3-Bromo-N-phenylpropanamide

Name: 3-Bromo-N-phenylpropanamide
Brand: ChemScene
Availability: InStock
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CAS No. 7661-07-6
Cat. No. CS-0079928
Molecule weight228.09
Purity≥95%
MDL No.MFCD06665988

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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 7661-07-6

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General Information

CAS No. 7661-07-6
Cat. No. CS-0079928
Purity ≥95%
MDL No. MFCD06665988
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀BrNO
Molecular Weight 228.09
Synonym(s) 3-BROMO-N-PHENYLPROPANAMIDE(WX630251)
SMILES BrCCC(NC1=CC=CC=C1)=O

Description

3-Bromo-N-phenylpropanamide features a bromine-substituted aliphatic chain linked to a phenylamido group, enabling direct incorporation into cross-coupling and functionalization workflows. The electron-withdrawing bromide facilitates palladium-catalyzed transformations, while the amide moiety enhances solubility and stability under standard reaction conditions.

Application

3-Bromo-N-phenylpropanamide serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromo functionality. The amide group provides stability and facilitates purification, while the phenyl ring offers compatibility with diverse heterocyclic and aromatic scaffolds. Its bench-stable nature and predictable reactivity make it ideal for modular synthesis workflows in API development.

Synthesis

Route1
- 15486-96-1
- 74497-02-2
- ~89%
- In-stock
  
  7661-07-6
References
- Takahata, Hiroki; Ohnishi, Yoshinori; Takehara, Hiroyuki; Tsuritani, Kazuko; Yamazaki, Takao Chemical & Pharmaceutical Bulletin, 1981 , vol. 29, # 4 p. 1063 - 1068
Route2
- 15486-96-1
- 74497-02-2
- ~%
- In-stock
  
  2210-24-4
- In-stock
  
  7661-07-6
References
- Capes, Amy; Patterson, Stephen; Wyllie, Susan; Hallyburton, Irene; Collie, Iain T.; McCarroll, Andrew J.; Stevens, Malcolm F.G.; Frearson, Julie A.; Wyatt, Paul G.; Fairlamb, Alan H.; Gilbert, Ian H. Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 4 p. 1607 - 1615
Route3
- 590-92-1
- 74497-02-2
- ~%
- In-stock
  
  7661-07-6
References
- Chen, Xiaofang; Wang, Li; Du, Yu; Wu, Yanbin; Jia, Xiaojian; Yang, Yuan; Hong, Bin Molecules, 2011 , vol. 16, # 11 p. 9178 - 9193

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 29.1
LogP 2.4101
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-N-phenylpropanamide

CAS No. 7661-07-6

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