tert-butyl (E)-[cyano(phenyl)methylidene]amino carbonate

• ChemBase ID: 295523
• Molecular Formular: C13H14N2O3
• Molecular Mass: 246.26186
• Monoisotopic Mass: 246.10044232
• SMILES: CC(C)(C)OC(=O)O/N=C(/C#N)\c1ccccc1
• Canonical SMILES: N#C/C(=N/OC(=O)OC(C)(C)C)/c1ccccc1
• InChI: InChI=1S/C13H14N2O3/c1-13(2,3)17-12(16)18-15-11(9-14)10-7-5-4-6-8-10/h4-8H,1-3H3/b15-11-
• InChIKey: QQWYQAQQADNEIC-PTNGSMBKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (E)-[cyano(phenyl)methylidene]amino carbonate
• IUPAC Traditional name: tert-butyl (E)-[cyano(phenyl)methylidene]amino carbonate
• Synonyms: 2-(Boc-oxyimino)-2-phenylacetonitrile; 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile; Boc-ON; 2-(叔-丁氧基碳酰胺)-2-苯乙腈

Database IDs

• CAS Number: 58632-95-4
• EC Number: 261-370-9
• MDL Number: MFCD00001863
• Beilstein Number: 2217296
• PubChem SID: 180681054
• PubChem CID: 5868400

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 3.5407264
• LogD (pH = 7.4): 3.5407267
• Log P: 3.5407267
• Molar Refractivity: 65.6374 cm^3
• Polarizability: 25.248407 Å^3
• Polar Surface Area: 71.68 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 86-89°C

Safety Information

• Storage Warning: Moisture Sensitive
• RTECS: DA0513600
• European Hazard Symbols: X
• UN Number: UN3439
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 9-26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS06
• GHS Hazard statements: H331-H302-H312-H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 98+%

REFERENCES

• Reagent for the preparation of Boc-derivatives of amino acids, preferred on safety grounds to the unstable t-butyl azidoformate. In aqueous dioxane and in the presence of triethylamine as base, reaction is rapid at room temperature. The organic by-product, 2-hydroxyimino-2-phenylacetonitrile is easily removed by extraction into an organic phase: Tetrahedron Lett., 4393 (1975); Bull. Chem. Soc. Jpn., 50, 718 (1977). See Appendix 6.