2-Fluoro-6-methoxybenzoyl chloride

Base Information

• Chemical Name: 2-Fluoro-6-methoxybenzoyl chloride
• CAS No.: 500912-12-9
• Molecular Formula: C8H6 Cl F O2
• Molecular Weight: 188.586
• Hs Code.: 2918990090
• European Community (EC) Number: 642-582-4
• DSSTox Substance ID: DTXSID40381380
• Wikidata: Q72474055
• Mol file: 500912-12-9.mol

Synonyms:2-fluoro-6-methoxybenzoyl chloride;500912-12-9;2-Fluoro-6-methoxybenzoyl chlorid;2-Fluoro-6-methoxybenzoylchloride;MFCD03788536;2-(Chlorocarbonyl)-3-fluoroanisole;SCHEMBL1265737;DTXSID40381380;YZWKSOYWTHKNLX-UHFFFAOYSA-N;AKOS005257861;2-fluoro-6-(methyloxy)benzoyl chloride;PS-10765;CS-0211177;FT-0692665;2-Fluoro-6-methoxybenzoyl chloride, AldrichCPR;A827970

Chemical Property of 2-Fluoro-6-methoxybenzoyl chloride

Chemical Property:

• Vapor Pressure: 0.0516mmHg at 25°C
• Refractive Index: 1.523
• Boiling Point: 234.9°C at 760 mmHg
• Flash Point: 100.2°C
• PSA: 26.30000
• Density: 1.309g/cm³
• LogP: 2.21330
• Sensitive.: Moisture Sensitive
• XLogP3: 1.7
• 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-6-methoxybenzoylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xn
• Statements: 34-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Fluoro-6-methoxybenzoyl chloride

There total 2 articles about 2-Fluoro-6-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: 95.0%

2-fluoro-6-methoxybenzoic acid (137654-21-8) → 2-fluoro-6-methoxybenzoyl chloride (500912-12-9)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; for 1h;

Reference yield:

2-fluoro-6-methoxybenzonitrile (94088-46-7) → 2-fluoro-6-methoxybenzoyl chloride (500912-12-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / KOH / H₂O / 3 h / Heating

2: (COCl)2, DMF / tetrahydrofuran

With potassium hydroxide; oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; water;

DOI:10.1021/jo00302a011

Reference yield: 93.0%

2-fluoro-6-methoxybenzoyl chloride (500912-12-9) + 4,6-pyrimidinediol (1193-24-4) → C20H14F2N2O6 (1516898-08-0)

Guidance literature:

With triethylamine; In dichloromethane; at 25 ℃;

DOI:10.5012/bkcs.2013.34.10.3117

upstream raw materials:

2-fluoro-6-methoxybenzoic acid

2-fluoro-6-methoxybenzonitrile

Downstream raw materials:

2-Fluoro-6-methoxy-benzoic acid (3aS,8aR)-5-iodo-6-methoxy-2,3,3a,8a-tetrahydro-benzo[b]furo[3,2-d]furan-4-yl ester

N-(diphenyl-phosphinoylmethyl)-2-fluoro-6-methoxy-N-methyl-benzamide

dihydro-O-methylsterigmatocystin

(2-Fluoro-6-methoxy-phenyl)-(2-hydroxy-6-methoxy-phenyl)-methanone

Refernces

• 1、 -. "Preparation method of 1-alkyl-2-phenyl-4-quinolones". Paragraph 0023-0026. . Retrieved 2016/10/17.
• 2、 Fujimoto, Yuuki,Itakura, Ryohei,Hoshi, Hiroki,Yanai, Hikaru,Ando, Yoshio,Suzuki, Keisuke,Matsumoto, Takashi. "Novel one-pot synthesis of xanthones via sequential fluoride ion-promoted fries-type rearrangement and nucleophilic aromatic substitution". supporting information. p. 2575 - 2580. Retrieved 2013/12/04.