Skip to Content
Merck
All Photos(1)

Key Documents

190594

Sigma-Aldrich

2-Bromobenzamide

98%

Sign Into View Organizational & Contract Pricing


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

Quality Level

Assay

98%

form

solid

mp

160-162 °C (lit.)

functional group

amide
bromo

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard 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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service