1-(4-Chlorophenyl)-3-phenyl-2-propen-1-one

Name: 1-(4-Chlorophenyl)-3-phenyl-2-propen-1-one
Brand: ChemScene
Availability: InStock
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CAS No. 956-02-5
Cat. No. CS-0116756
Purity≥95%
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+
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1-(4-Chlorophenyl)-3-phenyl-2-propen-1-one|CS-0116756

Structure of 956-02-5

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General Information

CAS No. 956-02-5
Cat. No. CS-0116756
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₁ClO
Molecular Weight 242.70
Synonym(s) 2-Benzylidene-4'-chloroacetophenone
SMILES O=C(C1=CC=C(Cl)C=C1)/C=C/C2=CC=CC=C2

Description

This chalcone derivative features a conjugated enone system linking electron-rich and electron-deficient aromatic rings, enabling facile Michael additions and Diels–Alder reactions. The para-chlorophenyl group enhances electrophilicity at the β-carbon, while the phenyl ring contributes π-stacking potential. Bench-stable under standard conditions, it integrates readily into synthetic sequences targeting heterocycles and bioactive scaffolds.

Application

1-(4-Chlorophenyl)-3-phenyl-2-propen-1-one serves as a versatile chalcone scaffold for medicinal chemistry and materials science applications. Its conjugated enone system enables reliable Michael additions, Diels–Alder cycloadditions, and metal-catalyzed cross-coupling reactions. The molecule exhibits good bench stability, facilitates straightforward purification via recrystallization, and demonstrates broad functional group tolerance in standard synthetic workflows.

Synthesis

Route1
- 102-92-1
- 108-90-7
- ~86%
- In-stock
  
  956-02-5
References
- More, Parmeshwar E.; Bandgar, Babasaheb P.; Kamble, Vinod T. Catalysis Communications, 2012 , vol. 27, p. 30 - 32
Route2
- 99-91-2
- 100-52-7
- ~95%
- In-stock
  
  956-02-5
References
- Yadav, Khushbu; Sharma, Abha; Srivastava, J. N. Asian Journal of Chemistry, 2012 , vol. 24, # 12 p. 5779 - 5781,3
Route3
- 875877-83-1
- ~73%
- In-stock
  
  956-02-5
References
- Yoshizawa, Kazuhiro; Shioiri, Takayuki Tetrahedron Letters, 2006 , vol. 47, # 28 p. 4943 - 4945

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 : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 17.07
LogP 4.2361
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Functional Group Olefins

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-(4-Chlorophenyl)-3-phenyl-2-propen-1-one

CAS No. 956-02-5

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