Lot numbers can be found on the outside label of a product:
2,9-Dibromo-1,10-phenanthroline
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CAS No. 39069-02-8
- Cat. No. CS-W004597
- Purity≥95%
- MDL No.MFCD16038623
*For research and further manufacturing use only, not for direct human use.
Structure of 39069-02-8
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General Information
- CAS No. 39069-02-8
- Cat. No. CS-W004597
- Purity ≥95%
- MDL No. MFCD16038623
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₆Br₂N₂
- Molecular Weight 338.00
- Synonym(s) 2_9-dibromo-1,10-phenanthroline
- SMILES BrC1=NC2=C3C(C=CC(Br)=N3)=CC=C2C=C1
Description
2,9-Dibromo-1,10-phenanthroline features two bromine substituents at the 2 and 9 positions of the phenanthroline scaffold, enhancing its electron-deficient character and enabling robust coordination with transition metals. This sterically defined ligand delivers stable complexes in catalytic systems and facilitates selective metal binding under standard conditions.
Application
2,9-Dibromo-1,10-phenanthroline serves as a versatile chelating ligand in transition metal catalysis, offering enhanced electronic modulation through bromine substitution at the 2 and 9 positions. Its stability under standard reaction conditions facilitates efficient coordination to metals such as palladium and copper, enabling its use in cross-coupling reactions and C–H functionalization protocols. The bromo groups provide handles for further derivatization, enhancing utility in the construction of complex heterocyclic scaffolds and functionalized ligands.
Synthesis
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Route1
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In-stock
29176-55-4 - ~83%
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In-stock
39069-02-8
References
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Sumitomo Chemical Company, Limited Patent: EP2360162 A1, 2011 ; Location in patent: Page/Page column 43 ;
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Route2
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39069-01-7 - ~81%
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In-stock
39069-02-8
References
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B.R.A.H.M.S GmbH; HOSHINO, Mikio; YANO, Toshisada; YAMANAKA, Yasukazu Patent: WO2012/124310 A1, 2012 ; Location in patent: Page/Page column 37 ;
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Route3
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39588-59-5
- ~83%
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In-stock
39069-02-8
References
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Guo; Zheng; Jiang Organic Preparations and Procedures International, 2012 , vol. 44, # 4 p. 392 - 396
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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 25.78
- LogP 4.308
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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