2-(hex-5-yn-1-yl)-2,3-dihydro-1H-isoindole-1,3-dione

• ChemBase ID: 147972
• Molecular Formular: C14H13NO2
• Molecular Mass: 227.25852
• Monoisotopic Mass: 227.09462866
• SMILES: C#CCCCCN1C(=O)c2ccccc2C1=O
• Canonical SMILES: C#CCCCCN1C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C14H13NO2/c1-2-3-4-7-10-15-13(16)11-8-5-6-9-12(11)14(15)17/h1,5-6,8-9H,3-4,7,10H2
• InChIKey: WALVSJIWVWDFCU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(hex-5-yn-1-yl)-2,3-dihydro-1H-isoindole-1,3-dione
• IUPAC Traditional name: 2-(hex-5-yn-1-yl)isoindole-1,3-dione
• Synonyms: 6-Phthalimido-1-hexyne; N-Hex-5-ynylphthalimide; N-(5-Hexynyl)phthalimide; 6-苯二甲酰亚氨基-1-己炔; N-己-5-炔基邻苯二甲酰亚胺; N-(5-己炔基)酞酰亚胺; N-(5-己炔基)邻苯二甲酰亚胺

Database IDs

• CAS Number: 6097-08-1
• MDL Number: MFCD00671372
• PubChem SID: 24878283; 162242152
• PubChem CID: 3346053

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.3229806
• LogD (pH = 7.4): 2.3229806
• Log P: 2.3229806
• Molar Refractivity: 65.7487 cm^3
• Polarizability: 24.080496 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 68-72 °C(lit.); 68-72°C

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: ≥95%; 97%
• Empirical Formula (Hill Notation): C14H13NO2

DETAILS

Sigma Aldrich - 543993

Packaging
5 g in glass bottle
Application
Reactant for:
• TBAF-catalyzed monoreduction1
• Ruthenium-catalyzed hydrative conjugative addition to alkenes2
• Regioselective nickel-catalyzed carbocyanation reactions3
• Zinc-catalyzed intermolecular hydroaminations
• Copper catalyzed cycloaddition with azides4