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About This Item
Linear Formula:
BrC6H4CONH2
CAS Number:
Molecular Weight:
200.03
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
form
solid
mp
160-162 °C (lit.)
SMILES string
NC(=O)c1ccccc1Br
InChI
1S/C7H6BrNO/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H2,9,10)
InChI key
NHNAEZDWNCRWRW-UHFFFAOYSA-N
Application
2-Bromobenzamide has been used in:
- microwave assisted one-pot synthesis of substituted 3-(phenylmethylene)isoindolin-1-ones
- palladium-catalyzed synthesis of phenanthridinones
- synthesis of new water-soluble iminophosphorane ligand
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Monica Carreira et al.
Organometallics, 31(16), 5772-5781 (2012-10-16)
The synthesis and characterization of a new water-soluble iminophosphorane ligand TPA=N-C(O)-2BrC(6)H(4) (C,N-IM; TPA = 1,3,5-triaza-7-phosphaadamantane) 1 is reported. Oxidative addition of 1 to Pd(2)(dba)(3) affords the orthopalladated dimer [Pd(μ-Br){C(6)H(4)(C(O)N=TPA-kC,N)-2}](2) (2) as a mixture of cis and trans isomers (1:1 molar
Chun Lu et al.
The Journal of organic chemistry, 77(19), 8648-8656 (2012-09-28)
The palladium-catalyzed annulation of arynes by substituted o-halobenzamides produces N-substituted phenanthridinones in good yields. This methodology provides this important heterocyclic ring system in a single step by simultaneous C-C and C-N bond formation, under relatively mild reaction conditions, and tolerates
Microwave assisted copper-free Sonogashira coupling/5-exo-dig cycloisomerization domino reaction: access to 3-(phenylmethylene) isoindolin-1-ones and related heterocycles.
Hellal M and Cuny GD.
Tetrahedron Letters, 52(42), 5508-5511 (2011)
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