3-Picolyl chloride hydrochloride Chemical Properties

Melting point:

137-143 °C(lit.)

storage temp. 

Inert atmosphere,2-8°C

form 

Crystalline Needles or Powder

color 

White to beige

Water Solubility 

>=10 g/100 mL at 19 ºC

Sensitive 

Hygroscopic

BRN 

3689156

InChI

InChI=1S/C6H6ClN.ClH/c7-4-6-2-1-3-8-5-6;/h1-3,5H,4H2;1H

InChIKey

UZGLOGCJCWBBIV-UHFFFAOYSA-N

SMILES

C1(CCl)C=NC=CC=1.Cl

CAS DataBase Reference

6959-48-4(CAS DataBase Reference)

EPA Substance Registry System

3-(Chloromethyl)pyridine hydrochloride (6959-48-4)

Safety Information

Hazard Codes 

Xn,C,T

Risk Statements 

22-36/37/38-45-20/21/22-34

Safety Statements 

26-36-53-45-36/37/39

RIDADR 

2811

WGK Germany 

3

RTECS 

US7000000

F 

3-10

Hazard Note 

Corrosive

HazardClass 

8

PackingGroup 

III

HS Code 

29333999

Hazardous Substances Data

6959-48-4(Hazardous Substances Data)

MSDS

• Language:English Provider:3-Picolyl chloride hydrochloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3-Picolyl chloride hydrochloride Usage And Synthesis

Chemical Properties

White to pale brown solid

Uses

3-(Chloromethyl)pyridine Hydrochloride has been used as a reactant for the synthesis of (E)-3-((1H-Indazol-6-yl)methylene)indolin-2-one derivatives as Polo-like kinase 4 (PLK4) inhibitors.

Application

3-Picolyl chloride hydrochloride is an organic synthetic reagent for the preparation of N,N-bis(pyridin-2-ylmethyl)aniline ligands, 2-oxodihydroquinoline-3-carboxamide derivatives, and 3β-amino-tropane arylamide derivatives with atypical antipsychotic profiles. It is also used in the preparation of novel bifunctional anion exchange resins for nuclear waste treatment.

General Description

Yellow powder or yellow-tan solid with an irritating odor.

Air & Water Reactions

Hygroscopic. Water soluble.

Reactivity Profile

3-Picolyl chloride hydrochloride is incompatible with strong oxidizing agents and strong bases.

Fire Hazard

Flash point data for 3-Picolyl chloride hydrochloride are not available; however, 3-Picolyl chloride hydrochloride is probably combustible.

Safety Profile

Suspected carcinogen with experimental carcinogenic data. Poison by ingestion. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and Cl-.

Synthesis

Chloromethyl pyridine hydrochloride is the important industrial chemicals of various agricultural chemicals, medicine intermediate, Insecticides (tech) & Herbicides (tech), sterilant. A synthetic method of 3-(chloromethyl)pyridine hydrochloride (also known as 3-Picolyl chloride hydrochloride) comprises steps as follows: (1) 3-methylpyridine is taken as a raw material, water is taken as a solvent, and the 3-methylpyridine is oxidized into 3-picolinic acid with potassium permanganate, wherein the molar ratio of the 3-methylpyridine to the potassium permanganate is 1:(2.1-2.3), the oxidizing temperature is kept at 85-90 DEG C, heating is performed for 30 min, a reaction solution is adjusted to be acid after the reaction, and 3-picolinic acid is obtained after cooling and filtration; (2) the 3-picolinic acid and methanol react to produce methyl pyridine-3-carboxylate under the acid condition, and the molar ratio of the 3-picolinic acid to the methanol is 1:1.3; (3) the methyl pyridine-3-carboxylate is reduced to 3-pyridinemethanol; (4) the 3-pyridinemethanol reacts with thionyl chloride to produce a target product, namely, 3-(chloromethyl)pyridine hydrochloride, and the molar ratio of the 3-pyridinemethanol to the thionyl chloride is 1:(1.1-1.3).

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