Methyl 4-fluoro-2-methylbenzoate

Base Information

• Chemical Name: Methyl 4-fluoro-2-methylbenzoate
• CAS No.: 174403-69-1
• Molecular Formula: C9H9FO2
• Molecular Weight: 168.168
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID00381962
• Nikkaji Number: J3.496.433E
• Wikidata: Q72490794
• Mol file: 174403-69-1.mol

Synonyms:methyl 4-fluoro-2-methylbenzoate;174403-69-1;4-FLUORO-2-METHYLBENZOIC ACID METHYL ESTER;BENZOIC ACID, 4-FLUORO-2-METHYL-, METHYL ESTER;4-Floro-2-methylbenzoic acid methyl ester;MFCD06203790;SCHEMBL1097161;methyl4-fluoro-2-methylbenzoate;DTXSID00381962;Methyl=4-fluoro-2-methylbenzoate;ZQFCTCYDRQFPBU-UHFFFAOYSA-N;CK1099;AKOS006294476;AM83079;CS-W019553;DS-1388;FS-3428;SY024505;4-fluoro-2-methyl benzoic acid methyl ester;4-Fluoro-2-methyl-benzoic acid methyl ester;FT-0704807;J3.496.433E;EN300-6748733;A881696

Chemical Property of Methyl 4-fluoro-2-methylbenzoate

Chemical Property:

• Boiling Point: 206℃
• Flash Point: 77℃
• PSA: 26.30000
• Density: 1.137
• LogP: 1.92070
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 168.05865769
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

98% ^*data from raw suppliers

Methyl4-Fluoro-2-methylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)F)C(=O)OC

Technology Process of Methyl 4-fluoro-2-methylbenzoate

There total 7 articles about Methyl 4-fluoro-2-methylbenzoate 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%

methanol (67-56-1) + 4-fluoro-2-methylbenzoic acid (321-21-1) → 4-fluoro-2-methyl benzoic acid methyl ester (174403-69-1)

Guidance literature:

With thionyl chloride; for 3h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.1c02809

Reference yield: 91.0%

methanol (67-56-1) + 4-fluoro-2-methylbenzoyl chloride (21900-43-6) → 4-fluoro-2-methyl benzoic acid methyl ester (174403-69-1)

Guidance literature:

at 20 ℃; Cooling with ice;

Reference yield: 76.0%

methanol (67-56-1) + (4-fluoro-2-methylphenyl)methanol (80141-91-9) → 4-fluoro-2-methyl benzoic acid methyl ester (174403-69-1)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; dichloro bis(acetonitrile) palladium(II); oxygen; potassium carbonate; at 60 ℃; for 3h; Schlenk technique;

DOI:10.1016/j.tet.2017.11.025

upstream raw materials:

methanol

4-fluoro-2-methylbenzoic acid

methyl iodide

4-fluoro-2-methylbenzoyl chloride

Downstream raw materials:

3-(4-fluoro-2-methylphenyl)-3-oxopropanenitrile

methyl 4-fluoro- 2-methyl-5-nitrobenzoate

methyl 4,5-diamino-2-methyl benzoate

methyl 4-amino-2-methyl-5-nitrobenzoate

Refernces

• 1、 -. "C26-LINKED RAPAMYCIN ANALOGS AS MTOR INHIBITORS". Paragraph 00486. . Retrieved 2019/11/21.
• 2、 Hu, Yongke,Li, Bindong. "Efficient and selective palladium-catalyzed direct oxidative esterification of benzylic alcohols under aerobic conditions". . p. 7301 - 7307. Retrieved 2017/11/29.