ethyl 1,3-dioxo-2,3-dihydro-1H-isoindole-2-carboxylate

• ChemBase ID: 52426
• Molecular Formular: C11H9NO4
• Molecular Mass: 219.19346
• Monoisotopic Mass: 219.05315777
• SMILES: C1(=O)c2c(C(=O)N1C(=O)OCC)cccc2
• Canonical SMILES: CCOC(=O)N1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C11H9NO4/c1-2-16-11(15)12-9(13)7-5-3-4-6-8(7)10(12)14/h3-6H,2H2,1H3
• InChIKey: VRHAQNTWKSVEEC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 1,3-dioxo-2,3-dihydro-1H-isoindole-2-carboxylate
• IUPAC Traditional name: N-carbethoxyphthalimide
• Synonyms: N-Carbethoxyphthalimide; N-Ethoxycarbonylphthalimide; N-Ethoxycarbonylphthalimide; Ethyl 1,3-dioxo-2-isoindolinecarboxylate; Ethyl phthalimide-N-carboxylate; N-CARBETHOXYPHTHALIMIDE; N-乙氧羰基邻苯二甲酰亚胺; N-乙氧甲酰邻苯二甲酰亚胺

Database IDs

• CAS Number: 22509-74-6
• EC Number: 245-048-5
• MDL Number: MFCD00005893
• Beilstein Number: 196340
• PubChem SID: 162057189; 24892787
• PubChem CID: 31187

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.6581304
• LogD (pH = 7.4): 1.6581304
• Log P: 1.6581304
• Molar Refractivity: 55.2529 cm^3
• Polarizability: 20.515087 Å^3
• Polar Surface Area: 63.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 89-90°C; 90-92 °C(lit.)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• RTECS: NR3459500
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ~97-99%; 96%
• Empirical Formula (Hill Notation): C11H9NO4

DETAILS

MP Biomedicals - 02150556

Purity: ~97-99%
Reagent for preparing phthaloyl amino acids

MP Biomedicals - 05210260

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C5459

Packaging
25, 100 g in poly bottle
Application
Used to protect amine functional groups.1