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2,3,6-TRICHLOROPYRIDINE

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2,3,6-TRICHLOROPYRIDINE Basic information

Product Name:
2,3,6-TRICHLOROPYRIDINE
Synonyms:
  • 2,5,6-Trichloropyridine
  • 2,6-Dichloro-3-chloropyridine
  • Pyridine,2,3,6-trichloro
  • 2,3,6-TrichL
  • 2,3,6-TRICHLOROPYRIDINE ISO 9001:2015 REACH
CAS:
6515-09-9
MF:
C5H2Cl3N
MW:
182.44
EINECS:
1592732-453-0
Product Categories:
  • Heterocyclic Compounds
Mol File:
6515-09-9.mol
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2,3,6-TRICHLOROPYRIDINE Chemical Properties

Melting point:
66-67 °C
Boiling point:
300.44°C (rough estimate)
Density 
1.8041 (rough estimate)
refractive index 
1.6300 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
soluble in Methanol
form 
powder to crystal
pka
-3.79±0.10(Predicted)
color 
Light yellow to Brown
InChI
InChI=1S/C5H2Cl3N/c6-3-1-2-4(7)9-5(3)8/h1-2H
InChIKey
GPAKJVMKNDXBHH-UHFFFAOYSA-N
SMILES
C1(Cl)=NC(Cl)=CC=C1Cl
EPA Substance Registry System
2,3,6-Trichloropyridine (6515-09-9)
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Safety Information

HS Code 
2933399990
Toxicity
LD50 ipr-mus: 150 mg/kg TXAPA9 11,361,67
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2,3,6-TRICHLOROPYRIDINE Usage And Synthesis

Uses

2,3,6-Trichloropyridine can be used as a catalyst for various compounds, such as, 2,3-dichloropyridine. This compound can also be used as an intermediate in chemosynthesis.

Safety Profile

A poison by intraperitoneal route.When heated to decomposition it emits toxic vapors ofNOx and Clí.

Synthesis

2402-78-0

6515-09-9

The general procedure for the synthesis of 2,3,6-trichloropyridine from 2,6-dichloropyridine was as follows: 2,6-dichloropyridine 1480.0 g and anhydrous FeCl3 89.2 g were accurately weighed, mixed thoroughly and transferred to a 2000 mL four-neck flask. The reaction mixture was heated to 100-120 °C and then chlorine gas was slowly introduced until the reaction was complete. Upon completion of the reaction, the system was cooled to 100 °C and subsequently subjected to decompression distillation. Fractions with boiling points of 118-124°C were collected as products at a pressure of -12.8 MPa. The low concentration of distillate produced during the distillation process can be recycled for the next batch of reaction. Eventually, 1715.0 g of 2,3,6-trichloropyridine was obtained by recycling the distillate in 94.0% yield, and the purity of the product was in accordance with the requirements.

References

[1] Patent: EP2687510, 2014, A1. Location in patent: Paragraph 0011
[2] Patent: CN107759512, 2018, A. Location in patent: Paragraph 0021-0022

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