4-Mercaptobenzyl alcohol

Base Information

• Chemical Name: 4-Mercaptobenzyl alcohol
• CAS No.: 53339-53-0
• Molecular Formula: C7H8OS
• Molecular Weight: 140.206
• Hs Code.: 2930909899
• European Community (EC) Number: 823-269-3
• DSSTox Substance ID: DTXSID40405479
• Nikkaji Number: J707.860I
• Wikidata: Q72488503
• Mol file: 53339-53-0.mol

Synonyms:4-Mercaptobenzyl alcohol;53339-53-0;(4-mercaptophenyl)methanol;(4-sulfanylphenyl)methanol;Benzenemethanol, 4-mercapto-;4-Mercaptobenzyl Alcohol, 90%;4-Mercaptobenzyl Alcohol, 90per cent;4-Mercapto benzyl alcohol;Benzenemethanol,4-mercapto-;4-mercapto benzylalcohol;SCHEMBL544552;DTXSID40405479;XBKHQENGCLDART-UHFFFAOYSA-N;BCP18396;AKOS006274045;AB87790;AS-55191;AM20040654;CS-0197752;FT-0618861;EN300-131552;Y11017;A829522;J-515613;tert-butyl2-benzyl-2,7-diazaspiro[4.5]decane-7-carboxylate;StratoSpheres(TM) PL-HTP (Hydroxythiophenol) resin, 50-100 mesh, extent of labeling: 1.6 mmol/g loading, 1 % cross-linked

Chemical Property of 4-Mercaptobenzyl alcohol

Chemical Property:

• Appearance/Colour: White Crystal
• Vapor Pressure: 0.00213mmHg at 25°C
• Melting Point: 52-54 °C
• Refractive Index: 1.623
• Boiling Point: 277.7 °C at 760 mmHg
• PKA: 6.51±0.10(Predicted)
• Flash Point: 121.8 °C
• PSA: 59.03000
• Density: 1.21 g/cm³
• LogP: 1.46760
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 140.02958605
• Heavy Atom Count: 9
• Complexity: 77

Purity/Quality:

99% ^*data from raw suppliers

4-MercaptobenzylAlcohol,90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CO)S

Technology Process of 4-Mercaptobenzyl alcohol

There total 20 articles about 4-Mercaptobenzyl alcohol 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%

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

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.bioorg.2020.104462

Reference yield: 89.0%

4-iodo-benzyl alcohol (18282-51-4) → 4-mercaptobenzyl alcohol (53339-53-0)

Guidance literature:

4-iodo-benzyl alcohol; With copper(l) iodide; potassium carbonate; sulfur; In N,N-dimethyl-formamide; at 90 ℃; for 12h; Inert atmosphere;

With sodium tetrahydroborate; In N,N-dimethyl-formamide; at 40 ℃; Inert atmosphere; Cooling with ice;

DOI:10.1021/ol902186d

Reference yield: 81.0%

4-(pentafluoro-λ6-sulphanyl)benzoic acid (832-32-6) → [4-(pentafluoro-λ6-sulfanyl)phenyl]methanol (773872-73-4) + 4-mercaptobenzyl alcohol (53339-53-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -5 - 20 ℃;

upstream raw materials:

diethyl 4,4'-dithiobis

4-(methylthio)benzyl alcohol

methyl 4-mercaptobenzoate

dimethyl 4,4'-dithiobisbenzoate

Downstream raw materials:

[4-(Acridin-9-ylsulfanyl)-phenyl]-methanol

4-<(3-methoxy-9-acridinyl)thio>benzyl alcohol

C₁₃H₁₀ClNO₂S₂

4-(2-Pyridinyldithio)benzylmitomycin C-1a-carboxylate

Refernces

• 1、 Cianferotti, Claudio,Faltoni, Valentina,Cini, Elena,Ermini, Elena,Migliorini, Francesca,Petricci, Elena,Taddei, Maurizio,Salvini, Laura,Battistuzzi, Gianfranco,Milazzo, Ferdinando Maria,Anastasi, Anna Maria,Chiapparino, Caterina,De Santis, Rita,Giannini, Giuseppe. "Antibody drug conjugates with hydroxamic acid cargos for histone deacetylase (HDAC) inhibition". . p. 867 - 870. Retrieved 2021.
• 2、 Kumazawa, Miyuki,Tejima, Manabu,Fukuda, Miwa,Takeda, Shota,Suzuki, Kenji,Mizumoto, Yukiko,Sato, Kakeru,Waki, Minoru,Miyachi, Hiroyuki,Asai, Akira,Takikawa, Osamu,Hashimoto, Tomoko,Ohno, Osamu,Matsuno, Kenji. "Discovery of Carbono(di)thioates as Indoleamine 2,3-Dioxygenase 1 Inhibitors". supporting information. p. 211 - 216. Retrieved 2021/02/01.