Methyl thiosalicylate

Base Information

• Chemical Name: Methyl thiosalicylate
• CAS No.: 4892-02-8
• Molecular Formula: C8H8O2S
• Molecular Weight: 168.216
• Hs Code.: 29309090
• European Community (EC) Number: 628-716-4
• NSC Number: 30156
• DSSTox Substance ID: DTXSID30863468
• Nikkaji Number: J42.043C
• Mol file: 4892-02-8.mol

Synonyms:Methyl thiosalicylate;Methyl 2-mercaptobenzoate;4892-02-8;Methyl 2-sulfanylbenzoate;Methyl o-mercaptobenzoate;methyl-2-mercaptobenzoate;USAF MA-15;Benzoic acid, 2-mercapto-, methyl ester;MFCD00060678;Methyl-o-mercaptobenzoate;BENZOIC ACID, o-MERCAPTO-, METHYL ESTER;2-(Methoxycarbonyl)thiophenol;2-Mercaptobenzoic Acid Methyl Ester;NSC 30156;BRN 0956859;AI3-26181;2-carbomethoxythiophenol;Methyl ar-thiosalicylate;2-carbmethoxy thiophenol;methyl 2-mercapto-benzoate;WLN: 1SVR;Methyl 2-sulfanylbenzoate #;Methyl thiosalicylate, 97%;2-Mercaptobenzoic acid methyl;SCHEMBL212175;Thiosalicylic Acid Methyl Ester;DTXSID30863468;2-Mercapto- benzoicacid-methylester;NSC30156;2-mercapto-benzoic acid methyl ester;NSC-30156;AKOS009166691;CS-W017801;DS-3262;LS-37791;SY025573;FT-0671950;M1881;EN300-29831;4-10-00-00280 (Beilstein Handbook Reference);A918287

Chemical Property of Methyl thiosalicylate

Chemical Property:

• Appearance/Colour: clear colorless to light yellow or light green
• Vapor Pressure: 0.00681mmHg at 25°C
• Melting Point: 164 °C
• Refractive Index: n20/D 1.591(lit.)
• Boiling Point: 261.9 °C at 760 mmHg
• PKA: 5.84±0.43(Predicted)
• Flash Point: 161.5 °C
• PSA: 65.10000
• Density: 1.202 g/mL at 25 °C(lit.)
• LogP: 1.76190
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• 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:

99.9% ^*data from raw suppliers

Methyl2-Mercaptobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1S
• Uses: Methyl 2-Mercaptobenzoate (cas# 4892-02-8) is a compound useful in organic synthesis. Methyl thiosalicylate may be used:in the synthesis of thioxanthone, an efficient enantioselective organocatalyst for the intramolecular [2+2] photocycloaddition reactionas anionic bidentate ligand, in the preparation of ′2+1′ type complexes of [(99m)Tc]-tricarbonyltechnetium(I) and [(188)Re]-tricarbonylrhenium(I)in the synthesis of a series of benzisothiazolone derivativesin the synthesis of a new fused benzoheterocyclic compound, [1]benzothieno[3,2-b]furan

Technology Process of Methyl thiosalicylate

There total 21 articles about Methyl thiosalicylate 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%

bis[2-(methoxycarbonyl)phenyl]disulfide (5459-63-2) → Methyl thiosalicylate (4892-02-8)

Guidance literature:

With hydrogenchloride; diphenylphosphinopolystyrene; In tetrahydrofuran; for 24h; Heating;

DOI:10.1021/jo00188a028

Reference yield: 94.0%

4H-3,1-benzoxathiin-4-thione (77586-85-7) → Methyl thiosalicylate (4892-02-8)

Guidance literature:

4H-3,1-benzoxathiin-4-thione; at 850 ℃; under 0.0015 Torr;

In methanol; at -78 ℃;

DOI:10.1002/hlca.200690104

Reference yield: 87.0%

methyl 2-(benzoylthio)benzoate → 2-phenylbenzo[b]thiophene (1207-95-0) + Methyl thiosalicylate (4892-02-8)

Guidance literature:

With lithium aluminium tetrahydride; titanium tetrachloride; zinc; In dichloromethane; for 2h; Heating;

DOI:10.1055/s-2007-980345

upstream raw materials:

methanol

2-thiocyanatobenzoic acid

Thiosalicylic acid

benzothietan-2-one

Downstream raw materials:

methyl 2-(2-nitrophenylthio)[14C]benzoate

2?(2?nitrophenylsulfanyl)benzoic acid

2-(4,5-dimethyl-2-nitro-phenylsulfanyl)-benzoic acid methyl ester

(2-methoxycarbonyl-phenylsulfanyl)-acetic acid

Refernces

• 1、 Bian, Qingyuan,Kong, Fred Ka-Wai,Leung, Ken Cham-Fai,Ng, Maggie,Tang, Fung-Kit,Tse, Anfernee Kai-Wing,Tse, Yu-Chung,Yam, Vivian Wing-Wah,Zhu, Jiaqian. "A BODIPY-based fluorescent sensor for the detection of Pt2+ and Pt drugs". . p. 2695 - 2698. Retrieved 2020/03/13.
• 2、 Zheng, Xiufang,Liang, Chungen,Wang, Lisha,Wang, Baoxia,Liu, Yongfu,Feng, Song,Wu, Jim Zhen,Gao, Lu,Feng, Lichun,Chen, Li,Guo, Tao,Shen, Hong C.,Yun, Hongying. "Discovery of Benzoazepinequinoline (BAQ) Derivatives as Novel, Potent, Orally Bioavailable Respiratory Syncytial Virus Fusion Inhibitors". . p. 10228 - 10241. Retrieved 2018/11/23.