2,6-BIS(CHLOROMETHYL)PYRIDINE

Base Information

• Chemical Name: 2,6-BIS(CHLOROMETHYL)PYRIDINE
• CAS No.: 3099-28-3
• Molecular Formula: C7H7 Cl2 N
• Molecular Weight: 176.045
• Hs Code.: 29333990
• Mol file: 3099-28-3.mol

Synonyms:2,6-Bis(chloromethyl)pyridine;2,6-Di(chloromethyl)pyridine; NSC 244982

Chemical Property of 2,6-BIS(CHLOROMETHYL)PYRIDINE

Chemical Property:

• Melting Point: 73-78 °C(lit.)
• Boiling Point: 110 °C / 3mmHg
• PKA: 2.19±0.24(Predicted)
• Flash Point: 129.7°C
• PSA: 12.89000
• Density: 1.275g/cm³
• LogP: 2.55920
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-bis(Chloromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,6-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.

Technology Process of 2,6-BIS(CHLOROMETHYL)PYRIDINE

There total 11 articles about 2,6-BIS(CHLOROMETHYL)PYRIDINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2.6-bis(hydroxymethyl)pyridine (1195-59-1) → 2,6-bis(chloromethyl)pyridine (3099-28-3)

Guidance literature:

With thionyl chloride; for 4h;

DOI:10.1039/DT9910000627

Reference yield: 33.0%

2,6-dimethylpyridine (108-48-5) → 2-(chloromethyl)-6-methylpyridine (3099-29-4) + 2,6-bis(chloromethyl)pyridine (3099-28-3) + 2-Chloromethyl-6-dichloromethyl-pyridine (56533-58-5) + 2-dichloromethyl-6-methylpyridine (56533-57-4)

Guidance literature:

With N-chloro-succinimide; Perbenzoic acid; In tetrachloromethane; for 24h; Heating;

DOI:10.1055/s-1984-30930

Reference yield:

{2,6-bis(chloromethyl)pyridine}trichlorogold(III) (134536-79-1) + chloride (16887-00-6) → 2,6-bis(chloromethyl)pyridine (3099-28-3) + tetrachloroaurate(III)(1-) (14337-12-3)

Guidance literature:

In methanol; dichloromethane; water; addn. of Au-complex in dichloromethane to LiCl+HClO4 in methanol:water (95:5 v/v) at 25 °C; detected by UV; Kinetics;

DOI:10.1039/DT9910000307

upstream raw materials:

2.6-bis(hydroxymethyl)pyridine

2,6-dimethylpyridine

2,6-bis(methoxycarbonyl)pyridine

{2,6-bis(chloromethyl)pyridine}trichlorogold(III)

Downstream raw materials:

2,6-bis[2-(diphenylphosphino)ethylsulfanylmethyl]pyridine

2-(2'-nitro-4'-formylphenoxymethyl)-6-(2'-nitrophenoxymethyl)pyridine

5-<3'-nitro-4'-<6''-methyleneoxy(2'''nitrophenyl)-2''-methyleneoxypyridyl>phenyl>-10,15,20-triphenylporphyrin

6-[(S)-1-(1-naphthyl)ethyl]-3,9-ditosyl-3,6,9,15-tetraazabicyclo[9,3,1]pentadeca-1⁽¹⁵⁾,11,13-triene

Refernces

• 1、 Paolucci, Gino,Fischer, R. Dieter,Benetollo, Franco,Seraglia, Roberta,Bombieri, Gabriella. "Synthesis, spectroscopy, and crystal structure of a new stable biscyclopentadienyl uranium(IV) dichloride containing two C5H4-rings interlinked by a metal-coordinated 2,6-bis(methylene)pyridyl unit". . p. 327 - 342. Retrieved 1991.
• 2、 Bailey, Neil A.,Fenton, David E.,Kitchen, Simon J.,Lilley, Terence H.,Williams, Mark G.,et al.. "Metal-ion Selectivity by Macrocyclic Ligands. Part 1. The Interaction of NiII and CuII with Pyridinyl-derived N3O2 Macrocycles; The X-Ray Structures of a Free Macrocycle, its Endomacrocyclic Complexes of NiII and CuII and an Exomacrocyclic Nickel(II) Complex". . p. 627 - 637. Retrieved 1991.
• 3、 Zhang, Xiaolin,Jing, Xu,Liu, Tao,Han, Gang,Li, Huaqiang,Duan, Chunying. "Dual-functional gadolinium-based copper(II) probe for selective magnetic resonance imaging and fluorescence sensing". . p. 2325 - 2331. Retrieved 2012.
• 4、 Liu, Yiqing,Kang, Ting,He, Qian,Hu, Yuefu,Zuo, Zeping,Cao, Zhihua,Ke, Bowen,Zhang, Weiyi,Qi, Qingrong. "A selective and sensitive near-infrared fluorescent probe for real-time detection of Cu(i)". . p. 14824 - 14828. Retrieved 2021/05/17.