Lot numbers can be found on the outside label of a product:
4,4'-Bis(bromomethyl)-2,2'-bipyridine
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CAS No. 134457-14-0
- Cat. No. CS-0379330
- Purity≥96%
- MDL No.MFCD16038220
*For research and further manufacturing use only, not for direct human use.
Structure of 134457-14-0
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General Information
- CAS No. 134457-14-0
- Cat. No. CS-0379330
- Purity ≥96%
- MDL No. MFCD16038220
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₀Br₂N₂
- Molecular Weight 342.03
- Synonym(s) bis-4,4'-broMoMethyl-2,2'-bipyridine
- SMILES BrCC1=CC(C2=CC(CBr)=CC=N2)=NC=C1
Description
4,4'-Bis(bromomethyl)-2,2'-bipyridine features two bromomethyl groups positioned at the 4 and 4' ring junctions of a bipyridine scaffold. This configuration enables dual functionalization in coordination chemistry and cross-coupling reactions. The molecule serves as a rigid, electron-deficient linker for constructing metal-organic frameworks or multifunctional ligands. Its bench-stable nature supports handling under standard conditions.
Application
4,4'-Bis(bromomethyl)-2,2'-bipyridine serves as a versatile bifunctional building block for the construction of chelating ligands and functionalized heterocyclic scaffolds. The bromomethyl groups enable efficient post-functionalization via nucleophilic substitution, facilitating the introduction of diverse side chains under mild conditions. Its stability and compatibility with standard coupling protocols make it well-suited for applications in coordination chemistry, catalysis, and the synthesis of advanced ligand architectures.
Synthesis
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Route1
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In-stock
1134-35-6 - ~86%
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In-stock
134457-14-0
References
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Li, Yinan; Liu, Yifan; Nam, Dayoung; Park, Sungnam; Yoon, Juyoung; Hyun, Myung Ho Dyes and Pigments, 2014 , vol. 100, # 1 p. 241 - 246
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Route2
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199282-52-5 - ~95%
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In-stock
134457-14-0
References
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Fraser, Cassandra L.; Anastasi, Natia R.; Lamba, Jaydeep J. S. Journal of Organic Chemistry, 1997 , vol. 62, # 26 p. 9314 - 9317
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Route3
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In-stock
![[2,2'-Bipyridine]-4,4'-diyldimethanol|CS-W004569](https://file.chemscene.com/productPIC/CS-W004569.gif)
109073-77-0 - ~87%
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In-stock
134457-14-0
References
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Will, Geoffrey; Boschloo, Gerrit; Rao, S. Nagaraja; Fitzmaurice, Donald Journal of Physical Chemistry B, 1999 , vol. 103, # 38 p. 8067 - 8079
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05
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Signal Word : Danger
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UN#: 3261
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H290-H314
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Precautionary Statements : P234-P264-P280-P301+P330+P331-P363-P390-P405-P406-P501
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Quality Control
Computational Chemistry Data
- TPSA 25.78
- LogP 3.9334
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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