405426
2,6-Bis(bromomethyl)pyridine
98%
Synonym(s):
α,α′-Dibromo-2,6-lutidine, 1,6-Bis(bromomethyl)pyridine, 2,6-Di(bromomethyl)pyridine
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About This Item
Empirical Formula (Hill Notation):
C7H7Br2N
CAS Number:
Molecular Weight:
264.95
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
mp
85-87 °C (lit.)
SMILES string
BrCc1cccc(CBr)n1
InChI
1S/C7H7Br2N/c8-4-6-2-1-3-7(5-9)10-6/h1-3H,4-5H2
InChI key
QUTSYCOAZVHGGT-UHFFFAOYSA-N
General description
Crystal of 2,6-bis(bromomethyl)pyridine has the molecules related by a c-glide-plane operation. Molecules are arranged into stacks along the c axis. It participates in the synthesis of dicationic imidazolium-linked cyclophane.
Application
2,6-Bis(bromomethyl)pyridine may be used in the preparation of the following:
- a new pyridine-pyrazole derivative, 2,6-bis(3,5-diphenylpyrazol-1-ylmethyl)pyridine
- a large macrocyclic ligand, N(1),N(7)-pyridine-2,6-dimethyl-N(2),N(6)-bis(6-(3-(1H-benzo[d]imidazol-1-yl)propanamido)pyridin-2-yl)pyridine-2,6-dicarboxamide dibromide
- small-ring, potentially tridentate Se(2)N(pyridyl)-donor macrocycles
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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William Levason et al.
Dalton transactions (Cambridge, England : 2003), (23)(23), 4569-4577 (2009-06-03)
Simultaneous dropwise addition of thf/EtOH solutions of Se{(CH(2))(3)OTs}(2) and o-C(6)H(4)(CH(2)SeCN)(2) or NCSe(CH(2))(3)SeCN to a suspension of NaBH(4) in thf/EtOH at room temperature yields gram quantities of the 13- and 12-membered triselenoether macrocycles (1) and (2) respectively in high yield. The
Hanna S Abbo et al.
Molecules (Basel, Switzerland), 18(4), 4728-4738 (2013-04-24)
The tridentate ligand 2,6-bis(3,5-diphenylpyrazol-1-ylmethyl)pyridine, abbreviated as 2,6-[(3,5-ph₂pz-CH₂)₂-py], a new pyridine-pyrazole derivative, was prepared from 2,6-bis(bromomethyl)pyridine and 3,5-diphenylpyrazole. The ligand was characterized by means of elemental analyses, ATR-IR, ¹H- and ¹³C-NMR spectroscopy and single crystal X-ray crystallography. Using this ligand, a
Kim Meyer et al.
Dalton transactions (Cambridge, England : 2003), 41(46), 14059-14067 (2012-09-11)
Treatment of N(2),N(6)-bis(6-acrylamidopyridin-2-yl)pyridine-2,6-dicarboxamide with benzimidazole gives the acyclic aza-Michael addition product N(2),N(6)-bis(6-(3-(1H-benzo[d]imidazol-1-yl)propanamido)pyridin-2-yl)pyridine-2,6-dicarboxamide (2). The macrocycle N(1),N(7)-pyridine-2,6-dimethyl-N(2),N(6)-bis(6-(3-(1H-benzo[d]imidazol-1-yl)propanamido)pyridin-2-yl)pyridine-2,6-dicarboxamide dibromide ([H(2)L(2)]Br(2)) is formed through the double alkylation of 2 with 2,6-bis(bromomethyl)pyridine. The imidazole analogues of 2 and [H(2)L(2)]Br(2) (1 and [H(2)L(1)]Br(2), respectively) have
Synthesis of an imidazolium-linked cyclophane from histamine.
Durmus S, et al.
Tetrahedron, 61(1), 97-101 (2005)
2, 6-Bis(bromomethyl) pyridine.
Cuzan O, et al.
Acta Crystallographica Section E, Structure Reports Online, 70(1), 4-4 (2014)
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