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

• ChemBase ID: 63725
• Molecular Formular: C13H14N2O4
• Molecular Mass: 262.26126
• Monoisotopic Mass: 262.09535694
• SMILES: c1c2C(=O)N(NC(=O)OC(C)(C)C)C(=O)c2ccc1
• Canonical SMILES: O=C(OC(C)(C)C)NN1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C13H14N2O4/c1-13(2,3)19-12(18)14-15-10(16)8-6-4-5-7-9(8)11(15)17/h4-7H,1-3H3,(H,14,18)
• InChIKey: IOPZBVFVFPPDSC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)(tert-butoxy)formamide
• IUPAC Traditional name: N-(1,3-dioxoisoindol-2-yl)(tert-butoxy)formamide
• Synonyms: tert-Butyl 1,3-dioxoisoindolin-2-ylcarbamate; N′-Boc-N,N-phthaloylhydrazine; N-(tert-Butoxycarbonylamino)phthalimide; N-(Boc-amino)phthalimide; N-(叔丁氧羰基氨基)邻苯二甲酰亚胺; N′-Boc-N,N-氨基邻苯二甲胺; N-(Boc-氨基)邻苯二甲酰亚胺

Database IDs

• CAS Number: 34387-89-8
• MDL Number: MFCD00686624
• Beilstein Number: 8060815
• PubChem SID: 24888082; 162029464
• PubChem CID: 801162

CALCULATED PROPERTIES

• Acid pKa: 10.244335
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.7772175
• LogD (pH = 7.4): 1.7766743
• Log P: 1.7772244
• Molar Refractivity: 67.6099 cm^3
• Polarizability: 25.32457 Å^3
• Polar Surface Area: 75.71 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: THF: soluble50 mg/mL, clear, colorless
• Melting Point: 140-145 °C

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: >95%; ≥95.0% (HPLC)
• Empirical Formula (Hill Notation): C13H14N2O4

DETAILS

Sigma Aldrich - 83089

Other Notes
Reagent for converting alcohols into alkylated carbazates or hydrazines via Mitsunobu reaction1,2