1-chloroisoquinoline

• ChemBase ID: 70791
• Molecular Formular: C9H6ClN
• Molecular Mass: 163.60364
• Monoisotopic Mass: 163.01887688
• SMILES: c1(nccc2ccccc12)Cl
• Canonical SMILES: Clc1nccc2c1cccc2
• InChI: InChI=1S/C9H6ClN/c10-9-8-4-2-1-3-7(8)5-6-11-9/h1-6H
• InChIKey: MSQCQINLJMEVNJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-chloroisoquinoline
• IUPAC Traditional name: 1-chloroisoquinoline
• Synonyms: 1-Chloroisoquinoline; 1-Chloroisoquinoline; 1-氯异喹啉

Database IDs

• CAS Number: 19493-44-8
• EC Number: 000-000-0
• MDL Number: MFCD00024134
• Beilstein Number: 2996
• PubChem SID: 24849630; 162036501
• PubChem CID: 140539

CALCULATED PROPERTIES

• Polarizability: 18.897692 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.5692255
• LogD (pH = 7.4): 2.5692713
• Log P: 2.569272
• Molar Refractivity: 46.2174 cm^3

PROPERTIES

Physical Property

• Melting Point: 31-36 °C(lit.); 33-35°C
• Boiling Point: 105-108°C/4mm; 274-275 °C/768 mmHg(lit.)
• Flash Point: >110°C(230°F)

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 95+%; 98%
• Empirical Formula (Hill Notation): C9H6ClN

DETAILS

Sigma Aldrich - 156744

Application
Used in a Mn-catalyzed cross-coupling with aryl- and alkylmagnesium halides.1 Also used in a Pd-catalyzed cross-coupling with heteroaryl boronic acids and esters.2
Packaging
1, 5 g in glass bottle