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

• ChemBase ID: 148717
• Molecular Formular: C10H20N2O4
• Molecular Mass: 232.2768
• Monoisotopic Mass: 232.14230713
• SMILES: CC(C)(C)OC(=O)NNC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NNC(=O)OC(C)(C)C
• InChI: 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)
• InChIKey: TYSZETYVESRFNT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N'-[(tert-butoxy)carbonyl](tert-butoxy)carbohydrazide
• IUPAC Traditional name: N'-(tert-butoxycarbonyl)tert-butoxycarbohydrazide
• Synonyms: tert-Butyl hydrazodiformate; Di-tert-butyl hydrazodiformate; N'-[(tert-butoxy)carbonyl](tert-butoxy)carbohydrazide; N,N'-Di-tert-butoxycarbonylhydrazine; Di-tert-butyl hydrazodiformate; Di-tert-butyl hydrazodicarboxylate; 二叔丁基叠氮草酸; 叠氮草酸二叔丁酯; 叠氮二羧酸二叔丁酯

Database IDs

• CAS Number: 16466-61-8
• EC Number: 240-512-3
• MDL Number: MFCD00015000
• Beilstein Number: 1794023
• PubChem SID: 162242892; 24848470
• PubChem CID: 85431

CALCULATED PROPERTIES

• Acid pKa: 11.063456
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.7267629
• LogD (pH = 7.4): 1.7266848
• Log P: 1.7267638
• Molar Refractivity: 58.1902 cm^3
• Polarizability: 23.040113 Å^3
• Polar Surface Area: 76.66 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 123 - 126°C; 123-126 °C (dec.)(lit.); 123-126°C
• Hydrophobicity(logP): 1.306

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%; 98+%
• Linear Formula: [NHCO2C(CH3)3]2

DETAILS

Sigma Aldrich - 140465

Packaging
10 g in poly bottle

REFERENCES

• Effective catalyst, in combination with CuCl : phenanthroline, for the aerobic oxidation of a variety of alcohols, aliphatic primary or secondary, benzylic or allylic to aldehydes or ketones. The method has potential as an ecologically benign process, since water is the only by-product: J. Org. Chem., 64, 2433 (1999):