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140465

Sigma-Aldrich

Di-tert-butyl hydrazodiformate

97%

Sinónimos:

tert-Butyl hydrazodiformate

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About This Item

Fórmula lineal:
[NHCO2C(CH3)3]2
Número de CAS:
16466-61-8
Peso molecular:
232.28
EC Number:
240-512-3
MDL number:
MFCD00015000
UNSPSC Code:
12352100
PubChem Substance ID:
24848470
NACRES:
NA.22

Quality Level

100

assay

97%

mp

123-126 °C (dec.) (lit.)

functional group

amine
hydrazide

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
MKCH1177
MKBX0105V
MKBP9593V
MKBG5236V
MKBD1306

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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)
Jeffrey B Arterburn et al.
The Journal of organic chemistry, 68(18), 7063-7070 (2003-08-30)
The development of (99m)Tc-estradiol radiopharmaceuticals would be advantageous for the detection of estrogen receptor-positive breast tumors. Estradiol derivatives conjugated to organometallic tricarbonyl-Tc(I) and related Re(I) complexes are capable of achieving high receptor binding affinity, but effective methods for synthesizing radiolabeled
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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