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Sigma-Aldrich

tert-Butylhydrazine hydrochloride

98%

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About This Item

Linear Formula:
(CH3)3CNHNH2 · HCl
CAS Number:
7400-27-3
Molecular Weight:
124.61
Beilstein/REAXYS Number:
3651224
EC Number:
231-001-6
MDL number:
MFCD00012947
UNSPSC Code:
12352100
PubChem Substance ID:
24851664
NACRES:
NA.22

assay

98%

form

solid

mp

191-194 °C (lit.)

SMILES string

Cl.CC(C)(C)NN

InChI

1S/C4H12N2.ClH/c1-4(2,3)6-5;/h6H,5H2,1-3H3;1H

InChI key

DDPWVABNMBRBFI-UHFFFAOYSA-N

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Application

tert-Butylhydrazine hydrochloride was used in the synthesis of:
  • diphosphinohydrazines
  • 5-amino-1-tert-butyl-3-(p-chlorophenyl)-4-cyanopyrazole
  • 1,3,4,5-tetrasubstituted pyrazole derivatives

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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One-pot synthesis of tetrasubstituted pyrazoles-Proof of regiochemistry.
Hanefeld U, et al.
Journal of the Chemical Society. Perkin Transactions 1, 13, 1545-1552 (1996)
Regioselective synthesis of 1, 3, 4, 5-tetrasubstituted pyrazoles from Baylis-Hillman adducts.
Lee KY, et al.
Tetrahedron Letters, 44(35), 6737-6740 (2003)
Alexander N Kornev et al.
Inorganic chemistry, 51(2), 874-881 (2012-01-03)
Reactions of diphosphinohydrazines R-NH-N(PPh(2))(2) (R = tBu (1), Ph(2)P (3)) with some metalation reagents (Co[N(SiMe(3))(2)](2), LiN(SiMe(3))(2), La[N(SiMe(3))(2)](3), nBuLi, MeLi) were performed. Compound 1 was synthesized by the reaction of Ph(2)PCl with tert-butylhydrazine hydrochloride in 83% yield. This compound reveals temperature-dependent

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