4-Mercaptobenzaldehyde

Base Information

• Chemical Name: 4-Mercaptobenzaldehyde
• CAS No.: 91358-96-2
• Molecular Formula: C7H6OS
• Molecular Weight: 138.19
• DSSTox Substance ID: DTXSID80448284
• Nikkaji Number: J741.165K
• Wikidata: Q82267261
• Mol file: 91358-96-2.mol

Synonyms:4-MERCAPTOBENZALDEHYDE;91358-96-2;4-sulfanylbenzaldehyde;Benzaldehyde, 4-mercapto-;Formylbenzenethiol;p-mercaptobenzaldehyde;p-mercapto-benzaldehyde;4-mercapto-benzaldehyde;SCHEMBL498872;DTXSID80448284;NRLPPGBADQVXSJ-UHFFFAOYSA-N;BCP33743;AKOS006275726;CS-0528525;EN300-673696;4-Sulfanylbenzaldehyde;Z1198150788

Chemical Property of 4-Mercaptobenzaldehyde

Chemical Property:

• Melting Point: 130 °C
• Boiling Point: 257.061 °C at 760 mmHg
• PKA: 5.25±0.10(Predicted)
• Flash Point: 109.267 °C
• PSA: 55.87000
• Density: 1.215 g/cm³
• LogP: 1.78780
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: DMF (Slightly, Sonicated), DMSO (Very Slightly, Sonicated)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 138.01393598
• Heavy Atom Count: 9
• Complexity: 95.1

Purity/Quality:

99% ^*data from raw suppliers

4-Mercaptobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)S
• Uses: 4-Mercaptobenzaldehyde is a p-thiol substituted benzaldehyde used in the preparation of chemopreventative agents. 4-Mercaptobenzaldehyde can be used in the capture of molecules for detection of nerve agents using surface-enhanced Raman spectroscopy.

Technology Process of 4-Mercaptobenzaldehyde

There total 14 articles about 4-Mercaptobenzaldehyde 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: 93.0%

4-bromo-benzaldehyde (1122-91-4) → 4-mercaptobenzaldehyde (91358-96-2)

Guidance literature:

With copper(ll) sulfate pentahydrate; caesium carbonate; ethane-1,2-dithiol; In dimethyl sulfoxide; at 110 ℃; for 20h; Inert atmosphere;

DOI:10.1002/adsc.201400941

Reference yield: 91.0%

p-(iodophenyl)carboxaldehyde (15164-44-0) → 4-mercaptobenzaldehyde (91358-96-2)

Guidance literature:

With copper(ll) sulfate pentahydrate; caesium carbonate; ethane-1,2-dithiol; In dimethyl sulfoxide; at 90 ℃; for 20h; Inert atmosphere;

DOI:10.1002/adsc.201400941

Reference yield: 68.0%

4-Triisopropylsilanylsulfanyl-benzaldehyde → 4-mercaptobenzaldehyde (91358-96-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/0040-4039(96)00873-8

upstream raw materials:

4-formylphenyl thiocyanate

4-(Methylthio)benzaldehyde

p-methylsulfinylbenzaldehyde

4-(trifluormethanesulfonyloxy)benzaldehyde

Downstream raw materials:

1,2-bis[4-(formyl)phenyl]disulfane

4-morpholin-4-ylmethylene-cyclohexa-2,5-dienethione

4-(n;n-Dioctylaminomethylen)-2,5-cyclohexadien-1-thion

4-(benzylmercapto)benzaldehyde

Refernces

• 1、 Liu, Yajun,Kim, Jihye,Seo, Heesun,Park, Sunghyouk,Chae, Junghyun. "Copper(II)-Catalyzed Single-Step Synthesis of Aryl Thiols from Aryl Halides and 1,2-Ethanedithiol". supporting information. p. 2205 - 2212. Retrieved 2015/07/27.
• 2、 -. "Substituted 1,3-diphenylprop-2-en-1-one derivatives and preparation and uses thereof". Page/Page column 17. . Retrieved 2008/06/13.