117585-58-7

Basic information

• Product Name: 2-[5-(Bromomethyl)pyridin-2-yl]-5-methylpyridine
• Synonyms: 2-[5-(Bromomethyl)pyridin-2-yl]-5-methylpyridine;5-monobromomethyl-5'-methyl-2,2'-bipyridine;2,2'-Bipyridine, 5-(bromomethyl)-5'-methyl-;5-bromomethyl-5'-methyl-2,2'-bipyridinyl
• CAS NO: 117585-58-7
• Molecular Formula: C₁₂H₁₁BrN₂
• Molecular Weight: 263.13314
• Mol File: 117585-58-7.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[5-(Bromomethyl)pyridin-2-yl]-5-methylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[5-(Bromomethyl)pyridin-2-yl]-5-methylpyridine(117585-58-7)
• EPA Substance Registry System: 2-[5-(Bromomethyl)pyridin-2-yl]-5-methylpyridine(117585-58-7)

Safety Data

• Hazardous Substances Data: 117585-58-7(Hazardous Substances Data)

Usage

General Description

2-[5-(Bromomethyl)pyridin-2-yl]-5-methylpyridine, also known as bromomethyl-2-methylpyridin-5-ylpyridin-2-ylmethanol, is a chemical compound with the molecular formula C11H10BrN2. It is a pyridine derivative with a bromomethyl substituent on the 5th position of one pyridine ring and a methyl group on the 5th position of another pyridine ring. 2-[5-(Bromomethyl)pyridin-2-yl]-5-methylpyridine is commonly used in organic synthesis and can be utilized in the preparation of various pharmaceuticals and agrochemicals. Its unique structure and reactivity make it a valuable building block for the synthesis of more complex molecules. Additionally, it is important to handle this chemical with proper precautions, as it is a potentially hazardous material.

Upstream product

• 1762-34-1 5,5'-dimethyl-2,2'-bipyridine 
• 3510-66-5 2-Bromo-5-methylpyridine 
• 1603-41-4 (5-methyl-pyridin-2-yl)amine 
• 218304-01-9 5-(trimethylsilyl)methyl-5'-methyl-2,2'-bipyridine 

Downstream Products

• 850462-83-8 [[5'-(methyl)[2,2'-bipyridin]-5-yl]methyl]triphenylphosphonium bromide 
• 1361568-31-1 (E)-4-(4-(dimethylamino)styryl)-1-((5'-methyl-[2,2'-bipyridin]-5-yl)methyl)pyridin-1-ium bromide 
• 1187776-32-4 2-(Boc-amino)ethyl-4-[5-methyleneoxy-5'-methyl-2,2'-bipyridyl]-benzene 
• 1188513-80-5 1,3-alternate-25,27-bis(benzyloxy)-26,28-bis{[(5'-methyl-2,2'-bipyridinyl)-5-yl]methoxy}-5,11,17,23-tetra-tert-butyl-2,8,14,20-tetrathiacalix[4]arene 
• 1187876-36-3 4-tert-butyl-2,6-dimethyl-{[(5'-methyl-2,2'-bipyridinyl)-5-yl]methoxy}benzene 
• 894810-38-9 toluene-4-sulfonic acid 2-{2-[2-(5'-methyl-[2,2']bipyridinyl-5-ylmethoxy)-ethoxy]-phenoxy}-ethyl ester 

Relevant articles and documents

A three-photon probe with dual emission colors for imaging of Zn(ii) ions in living cells

A novel three-photon probe for the imaging of exogenous Zn(ii) ions in live cells with varying emission colors under three-photon excitation is developed. The tuning of the charge transfer state and the emission color of the probe was also demonstrated in the presence of acid.

New scaffolds for supramolecular chemistry: Upper-rim fully tethered 5-methyleneureido-5′-methyl-2,2′-bipyridyl cyclodextrins

Seven upper-rim fully tethered cyclodextrins (URFT-CDs) have been synthesised in a good average coupling yield using the one-step "phosphine imide" approach and their metal complexation behaviour with lanthanides and transition metals was explored. We observed that the A-TE-E light conversion process (antennae effect) occurs in the URFT-CD lanthanide complexes. A molecular redox switch based on the corresponding iron complexes is also reported. A reversible intramolecular translocation of the FeII and FeIII ions, between two distinct binding cavities has been monitored spectroscopically and achieved by chemical triggering. Finally, a negative allosteric control of ion recognition through the formation of a CD pseudocryptand is discussed.

Synthesis of polydendate acyclic and macrocyclic polyamine ligands bearing 2,2'-bipyridine or 2,2'-bipyridine N,N'-dioxide moieties

The synthesis of various acyclic and macrocyclic complexing agents bearing bypyridine or bipyridine N,N'-dioxide substituents is reported. These ligands, which possess three, four, or six pendant units, have been prepared by a general synthetic protocol starling from the mono(bromomethyl)-2,2'-bipyridine or mono(bromomethyl)-2,2'-bipyridine N,N'-dioxide derivatives and the corresponding amine in the presence of a mineral base. NMR and FAB-MS spectral data indicate that tripode 5 and hexapode 9, respectively form stable, highly colored and redox-active mono-and diiron(II) complexes.

Bifunctional DNA architectonics: Three-way junctions with sticky perylene bisimide caps and a central metal lock

A new type of a bifunctional DNA architecture based on a three way junction is developed that combines the structural motif of sticky perylene bisimide caps with a tris-bipyridyl metal ion lock in the center part. A clear stabilizing effect was observed in the presence of Fe3+, Ni2+ and Zn2+ by the formation of corresponding bipyridyl complexes in the branching part of the DNA three way junctions. The dimerization of the 5-terminally attached perylene diimides (PDI) chromophores by hydrophobic interactions can be followed by significant changes in the UV/Vis absorption and steady-state fluorescence. The PDI-mediated DNA assembly occurs at temperatures below the melting temperature and is not influenced by the metal-ion bipyridyl locks in the central part. The corresponding AFM images revealed the formation of higher-ordered structures as the result of DNA assemblies mediated by the PDI interactions.

Evaluation of multisite polypyridyl ligands as platforms for the synthesis of Rh/Zn, Rh/Pd, and Rh/Pt heterometallic complexes

Ligands containing linked dipicolylamine (dpa) and bipyridine (bpy) sites have been utilized in the synthesis of monometallic and heterometallic complexes. The two sites have different selectivities for metal binding, which allows preferential formation of singly metalated complexes. The dpa site of the ligands has been observed to bind selectively to Zn2+, Pd 2+, and Pt2+, while the bpy site binds selectively to Rh+. Addition of a second metal then results in the formation of heterometallic products. In the presence of CD3OD, the heterometallic Rh/Pt and Rh/Pd complexes undergo rapid selective H/D exchange of one of the diastereotopic protons of the dpa methylene group.