2-(Methylthio)benzoic acid

Base Information

• Chemical Name: 2-(Methylthio)benzoic acid
• CAS No.: 3724-10-5
• Molecular Formula: C8H8O2S
• Molecular Weight: 168.216
• Hs Code.: 2930909090
• European Community (EC) Number: 630-003-8
• NSC Number: 151478,145347,104019,221934,218090
• DSSTox Substance ID: DTXSID70190720
• Nikkaji Number: J87.236I
• Wikidata: Q72491361
• Mol file: 3724-10-5.mol

Synonyms:2-(Methylthio)benzoic acid;3724-10-5;2-(Methylsulfanyl)benzoic acid;Benzoic acid, 2-(methylthio)-;2-methylsulfanylbenzoic acid;o-(Methylthio)benzoic acid;BENZOIC ACID, o-(METHYLTHIO)-;2-Methylmercaptobenzoic acid;2-Carboxyphenyl methyl sulfide;2-(methylmercapto)benzoic acid;NSC 218090;Acide methyl-S-2-benzoique;MFCD00029934;Acide methyl-S-2-benzoique [French];NSC 104019;NSC 145347;NSC 151478;NSC 221934;BRN 0972385;2-methylthiobezoic acid;carboxythioanisole;Enamine_005727;SCHEMBL709788;DTXSID70190720;2-(Methylsulfanyl)benzoic acid #;HMS1410E07;2-(Methylthio)benzoic acid, 97%;BBL100116;FD7329;NSC104019;NSC145347;NSC151478;NSC218090;NSC221934;STL511346;AKOS000264449;CS-W017800;FS-1045;NSC-104019;NSC-145347;NSC-151478;NSC-218090;NSC-221934;IDI1_007962;NCGC00337580-01;LS-37982;SY048265;FT-0608857;M1953;EN300-17330;AB01328835-02;4-10-00-00273 (Beilstein Handbook Reference);AA-516/30041011;W-204276;Z56921447;F2147-1697

Chemical Property of 2-(Methylthio)benzoic acid

Chemical Property:

• Vapor Pressure: 0.000607mmHg at 25°C
• Melting Point: 169-173 °C(lit.)
• Boiling Point: 297.4 °C at 760 mmHg
• PKA: 3.67±0.10(Predicted)
• Flash Point: 133.7 °C
• PSA: 62.60000
• Density: 1.28 g/cm³
• LogP: 2.10670
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in Methanol.
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 168.02450067
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

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

2-(Methylthio)benzoic Acid >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CSC1=CC=CC=C1C(=O)O
• Uses: 2-(Methylthio)benzoic acid is used as an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dye stuffs.

Technology Process of 2-(Methylthio)benzoic acid

There total 61 articles about 2-(Methylthio)benzoic acid 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: 98.0%

Thiosalicylic acid (147-93-3) + methyl iodide (74-88-4) → 2-(methylthio)benzoic acid (3724-10-5)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 2h;

DOI:10.1021/acs.orglett.0c02090

Reference yield: 90.0%

2-(methylsulfinyl)benzoic acid (19093-34-6) → 2-(methylthio)benzoic acid (3724-10-5)

Guidance literature:

With 2,3-dimethyl-2,3-butane diol; [MoO₂Cl₂(dmf)₂]; at 90 ℃; for 4h; chemoselective reaction; Neat (no solvent);

DOI:10.1002/adsc.201100877

Reference yield: 88.0%

carbon dioxide (124-38-9,18923-20-1) + 1-[2-(methylsulfanyl)phenyl]diazonium tetrafluoroborate → 2-(methylthio)benzoic acid (3724-10-5)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; In N,N-dimethyl-formamide; for 2h; Electrochemical reaction;

DOI:10.1016/j.tetlet.2006.09.132

upstream raw materials:

2-thiocyanatobenzoic acid

sodium methyl sulfate

o-Carboxybenzenediazonium

diethyl ether

Downstream raw materials:

3-hydroxybenzothiophene

thioindoxyl

2-(methylsulfinyl)benzoic acid

2-(methylsulfonyl)benzoic acid

Refernces

• 1、 Hedberg, Christinne,Jessen, Kamilla S.,Hansson, Rikke F.,Heuckendorff, Mads,Jensen, Henrik H.. "Palladium-Catalyzed C-S Bond Formation as a Tool for Latent-Active Glycosylation". supporting information. p. 7068 - 7072. Retrieved 2020/10/02.
• 2、 Rotondi, Giulia,Guglielmi, Paolo,Carradori, Simone,Secci, Daniela,De Monte, Celeste,De Filippis, Barbara,Maccallini, Cristina,Amoroso, Rosa,Cirilli, Roberto,Akdemir, Atilla,Angeli, Andrea,Supuran, Claudiu T.. "Design, synthesis and biological activity of selective hCAs inhibitors based on 2-(benzylsulfinyl)benzoic acid scaffold". . p. 1400 - 1413. Retrieved 2019/08/26.