2,6-Bis(chloromethyl)pyridine (HCID 316654)

Overview

structure in first source

Names & identifiers

Preferred name: 2,6-Bis(chloromethyl)pyridine
IUPAC: 2,6-bis(chloromethyl)pyridine
English name: 2,6-BIS(CHLOROMETHYL)PYRIDINE
Molecular formula: C7H7Cl2N
Molecular weight: 176.04

Names & synonyms

2,6-Bis(chloromethyl)pyridine3099-28-3DTXSID30311712RefChem:83089DTXCID30262836627-975-0Pyridine, 2,6-bis(chloromethyl)-MFCD001428442,6-Bis-chloromethyl-pyridineNSC244982SCHEMBL7347282,6-Bis(chloromethyl)pyridine, 99%

Show more names

α,α'-dichloro-2,6-lutidine2,6-Bis(chloromethyl)pyridine >2,6-Bis(chloromethyl)pyridine 99%2,6-BIS(CHLOROMETHYL)PYRIDINE 98+%ALPHA,ALPHA'-DICHLORO-2,6-LUTIDINE2,6-Bis(chloromethyl)pyridine,α,α′-Dichloro-2,6-lutidine

NSC-244982SY053497EN300-6736672FT-07535612,6-Bis(cA820682SCHEMBL59253102,6-bis-(chloromethyl)pyridine

Database identifiers

CAS: 3099-28-3
PubChem CID: 316654
DTXSID: DTXSID30311712
EC Number: 627-975-0
Nikkaji: J32.657G

Properties

Computed structural properties

XLogP: 1.7
Topological polar surface area: 12.9 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 2
Heavy atoms: 10
Formal charge: 0
Complexity: 87.6

Physicochemical properties

Melting point: 73 · 73-78 °C (lit.)
Boiling point: 110 °C · 110 °C / 3mmHg
Density: 1.275 · 1.275±0.06 g/cm3(Predicted)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
form: powder to crystal
pka: 2.19 · 2.19±0.24(Predicted)
color: White to Almost white
BRN: 116355 · 116355
InChI: InChI=1S/C7H7Cl2N/c8-4-6-2-1-3-7(5-9)10-6/h1-3H,4-5H2
InChIKey: IWQNFYRJSVJWQA-UHFFFAOYSA-N
SMILES: C1(CCl)=NC(CCl)=CC=C1
CAS DataBase Reference: 3099 · 3099-28-3(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Danger
Hazard statements: 302 · H302-H315-H318-H335
Precautionary statements: 261 · P261-P280-P305+P351+P338
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn
Risk Statements: 22 · 22-37/38-41
Safety Statements: 26 · 26-36/37/39
RIDADR: 3335 · UN 3335
WGK Germany: 3 · 3
HS Code: 29333990 · 29333990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (97.6%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
ridadr: UN 3335
hs_code: 29333990
risk_code: 22-37/38-41
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: Xn
safety_code: 26-36/37/39
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H318-H335
Hazard Classifications: Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P280-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses2,6-Bis(chloromethyl)pyridine may be used in the following studies:Synthesis of a sensitive fluorescent chemosensor for Hg2+, composed of two aminonaphthalimide fluorophores and a receptor of 2,6-bis(aminomethyl)pyridine.Preparation of carbene pincer ligands, required for the preparation of palladium pincer carbene complex.Synthesis of 2-(di-tert-butylphosphinomethyl)-6-diethylaminomethyl)pyridine, PNN ligand.

General Description2,6-Bis(chloromethyl)pyridine is a heterocyclic building block for the synthesis of a variety of pyridine derivatives. It coordinates with metal ions through N-atom to form complexes. The conformational flexibility of the bromomethyl arms makes it an ideal choice for the generation of macrocycles. 2,6-bis(chloromethyl)pyridine crystals are monoclinic with space group P21/c. Its synthesis has been reported. The FT-IR and FT-Raman spectra of 2,6-bis(chloromethyl)pyridine (BCMP) have been recorded in the regions 4000-400cm-1 and 3500-100cm-1, respectively.