N'-[(tert-butoxy)carbonyl]-N'-(tert-butylsulfanyl)(tert-butoxy)carbohydrazide

• ChemBase ID: 152585
• Molecular Formular: C14H28N2O4S
• Molecular Mass: 320.44812
• Monoisotopic Mass: 320.17697839
• SMILES: CC(C)(C)OC(=O)NN(C(=O)OC(C)(C)C)SC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NN(C(=O)OC(C)(C)C)SC(C)(C)C
• InChI: 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)
• InChIKey: MOWYOPQOADUFLA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N'-[(tert-butoxy)carbonyl]-N'-(tert-butylsulfanyl)(tert-butoxy)carbohydrazide
• IUPAC Traditional name: N'-(tert-butoxycarbonyl)-N'-(tert-butylsulfanyl)tert-butoxycarbohydrazide
• Synonyms: Di-tert-butyl 1-(tert-butylthio)-1,2-hydrazinedicarboxylate; 1-叔丁基硫代-1,2-肼二羧酸二叔丁酯

Database IDs

• CAS Number: 84592-35-8
• MDL Number: MFCD00077676
• Beilstein Number: 9559826
• PubChem SID: 162246730; 24852397
• PubChem CID: 5045330

CALCULATED PROPERTIES

• Acid pKa: 11.12509
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.5987973
• LogD (pH = 7.4): 3.5987256
• Log P: 3.598798
• Molar Refractivity: 84.686 cm^3
• Polarizability: 33.441334 Å^3
• Polar Surface Area: 67.87 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 98-100 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (HPLC)
• Empirical Formula (Hill Notation): C14H28N2O4S

DETAILS

Sigma Aldrich - 20639

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 solvents1
Packaging
5 g in glass bottle