2,4,6-Trichloropyrimidine Chemical Properties

Melting point:

23-25 °C (lit.)

Boiling point:

210-215 °C (lit.)

Density 

1.595 g/mL at 20 °C (lit.)

refractive index 

n20/D 1.57(lit.)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform, Ethyl Acetate

form 

Liquid After Melting

pka

-7.14±0.30(Predicted)

color 

Clear colorless to yellow

Water Solubility 

Insoluble in water.

FreezingPoint 

21.0 to 23.0 ℃

BRN 

118284

InChIKey

DPVIABCMTHHTGB-UHFFFAOYSA-N

CAS DataBase Reference

3764-01-0(CAS DataBase Reference)

NIST Chemistry Reference

Pyrimidine, 2,4,6-trichloro-(3764-01-0)

EPA Substance Registry System

Pyrimidine, 2,4,6-trichloro- (3764-01-0)

Safety Information

Hazard Codes 

Xn,Xi,T

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36-24/25-23

RIDADR 

UN1759

WGK Germany 

3

TSCA 

T

HazardClass 

8

PackingGroup 

III

HS Code 

29335990

MSDS

• Language:English Provider:2,4,6-Trichloropyrimidine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,4,6-Trichloropyrimidine Usage And Synthesis

Chemical Properties

clear colorless to yellowish liquid after melting

Uses

Fungitoxic substance.

Uses

It is applied In selective Suzuki coupling with arylboronic acids has been reported to give 6-arylpyrimidines.

Synthesis Reference(s)

Journal of the American Chemical Society, 80, p. 5481, 1958 DOI: 10.1021/ja01553a042

Synthesis

Example 2: 128.1 g (1 mol) of barbituric acid and 500 ml (5.5 mol) of phosphorus trichloride were sequentially added to a reaction flask, heated to reflux and maintained for 4 hours. Subsequently, 270 ml (3.1 mol) of phosphorus trichloride and 213 g (3 mol) of chlorine were slowly added dropwise to the reaction system, and the reaction solution was kept as a light yellow suspension during the treatment. The amount of chlorine gas should be strictly controlled during the titration process to avoid overdose, and the specific operation was referred to Example 1. After the titration was completed, the reaction was continued to reflux for 1 hour. After completion of the reaction, phosphorus trichloride is removed by distillation. Finally, 2,4,6-trichloropyrimidine was obtained by distillation under pump vacuum according to the method described in Example 1. The yield of the product was 148 g, the yield was 81% of the theoretical value (in terms of barbituric acid), and the absence of 2,4,5,6-tetrachloropyrimidine in the product was confirmed by GC assay.

Toxics Screening Level

The initial threshold screening level (ITSL) for 2,4,6-trichloropyrimidine is 0.1 μg/m3 based on an annual averaging time.

References

[1] Journal of the American Chemical Society, 1980, vol. 102, # 15, p. 5036 - 5044
[2] Patent: US5898073, 1999, A
[3] Patent: US5712394, 1998, A
[4] Polyhedron, 2014, vol. 81, p. 316 - 322
[5] European Journal of Medicinal Chemistry, 2012, vol. 54, p. 159 - 174

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