2-(Chloromethyl)-5-methoxypyridine

Base Information

• Chemical Name: 2-(Chloromethyl)-5-methoxypyridine
• CAS No.: 75342-33-5
• Molecular Formula: C7H8ClNO
• Molecular Weight: 157.6
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00561207
• Wikidata: Q82444899
• Mol file: 75342-33-5.mol

Synonyms:2-(chloromethyl)-5-methoxypyridine;75342-33-5;2-chloromethyl-5-methoxypyridine;MFCD10697536;Pyridine, 2-(chloromethyl)-5-methoxy-;2-chloromethyl-5-methoxy-pyridine;2-(CHLOROMETHYL)-5-METHOXY-PYRIDINE;SCHEMBL1844115;6-chloromethyl-3-methoxypyridine;DTXSID00561207;KSBXDCBRSKRVDC-UHFFFAOYSA-N;AKOS006343755;AB59864;BS-13334;SY317245;EN300-80011;F11620

Chemical Property of 2-(Chloromethyl)-5-methoxypyridine

Chemical Property:

• Vapor Pressure: 0.06mmHg at 25°C
• Boiling Point: 239.96°C at 760 mmHg
• Flash Point: 98.925°C
• PSA: 22.12000
• Density: 1.173g/cm³
• LogP: 1.82900
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 157.0294416
• Heavy Atom Count: 10
• Complexity: 99.6

Purity/Quality:

99.0% ^*data from raw suppliers

2-(chloromethyl)-5-methoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CN=C(C=C1)CCl

Technology Process of 2-(Chloromethyl)-5-methoxypyridine

There total 6 articles about 2-(Chloromethyl)-5-methoxypyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-hydroxymethyl-5-methoxypyridine (127978-70-5) → 2-chloromethyl-5-methoxy-pyridine (75342-33-5)

Guidance literature:

With thionyl chloride; In dichloromethane; for 2h; Reflux;

DOI:10.1016/j.bmc.2014.12.007

Reference yield:

5-methoxy-2-methylpyridine-1-oxide (35392-66-6) → 2-chloromethyl-5-methoxy-pyridine (75342-33-5)

Guidance literature:

Multi-step reaction with 3 steps

1: AcOH / 120 °C

2: 2N aq. NaOH / methanol / 2 h / 25 °C

3: SOCl₂ / CH₂Cl₂ / 2 h / 25 °C

With sodium hydroxide; thionyl chloride; acetic acid; In methanol; dichloromethane;

DOI:10.1021/jm00081a004

Reference yield:

2-acetoxymethyl-5-methoxypyridine (75342-32-4) → 2-chloromethyl-5-methoxy-pyridine (75342-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2N aq. NaOH / methanol / 2 h / 25 °C

2: SOCl₂ / CH₂Cl₂ / 2 h / 25 °C

With sodium hydroxide; thionyl chloride; In methanol; dichloromethane;

DOI:10.1021/jm00081a004

upstream raw materials:

2-hydroxymethyl-5-methoxypyridine

5-methoxy-2-picoline

5-methoxy-2-methylpyridine-1-oxide

2-acetoxymethyl-5-methoxypyridine

Downstream raw materials:

[1-((R)-3-[2-(1-Hydroxy-1-methyl-ethyl)-phenyl]-1-{3-[(E)-2-(5-methoxy-pyridin-2-yl)-vinyl]-phenyl}-propylsulfanylmethyl)-cyclopropyl]-acetic acid methyl ester

1-(5-methoxypyridin-2-yl)cyclopropanecarboxylic acid