5398-77-6

Basic information

• Product Name: 4-Methylsulphonyl benzaldehyde
• Synonyms: 4-METHYLSULPHONYLBENZALDEHYDE: 4-(METHYLSULFONYL)BENZALDEHYDE;4-Mesylbenzaldehyde;4-Methylsulphonyl benzaldehyde,95%;4-Methylsulphonyl be;4-Methylsulphonyl benzaldehyde, 95% 2.5GR;4-Formylphenyl methyl sulphone;Benzaldehyde,4-(Methylsulfonyl)-;Of thiaMphenicol benzaldehyde
• CAS NO: 5398-77-6
• Molecular Formula: C₈H₈O₃S
• Molecular Weight: 184.21
• EINECS: 1312995-182-4
• Product Categories: Boron, Nitrile, Thio,& TM-Cpds;Carbonyl Compounds;Aromatic Aldehydes & Derivatives (substituted);Aldehydes;Phenyls & Phenyl-Het;Benzaldehyde;Phenyls & Phenyl-Het;Intermediate product of Veterinary Thiamphenicol
• Mol File: 5398-77-6.mol
• Article Data: 79

Chemical Properties

• Melting Point: 155-161 °C
• Boiling Point: 288.16°C (rough estimate)
• Flash Point: 242.1°C
• Appearance: Light yellow-beige to light brown/Crystalline Powder or Crystals
• Density: 1.3761 (rough estimate)
• Vapor Pressure: 6.35E-06mmHg at 25°C
• Refractive Index: 1.5151 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Chloroform, Methanol
• Stability: Hygroscopic
• CAS DataBase Reference: 4-Methylsulphonyl benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylsulphonyl benzaldehyde(5398-77-6)
• EPA Substance Registry System: 4-Methylsulphonyl benzaldehyde(5398-77-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 24/25-26
• Hazardous Substances Data: 5398-77-6(Hazardous Substances Data)

Usage

Description

4-Methylsulphonyl benzaldehyde, also known as 4-(methylsulfonyl)benzaldehyde, is a light yellow-beige to light brown crystalline compound with the molecular formula C8H8O3S. It is an organic compound that belongs to the class of aromatic aldehydes and is characterized by the presence of a methylsulfonyl group attached to the 4-position of the benzene ring.

Uses

Used in Pharmaceutical Industry:
4-Methylsulphonyl benzaldehyde is used as an intermediate in the synthesis of various pharmaceutical compounds, specifically for the preparation of arylidene-thiazolidinedione derivatives. These derivatives are known to be effective in the treatment of type 2 diabetes, a chronic metabolic disorder characterized by high blood sugar levels due to insulin resistance or insufficient insulin production.
4-Methylsulphonyl benzaldehyde's unique chemical structure allows it to be a valuable building block in the development of new drugs targeting type 2 diabetes, potentially leading to improved treatment options and better management of the disease. Its use in the pharmaceutical industry highlights the importance of organic chemistry in the discovery and synthesis of novel therapeutic agents.

InChI:InChI=1/C8H8O3S/c1-12(10,11)8-4-2-7(6-9)3-5-8/h2-6H,1H3

Upstream product

• 100118-64-7 1-diacetoxymethyl-4-methanesulfonyl-benzene 
• 22821-76-7 4-(methylsulfonyl)benzonitrile 
• 53606-06-7 4-(methylsulfonyl)benzyl bromide 
• 20277-69-4 sodium methansulfinate 
• 459-57-4 4-fluorobenzaldehyde 
• 3185-99-7 Methyl p-tolyl sulfone 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 100515-19-3 1-(1,1-dimethoxy-methyl)-4-methanesulfonyl-benzene 
• 3446-90-0 4-(methylthio)benzyl alcohol 
• 22821-77-8 p-methylsulfonylbenzyl alcohol 
• 184908-97-2 2-(4-(methylsulfonyl)phenyl)-1,3-dioxolane 
• 180143-69-5 4-methylthiobenzaldehyde ethylene acetal 
• 623-13-2 4-methylphenyl methylsulfide 
• 106-45-6 para-thiocresol 

