5-chloro-2-methoxypyridine

• ChemBase ID: 87757
• Molecular Formular: C6H6ClNO
• Molecular Mass: 143.57094
• Monoisotopic Mass: 143.0137915
• SMILES: n1c(ccc(c1)Cl)OC
• Canonical SMILES: COc1ccc(cn1)Cl
• InChI: InChI=1S/C6H6ClNO/c1-9-6-3-2-5(7)4-8-6/h2-4H,1H3
• InChIKey: NPYYXUYLIHZYOU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-2-methoxypyridine
• IUPAC Traditional name: 5-chloro-2-methoxypyridine
• Synonyms: 5-Chloro-2-methoxypyridine; 5-Chloro-2-methoxypyridine; 5-氯-2-甲氧基吡啶

Database IDs

• CAS Number: 13473-01-3
• MDL Number: MFCD06254388
• PubChem SID: 24883237; 162074797
• PubChem CID: 4738276

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.7963923
• LogD (pH = 7.4): 1.7964041
• Log P: 1.7964044
• Molar Refractivity: 35.4826 cm^3
• Polarizability: 13.857077 Å^3
• Polar Surface Area: 22.12 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 181-182 °C(lit.); 181-182°C
• Flash Point: 127.4 °F; 53 °C; 53°C(127°F)
• Density: 1.193; 1.193 g/mL at 25 °C(lit.)
• Refractive Index: 1.5260; n20/D 1.5260(lit.)
• Hydrophobicity(logP): 2.219

Safety Information

• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-22-41
• Safety Statements: 23-26-36/39-60; 26-39
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H226-H302-H318; H301-H318-H226
• GHS Precautionary statements: P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C6H6ClNO

DETAILS

Sigma Aldrich - 642967

Packaging
1, 10 g in glass bottle
Application
Reactant for:
• Preparation of biaryls via palladium-catalyzed Hiyama cross-coupling with aryltrifluorosilanes1
• Suzuki-Miyaura cross-coupling reactions2,3,4