4-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)benzene-1-sulfonyl chloride

• ChemBase ID: 156698
• Molecular Formular: C14H10ClNO3S
• Molecular Mass: 307.7521
• Monoisotopic Mass: 307.00699187
• SMILES: c1ccc2c(c1)CN(C2=O)c1ccc(cc1)S(=O)(=O)Cl
• Canonical SMILES: O=C1N(Cc2c1cccc2)c1ccc(cc1)S(=O)(=O)Cl
• InChI: InChI=1S/C14H10ClNO3S/c15-20(18,19)12-7-5-11(6-8-12)16-9-10-3-1-2-4-13(10)14(16)17/h1-8H,9H2
• InChIKey: PKWBLDDSBFCSPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)benzene-1-sulfonyl chloride
• IUPAC Traditional name: 4-(1-oxo-3H-isoindol-2-yl)benzenesulfonyl chloride
• Synonyms: (1,3-Dihydro-1-oxo-2H-isoindol-2-yl)-4-benzenesulfonyl chloride; Phisyl chloride; 4-(N-Phthalimidinyl)benzenesulfonyl chloride

Database IDs

• CAS Number: 114341-14-9
• MDL Number: MFCD00674897
• Beilstein Number: 290273
• PubChem SID: 162250835
• PubChem CID: 4393687

CALCULATED PROPERTIES

• Log P: 2.626727
• Molar Refractivity: 77.4562 cm^3
• Polarizability: 30.102058 Å^3
• Polar Surface Area: 54.45 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 14.65817
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.626727
• LogD (pH = 7.4): 2.626727

PROPERTIES

Physical Property

• Fluorescence: λex 300 nm; λem 416 nm in methanol (after derivatization with hexylamine)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C14H10ClNO3S

DETAILS

Sigma Aldrich - 38786

Other Notes
Precolumn-label for amines and alcohols, similar to Dansyl1,2