ChemicalBook Product Catalog Chemical Reagents Organic reagents Amide 2-BROMOBENZAMIDE

2-BROMOBENZAMIDE

Product Name2-BROMOBENZAMIDE
CAS4001-73-4
MFC7H6BrNO
MW200.03
EINECS223-650-9
MOL File4001-73-4.mol

Chemical Properties

Melting point	160-162 °C (lit.)
Boiling point	158-161 °C(Press: 12 Torr)
Density	1.5488 (rough estimate)
refractive index	1.5500 (estimate)
storage temp.	Sealed in dry,Room Temperature
pka	15.36±0.50(Predicted)
form	Powder
color	Beige
Water Solubility	Slightly soluble in water.
InChI	1S/C7H6BrNO/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,(H2,9,10)
InChIKey	NHNAEZDWNCRWRW-UHFFFAOYSA-N
SMILES	NC(=O)c1ccccc1Br
CAS DataBase Reference	4001-73-4(CAS DataBase Reference)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-37/39
WGK Germany	3
HS Code	29242990
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
SigmaAldrich	English
ALFA	English

Usage And Synthesis

Chemical Properties

Beige powder

Uses

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

Uses

2-Bromobenzamide has been used in microwave assisted one-pot synthesis of substituted 3-(phenylmethylene)isoindolin-1-ones, palladium-catalyzed synthesis of phenanthridinones and in the synthesis of new water-soluble iminophosphorane ligand.

Synthesis

34158-72-0

4001-73-4

General procedure for the synthesis of 2-bromobenzamide from 2-bromobenzaldehyde oxime: In a 25 mL Schlenk reaction flask, 2-bromobenzaldehyde oxime (100 mg, 0.5 mmol) and water (1 mL) were added sequentially. Subsequently, [Cp*Ir(H2O)3][OTf] catalyst was added. The reaction mixture was stirred at 110 °C for 12 h and then cooled to room temperature. Water was removed by rotary evaporation and the product was purified by column chromatography. Yield: 80%. Product characterization data: 1H NMR (500 MHz, DMSO-d6) δ 7.88 (br s, 1H, NH2), 7.64-7.58 (m, 2H, ArH), 7.41-7.34 (m, 2H, ArH); 13C NMR (125 MHz, DMSO-d6) δ 169.0, 139.3, 132.7, 130.6, 128.5, 127.5, 118.6.

References

[1] RSC Advances, 2016, vol. 6, # 43, p. 37093 - 37098
[2] Advanced Synthesis and Catalysis, 2009, vol. 351, # 11-12, p. 1807 - 1812
[3] Catalysis Science and Technology, 2014, vol. 4, # 4, p. 988 - 996
[4] Patent: CN104418682, 2016, B. Location in patent: Paragraph 0070-0074
[5] Catalysis Communications, 2015, vol. 60, p. 120 - 123

2-BROMOBENZAMIDE

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

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