2-Mercaptobenzaldehyde

Base Information

• Chemical Name: 2-Mercaptobenzaldehyde
• CAS No.: 29199-11-9
• Molecular Formula: C7H6 O S
• Molecular Weight: 138.19
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID80401273
• Nikkaji Number: J947.179K
• Wikidata: Q72508928
• Mol file: 29199-11-9.mol

Synonyms:2-MERCAPTOBENZALDEHYDE;29199-11-9;2-sulfanylbenzaldehyde;Benzaldehyde, 2-mercapto-;thiosalicylaldehyde;SCHEMBL615466;DTXSID80401273;AKOS016025506;AM806659;BS-52577;EN300-673697;A937432

Chemical Property of 2-Mercaptobenzaldehyde

Chemical Property:

• Boiling Point: 248.5±23.0 °C(Predicted)
• PKA: 5.90±0.43(Predicted)
• PSA: 55.87000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 1.78780
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 138.01393598
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

98%Min ^*data from raw suppliers

2-MERCAPTOBENZALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Mercaptobenzaldehyde

There total 24 articles about 2-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: 100.0%

o-hydroxymethyl thiophenol (4521-31-7) → 2-formylthiophenol (29199-11-9)

Guidance literature:

With dihydrogen peroxide; In neat (no solvent); at 80 ℃; for 4h; Green chemistry;

DOI:10.1002/aoc.5453

Reference yield: 91.0%

2-(2-bromophenyl)-1,3-dioxolan (34824-58-3) → 2-formylthiophenol (29199-11-9)

Guidance literature:

2-(2-bromophenyl)-1,3-dioxolan; With magnesium; In tetrahydrofuran; at 0 ℃; for 1h; Reflux;

With sulfur; In tetrahydrofuran; at 20 ℃;

With hydrogenchloride; water; In tetrahydrofuran; water; for 2h; Reflux;

DOI:10.1002/cjoc.201200433

Reference yield: 83.0%

thiophenol (108-98-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-formylthiophenol (29199-11-9)

Guidance literature:

thiophenol; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine;

N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.07.057

upstream raw materials:

o-rhodano-benzaldehyde

2-mercapto-N-methyl-N-phenylbenzamide

2,2'-dithiodibenzaldehyde

ethyl 2-sulfanylacetate

Downstream raw materials:

benzo[b]thiophene-2-carboxylic acid

ethyl benzo[b]thiophene-2-carboxylate

Refernces

• 1、 Cozzolino, Mariachiara,Melchionno, Flavia,Santulli, Federica,Mazzeo, Mina,Lamberti, Marina. "Aldimine-Thioether-Phenolate Based Mono- and Bimetallic Zinc Complexes as Catalysts for the Reaction of CO2 with Cyclohexene Oxide". . p. 1645 - 1653. Retrieved 2020.
• 2、 Kasmai, Hamid S.,Mischke, Steven G.. "An Efficient and Convenient Synthesis of 2-Mercaptobenzaldehyde". . p. 763 - 765. Retrieved 1989.
• 3、 Nyoni, Dubekile,Lobb, Kevin A.,Kaye, Perry T.. "Dual-catalyst acceleration of tandem disulfide cleavage and baylis-hillman synthesis of 2 H-1-benzothiopyran derivatives". . p. 1837 - 1841. Retrieved 2013.
• 4、 Yang, Lei,Zhou, Shun,Zhao, Jian-Qiang,You, Yong,Wang, Zhen-Hua,Zhou, Ming-Qiang,Yuan, Wei-Cheng. "A cascade deprotonation/intramolecular aldol reaction of α-carbonyl sulfonium ylides with 2-mercaptoindole-3-carbaldehydes and 2-mercaptobenzaldehydes to access thieno[2,3-b]indoles and benzothiophenes". . p. 3678 - 3686. Retrieved 2021/05/05.