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Sigma-Aldrich

Di-tert-butyl 1-(tert-butylthio)-1,2-hydrazinedicarboxylate

≥99.0% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C14H28N2O4S
CAS Number:
Molecular Weight:
320.45
Beilstein/REAXYS Number:
9559826
MDL number:
UNSPSC Code:
12352108
eCl@ss:
32110502
PubChem Substance ID:
NACRES:
NA.22

assay

≥99.0% (HPLC)

mp

98-100 °C

application(s)

peptide synthesis

SMILES string

CC(C)(C)OC(=O)NN(SC(C)(C)C)C(=O)OC(C)(C)C

InChI

1S/C14H28N2O4S/c1-12(2,3)19-10(17)15-16(21-14(7,8)9)11(18)20-13(4,5)6/h1-9H3,(H,15,17)

InChI key

MOWYOPQOADUFLA-UHFFFAOYSA-N

Other Notes

Stable reagent for the preparation of asymmetric S-tert-butyl disulfide derivatives (e.g. for the introduction of S-tert-butylthio protection into cysteine peptides) in organic solvents

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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E Wünsch et al.
Hoppe-Seyler's Zeitschrift fur physiologische Chemie, 363(12), 1461-1464 (1982-12-01)
The sterically hindered tert-butyl thiol reacts smoothly with azodicarboxylic acid derivatives only upon addition of catalytic amounts of sodium alcoholate, yielding crystalline and analytically well characterized 1-(tert-butylthio)-1,2-hydrazinedicarboxylic acid derivatives. These sulfur-activated reagents were found to be stable on storage and

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