Methyl 3,4-difluorobenzoate

Base Information

• Chemical Name: Methyl 3,4-difluorobenzoate
• CAS No.: 369-25-5
• Molecular Formula: C8H6F2O2
• Molecular Weight: 172.131
• Hs Code.: 2916310090
• European Community (EC) Number: 609-313-2
• DSSTox Substance ID: DTXSID70379538
• Wikidata: Q72490093
• Mol file: 369-25-5.mol

Synonyms:Methyl 3,4-difluorobenzoate;369-25-5;Benzoic acid, 3,4-difluoro-, methyl ester;MFCD00276597;methyl3,4-difluorobenzoate;methyl 3,4-difluorobenzenecarboxylate;methyl 3,4 difluorobenzoate;methyl-3,4-difluorobenzoate;SCHEMBL383936;DTXSID70379538;DWRVHDWKWKFSAI-UHFFFAOYSA-N;AMY36983;Methyl 3,4-difluorobenzoate, 97%;AKOS005069660;CS-W017623;3.4-difluoro-benzoic acid methyl ester;SY007296;D(-)3-PHOSPHOGLYCERICACIDDISODIUMSALT;FT-0628500;12X-0841;J-522109

Chemical Property of Methyl 3,4-difluorobenzoate

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Melting Point: 23-27 °C(lit.)
• Refractive Index: 1.544
• Boiling Point: 204.2 °C at 760 mmHg
• Flash Point: 75.4 °C
• PSA: 26.30000
• Density: 1.268g/cm³
• LogP: 1.75140
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 172.03358575
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 3,4-difluorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-36/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)F)F
• Uses: Methyl 3,4-Difluorobenzoate is used in preparation of disubstituted 1,5-Naphthyridines as ALK5 inhibitors and therapeutic uses thereof.

Technology Process of Methyl 3,4-difluorobenzoate

There total 8 articles about Methyl 3,4-difluorobenzoate 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: 84.0%

methanol (67-56-1) + 3,4-Difluorobenzoic acid (455-86-7) → methyl 3,4-difluorobenzoate (369-25-5)

Guidance literature:

With thionyl chloride; at 15 ℃; for 16h; Inert atmosphere;

Reference yield: 83.0%

tert.-butylhydroperoxide (75-91-2) + 3,4 difluorobenzaldehyde (34036-07-2) → methyl 3,4-difluorobenzoate (369-25-5)

Guidance literature:

tert.-butylhydroperoxide; 3,4 difluorobenzaldehyde; In water; dimethyl sulfoxide;

In water; dimethyl sulfoxide; at 100 ℃; for 20h; Sealed tube;

DOI:10.1016/j.jcat.2020.05.032

Reference yield:

1,2-difluoro-4-(trifluoromethyl)benzene (32137-19-2) → methyl 3,4-difluorobenzoate (369-25-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / conc. sulfuric acid / 2 h / 80 °C

2: thionyl chloride / benzene / 2 h / Heating

3: 1 h / Ambient temperature

With thionyl chloride; sulfuric acid; In benzene;

DOI:10.1016/S0022-1139(00)85002-2

upstream raw materials:

methanol

3,4-Difluorobenzoic acid

1,2-difluoro-4-(trifluoromethyl)benzene

1,2-dichloro-4-(trifluoromethyl)benzene

Downstream raw materials:

methyl 3-fluoro-4-(4-hydroxypiperidin-1-yl)benzoate

Methyl 3-fluoro-4-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[5-(1,3-thiazol-2-yl)-1H-pyrrol-2-yl]phenoxy}benzoate

tert-butyl 4-(2-fluoro-4-(methoxycarbonyl)phenyl)piperazine-1-carboxylate

4-(4-(tert-butoxycarbonyl)piperazin-1-yl)-3-fluorobenzoic acid

Refernces

• 1、 -. "NON BRAIN PENETRANT A2A INHIBITORS AND METHODS FOR USE IN THE TREATMENT OF CANCERS". Paragraph 1762-1763. . Retrieved 2020/04/24.
• 2、 Li, Yong,Liu, Qingbin,Ma, Yanping,Solan, Gregory A.,Sun, Wen-Hua,Wang, Zheng,Zhang, Qiuyue,Zhao, Ziwei,Zhong, Yanxia. "Ruthenium-catalyzed hydrogenation of CO2as a route to methyl esters for use as biofuels or fine chemicals". . p. 6766 - 6774. Retrieved 2020/08/25.