2-(Benzhydrylthio)acetic acid

Base Information

• Chemical Name: 2-(Benzhydrylthio)acetic acid
• CAS No.: 63547-22-8
• Molecular Formula: C15H14O2S
• Molecular Weight: 258.341
• Hs Code.: 2930909090
• UNII: EGH8L3D5QF
• DSSTox Substance ID: DTXSID30366464
• Nikkaji Number: J2.263.035K
• Wikidata: Q72473402
• Mol file: 63547-22-8.mol

Synonyms:63547-22-8;2-(benzhydrylthio)acetic acid;2-[(Diphenylmethyl)thio]acetic acid;Benzhydrylsulfanyl acetic acid;(benzhydrylthio)acetic acid;2-benzhydrylsulfanylacetic Acid;Acetic acid, [(diphenylmethyl)thio]-;(benzhydrylsulfanyl)acetic acid;benzhydryl thioacetic acid;2-((Diphenylmethyl)thio)acetic acid;EGH8L3D5QF;2-[(diphenylmethyl)sulfanyl]acetic acid;MFCD05262040;Acetic acid, ((diphenylmethyl)thio)-;2-((Diphenylmethyl)sulfanyl)acetic acid;2-[(Diphenylmethyl)thio]aceticAcid-d10;Acetic acid, 2-((diphenylmethyl)thio)-;2-(Benzhydrylthio)aceticAcid;UNII-EGH8L3D5QF;(Diphenylmethylthio)acetic Acid;SCHEMBL2577670;DTXSID30366464;HTHFEDOFDBZPRX-UHFFFAOYSA-N;HMS1766C11;AMY15077;AKOS000116816;2-[(diphenylmethyl) thio] acetic acid;AC-8094;AF-0005;2-[(diphenylmethyl)sulfenyl]acetic acid;SY018115;B4175;CS-0008363;FT-0640895;EN300-08898;A834410;SR-01000050233;SR-01000050233-1;Z19691345

Chemical Property of 2-(Benzhydrylthio)acetic acid

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 2.07E-07mmHg at 25°C
• Melting Point: 127-129 °C
• Refractive Index: 1.622
• Boiling Point: 408.6 °C at 760 mmHg
• PKA: 3.68±0.10(Predicted)
• Flash Point: 200.9 °C
• PSA: 62.60000
• Density: 1.223 g/cm³
• LogP: 3.59380
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 258.07145086
• Heavy Atom Count: 18
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

2-[(Diphenylmethyl)thio]aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)SCC(=O)O
• Uses: Intermediate in the preparation of Modafinil

Technology Process of 2-(Benzhydrylthio)acetic acid

There total 11 articles about 2-(Benzhydrylthio)acetic 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: 100.0%

1,1-Diphenylmethanol (91-01-0) + mercaptoacetic acid (68-11-1) → (benzhydrylthio)acetic acid (63547-22-8)

Guidance literature:

With trifluoroacetic acid; for 0.5h; Ambient temperature;

DOI:10.1021/jm00072a019

Reference yield: 99.4%

bromobenzene (108-86-1,52753-63-6) + S-benzylmercaptoacetic acid (103-46-8) → (benzhydrylthio)acetic acid (63547-22-8)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (oxan-4-yl)diphenylphosphine; silver trifluoromethanesulfonate; acetic acid; cerous nitrate; In N,N-dimethyl acetamide; at 100 ℃; for 9h; Temperature; Reagent/catalyst; Solvent;

Reference yield: 93.0%

1,1-Diphenylmethanol (91-01-0) + sodium carboxymethyl thiosulfate (89619-93-2) → (benzhydrylthio)acetic acid (63547-22-8)

Guidance literature:

With formic acid; In water; at 70 ℃;

DOI:10.1007/s11172-013-0159-1

upstream raw materials:

1-methyl-4-nitrosobenzene

(2-oxo-1,1,2-triphenyl-ethylsulfanyl)-acetic acid

1,1-Diphenylmethanol

mercaptoacetic acid

Downstream raw materials:

((diphenylmethyl)sulfonyl)acetic acid

modafinil acid

2-(diphenylmethylthio)acetamide

(S)-(+)-(diphenylmethanesulfinyl)acetic acid

Refernces

• 1、 -. "A kind of central nervous system drugs intermediate arab League Qu Feini the synthetic method of the compound of". Paragraph 0054-0056. . Retrieved 2017/03/17.
• 2、 Okunola-Bakare, Oluyomi M.,Cao, Jianjing,Kopajtic, Theresa,Katz, Jonathan L.,Loland, Claus J.,Shi, Lei,Newman, Amy Hauck. "Elucidation of structural elements for selectivity across monoamine transporters: Novel 2-[(diphenylmethyl)sulfinyl]acetamide (modafinil) analogues". . p. 1000 - 1013. Retrieved 2014/03/21.