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190594

Sigma-Aldrich

2-Bromobenzamide

98%

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About This Item

Linear Formula:
BrC6H4CONH2
CAS Number:
4001-73-4
Molecular Weight:
200.03
EC Number:
223-650-9
MDL number:
MFCD00007969
UNSPSC Code:
12352100
PubChem Substance ID:
24851447
NACRES:
NA.22

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Quality Level

100

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

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This Item
H50802232858197173
2-Bromobenzamide 98%

Sigma-Aldrich

190594

2-Bromobenzamide

2-(2-Hydroxyphenyl)benzoxazole 98%

Sigma-Aldrich

H50802

2-(2-Hydroxyphenyl)benzoxazole

2-(2-Hydroxyethoxy)phenol 98%

Sigma-Aldrich

232858

2-(2-Hydroxyethoxy)phenol

2-Hydrazino-2-imidazoline hydrobromide 98%

Sigma-Aldrich

197173

2-Hydrazino-2-imidazoline hydrobromide

assay

98%

assay

98%

assay

98%

assay

98%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

solid

form

-

form

-

form

-

mp

160-162 °C (lit.)

mp

122-124 °C (lit.)

mp

99-100 °C (lit.)

mp

185-187 °C (lit.)

functional group

amide

functional group

-

functional group

hydroxyl

functional group

-

Application

2-Bromobenzamide has been used in:
  • microwave assisted one-pot synthesis of substituted 3-(phenylmethylene)isoindolin-1-ones[1]
  • palladium-catalyzed synthesis of phenanthridinones[2]
  • synthesis of new water-soluble iminophosphorane ligand[3]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
04402HJ
00308PW
04603LP

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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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