferenceEthanone, 1-(4-bromophenyl)-(99-90-1)
EPA Substance Registry SystemEthanone, 1-(4-bromophenyl)- (99-90-1)
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 Information
ProviderLanguage
p-Bromoacetophenone English
SigmaAldrich English
ACROS English
ALFA English
4'-Bromoacetophenone Usage And Synthesis
Chemical Propertieswhite 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.
Uses4'-Bromoacetophenone is an important organic synthesis intermediate, widely used in synthetic medicine, pesticides, dyes, flavors and fragrances, perfumes, Intermediates of Liquid Crystals etc.
UsesLabeled 4?-Bromoacetophenone possess activity against positive phototaxis of Chlamydomonas cells. A fundamental starting material for organic synthesis.
Preparation4'-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 MethodsCrystallise it from EtOH, MeOH or from pet ether (b 80-100o). [Tanner J Org Chem 52 2142 1987, Beilstein 7 IV 647.]
4'-Methoxyacetophenone 4-BROMOBENZOPHENONE Acetylacetone 4'-Bromoacetophenone 3-Aminoacetophenone OMEGA-BROMOACETOPHENONE 4'-BROMO-4-CHLOROBUTYROPHENONE 3-Nitroacetophenone Acetyl chloride 4-Nitroacetophenone 3-BROMOACETOPHENONE,3'-BROMOACETOPHENONE,M-BROMOACETOPHENONE,BROMOACETOPHENONE-3 Acetophenone Bromobenzene L-PICEIN OMEGA-BROMOACETOPHENONE,-Bromoacetophenon 4,4'-Dibromobenzophenone 4'-Hydroxyacetophenone 4'-Chloroacetophenone

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