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| | 1-(BROMOMETHYL)-4-(METHYLSULFONYL)BENZENE Basic information |
| Product Name: | 1-(BROMOMETHYL)-4-(METHYLSULFONYL)BENZENE | | Synonyms: | 1-(Bromomethyl)-4-(methylsulfonyl)benzene [tech.];4-Methylsulphonylbenzyl broMide, tech. 2.5GR;4-(Methanesulfonyl)benzyl bromide;1-(broMoMethyl)-4-Methanesulfonylbenzene;1-(Bromomethyl)-4-(methylsulphonyl)benzene, 4-(Bromomethyl)phenyl methyl sulphone;4-(Methanesulfonyl)benzyl bromide
1-(Bromomethyl)-4-(methylsulfonyl)benzene;1-(Chloromethyl)-4-(methylsulfonyl)benzene;1-(BROMOMETHYL)-4-(METHYLSULFONYL)BENZENE | | CAS: | 53606-06-7 | | MF: | C8H9BrO2S | | MW: | 249.12 | | EINECS: | | | Product Categories: | Boron, Nitrile, Thio,& TM-Cpds;Halides | | Mol File: | 53606-06-7.mol |  |
| | 1-(BROMOMETHYL)-4-(METHYLSULFONYL)BENZENE Chemical Properties |
| Melting point | 82-86 °C | | Boiling point | 375.2±34.0 °C(Predicted) | | density | 1.550 | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | form | Crystalline Powder | | color | Beige to brown | | InChI | 1S/C8H9BrO2S/c1-12(10,11)8-4-2-7(6-9)3-5-8/h2-5H,6H2,1H3 | | InChIKey | HGKPAXHJTMHWAH-UHFFFAOYSA-N | | SMILES | CS(C1=CC=C(CBr)C=C1)(=O)=O |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-36-22-34 | | Safety Statements | 37/39-26-45-36/37/39 | | RIDADR | UN3261 | | WGK Germany | 3 | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29049090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2 |
| | 1-(BROMOMETHYL)-4-(METHYLSULFONYL)BENZENE Usage And Synthesis |
| Chemical Properties | white to beige crystalline powder | | Synthesis | The general procedure for the synthesis of 4-(methylsulfonyl)benzyl bromide from 4-methylsulfonylphenylmethanol was as follows: methanesulfonyl chloride (1.00 mL, 12.9 mmol) was added slowly and dropwise to a stirred solution of 4-(methylsulfonyl)phenylmethanol (2.00 g, 10.7 mmol) and triethylamine (2.24 mL, 16.1 mmol) in acetone (25 mL) at 0 °C. The reaction mixture was continued to be stirred at this temperature for 30 minutes. The reaction mixture was filtered and lithium bromide (4.66 g, 53.7 mmol) was added to the filtrate in three batches at 0 °C. The resulting mixture was stirred at 0 °C for 5 minutes and then gradually warmed up to room temperature and continued stirring for 1.5 hours. The reaction mixture was filtered again and the filtrate was concentrated under vacuum. After dilution with 50 mL of water, the product was extracted with dichloromethane (50 mL x 3). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under vacuum to give 1-(bromomethyl)-4-(methylsulfonyl)benzene (2.80 g, 100% yield) as a white solid.1H NMR (300 MHz, CDCl3) δppm: 7.95 (d, J=8.4 Hz, 2H), 7.61 (d, J=8.4 Hz, 2H), 4.53 (s, 2H), 3.08 (s, 3H). | | References | [1] Patent: WO2017/136871, 2017, A1. Location in patent: Paragraph 0223
[2] Journal of the Chemical Society, 1962, p. 1420 - 1427
[3] Canadian Journal of Chemistry, 1984, vol. 62, p. 2330 - 2336
[4] Journal of Medicinal Chemistry, 1989, vol. 32, # 8, p. 1757 - 1763
[5] Journal of Organic Chemistry, 2011, vol. 76, # 20, p. 8203 - 8214 |
| | 1-(BROMOMETHYL)-4-(METHYLSULFONYL)BENZENE Preparation Products And Raw materials |
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