4,6-dichloro-2-(trifluoromethyl)pyrimidine Chemical Properties

Boiling point:

50-52℃/5mm

Density 

1.585g/mLat 25℃

refractive index 

n20/D 1.468

Flash point:

>110°C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

liquid

pka

-7.59±0.30(Predicted)

Appearance

Colorless to light yellow Liquid

InChI

InChI=1S/C5HCl2F3N2/c6-2-1-3(7)12-4(11-2)5(8,9)10/h1H

InChIKey

QFWVAJQVYBRTCL-UHFFFAOYSA-N

SMILES

C1(C(F)(F)F)=NC(Cl)=CC(Cl)=N1

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-36/37/39-45

RIDADR 

2922

WGK Germany 

3

HazardClass 

IRRITANT, AVOID SKIN CONTACT

PackingGroup 

Ⅱ

HS Code 

29335990

4,6-dichloro-2-(trifluoromethyl)pyrimidine Usage And Synthesis

Uses

4,6-Dichloro-2-trifluoromethylpyrimidine

Synthesis

Example 2: Synthesis of 4,6-dichloro-2-trifluoromethylpyrimidine (Compound V) Step 2: In a 5L round-bottomed flask equipped with a mechanical stirrer, 4,6-dihydroxy-2-trifluoromethylpyrimidine (VI; 540 g; 3.0 mol) was mixed with phosphorus trichloride (1300 mL; 2147 g; 14.0 mol). Triethylamine (607 g; 6.0 mol) was added slowly over a period of 1 h. Exothermic phenomena were observed during the reaction. Subsequently, the reaction mixture was heated on a dry bath for 3 hours. Upon completion of the reaction, the mixture was cooled to 40°C and then slowly poured into a mixture consisting of 10 kg of ice and 2 kg of water under continuous stirring. The mixture was extracted using dichloromethane (4 x 0.5 L). The organic phases were combined, dried with anhydrous magnesium sulfate and filtered. The filtrate was concentrated under vacuum to give the crude product V. For further purification, the purified product in the form of a colorless liquid was obtained by distillation (steam bath, 48°-50°C/2 mmHg) in 78.8% yield. Elemental Analysis Results: Calculated values (C5HCl2F3N2) : C, 27.68; H, 0.47; N, 12.91. Measured values: C, 27.45; H, 0.39; N, 12.86.

References

[1] Patent: US4963678, 1990, A
[2] Patent: WO2005/95357, 2005, A2. Location in patent: Page/Page column 140; 141
[3] Patent: CN106883185, 2017, A. Location in patent: Paragraph 0018

4,6-dichloro-2-(trifluoromethyl)pyrimidine(705-24-8)Related Product Information

• 4,6-dichloro-2-(trifluoromethyl)pyrimidine
• 4-CHLORO-2-(TRIFLUOROMETHYL)PYRIMIDINE
• 4,6-Dichloro-2-methylpyrimidine
• 4,6-DICHLORO-2-(TRIFLUOROMETHYL)PYRIMIDIN-5-AMINE
• 4,6-DICHLORO-5-NITRO-2-(TRIFLUOROMETHYL)PYRIMIDINE