Lot numbers can be found on the outside label of a product:
4-Ethynyl-1,1'-biphenyl
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CAS No. 29079-00-3
- Cat. No. CS-W004665
- Purity≥98%
- MDL No.MFCD00102191
*For research and further manufacturing use only, not for direct human use.
Structure of 29079-00-3
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General Information
- CAS No. 29079-00-3
- Cat. No. CS-W004665
- Purity ≥98%
- MDL No. MFCD00102191
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₁₀
- Molecular Weight 178.23
- Synonym(s) 4-ethynylbiphenyl
- SMILES C2=C(C1=CC=CC=C1)C=CC(=C2)C#C
Description
4-Ethynyl-1,1'-biphenyl features a terminal alkyne group flanked by two aromatic rings, enabling efficient copper-catalyzed coupling reactions. This rigid, electron-rich scaffold integrates readily into conjugated systems, offering high stability under standard conditions and compatibility with diverse synthetic transformations.
Application
4-Ethynyl-1,1'-biphenyl serves as a versatile building block in cross-coupling chemistry, enabling efficient access to conjugated biaryl systems via palladium-catalyzed reactions. Its terminal alkyne functionality facilitates reliable Sonogashira coupling and click chemistry applications, while the rigid biphenyl core provides structural stability and π-conjugation. The compound exhibits excellent bench stability and compatibility with diverse functional groups, making it ideal for constructing advanced scaffolds in materials science and medicinal chemistry.
Synthesis
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Route1
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75867-42-4 - ~92%
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In-stock
29079-00-3
References
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Li; Petersen; Wang Journal of Organic Chemistry, 2001 , vol. 66, # 23 p. 7804 - 7810
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Route2
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90965-06-3
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In-stock
3218-36-8 - ~79%
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In-stock
29079-00-3
References
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Baxendale, Ian R.; Ley, Steven V.; Mansfield, Andrew C.; Smith, Christopher D. Angewandte Chemie, International Edition, 2009 , vol. 48, p. 4017 - 4021 Angewandte Chemie, 2009 , vol. 121, p. 4077 - 4081
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Route3
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In-stock
3218-36-8
- ~85%
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In-stock
29079-00-3
References
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Barrett, Anthony G. M.; Hopkins, Brian T.; Love, Andrew C.; Tedeschi, Livio Organic Letters, 2004 , vol. 6, # 5 p. 835 - 837
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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 0
- LogP 3.3349
- H_Acceptors 0
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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