2-Methoxybenzoyl chloride

Base Information

• Chemical Name: 2-Methoxybenzoyl chloride
• CAS No.: 21615-34-9
• Molecular Formula: C8H7ClO2
• Molecular Weight: 170.595
• Hs Code.: 2918.90
• European Community (EC) Number: 244-477-5,215-088-8
• UNII: DH3HW7ZFD8
• DSSTox Substance ID: DTXSID70885169
• Nikkaji Number: J150.884I
• Wikidata: Q72443451
• Mol file: 21615-34-9.mol

Synonyms:2-Methoxybenzoyl chloride;o-Anisoyl chloride;21615-34-9;Methoxybenzoyl chloride;Benzoyl chloride, 2-methoxy-;o-Methoxybenzoyl chloride;2-anisoyl chloride;Benzoyl chloride, methoxy-;MFCD00000664;DH3HW7ZFD8;1300-64-7;2-methoxy-benzoyl chloride;EINECS 215-088-8;o-anisoylchloride;2-methoxybenzoic acid chloride;2-METHOXYBENZOYLCHLORIDE;ortho-anisoyl chloride;o-anisic acid chloride;2-methoxybenzoic chloride;UNII-DH3HW7ZFD8;SCHEMBL431;2-Methoxy benzoyl chloride;UNII-D2N62KD6V8;2-(methyloxy)benzoyl chloride;D2N62KD6V8;2-Methoxybenzoyl chloride, 97%;RZNHSEZOLFEFGB-UHFFFAOYSA-;DTXSID70885169;AMY37150;EINECS 244-477-5;2-methoxy-1-benzenecarbonyl chloride;AKOS009157079;NSC 174039;AS-34995;FT-0612826;FT-0638134;M0108;EN300-65599;A815528;W-107539;F2190-0045

Chemical Property of 2-Methoxybenzoyl chloride

Chemical Property:

• Appearance/Colour: clear yellow to brown liquid
• Refractive Index: n20/D 1.572(lit.)
• Boiling Point: 254.7 °C at 760 mmHg
• Flash Point: 94.9 °C
• PSA: 26.30000
• Density: 1.219 g/cm³
• LogP: 2.07420
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 170.0134572
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxybenzoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC=C1C(=O)Cl
• Uses: o-Anisoyl chloride is an aromatic acyl chloride derived from anisic acid. o-Anisoyl chloride is used in the preparation of a wide range of compounds such as anti-virals, anti-bacterials and antitumor agents. 2-Methoxybenzoyl chloride has been used in preparation of:2-methoxybenzoyl-ferrocene Friedel Crafts reaction with ferrocene2-methoxybenzoyl phosphate

Technology Process of 2-Methoxybenzoyl chloride

There total 15 articles about 2-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: 100.0%

2-methoxyphenylacetic acid (93-25-4) → 2-Methoxybenzoyl chloride (21615-34-9)

Guidance literature:

In thionyl chloride;

Reference yield: 100.0%

2-Methoxybenzoic acid (579-75-9) → 2-Methoxybenzoyl chloride (21615-34-9)

Guidance literature:

With oxalyl dichloride; In tetrahydrofuran; Inert atmosphere; Reflux;

DOI:10.1021/jacs.0c10385

Reference yield: 89.0%

4-iodoanisol (529-28-2) + carbon monoxide (201230-82-2) → 2-Methoxybenzoyl chloride (21615-34-9)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; benzyltriphenylphosphonium chloride; In toluene; at 110 ℃; for 24h; under 38002.6 Torr; Glovebox; Autoclave; Inert atmosphere;

DOI:10.1021/ja4098093

upstream raw materials:

2-Methoxybenzoic acid

phosphorus pentachloride

thionyl chloride

2-methoxybenzoic acid methyl ester

Downstream raw materials:

(2-methoxyphenyl)thiophen-2-ylmethanone

2-methoxy-benzoic acid-[3-(2-methyl-piperidino)-propylester]; hydrochloride

ortho-anisaldehyde

2-methoxy-benzoic acid-(β-piperidino-isopropyl ester)

Refernces

• 1、 Ellefson,Prodan,Brougham,Miller. "Synthesis of 8-aryltetrahydroisoquinolines as dopamine antagonists and evaluation for potential neuroleptic activity". . p. 977 - 980. Retrieved 1980.
• 2、 Chattopadhyay, Buddhadeb,Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul. "Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates". supporting information. p. 5022 - 5037. Retrieved 2021/05/04.
• 3、 Singha, Asmita,Mondal, Arnab,Nayek, Abhijit,Dey, Somdatta Ghosh,Dey, Abhishek. "Oxygen Reduction by Iron Porphyrins with Covalently Attached Pendent Phenol and Quinol". . p. 21810 - 21828. Retrieved 2021/01/11.