2-Chloro-N-phenylpropanamide

Name: 2-Chloro-N-phenylpropanamide
Brand: ChemScene
Availability: InStock
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CAS No. 21262-52-2
Cat. No. CS-0307722
Purity≥96%
MDL No.MFCD03988533

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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 21262-52-2

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General Information

CAS No. 21262-52-2
Cat. No. CS-0307722
Purity ≥96%
MDL No. MFCD03988533
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀ClNO
Molecular Weight 183.63
Synonym(s) T0517-5848
SMILES CC(Cl)C(NC1=CC=CC=C1)=O

Description

2-Chloro-N-phenylpropanamide features a chlorinated alkyl chain linked to a phenyl-substituted amide, delivering enhanced stability and lipophilicity. This structural motif enables efficient integration into bioactive scaffolds, particularly in medicinal chemistry applications where moderate metabolic resistance and membrane permeability are advantageous.

Application

2-Chloro-N-phenylpropanamide serves as a versatile building block in medicinal chemistry, enabling the construction of biologically relevant scaffolds through amide coupling and subsequent functionalization. Its chlorinated aliphatic side chain offers enhanced metabolic stability and facilitates downstream transformations such as nucleophilic substitution or palladium-catalyzed cross-coupling. The compound exhibits good bench stability, moderate solubility in common organic solvents, and clean purification profiles, making it well-suited for iterative synthesis workflows in API development.

Synthesis

Route1
- 7623-09-8
- 74497-02-2
- ~10%
- In-stock
  
  21262-52-2
References
- Nakatsuji, Hidefumi; Morimoto, Mami; Misaki, Tomonori; Tanabe, Yoo Tetrahedron, 2007 , vol. 63, # 48 p. 12071 - 12080
Route2
- 74497-02-2
- 598-78-7
- ~67%
- In-stock
  
  21262-52-2
References
- Comerford, James W.; Clark, James H.; MacQuarrie, Duncan J.; Breeden, Simon W. Chemical Communications, 2009 , # 18 p. 2562 - 2564
Route3
- 7623-09-8
- 103-84-4
- ~57%
- In-stock
  
  21262-52-2
References
- Sonawane; Pol; Nanjundiah; Sudalai Journal of Chemical Research - Part S, 1998 , # 2 p. 90 - 91

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Warning	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H315-H319-H410
Precautionary Statements : P264-P273-P280-P302+P352-P362-P391-P501

Quality Control

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Computational Chemistry Data

TPSA 29.1
LogP 2.2524
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2-Chloro-N-phenylpropanamide

CAS No. 21262-52-2

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