2-Fluoro-4-methoxybenzoyl chloride

Base Information

• Chemical Name: 2-Fluoro-4-methoxybenzoyl chloride
• CAS No.: 321-24-4
• Molecular Formula: C8H6ClFO2
• Molecular Weight: 188.586
• Hs Code.: 2918990090
• European Community (EC) Number: 679-396-8
• DSSTox Substance ID: DTXSID40560870
• Wikidata: Q72473981
• Mol file: 321-24-4.mol

Synonyms:2-Fluoro-4-methoxybenzoyl chloride;321-24-4;2-Fluoro-4-methoxybenzoylchloride;Benzoyl chloride, 2-fluoro-4-methoxy-;SCHEMBL1555099;DTXSID40560870;UHLDNUXKNREILG-UHFFFAOYSA-N;2-Fluor-4-methoxy-benzoylchlorid;2-Fluoro-4-methoxy-benzoyl chloride;CK2242;MFCD08146649;AKOS006342974;AS-45879;A856685

Chemical Property of 2-Fluoro-4-methoxybenzoyl chloride

Chemical Property:

• Vapor Pressure: 0.0331mmHg at 25°C
• Melting Point: 40-42℃
• Refractive Index: 1.511
• Boiling Point: 242.9 °C at 760 mmHg
• Flash Point: 105.3 °C
• PSA: 26.30000
• Density: 1.309 g/cm³
• LogP: 2.21330
• Sensitive.: Moisture Sensitive
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 188.0040353
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

2-Fluoro-4-methoxybenzoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C(=O)Cl)F

Technology Process of 2-Fluoro-4-methoxybenzoyl chloride

There total 7 articles about 2-Fluoro-4-methoxybenzoyl chloride 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: 94.0%

2-fluoro-4-methoxy-benzoic acid (394-42-3) → 2-Fluor-4-methoxybenzoesaurechlorid (321-24-4)

Guidance literature:

With sulfuryl dichloride; Reflux; Inert atmosphere;

Reference yield:

1-(2-fluoro-4-methoxyphenyl)-1-ethanone (74457-86-6) → 2-Fluor-4-methoxybenzoesaurechlorid (321-24-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / Br₂, NaOH / H₂O / 2 h / Ambient temperature

2: 89 percent / SOCl₂ / Heating

With sodium hydroxide; thionyl chloride; bromine; In water;

DOI:10.1002/ardp.19903230204

Reference yield:

3-fluorophenol (372-20-3) → 2-Fluor-4-methoxybenzoesaurechlorid (321-24-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 61 percent / bromine / CHCl₃ / 0.01 h

2: 1-methyl-2-pyrrolidinone / 2 h / 180 °C

3: sodium hydroxide / H₂O / 60 h

4: 62 percent / ethanol, potassium hidroxide / H₂O / 25 h / Heating

5: thionyl chloride / 1.5 h / Heating

With 1-methyl-pyrrolidin-2-one; potassium hydroxide; sodium hydroxide; thionyl chloride; ethanol; bromine; In chloroform; water;

upstream raw materials:

2-fluoro-4-methoxy-benzoic acid

3-fluorophenol

4-bromo-3-fluorophenol

2-fluoro-4-hydroxybenzonitrile

Refernces

• 1、 Lee, So Jeong,Makaravage, Katarina J.,Brooks, Allen F.,Scott, Peter J. H.,Sanford, Melanie S.. "Copper-Mediated Aminoquinoline-Directed Radiofluorination of Aromatic C?H Bonds with K18F". supporting information. p. 3119 - 3122. Retrieved 2019/01/25.
• 2、 Ghinet, Alina,Moise, Iuliana-Monica,Rigo, Beno?t,Homerin, Germain,Farce, Amaury,Dubois, Jo?lle,B?cu, Elena. "Studies on phenothiazines: New microtubule-interacting compounds with phenothiazine A-ring as potent antineoplastic agents". . p. 2307 - 2317. Retrieved 2016/04/26.