460621

4-Methoxypyridine

97%

• Synonym(s): γ-Methoxypyridine
• Empirical Formula (Hill Notation): C₆H₇NO
• CAS Number: 620-08-6
• Molecular Weight: 109.13
• EC Number: 210-624-7
• MDL number: MFCD00674049
• UNSPSC Code: 12352100
• PubChem Substance ID: 24869720
• NACRES: NA.22

Properties

• Assay: 97%
• refractive index: n20/D 1.516 (lit.)
• bp: 108-111 °C/65 mmHg (lit.)
• density: 1.075 g/mL at 25 °C (lit.)
• SMILES string: COc1ccncc1
• InChI: 1S/C6H7NO/c1-8-6-2-4-7-5-3-6/h2-5H,1H3
• InChI key: XQABVLBGNWBWIV-UHFFFAOYSA-N

Description

General description

4-Methoxypyridine has been prepared from 4-methoxypyridine-N-oxide, via catalytic hydrogenation. Ortho lithiation of 4-methoxypyridine using mesityllithium as the metalating base has been studied.

Application

4-Methoxypyridine was used as a starting reagent for the stereocontrolled synthesis of (±)-pumiliotoxin C and (±)-lasubine II. It was also used in an efficient construction of dihyropyridin-4-ones, which serves as potential ligands for neuronal nicotinic acetycholine receptors.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 165.2 °F - closed cup
• Flash Point(C): 74 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves