2,3-dihydro-1H-isoindole

• ChemBase ID: 127899
• Molecular Formular: C8H9N
• Molecular Mass: 119.16376
• Monoisotopic Mass: 119.07349929
• SMILES: C1c2ccccc2CN1
• Canonical SMILES: N1Cc2c(C1)cccc2
• InChI: InChI=1S/C8H9N/c1-2-4-8-6-9-5-7(8)3-1/h1-4,9H,5-6H2
• InChIKey: GWVMLCQWXVFZCN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydro-1H-isoindole
• IUPAC Traditional name: isoindoline
• Synonyms: Isoindoline; Isoindoline; 异吲哚啉

Database IDs

• CAS Number: 496-12-8; 30922-25-9
• MDL Number: MFCD00605324
• PubChem SID: 162222216; 24873832
• PubChem CID: 422478
• Wikipedia Title: Isoindoline

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -1.88294
• LogD (pH = 7.4): -0.75191504
• Log P: 1.2828219
• Molar Refractivity: 37.8606 cm^3
• Polarizability: 14.844857 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 17 °C(lit.)
• Boiling Point: 221 °C(lit.)
• Flash Point: 201.2 °F; 94 °C
• Density: 1.05 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.57(lit.)

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: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C8H9N

DETAILS

Sigma Aldrich - 515574

Application
Used to make a chiral diamine catalyst from L-proline for the asymmetric acylation of alcohols.1
Packaging
1, 5 g in glass bottle