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140465

Sigma-Aldrich

Di-tert-butyl hydrazodiformate

97%

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Synonym(s):
tert-Butyl hydrazodiformate
Linear Formula:
[NHCO2C(CH3)3]2
CAS Number:
Molecular Weight:
232.28
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

123-126 °C (dec.) (lit.)

SMILES string

CC(C)(C)OC(=O)NNC(=O)OC(C)(C)C

InChI

1S/C10H20N2O4/c1-9(2,3)15-7(13)11-12-8(14)16-10(4,5)6/h1-6H3,(H,11,13)(H,12,14)

InChI key

TYSZETYVESRFNT-UHFFFAOYSA-N

General description

Di-tert-butyl hydrazodiformate acts as hydrazine substrate during the preparation of protected pyridylhydrazine derivatives.

Application

Di-tert-butyl hydrazodiformate was used as starting reagent during the four-step synthesis of the aminobicyclopyrazolone hydrochloride. It was used as reagent during Pd-catalyzed amination reactions of halo-pyridine substrates.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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A Convenient Synthesis of Pyrazolidine and 3-Amino-6, 7-dihydro-1H, 5H-pyrazolo [1, 2-a] pyrazol-1-one.
Boros EE, et al.
Journal of Heterocyclic Chemistry, 38(3), 613-616 (2001)
J B Arterburn et al.
Organic letters, 3(9), 1351-1354 (2001-05-12)
[reaction in text] Protected pyridylhydrazine derivatives were prepared in a one-step palladium-catalyzed amination reaction using chelating phosphine ligands. 2-Pyridyl chlorides, bromides, and triflates were effective electrophiles in these reactions. Di-tert-butyl hydrazodiformate was an excellent hydrazine substrate, and the resulting products
Daniel T Cohen et al.
Cell reports, 30(10), 3229-3239 (2020-03-12)
BCL-2 family proteins converge at the mitochondrial outer membrane to regulate apoptosis and maintain the critical balance between cellular life and death. This physiologic process is essential to organism homeostasis and relies on protein-protein and protein-lipid interactions among BCL-2 family

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