N-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)(benzyloxy)formamide

• ChemBase ID: 139184
• Molecular Formular: C16H12N2O4
• Molecular Mass: 296.27748
• Monoisotopic Mass: 296.07970687
• SMILES: c1ccc(cc1)COC(=O)NN1C(=O)c2ccccc2C1=O
• Canonical SMILES: O=C(NN1C(=O)c2c(C1=O)cccc2)OCc1ccccc1
• InChI: InChI=1S/C16H12N2O4/c19-14-12-8-4-5-9-13(12)15(20)18(14)17-16(21)22-10-11-6-2-1-3-7-11/h1-9H,10H2,(H,17,21)
• InChIKey: MAKDEFXINYWGFH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)(benzyloxy)formamide
• IUPAC Traditional name: N-(1,3-dioxoisoindol-2-yl)benzyloxyformamide
• Synonyms: N′-Z-N,N-phthaloylhydrazine; N-(Benzyloxycarbonylamino)phthalimide; N-(Z-amino)phthalimide; N-(苄氧羰基氨基)邻苯二甲酰亚胺; N′-Z-N,N-邻苯二甲酰肼; N-(Z-氨基)邻苯二甲酰亚胺

Database IDs

• CAS Number: 287728-91-0
• MDL Number: MFCD03791104
• Beilstein Number: 300264
• PubChem SID: 162233432; 24887896
• PubChem CID: 4431755

CALCULATED PROPERTIES

• Acid pKa: 10.227298
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.4477308
• LogD (pH = 7.4): 2.4471657
• Log P: 2.447738
• Molar Refractivity: 78.4169 cm^3
• Polarizability: 29.345701 Å^3
• Polar Surface Area: 75.71 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 132-137 °C

Safety Information

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

Product Information

• Purity: ≥95.0%
• Empirical Formula (Hill Notation): C16H12N2O4

DETAILS

Sigma Aldrich - 81779

Other Notes
Reagent for converting alcohols into alkylated carbazates or hydrazines via Mitsunobu reaction1,2
Packaging
5 g in poly bottle