4-BROMO-2-METHYLANISOLE CAS 14804-31-0
4-BROMO-2-METHYLANISOLE Basic information
| Product Name: | 4-BROMO-2-METHYLANISOLE |
| Synonyms: | 5-BROMO-2-METHOXYTOLUENE;4-BROMO-2-METHYLANISOLE;Bromomethoxytoluene;2-METHYL-4-BROMOANISOLE;5-BROMO-2-METHOXYTOLUENE 98+%;4-BROMO-2-METHYLANISOLE 98%;4-Bromo-2-methylanisole, 98+%;Benzene,4-bromo-1-methoxy-2-methyl- |
| CAS: | 14804-31-0 |
| MF: | C8H9BrO |
| MW: | 201.06 |
| EINECS: | 604-620-8 |
| Product Categories: | Aromatic Hydrocarbons (substituted) & Derivatives;Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds |
| Mol File: | 14804-31-0.mol |
4-BROMO-2-METHYLANISOLE Chemical Properties
| Melting point | 66-69 °C(lit.) |
| Boiling point | 124-125°C 25mm |
| density | 1.378±0.06 g/cm3 (20 ºC 760 Torr) |
| Fp | 124-125°C/25mm |
| storage temp. | Sealed in dry,Room Temperature |
| form | powder to crystal |
| color | White to Light yellow |
| BRN | 208224 |
| InChI | 1S/C8H9BrO/c1-6-5-7(9)3-4-8(6)10-2/h3-5H,1-2H3 |
| InChIKey | UDLRGQOHGYWLCS-UHFFFAOYSA-N |
| SMILES | COc1ccc(Br)cc1C |
| CAS DataBase Reference | 14804-31-0(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Safety Statements | 24/25 |
| WGK Germany | 3 |
| Hazard Note | Irritant |
| HS Code | 29093090 |
| Storage Class | 11 - Combustible Solids |
| Chemical Properties | colorless to light yellow liquid |
| Uses | 4-Bromo-2-methylanisole may be used in the synthesis of 4-isopropyl-2-methylphenol and 4-methoxy-3-methylphenol. |
| General Description | 4-Bromo-2-methylanisole can be prepared by the bromination of o-methylanisole (2-methylanisole). It can also be prepared via reaction between 1-butyl-3-methylimidazolium tribromide [(Bmim)Br3] and an activated aromatic compound. It participates as a substrate for the a-arylation of sulphonamide in a study. |
| Synthesis | 578-58-5 14804-31-0 General procedure for the synthesis of 2-methyl-4-bromoanisole from 2-methylanisole: In a dry 45 mL reaction tube equipped with a magnetic stirrer (note: air was not removed from the reaction tube), 1 mL of [Bmim]NO3, 0.5 mmol of 2-methylanisole and 0.25 mmol of Br2 were added. The reaction tube was then sealed and the reaction was carried out at 80 °C for 24 hours. Upon completion of the reaction, the mixture was cooled to room temperature and the reaction was terminated by the addition of 3 mL of water. The target product 2-methyl-4-bromoanisole was extracted with dichloromethane (3 x 10 mL). The reaction mixture was analyzed by gas chromatography (GC) to determine the GC yield of the product. In another parallel experiment, the product was purified by column chromatography and structurally characterized using 1H NMR and 13C NMR. |
| References | [1] Helvetica Chimica Acta, 1983, vol. 66, # 4, p. 1068 - 1077 [2] Helvetica Chimica Acta, 1983, vol. 66, # 4, p. 1068 - 1077 [3] Synthetic Communications, 2007, vol. 37, # 2, p. 323 - 328 [4] Chemistry - A European Journal, 2015, vol. 21, # 34, p. 11976 - 11979 [5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 5, p. 603 - 604 |
4-BROMO-2-METHYLANISOLE Preparation Products And Raw materials
| Raw materials | 2-Methylanisole |
| Preparation Products | 4-METHOXY-3-METHYLPHENYLBORONIC ACID-->4-METHOXY-3-METHYLPHENYLMAGNESIUM BROMIDE |
