Synthesis of bromoacetophenone

Preparation of bromoacetophenone

Bromoacetophenone is obtained, similarly to chloroacetophenone by the action of bromine on acetophenone.

Preparation of bromoacetophenone

Preparation of bromoacetophenone

To the round bottom flask fitted with a reflux condenser, dropping-funnel, stirrer and gas inlet tube (for carbon dioxide) 25 g acetophenone and 125 g acetic acid are placed. Current of dry carbon dioxide is introduced while slowly 30 g bromine are added with vigorous stirring. carbon dioxide helps to remove the hydrobromic acid formed in the bromination reaction. When all the bromine has been added, the current of carbon dioxide is continued for 5-10 minutes. The reaction is allowed to stand for about 1 hour and in order to remove carbon dioxide heating is applied. When the reaction mixture becomes colorless it is poured into water. The bromoacetophenone separates as oil which on cooling crystallizes. The crystals are collected and purified by crystallized from ethyl alcohol. Bromoacetophenone forms white rhombic prisms which is sensitive to light. It melts at 50° C and boils at 260° C with decomposition.

The war gases chemistry and analysis, by M. Sartory, 161, 1939.

IUPAC Name

2-bromo-1-phenylethanone

InChI

InChI=1S/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2

InChI Key

LIGACIXOYTUXAW-UHFFFAOYSA-N

Canonical SMILES

C1=CC=C(C=C1)C(=O)CBr

MeSH Synonyms

alpha-bromoacetophenone, bromoacetophenone, omega-bromoacetophenone, phenacyl bromide, phenacylbromide

Depositor-Supplied Synonyms

2-Bromoacetophenone, Phenacyl bromide, 2-Bromo-1-phenylethanone, 70-11-1, Bromoacetophenone, Bromomethyl phenyl ketone, Ethanone, 2-bromo-1-phenyl-, 2-Bromo-1-Phenylethan-1-One, ALPHA-BROMOACETOPHENONE, Stauffer 4644, omega-Bromoacetophenone, Acetophenone, 2-bromo-, 2-bromo-1-phenyl-ethanone, a-bromoacetophenone, Benzoylmethyl bromide, 2-bromo acetophenone, omega-Bromacetophenone, .omega.-Bromacetophenone, NSC 9807, .alpha.-Bromoacetophenone, .omega.-Bromoacetophenone, 2-bromo-1-phenyl-1-ethanone, CCRIS 6892, UNII-754Y0U325I, CHEBI:51846, LIGACIXOYTUXAW-UHFFFAOYSA-N, EINECS 200-724-9, UN2645, phenacylbromide, 2bromoacetophenone, bromo acetophenone, bromo-acetophenone, w-bromoacetophenone, a-bromo acetophenone, 2-bromo-acetophenone, 2-bromoaceto-phenone, alphabromo-acetophenone, PubChem3257, alpha-bromo acetophenone, alpha-bromo-acetophenone, omega-bromo acetophenone, omega-bromo-acetophenone, 1-phenyl-2-bromoethanone, phenyl bromomethyl ketone;, 2-bromo-1 -phenylethanone, AC1L1M4X, AC1Q27EG, SCHEMBL7621, ACMC-1BG71, DSSTox_CID_29386, DSSTox_RID_83501, DSSTox_GSID_49426, KSC490C5R, 115835_ALDRICH, CHEMBL102953, 77450_FLUKA, 77452_FLUKA, Acetophenone, 2-bromo- (8CI), CTK3J0158, NSC9807, MolPort-000-871-759, BB_SC-7260, EBD34686, NSC-9807, STR01109, ZERO/008106, Halomethyl Phenyl Ketone deriv. 23, Tox21_202941, ANW-13585, BBL004531, SBB002705, STK397322, ZINC00331704, AKOS000210403, 754Y0U325I, AS01145, LS11352, MCULE-7283563738, Phenacyl bromide [UN2645] [Poison], RP17483, RTC-030827, UN 2645, CAS-70-11-1, NCGC00260487-01, Phenacyl bromide [UN2645] [Poison], AC-16208, AJ-19453, AK-41270, CJ-02804, KB-21663, SC-06397, ZB010583, AB1004496, DB-001220, LS-188087, ST2409622, AM20041040, B0535, FT-0081865, P1782, ST50214140, EN300-20791, A23180, M-5860, 72476-EP2289877A1, 72476-EP2292618A1, 72476-EP2298739A1, 72476-EP2308867A2, 72476-EP2308870A2, 74146-EP2305695A2, 74146-EP2305696A2, 74146-EP2305697A2, 74146-EP2305698A2, 74146-EP2308869A1, AC-907/25014200, I01-0393, I01-5788, 3B3-022917, F2169-0710, InChI=1/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H

Removed Synonyms

|A-Bromoacetophenone, CID6259, A5508, C013190, |O-Bromoacetophenone; Phenacyl bromide; 2-Bromo-1-phenylethanone, 2142-69-0

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