β-Mercaptobenzenepropanoic acid

Base Information

• Chemical Name: β-Mercaptobenzenepropanoic acid
• CAS No.: 7328-39-4
• Molecular Formula: C9H10O2S
• Molecular Weight: 182.243
• Mol file: 7328-39-4.mol

Synonyms:3-mercapto-3-phenylpropionic acid;3-mercapto-3-phenyl-propionic acid;β-Mercapto-β-phenyl-propionsaeure;3-Mercapto-3-phenyl-propionsaeure;β-Mercapto-hydrozimtsaeure;3-mercapto-3-phenylpropanoic acid;

Chemical Property of β-Mercaptobenzenepropanoic acid

Chemical Property:

• PSA: 76.10000
• LogP: 2.13220

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of β-Mercaptobenzenepropanoic acid

There total 12 articles about β-Mercaptobenzenepropanoic 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: 70.0%

(E)-3-phenylacrylic acid (140-10-3) → 3-sulfydryl-3-phenylpropionic acid (7328-39-4)

Guidance literature:

With hydrogenchloride; thiourea; In water; at 120 ℃; for 18h;

DOI:10.1039/d0ob02502j

Reference yield: 56.1%

Cinnamic acid (621-82-9) → 3-sulfydryl-3-phenylpropionic acid (7328-39-4)

Guidance literature:

With hydrogenchloride; thiourea; In water; for 11h; Heating;

Reference yield:

3-(acetylsulfanyl)-3-phenylpropanoic acid (51550-47-1) → 3-sulfydryl-3-phenylpropionic acid (7328-39-4)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

2: (i) NaN₃, benzene, (ii) aq. HCl

With thionyl chloride;

DOI:10.1002/jps.2600560524

upstream raw materials:

Ethyl 3-hydroxy-3-phenylpropanoate

β-Acetthiohydrocinnamoylchlorid

3-phenyl-3-thioxo-propionic acid

phenylpropyolic acid

Downstream raw materials:

pentaerythritol tris(3-mercapto-3-phenyl propionate)

diglycerol tetra(3-mercapto-3-phenylpropionate)

pentaerythritol tetrakis(3-mercapto-3-phenylpropionate)

β,β'-dithiobis(dihydrocinnamic acid)

Refernces

• 1、 Palate, Kleopas Y.,Epton, Ryan G.,Whitwood, Adrian C.,Lynam, Jason M.,Unsworth, William P.. "Synthesis of macrocyclic and medium-sized ring thiolactonesviathe ring expansion of lactams". supporting information. p. 1404 - 1411. Retrieved 2021/02/27.
• 2、 Stephens, Liam J.,Levina, Aviva,Trinh, Iman,Blair, Victoria L.,Werrett, Melissa V.,Lay, Peter A.,Andrews, Philip C.. "Ruthenium(II)–Arene Thiocarboxylates: Identification of a Stable Dimer Selectively Cytotoxic to Invasive Breast Cancer Cells". . p. 1188 - 1200. Retrieved 2019/12/24.