2-(Benzylsulfanyl)benzenecarboxylic acid

Base Information

• Chemical Name: 2-(Benzylsulfanyl)benzenecarboxylic acid
• CAS No.: 1531-80-2
• Molecular Formula: C14H12 O2 S
• Molecular Weight: 244.314
• Hs Code.: 2930909090
• European Community (EC) Number: 878-974-9
• NSC Number: 99111
• DSSTox Substance ID: DTXSID20294984
• Nikkaji Number: J2.251.580B
• Wikidata: Q82034633
• ChEMBL ID: CHEMBL4442818
• Mol file: 1531-80-2.mol

Synonyms:1531-80-2;2-(benzylsulfanyl)benzenecarboxylic acid;2-(benzylthio)benzoic acid;2-benzylsulfanylbenzoic acid;2-(benzylsulfanyl)benzoic acid;NSC99111;2-(benzylthio)benzoicacid;CBMicro_030205;S-benzyl thiosalicylic acid;Cambridge id 5855860;2-benzylsulfanyl-benzoic acid;2-Benzylsulfanyl Benzoic Acid;DivK1c_005581;F0365-0008;SCHEMBL1901284;CHEMBL4442818;DTXSID20294984;IQMZULGMADGDLC-UHFFFAOYSA-N;HMS1787H20;2-[(phenylmethyl)thio]benzoic acid;CCG-50984;MFCD00995231;NSC-99111;STK330614;AKOS000141963;7K-659S;AT22896;CDS1_004541;BIM-0030094.P001;CS-0309224;FT-0680564;EN300-1700792;DIETHYL5-OXOCYCLOOCTANE-1,1-DICARBOXYLATE;J-506253;SR-01000640316-1;Z55950607

Chemical Property of 2-(Benzylsulfanyl)benzenecarboxylic acid

Chemical Property:

• Vapor Pressure: 2.46E-07mmHg at 25°C
• Melting Point: 180-182°C
• Boiling Point: 406.5°Cat760mmHg
• PKA: 3.52±0.36(Predicted)
• Flash Point: 199.6°C
• PSA: 62.60000
• Density: 1.27g/cm³
• LogP: 3.67710
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 244.05580079
• Heavy Atom Count: 17
• Complexity: 249

Purity/Quality:

99%, ^*data from raw suppliers

2-(Benzylsulfanyl)benzenecarboxylic acid >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CSC2=CC=CC=C2C(=O)O

Technology Process of 2-(Benzylsulfanyl)benzenecarboxylic acid

There total 31 articles about 2-(Benzylsulfanyl)benzenecarboxylic 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: 97.0%

phenylmethanethiol (100-53-8) + 2-bromobenzoic-acid (88-65-3) → 2-(benzylthio)benzoic acid (1531-80-2)

Guidance literature:

With copper(I) oxide; copper; potassium carbonate; In 2-ethoxy-ethanol; at 130 ℃; for 12h;

DOI:10.1055/s-2007-990875

Reference yield: 94.0%

benzyl bromide (100-39-0) + Thiosalicylic acid (147-93-3) → 2-(benzylthio)benzoic acid (1531-80-2)

Guidance literature:

With potassium carbonate; In water; acetone; for 8h; Reflux; Inert atmosphere;

DOI:10.1007/s10870-018-0705-7

Reference yield: 91.0%

o-benzyl mercapto-benzonitrile (63216-04-6) → 2-(benzylthio)benzoic acid (1531-80-2)

Guidance literature:

o-benzyl mercapto-benzonitrile; With sodium hydroxide; In ethylene glycol; at 130 ℃;

With hydrogenchloride; In water;

DOI:10.1039/d1cc03243g

upstream raw materials:

1-methyl-4-nitrosobenzene

2-(4'-methoxy-3'-nitro-α'-oxo-bibenzyl-α-ylmercapto)-benzoic acid

benzyl chloride

Thiosalicylic acid

Downstream raw materials:

2-(benzylthio)-N,N-dimethylbenzamide

(2-benzylthiobenzoyl)ferrocene

bis[(S-benzyl)thiosalicylate]palladium(II)

2-benzylsulfinylphenylmethanol

Refernces

• 1、 Nikoli?, Milo? V.,Mijajlovi?, Marina ?.,Jevti?, Verica V.,Ratkovi?, Zoran R.,Novakovi?, Sladjana B.,Bogdanovi?, Goran A.,Milovanovi?, Jelena,Arsenijevi?, Aleksandar,Stojanovi?, Bojana,Trifunovi?, Sre?ko R.,Radi?, Gordana P.. "Cytotoxicity of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-ethyl derivative of thiosalicylic acid". . p. 264 - 271. Retrieved 2016.
• 2、 Cai, Xiaoqing,Chen, Qian,Chen, Xiaojian,Gao, Yang,Huo, Yanping,Li, Xianwei,Ouyang, Wensen,Rao, Jianhang,Wang, Jie. "Sequential C-H activation enabled expedient delivery of polyfunctional arenes". . p. 8075 - 8078. Retrieved 2021/08/20.
• 3、 Lee, Jae In. "Novel Synthesis of Thioaurones by the Regioselective Cyclization of 1-(2-Benzylthio)phenyl-3-phenyl-2-propyn-1-ones Derived from Thiosalicylic Acid". . p. 70 - 73. Retrieved 2019/01/04.