3-(1-methylethyl)-pyrazole Chemical Properties

Boiling point:

115 °C(Press: 12 Torr)

Density 

0.991±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

14.32±0.10(Predicted)

Appearance

Colorless to light yellow Liquid

InChI

InChI=1S/C6H10N2/c1-5(2)6-3-4-7-8-6/h3-5H,1-2H3,(H,7,8)

InChIKey

ZICRALLMHKILDG-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

49633-25-2(CAS DataBase Reference)

Safety Information

HazardClass 

IRRITANT

HS Code 

2933199090

3-(1-methylethyl)-pyrazole Usage And Synthesis

Synthesis

Step 4: Preparation of 3-isopropyl-1H-pyrazole (88b). 1-(Dimethylamino)-4-methylpent-1-en-3-one (87) (6.6 g, 1 eq.) was slowly added dropwise to a stirred mixed solution of hydrazine monochloride (3.2 g, 1 eq.), sulfuric acid (1.13 mL) and water (6 mL). The reaction mixture was stirred at 68 °C for 2 hours. Upon completion of the reaction, the reaction mixture was neutralized with 1N NaOH solution and subsequently extracted with ether. The organic layers were combined, dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford the target product 3-isopropyl-1H-pyrazole (88b) as a beige solid in 94% yield.1H NMR (DMSO-d6, 400 MHz) δ: 1.17 (s, 3H), 1.19 (s, 3H), 2.87-2.93 (m, 1H), 5.99 ( s, 1H), 7.40 (s, 1H), 1.39-1.43 (t, J = 7.04 Hz, 3H), 4.08-4.13 (q, J = 7.04 Hz, 2H), 5.86 (d, J = 12.40 Hz, 1H), 7.90 (d, J = 12.40 Hz, 1H).

References

[1] Patent: WO2009/14730, 2009, A1. Location in patent: Page/Page column 132
[2] Patent: US2004/63744, 2004, A1. Location in patent: Page/Page column 89
[3] Patent: WO2011/17389, 2011, A1. Location in patent: Page/Page column 152

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