3-Bromo-N-phenylbenzamide

Name: 3-Bromo-N-phenylbenzamide
Brand: ChemScene
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CAS No. 63710-33-8
Cat. No. CS-0158600
Molecule weight276.13
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 63710-33-8

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General Information

CAS No. 63710-33-8
Cat. No. CS-0158600
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₀BrNO
Molecular Weight 276.13
Synonym(s) 3-BROMOBENZANILIDE
SMILES BrC1=CC(C(NC2=CC=CC=C2)=O)=CC=C1

Description

3-Bromo-N-phenylbenzamide features a brominated aromatic ring paired with an amide-linked phenyl group, delivering enhanced reactivity in cross-coupling transformations. This bench-stable compound integrates seamlessly into synthetic routes requiring halogen-directed functionalization, offering predictable regiochemistry and compatibility under standard conditions.

Application

3-Bromo-N-phenylbenzamide serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromoaryl functionality. The amide group provides structural rigidity and hydrogen-bonding potential, enhancing target binding affinity. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of complex heterocyclic scaffolds and pharmaceutical intermediates.

Synthesis

Route1
- In-stock
  
  89598-96-9
- 103-71-9
- ~%
- In-stock
  
  63710-33-8
References
- Miura, Tomoya; Takahashi, Yusuke; Murakami, Masahiro Chemical Communications, 2007 , # 34 p. 3577 - 3579
Route2
- In-stock
  
  591-50-4
- In-stock
  
  22726-00-7
- ~69%
- In-stock
  
  63710-33-8
References
- Ali, Md. Ashif; Saha, Prasenjit; Punniyamurthy, Tharmalingam Synthesis, 2010 , # 6 p. 908 - 910
Route3
- In-stock
  
  1711-09-7
- 74497-02-2
- ~%
- In-stock
  
  63710-33-8
References
- Suzuki, Takayoshi; Khan, Mohammed Naseer Ahmed; Sawada, Hideyuki; Imai, Erika; Itoh, Yukihiro; Yamatsuta, Katsura; Tokuda, Natsuko; Takeuchi, Jun; Seko, Takuya; Nakagawa, Hidehiko; Miyata, Naoki Journal of Medicinal Chemistry, 2012 , vol. 55, # 12 p. 5760 - 5773

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 29.1
LogP 3.7014
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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3-Bromo-N-phenylbenzamide

CAS No. 63710-33-8

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