4-Mercaptobenzoic acid

Base Information

• Chemical Name: 4-Mercaptobenzoic acid
• CAS No.: 1074-36-8
• Molecular Formula: C7H6O2S
• Molecular Weight: 154.189
• Hs Code.: 2930.90
• European Community (EC) Number: 600-825-1
• NSC Number: 32022
• DSSTox Substance ID: DTXSID40148036
• Nikkaji Number: J402.366H
• Wikidata: Q72488478
• ChEMBL ID: CHEMBL98938
• Mol file: 1074-36-8.mol

Synonyms:4-mercaptobenzoate;4-mercaptobenzoic acid;para-mercaptobenzoate

Chemical Property of 4-Mercaptobenzoic acid

Chemical Property:

• Appearance/Colour: Cream colour crystalline solid
• Vapor Pressure: 0.0112mmHg at 25°C
• Melting Point: 215-224 °C(lit.)
• Boiling Point: 314.278 °C at 760 mmHg
• PKA: 4.05±0.10(Predicted)
• Flash Point: 143.871 °C
• PSA: 76.10000
• Density: 1.346 g/cm³
• LogP: 1.67350
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Solubility.: soluble in Alcohol,Ether
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 154.00885060
• Heavy Atom Count: 10
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

4-Mercaptobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)O)S
• Uses: Gold nanostructures functionalized with 4-Mercaptobenzoic acid (4-MBA) may exhibit improve catalytic activity. Several studies report 4-MBA as a model analyte for surface enhancement Raman scattering (SERS) substrates.

Technology Process of 4-Mercaptobenzoic acid

There total 27 articles about 4-Mercaptobenzoic 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%

S-(4-carbomethoxyphenyl) N,N-dimethylthiocarbamate (13511-93-8) → 4-mercaptobenzoic acid (1074-36-8)

Guidance literature:

With sodium hydroxide; In methanol; water; for 3h; Heating;

DOI:10.1039/DT9900003375

Reference yield: 94.0%

4-mercaptobenzyl alcohol (53339-53-0) → 4-mercaptobenzoic acid (1074-36-8)

Guidance literature:

With diethylene glycol dimethyl ether; at 70 ℃; for 0.5h; Sonication;

Reference yield: 94.0%

S-acetyl-4-mercaptobenzoic acid (24197-62-4) → 4-mercaptobenzoic acid (1074-36-8)

Guidance literature:

With sodium thiomethoxide; In methanol; at 23 ℃; for 0.5h;

DOI:10.1016/S0040-4039(98)00421-3

upstream raw materials:

p-carboxyphenylsulfonyl chloride

4,4'-Dithiobisbenzoic acid

potassium ethyl xanthogenate

4-amino-benzoic acid

Downstream raw materials:

methyl 4-mercaptobenzoate

4,4'-Dithiobisbenzoic acid

S-acetyl-4-mercaptobenzoic acid

4-{2-[bis-(2-chloro-ethyl)-amino]-2-oxo-2λ⁵-[1,3,2]oxazaphosphinan-4-ylsulfanylmethyl}-benzoic acid

Refernces

• 1、 Quadrelli, Paolo. "Solid phase synthesis of bicyclic pyrrolidines". . . Retrieved 2021/11/17.
• 2、 Zheng, Yiwu,Shen, Yang,Meng, Xiaoting,Wu, Yaqi,Zhao, Yibing,Wu, Chuanliu. "Stabilizing p-Dithiobenzyl Urethane Linkers without Rate-Limiting Self-Immolation for Traceless Drug Release". . p. 1196 - 1203. Retrieved 2019/05/28.