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4'-Chlorobiphenyl-4-carbaldehyde
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CAS No. 80565-30-6
- Cat. No. CS-0060227
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 80565-30-6
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General Information
- CAS No. 80565-30-6
- Cat. No. CS-0060227
- Purity ≥98%
- MDL No. None
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₉ClO
- Molecular Weight 216.66
- Synonym(s) 4'-Chloro-[1,1'-biphenyl]-4-carbaldehyde
- SMILES C1=C(C=CC(=C1)C2=CC=C(C=C2)Cl)C=O
Description
4'-Chlorobiphenyl-4-carbaldehyde features a conjugated biphenyl scaffold bearing a chloro substituent at the para position of one phenyl ring and a formyl group at the opposite terminus. This electron-deficient aldehyde integrates readily into cross-coupling reactions, serving as a key building block for functionalized biaryls in pharmaceutical and materials synthesis.
Application
4'-Chlorobiphenyl-4-carbaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of biaryl scaffolds and functionalized heterocycles. Its aldehyde functionality exhibits robust reactivity in nucleophilic additions, Wittig reactions, and coupling processes, while the chlorinated aryl group enhances stability and facilitates downstream transformations. The molecule’s bench-stable nature and compatibility with common reaction conditions make it well-suited for medicinal chemistry campaigns and process-scale synthesis.
Synthesis
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References
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Kataoka, Noriyasu; Shelby, Quinetta; Stambuli, James P.; Hartwig, John F. Journal of Organic Chemistry, 2002 , vol. 67, # 16 p. 5553 - 5566
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Route2
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21700-74-3 -
In-stock
1122-91-4 - ~77%
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In-stock
80565-30-6
References
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Murata; Shimazaki; Watanabe; Masuda Synthesis, 2001 , # 15 p. 2231 - 2233
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Route3
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64-18-6
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2051-62-9
- ~%
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In-stock
80565-30-6
References
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US4348322 A1, ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 17.07
- LogP 3.8195
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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