Lot numbers can be found on the outside label of a product:
[1,1'-Biphenyl]-4,4'-diyldiboronic acid
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CAS No. 4151-80-8
- Cat. No. CS-W000928
- Purity≥95%
- MDL No.MFCD00151795
*For research and further manufacturing use only, not for direct human use.
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Structure of 4151-80-8
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General Information
- CAS No. 4151-80-8
- Cat. No. CS-W000928
- Purity ≥95%
- MDL No. MFCD00151795
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₂B₂O₄
- Molecular Weight 241.84
- Synonym(s) biphenyl-4,4'-diyldiboronic acid
- SMILES OB(c1ccc(cc1)c1ccc(cc1)B(O)O)O
Description
Reactant involved in synthesis of:Organic field-effect transistors based on organic semiconductors containing diazaborolesCycloparaphenylenes via Suzuki coupling1,3,2-Diazaboroine derivatives for organic thin-film transistor applicationsBack-to-back coupled 2,6-bis(triazol-1-yl)pyridine moleculesRectangular host via electrochemical reactions with methylaquacobaloxime and diamineArylboronates from reactions with catechol, dihydroxynaphthalene and diaminobenzenedithiol for use as organic field-effect transistors and light emitting diodes
Application
[1,1'-Biphenyl]-4,4'-diyldiboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and polyaryl scaffolds. Its dual boronic acid functionality offers enhanced reactivity and orthogonality in sequential coupling processes, while maintaining excellent bench stability and ease of purification—key attributes for scalable synthesis and medicinal chemistry applications.
Synthesis
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References
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Farrington, Edward J.; Barnard, Christopher F. J.; Rowsell, Elizabeth; Brown, John M. Advanced Synthesis and Catalysis, 2005 , vol. 347, # 1 p. 185 - 195
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Route2
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In-stock
3001-15-8 - ~82%
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In-stock
4151-80-8
References
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Basak, Supratim; Hui, Pramiti; Boodida, Sathyanarayana; Chandrasekar, Rajadurai Journal of Organic Chemistry, 2012 , vol. 77, # 7 p. 3620 - 3626
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Route3
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5419-55-6 -
In-stock
92-86-4 - ~%
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In-stock
4151-80-8
References
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Michels, Jasper J.; O'Connell, Michael J.; Taylor, Peter N.; Wilson, Joanne S.; Cacialli, Franco; Anderson, Harry L. Chemistry - A European Journal, 2003 , vol. 9, # 24 p. 6167 - 6176
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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 80.92
- LogP -1.2868
- H_Acceptors 4
- H_Donors 4
- Rotatable_Bonds 3
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Key Words
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