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Key Documents

B91005

Sigma-Aldrich

tert-Butyl carbazate

98%, for peptide synthesis

Synonym(s):

tert-Butoxycarbonyl hydrazide, Boc-hydrazide

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About This Item

Linear Formula:
(CH3)3COCONHNH2
CAS Number:
Molecular Weight:
132.16
Beilstein/REAXYS Number:
1756967
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Product Name

tert-Butyl carbazate, 98%

Quality Level

assay

98%

form

crystals

bp

63-65 °C/0.1 mmHg (lit.)

mp

39-42 °C (lit.)

application(s)

peptide synthesis

SMILES string

O=C(NN)OC(C)(C)C

InChI

1S/C5H12N2O2/c1-5(2,3)9-4(8)7-6/h6H2,1-3H3,(H,7,8)

InChI key

DKACXUFSLUYRFU-UHFFFAOYSA-N

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Application

Employed in a palladium-catalyzed cross-coupling with vinyl halides leading to N-Boc-N-alkenylhydrazines.
Reagent used in solid phase peptide synthesis and in α-amino aldehyde optical purity determinations. Condenses with aldehydes to form hydrazones which are intermediates in the synthesis of HIV-1 protease inhibitors.

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Product No.
Description
Pricing

pictograms

Flame

signalword

Danger

hcodes

pcodes

Hazard Classifications

Flam. Sol. 1

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

195.8 °F

flash_point_c

91 °C

ppe

Eyeshields, Gloves, type N95 (US)


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