22821-70-1

Basic information

• Product Name: 4-METHANESULFONYL-BENZOIC ACID METHYL ESTER
• Synonyms: 4-METHANESULFONYL-BENZOIC ACID METHYL ESTER;RARECHEM AL BF 0606;Methyl4-(methylsulfonyl)benzoate;Methyl 4-Methanesulfonylbenzoate
• CAS NO: 22821-70-1
• Molecular Formula: C₉H₁₀O₄S
• Molecular Weight: 214.24
• Mol File: 22821-70-1.mol
• Article Data: 13

Chemical Properties

• Melting Point: 118-120 °C
• Boiling Point: 377.8 °C at 760 mmHg
• Flash Point: 182.3 °C
• Appearance: /
• Density: 1.266 g/cm³
• Vapor Pressure: 6.58E-06mmHg at 25°C
• Refractive Index: 1.518
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-METHANESULFONYL-BENZOIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHANESULFONYL-BENZOIC ACID METHYL ESTER(22821-70-1)
• EPA Substance Registry System: 4-METHANESULFONYL-BENZOIC ACID METHYL ESTER(22821-70-1)

Safety Data

• Hazardous Substances Data: 22821-70-1(Hazardous Substances Data)

Usage

General Description

4-Methanesulfonyl-Benzoic Acid Methyl Ester is a synthetic organic compound that belongs to the class of organic sulfonic acids and their derivatives. It is usually in the form of a white to beige crystalline powder. This chemical exhibits properties that make it useful in various areas such as organic chemistry, pharmaceutical science, and material science. It is commonly used for chemical reactions and as a reagent in the synthesis of other complex organic compounds. The safety, toxicity, or potential health effects of this chemical are not widely reported, therefore it is crucial to handle it with proper safety precautions.

InChI:InChI=1/C9H10O4S/c1-13-9(10)7-3-5-8(6-4-7)14(2,11)12/h3-6H,1-2H3

Upstream product

• 40913-92-6 4-methylsulfonylbenzoyl chloride 
• 1007476-32-5 sodium ethyl acetylacetate enolate 
• 186581-53-3 diazomethane 
• 4052-30-6 4-methylsulfonylbenzoic acid 
• 619-44-3 methyl 4-iodobenzoate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 74-88-4 methyl iodide 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 20277-69-4 sodium methansulfinate 
• 171364-80-0 methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 
• 3795-79-7 methyl 4-(methylthio)benzoate 
• 67-56-1 methanol 

Relevant articles and documents

Synthesis, potential antitumor activity, cell cycle analysis, and multitarget mechanisms of novel hydrazones incorporating a 4-methylsulfonylbenzene scaffold: a molecular docking study

Hydrazone is a bioactive pharmacophore that can be used to design antitumor agents. We synthesised a series of hydrazones (compounds 4–24) incorporating a 4-methylsulfonylbenzene scaffold and analysed their potential antitumor activity. Compounds 6, 9, 16, and 20 had the most antitumor activity with a positive cytotoxic effect (PCE) of 52/59, 27/59, 59/59, and 59/59, respectively, while compounds 5, 10, 14, 15, 18, and 19 had a moderate antitumor activity with a PCE of 11/59–14/59. Compound 20 was the most active and had a mean 50% cell growth inhibition (GI50) of 0.26 μM. Compounds 9 and 20 showed the highest inhibitory activity against COX-2, with a half-maximal inhibitory concentration (IC50) of 2.97 and 6.94 μM, respectively. Compounds 16 and 20 significantly inhibited EGFR (IC50 = 0.2 and 0.19 μM, respectively) and HER2 (IC50 = 0.13 and 0.07 μM, respectively). Molecular docking studies of derivatives 9, 16, and 20 into the binding sites of COX-2, EGFR, and HER2 were carried out to explore the interaction mode and the structural requirements for antitumor activity.

Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst

We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and sulfoxides may play an important role in minimizing the over-oxidization of sulfoxides.

Selective oxidation of (hetero)sulfides with molecular oxygen under clean conditions

The development of eco-friendly and switchable catalytic systems for the conversion of a sole raw-material into distinct high-value products is a particularly attractive concept and a daunting synthetic challenge. In the present work, the first example of efficient and selective oxidation of sulfides to sulfones and sulfoxides using molecular oxygen under clean conditions was established.