Lot numbers can be found on the outside label of a product:
4-Bromo-N,N-diphenylaniline
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CAS No. 36809-26-4
- Cat. No. CS-W002829
- Purity≥97%
- MDL No.MFCD01851266
*For research and further manufacturing use only, not for direct human use.
Structure of 36809-26-4
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General Information
- CAS No. 36809-26-4
- Cat. No. CS-W002829
- Purity ≥97%
- MDL No. MFCD01851266
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₈H₁₄BrN
- Molecular Weight 324.21
- Synonym(s) benzene, 1-bromo-4-(diphenylmethyl)-; 4-Bromo-N,N-diphenylaniline
- SMILES Brc1ccc(cc1)N(c1ccccc1)c1ccccc1
Description
4-Bromo-N,N-diphenylaniline features a bromine substituent at the para position of a triarylamine scaffold, delivering enhanced electron-withdrawing character and improved stability under standard conditions. This bench-stable compound integrates readily into cross-coupling reactions and serves as a robust building block for functionalized aryl materials in organic electronics and pharmaceutical development.
Application
4-Bromo-N,N-diphenylaniline serves as a versatile building block in cross-coupling chemistry, enabling efficient Pd-catalyzed transformations such as Suzuki-Miyaura and Buchwald-Hartwig reactions. The bromo group facilitates reliable C–C and C–N bond formation under standard conditions, while the diphenylamino moiety provides steric and electronic stability. This compound exhibits excellent bench stability, simplifies purification, and functions effectively in the construction of biaryl and heterocyclic scaffolds relevant to pharmaceutical and materials research.
Synthesis
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Route1
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In-stock
106-37-6 -
122-39-4 - ~63%
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In-stock
36809-26-4
References
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Chang, Yuan Jay; Chow, Tahsin J. Tetrahedron, 2009 , vol. 65, # 24 p. 4726 - 4734 Title/Abstract Full Text View citing articles Show Details Chang, Yuan Jay; Chow, Tahsin J. Tetrahedron, 2009 , vol. 65, # 46 p. 9626 - 9632
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Route2
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In-stock
589-87-7 -
122-39-4
- ~76%
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In-stock
36809-26-4
References
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Li, Zhong Hui; Wong, Man Shing Organic Letters, 2006 , vol. 8, # 7 p. 1499 - 1502
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References
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McIlroy, Sean P.; Clo, Emiliano; Nikolajsen, Lars; Frederiksen, Peter K.; Nielsen, Christian B.; Mikkelsen, Kurt V.; Gothelf, Kurt V.; Ogilby, Peter R. Journal of Organic Chemistry, 2005 , vol. 70, # 4 p. 1134 - 1146
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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-H317-H319-H335-H413
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Precautionary Statements : P261-P264-P270-P271-P272-P273-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 3.24
- LogP 5.9189
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 3
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