3,5,6-Trichloro-2-pyridinol Chemical Properties

Melting point:

328-330°C

Boiling point:

265℃

Density 

1.955

refractive index 

1.556

Flash point:

410℃

storage temp. 

Inert atmosphere,2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

3.78±0.10(Predicted)

form 

Solid

color 

White to off-white

Water Solubility 

0.22g/L(temperature not stated)

Stability:

Stable. Incompatible with strong oxidizing agents.

CAS DataBase Reference

6515-38-4(CAS DataBase Reference)

NIST Chemistry Reference

3,5,6-Trichloro-2-pyridinol(6515-38-4)

EPA Substance Registry System

3,5,6-Trichloro-2-pyridinol (6515-38-4)

Safety Information

Hazard Codes 

Xn;N,N,Xn

Risk Statements 

22-41-51/53

Safety Statements 

26-39-61

RIDADR 

UN 3077

WGK Germany 

2

RTECS 

UU7786700

HazardClass 

9

PackingGroup 

Ⅲ

HS Code 

2933399990

3,5,6-Trichloro-2-pyridinol Usage And Synthesis

Chemical Properties

powder

Uses

A metabolite of Chlorpyrifos (C425300).

Definition

ChEBI: A pyridone that is pyridin-2(1H)-one substituted by chloro groups at positions 3, 5 and 6. It is a metabolite of the agrochemical chlorpyrifos.

Hazard

Moderately toxic by ingestion and skin contact.

Synthesis

The general procedure for the synthesis of 3,5,6-trichloropyridin-2(1H)-one from 2,3,5,6-tetrachloropyridine: 2,3,5,6-tetrachloropyridine 43.4g (0.2 mol) and 240mL of deionized water were added into a three-necked flask, and the temperature was raised to 95℃ under stirring. Subsequently, 39.53 g (0.60 mol, 85% purity) of potassium hydroxide was slowly added and the pH of the reaction solution was adjusted to 9.5~10. Stirring was maintained at this temperature for 30 min, and the reaction was completed by filtration while hot to remove insoluble impurities. The filtrate was transferred to a 500 mL autoclave and 0.18 g of potassium hydroxide and benzyltrimethylammonium chloride were added as phase transfer catalyst. The autoclave was sealed, the reaction mixture was stirred and heated to 120 °C and kept at this temperature for 4.0 hours. At the end of the reaction, the reaction was cooled to 25 °C and the pH was adjusted to 4.0~4.5 with 15% hydrochloric acid solution. the reaction mixture was filtered and the resulting solid was washed with deionized water and dried to give 35.9 g of a white powdery product 3,5,6-trichloropyridin-2(1H)-one. The purity of the product was 99.08% by gas chromatography.

References

[1] Synthetic Communications, 2004, vol. 34, # 16, p. 2903 - 2909
[2] Patent: CN108395398, 2018, A. Location in patent: Paragraph 0008-0011

3,5,6-Trichloro-2-pyridinol(6515-38-4)Related Product Information

• 2,3,5-TRICHLORO-4-PYRIDINOL
• Cupric hydroxide
• Sucralose
• Trichloroacetic acid
• 2,4,6-Trichloropyridine
• Trichlorosilane
• Trichloroethylene
• 2,3,6-Trichloropyridine
• Chromium picolinate
• Trichloroisocyanuric acid
• Dicofol
• Chloroform
• ETHIPROLE
• 3,5-DICHLORO-2-PYRIDONE
• 3,5,6-Trichloro-2-pyridinol
• 4-BROMO-N-METHYL-1,9-ANTHRAPYRIDONE