3-METHYL-5-(TRIFLUOROMETHYL)PYRAZOLE Chemical Properties

Melting point:

88-90 °C(lit.)

Boiling point:

187℃

Density 

1.355

Flash point:

67℃

storage temp. 

Inert atmosphere,Room Temperature

pka

11.12±0.10(Predicted)

form 

Powder

color 

White

InChI

InChI=1S/C5H5F3N2/c1-3-2-4(10-9-3)5(6,7)8/h2H,1H3,(H,9,10)

InChIKey

DLCHCAYDSKIFIN-UHFFFAOYSA-N

SMILES

N1C(C(F)(F)F)=CC(C)=N1

CAS DataBase Reference

10010-93-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

MSDS

• Language:English Provider:SigmaAldrich

3-METHYL-5-(TRIFLUOROMETHYL)PYRAZOLE Usage And Synthesis

Chemical Properties

White to orange solid

Uses

3-Methyl-5-(trifluoromethyl)pyrazole is a reagent used in the preparation of (fluoromethyl)pyrazole via microwave-assisted Stille coupling.

Definition

ChEBI: 3-Methyl-5-(trifluoromethyl)-1H-pyrazole is a member of pyrazoles.

General Description

3-Methyl-5-(trifluoromethyl)pyrazole is a pyrazole derivative. It has been reported to be synthesized from 3-methyl-5-trifluoromethyl-1H-pyrazole.

Synthesis

Example 127: Preparation of 5-methyl-3-trifluoromethyl-1H-pyrazole Hydrazine hydrate (945 μl, 30 mmol) was slowly added to a solution of 1,1,1-trifluoro-2,4-pentanedione (4.62 g, 30 mmol) in methanol (20 ml) at 0 °C. The reaction mixture was gradually warmed up to room temperature and stirred at that temperature for 16 hours. After completion of the reaction, the solvent was removed by concentration under reduced pressure to give 5-methyl-3-trifluoromethyl-1H-pyrazole as a yellow solid (4.5 g, 95% yield). 1H-NMR (400 MHz, CDCl3): δ 2.35 (s, 3H, CH3), 6.32 (s, 1H, CH), 9.88 (bs, 1H, NH) ppm.

References

[1] Patent: WO2007/71900, 2007, A1. Location in patent: Page/Page column 88-89
[2] Tetrahedron Letters, 2016, vol. 57, # 14, p. 1555 - 1559
[3] Tetrahedron Letters, 2014, vol. 55, # 52, p. 7198 - 7202
[4] Patent: WO2013/6792, 2013, A1. Location in patent: Paragraph 0149
[5] Journal of the American Chemical Society, 1998, vol. 120, # 44, p. 11408 - 11418

3-METHYL-5-(TRIFLUOROMETHYL)PYRAZOLE(10010-93-2)Related Product Information

• 4-BROMO-3-METHYL-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE
• 2-[1-METHYL-3-(TRIFLUOROMETHYL)PYRAZOL-5-YL]-THIOPHENE-5-CARBOXYLIC ACID
• 2-[1-METHYL-5-(TRIFLUOROMETHYL)PYRAZOL-3-YL]-THIOPHENE-5-SULFONYL CHLORIDE
• 2-[1-METHYL-3-(TRIFLUOROMETHYL)PYRAZOL-5-YL]-THIOPHENE-5-CARBOXALDEHYDE
• 5-HYDROXY-1-METHYL-3-(TRIFLUOROMETHYL)PYRAZOLE
• 3-Hydroxy-1-methyl-5-(trifluoromethyl)pyrazole97%,3-Hydroxy-1-methyl-5-(trifluoromethyl)pyrazole 97%,3-HYDROXY-1-METHYL-5-(TRIFLUOROMETHYL)PYRAZOLE
• 3-(4-BROMO-5-METHYL-3-TRIFLUOROMETHYL-PYRAZOL-1-YL)-PROPIONIC ACID
• 5-[1-METHYL-3-(TRIFLUOROMETHYL)PYRAZOLE-5-YL]-THIOPHENE-2-SULFONYL CHLORIDE
• 4-BROMO-5-METHYL-3-TRIFLUOROMETHYLPYRAZOLE
• 1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBONYL CHLORIDE
• 4-BROMO-1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE
• 5-CHLORO-1-METHYL-3-(TRIFLUOROMETHYL)PYRAZOLE-4-CARBOXALDEHYDE,5-Chloro-1-methyl-3-(trifluoromethyl)pyrazole-4-carboxyaldehyde
• ETHYL 1-METHYL-3-(TRIFLUOROMETHYL)PYRAZOLE-4-CARBOXYLATE,Ethyl 1-methyl-3-(trifluoromethyl)pyrazole-4-
• 1-ACETYL-3(5)-(NONAFLUORO-1-BUTYL)-5(3)-(TRIFLUOROMETHYL)PYRAZOLE
• 5-[1-METHYL-3-(TRIFLUOROMETHYL)PYRAZOL-5-YL]-THIOPHENE-2-SULFONAMIDE
• 1-ACETYL-4-CHLORO-3(5)-TRIFLUOROMETHYL-5(3)-(PHENYL)PYRAZOLE
• 1-ACETYL-3,5-BIS(TRIFLUOROMETHYL)PYRAZOLE
• 1-ACETYL-4-BROMO-3(5)-TRIFLUOROMETHYL-5(3)-(METHYL)PYRAZOLE