1,4-Diphenylbutane-1,4-dione

Name: 1,4-Diphenylbutane-1,4-dione
Brand: ChemScene
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CAS No. 495-71-6
Cat. No. CS-W012837
Purity≥98%
MDL No.MFCD00037818

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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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General Information

CAS No. 495-71-6
Cat. No. CS-W012837
Purity ≥98%
MDL No. MFCD00037818
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₁₄O₂
Molecular Weight None
Synonym(s) 1,4-Diphenyl-1,4-butanedione
SMILES O=C(C1=CC=CC=C1)CCC(C2=CC=CC=C2)=O

Description

1,4-Diphenylbutane-1,4-dione features two ketone groups flanked by aromatic phenyl rings, enabling its use in cycloaddition reactions and as a scaffold for heterocyclic synthesis. The conjugated system enhances stability and facilitates electrophilic functionalization under mild conditions.

Application

1,4-Diphenylbutane-1,4-dione serves as a versatile synthon in organic synthesis, enabling efficient construction of substituted cyclohexanediones and heterocyclic scaffolds via Robinson annulation. Its conjugated diketone system exhibits enhanced bench stability and facilitates selective enolization, supporting robust functional group tolerance in multistep sequences. The molecule functions as a key building block for complex carbocycles and aromatic systems commonly encountered in medicinal chemistry and materials science applications.

Synthesis

Route1
- 70-11-1
- ~78%
- In-stock
  
  495-71-6
References
- Peng, Yu; Luo, Long; Yan, Chang-Song; Zhang, Jian-Jian; Wang, Ya-Wen Journal of Organic Chemistry, 2013 , vol. 78, # 21 p. 10960 - 10967
Route2
- 17851-98-8
- 70-11-1
- ~84%
- In-stock
  
  495-71-6
References
- Miura, Katsukiyo; Fujisawa, Naoki; Saito, Hiroshi; Wang, Di; Hosomi, Akira Organic Letters, 2001 , vol. 3, # 16 p. 2591 - 2594
Route3
- 17851-98-8
- 532-27-4
- ~99%
- In-stock
  
  495-71-6
References
- Yasuda, Makoto; Tsuji, Shoki; Shigeyoshi, Yusuke; Baba, Akio Journal of the American Chemical Society, 2002 , vol. 124, # 25 p. 7440 - 7447

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

TPSA 34.14
LogP 3.5324
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 5

Other Classifications

Bioactive Molecules Natural Products

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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1,4-Diphenylbutane-1,4-dione

CAS No. 495-71-6

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