4-Methylsulphonylphenylacetic acid
- Product Name
- 4-Methylsulphonylphenylacetic acid
- CAS No.
- 90536-66-6
- Chemical Name
- 4-Methylsulphonylphenylacetic acid
- Synonyms
- TIMTEC-BB SBB009970;Etoricoxib?USP RC B;Etocoxib impurity 2;4-(Methylsulfonyl)ph;Etoricoxib impurity M;OTHER BUILDING BLOCKS;Etoricoxib Impurity 28;4-MESYLPHENYLACETIC ACID;4-Mesylbenzeneacetic acid;Etoricoxib Intermediate 5
- CBNumber
- CB8339797
- Molecular Formula
- C9H10O4S
- Formula Weight
- 214.24
- MOL File
- 90536-66-6.mol
4-Methylsulphonylphenylacetic acid Property
- Melting point:
- 136-140 °C(lit.)
- Boiling point:
- 324.37°C (rough estimate)
- Density
- 1.4230 (rough estimate)
- refractive index
- 1.6000 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 3.90±0.10(Predicted)
- color
- White to Pale Yellow
- Water Solubility
- slight
- BRN
- 2646649
- InChI
- InChI=1S/C9H10O4S/c1-14(12,13)8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)
- InChIKey
- HGGWOSYNRVOQJH-UHFFFAOYSA-N
- SMILES
- C1(CC(O)=O)=CC=C(S(C)(=O)=O)C=C1
- CAS DataBase Reference
- 90536-66-6(CAS DataBase Reference)
N-Bromosuccinimide Price
- Product number
- 579114
- Product name
- 4-(Methylsulfonyl)phenylacetic acid
- Purity
- 97%
- Packaging
- 1g
- Price
- $20
- Updated
- 2023/06/20
- Product number
- 579114
- Product name
- 4-(Methylsulfonyl)phenylacetic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $21
- Updated
- 2023/06/20
- Product number
- M1899
- Product name
- 4-(Methylsulfonyl)phenylacetic Acid
- Purity
- >98.0%(T)
- Packaging
- 1g
- Price
- $28
- Updated
- 2025/07/31
- Product number
- M1899
- Product name
- 4-(Methylsulfonyl)phenylacetic Acid
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $82
- Updated
- 2025/07/31
- Product number
- M327255
- Product name
- 4-(Methylsulfonyl)phenylacetic Acid
- Packaging
- 10g
- Price
- $240
- Updated
- 2021/12/16
4-Methylsulphonylphenylacetic acid Chemical Properties,Usage,Production
Chemical Properties
yellow to beige-brown crystalline powder
Uses
4-(Methylsulfonyl)phenylacetic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields.
Preparation
synthesis of 4-(Methylsulfonyl)phenylacetic acid: 1-(4-Methanesulfonyl-phenyl)-ethanone (20 mmol), morpholine (60 mmol) and elemental sulfur (40 mmol) were added in a round-bottom flask and refluxed for 2 h at 398 K. A 3N solution of NaOH (20 ml) was then added, and the reaction mixture refluxed for an additional 30 min. After cooling, the mixture was filtered and the filtrate was acidified with HCl to pH 6. The solution was again filtered off and washed with ethyl acetate. The resulting aqueous fraction was finally acidified with diluted HCl, to yield the pure product as a white solid. Crystals suitable for X-ray analysis were obtained by slow evaporation of an ethanol/water (1:1 v/v) solution.
Application
4-(Methylsulfonyl)phenylacetic Acid is an intermediate used to prepare heterocyclic diaryl compounds as selective COX-2 inhibitors. It is also used to synthesize hydroxyfuranones as antioxidants and antiinflammatory agents.
Synthesis
300355-18-4
90536-66-6
General Steps: Scheme I (c) Synthesis of Intermediate-9 Reagents and conditions: i) Methanol, concentrated sulfuric acid, reflux, 3 hours; ii) Methyl iodide, potassium carbonate, N,N-dimethylformamide, room temperature, 3 hrs; iii) m-chloroperbenzoic acid, dichloromethane, room temperature, 12 hours; iv) sodium hydroxide, methanol, water, room temperature, 12 hours. Step iv: Synthesis of 2-(4-(methylsulfonyl)phenyl)acetic acid The method of step-v of Scheme 1 (a) was used to obtain the title compound [0.56 g, 51% yield]. NMR (300 MHz, DMSO-d6): δ 12.58 (s, 1H), 7.88-7.85 (m, 2H), 7.54-7.52 (m, 2H), 3.73 (s, 2H), 3.20 (s, 3H). Step v: Synthesis of 2-(4-(ethylsulfonyl)phenyl)acetic acid To a 50mL round bottom flask was added ethyl 2-(4-(ethylsulfonyl)phenyl)acetate (2.5g, 0.0098mol) and ethanol (18mL). To the same flask was added aqueous sodium hydroxide (1.42 g, 0.0355 mol, dissolved in 18 mL of water) and then stirred at room temperature for 12 hours. The volatiles were evaporated under reduced pressure to give a residue. The residue was acidified with dilute hydrochloric acid to pH 5.0. The organic layer was extracted with ethyl acetate, separated, washed with brine, dried with anhydrous sodium sulfate, and evaporated under reduced pressure to give the title compound [2.4 g, 91% yield]. NMR (400 MHz, DMSO-d6): δ 12.5 (brs, 1H), 7.84 (d, 2H), 7.56 (d, 2H), 3.74 (s, 2H), 3.13 (q, 2H), 1.20 (t, 3H).
References
[1] Patent: WO2015/101928, 2015, A1. Location in patent: Page/Page column 33; 35; 37
4-Methylsulphonylphenylacetic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Methylsulphonylphenylacetic acid manufacturers
- Product
- 4-Methylsulphonylphenylacetic acid 90536-66-6
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-30
- Product
- 4-(Methylsulfonyl)phenylacetic acid 90536-66-6
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20tons
- Release date
- 2023-09-07
- Product
- 4-Methylsulphonylphenylacetic Acid 90536-66-6
- Price
- US $5.00-2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000kg
- Release date
- 2024-08-21