3-(Benzylthio)propanoic acid

Base Information

• Chemical Name: 3-(Benzylthio)propanoic acid
• CAS No.: 2899-66-3
• Molecular Formula: C10H12O2S
• Molecular Weight: 196.27
• Hs Code.: 2930909090
• NSC Number: 8528,5996
• DSSTox Substance ID: DTXSID00278085
• Nikkaji Number: J102.203B
• Wikidata: Q72443141
• ChEMBL ID: CHEMBL1456337
• Mol file: 2899-66-3.mol

Synonyms:3-(benzylthio)propanoic acid;2899-66-3;Mpr(Bzl)-OH;3-(benzylsulfanyl)propanoic acid;3-benzylsulfanylpropanoic acid;3-(Benzylthio)-Propionic acid;Propanoic acid, 3-[(phenylmethyl)thio]-;NSC5996;3-(Benzylthio)propionic acid;Propionic acid, 3-(benzylthio)-;NSC-5996;.beta.-(Benzylthio)propionic acid;S-Benzyl-.beta.-mercaptopropionic acid;Mpa(Bzl);(BZL)SCH2CH2COOH;NCIStruc1_000201;NCIStruc2_000051;SCHEMBL44801;CHEMBL1456337;DTXSID00278085;NCI5996;NSC8528;NSC 5996;NSC 8528;NSC-8528;BBL022628;CCG-37625;MFCD00020521;NCGC00013065;STL261672;AKOS000144734;CS-W015701;NCGC00013065-02;NCGC00096189-01;AS-63965;NCI60_004460;BB 0259490;FT-0684035;D83172;EN300-121446;Z54671437

Chemical Property of 3-(Benzylthio)propanoic acid

Chemical Property:

• Vapor Pressure: 1.51E-05mmHg at 25°C
• Refractive Index: 1.581
• Boiling Point: 351.603 °C at 760 mmHg
• PKA: pK1: 4.463 (25°C)
• Flash Point: 166.444 °C
• PSA: 62.60000
• Density: 1.198 g/cm³
• LogP: 2.39450
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 196.05580079
• Heavy Atom Count: 13
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

3-benzylsulfanylpropanoicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CSCCC(=O)O

Technology Process of 3-(Benzylthio)propanoic acid

There total 18 articles about 3-(Benzylthio)propanoic 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%

dithiocarbonic acid S,S'-dibenzyl ester (26504-28-9) + acrylic acid (79-10-7) → 3-(benzylthio)propanoic acid (2899-66-3)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; at 25 - 90 ℃; for 0.333333h;

DOI:10.1055/s-1986-31881

Reference yield: 94.0%

phenylmethanethiol (100-53-8) + acrylic acid (79-10-7) → 3-(benzylthio)propanoic acid (2899-66-3)

Guidance literature:

With tetrabutyl ammonium fluoride; at 50 ℃; for 4h;

DOI:10.1016/j.tet.2007.11.064

Reference yield: 92.0%

3-benzylthio-2-methylpropanoic acid (106664-91-9) + acrylic acid (79-10-7) → 3-(benzylthio)propanoic acid (2899-66-3)

Guidance literature:

upstream raw materials:

3-(benzylsulfanyl)propionic acid ethyl ester

(benzylsulfanyl-methyl)-malononitrile

benzyl bromide

3-mercaptopropionic acid

Downstream raw materials:

S-benzyl-3-mercaptopropanoyl chloride

3-phenylmethanesulfinyl-propionic acid

3-(benzylsulfonyl)propanoic acid

3-benzylsulfanylpropionamide

Refernces

• 1、 Xu, Ruixin,Guan, Xiaoyuan,He, Minghui,Yang, Jianwen. "Phototriggered base proliferation: A powerful 365 nm LED photoclick tool for nucleophile-initiated thiol-Michael addition reaction". . p. 914 - 918. Retrieved 2017/01/13.
• 2、 Vaismaa, Matti J. P.,Yliniemel?, Sanna M.,Lajunen, Marja K.. "An improved and green preparation of 3-(alkylthio)propionic acids". . p. 1317 - 1323. Retrieved 2008/10/09.