1-tert-Butyl-1H-pyrazole Chemical Properties

Boiling point:

167.7±9.0 °C(Predicted)

Density 

0.92±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

pka

2.31±0.10(Predicted)

Appearance

Light yellow to yellow Liquid

InChI

InChI=1S/C7H12N2/c1-7(2,3)9-6-4-5-8-9/h4-6H,1-3H3

InChIKey

QUSOBKIKODRYSH-UHFFFAOYSA-N

SMILES

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

Safety Information

HS Code 

2933199090

1-tert-Butyl-1H-pyrazole Usage And Synthesis

Uses

1-tert-butylpyrazole is a heterocyclic organic compound that can be used as an organic intermediate.

Synthesis

GENERAL STEPS: A mixture of 1,1,3,3-tetramethoxypropane (37 g, 226 mmol), tert-butylhydrazine hydrochloride (28 g, 226 mmol) and concentrated hydrochloric acid (60 mL, 720 mmol) in ethanol (300 mL) was placed in a reaction flask. The reaction was heated to reflux overnight. After completion of the reaction, the mixture was poured into water and the aqueous phase was extracted with ether. The organic phases were combined, washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 1-tert-butyl-1H-pyrazole (25 g, 89% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 7.38 (s, 1H), 6.17 (s, 1H), 1.47 (s, 9H); MS (ESI) m/z: 125.1 [M + H]+.

References

[1] Patent: WO2008/33999, 2008, A2. Location in patent: Page/Page column 83
[2] Patent: WO2014/1377, 2014, A1. Location in patent: Page/Page column 104
[3] Patent: WO2011/134971, 2011, A1. Location in patent: Page/Page column 15; 16
[4] Patent: US2013/40984, 2013, A1. Location in patent: Paragraph 0478-0479
[5] Patent: WO2017/42100, 2017, A1. Location in patent: Page/Page column 42; 43

1-tert-Butyl-1H-pyrazole(15754-60-6)Related Product Information

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• Tri-tert-butylphosphine