540633
2′-Bromoacetanilide
96%
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About This Item
Linear Formula:
CH3CONHC6H4Br
CAS Number:
Molecular Weight:
214.06
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
InChI
1S/C8H8BrNO/c1-6(11)10-8-5-3-2-4-7(8)9/h2-5H,1H3,(H,10,11)
SMILES string
CC(=O)Nc1ccccc1Br
InChI key
VOBKUOHHOWQHFZ-UHFFFAOYSA-N
assay
96%
mp
96.5-100.5 °C (lit.)
General description
2′-Bromoacetanilide can be prepared from aniline via bromoacetylation. 2-Bromoacetanilide undergoes bromination in the presence of acetic acid to afford 2,4′-dibromoacetanilide.
Application
2′-Bromoacetanilide (2-bromoacetanilide) may be used to synthesize:
- 2-iodophenylmethylphosphinic acid
- substituted biaryl acetamide compounds
- benzisoxazolo[2,3-a]pyridinium tetrafluoroborates
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Palladium-catalyzed direct arylation of pyridine N-oxide with 2-bromoacetanilides. Synthesis of benzisoxazolo [2, 3-a] pyridinium tetrafluoroborates.
Myers JT and Hanna JM.
Tetrahedron Letters, 53(2), 612-615 (2012)
Synthesis and molecular structure of 1, 3-dihydro-1-hydroxy-3-methyl-1, 2, 3-benziodoxaphosphole 3-oxide.
Balthazor TM, et al.
The Journal of Organic Chemistry, 43(23), 4538-4540 (2978)
Synthesis of chelating compounds to be used as potential bone seekers.
G Shtacher et al.
Journal of medicinal chemistry, 9(2), 197-203 (1966-03-01)
W C Peter Tsang et al.
The Journal of organic chemistry, 73(19), 7603-7610 (2008-09-03)
The development of a new method for the assembly of unsymmetrical carbazoles is reported. The strategy involves the selective intramolecular functionalization of an arene C-H bond and the formation of a new arene C-N bond. The substitution pattern of the
Extension of the Smiles rearrangement. Displacement of an aromatic amide group by an amine nitrogen.
Gilman NW, et al.
The Journal of Organic Chemistry, 38(2), 373-377 (1973)
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