Downstream Products

• 106473-58-9 isonicotinic acid-(4-methanesulfonyl-benzylidenehydrazide) 
• 5345-30-2 3-(4-methanesulfonyl-phenyl)-acrylic acid 
• 108621-73-4 methyl-(4'-nitro-trans-stilben-4-yl)-sulfone 
• 41917-86-6 trans-4-(methylsulfonyl)cinnamaldehyde 
• 31925-26-5 threo-2-amino-3-hydroxy-3-(4-(methylsulfonyl)phenyl)propanoic acid 
• 101090-03-3 benzyl-(4-methanesulfonyl-benzyliden)-amine 
• 102654-34-2 2-(4-methanesulfonyl-phenyl)-[1,3]oxathiolane 
• 92286-58-3 5-(4-methanesulfonyl-benzylidene)-2-thioxo-thiazolidin-4-one 
• 15452-52-5 1-methanesulfonyl-4-(2-nitro-propenyl)-benzene 
• 92331-65-2 (2-Isobutyloxy-aethyl)-(4-methylsulfonyl-benzyl)-amin 
• 22821-77-8 p-methylsulfonylbenzyl alcohol 
• 92244-31-0 (2-Hydroxy-aethyl)-(4-methylsulfon-benzyl)-amin 
• 92723-19-8 N-(3-Methoxy-propyl)-N-(4-methylsulfonyl-benzyl)-amin 
• 72739-48-1 4-Hydroxy-3-[(E)-3-(4-methanesulfonyl-phenyl)-acryloyl]-benzoic acid 

Relevant articles and documents

4CzIPN catalyzed photochemical oxidation of benzylic alcohols

A green photoredox oxidation of benzylic primary and secondary alcohols to aldehydes and ketones with air as an oxidant was reported. The oxidation shows broad substrate scope and excellent selectivity over benzylic alcohols to the aliphatic alcohols. Further mechanistic studies revealed a quinuclidine mediated HAT process, and blue LEDs promoted 4CzlPN (1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene) photoredox cycle were involved in our oxidation.

Preparation method of p-methylsulfonyl benzaldehyde

The invention relates to a preparation method of p-methylsulfonyl benzaldehyde, and solves the technical problems that the existing preparation method is unreasonable, high in raw material toxicity, complex in operation, high in cost, high in three-waste yield, low in yield and unsuitable for industrial product. The preparation method of p-methylsulfonyl benzaldehyde takes p-nitroformaldehyde as a raw material and sodium sulfide as a reducing agent, and the preparation method comprises the following steps: carrying out a reduction reaction under an alkaline condition to generate p-aminobenzaldehyde, dropwise adding sodium methyl mercaptide into the p-aminobenzaldehyde in the presence of hydrochloric acid and sodium nitrite, carrying out a diazo reaction and a substitution reaction to generate p-methylthiobenzaldehyde, and oxidizing the p-methylthiobenzaldehyde by using hydrogen peroxide under an acidic condition to obtain the p-methylsulfonyl benzaldehyde. The method can be widely applied to the technical field of veterinary drug and medicine raw material medicine synthesis.

Flow Electrosynthesis of Sulfoxides, Sulfones, and Sulfoximines without Supporting Electrolytes

An efficient electrochemical flow process for the selective oxidation of sulfides to sulfoxides and sulfones and of sulfoxides toN-cyanosulfoximines has been developed. In total, 69 examples of sulfoxides, sulfones, andN-cyanosulfoximines have been synthesized in good to excellent yields and with high current efficiencies. The synthesis was assisted and facilitated through a supporting electrolyte-free, fully automated electrochemical protocol that highlights the advantages of flow electrolysis.