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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

assay

97%

mp

123-126 °C (dec.) (lit.)

functional group

amine

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
0000207570
0000200890
MKCH1177
MKBX0105V
MKBP9593V

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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
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
Daniel T Cohen et al.
Cell reports, 30(10), 3229-3239 (2020-03-12)
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