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2,6-Dibromo-4-methoxytoluene

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2,6-Dibromo-4-methoxytoluene manufacturers

2,6-Dibromo-4-methoxytoluene Basic information
Product Name:2,6-Dibromo-4-methoxytoluene
Synonyms:3,5-Dibromo-4-methyl-1-methoxybenzene;Einecs 238-576-2;Anisole,3,5-dibroMo-4-Methyl- (7CI,8CI);Benzene, 1,3-dibroMo-5-Methoxy-2-Methyl-;2,6-DIBROMO-4-METHOXYTOLUENE, 98+%;1,3-Dibromo-5-methoxy-2-methylbenzene;Anisole, 3,5-dibromo-4-methyl-;3,5-Dibromo-4-methylanisole
CAS:14542-71-3
MF:C8H8Br2O
MW:279.96
EINECS:238-576-2
Product Categories:
Mol File:14542-71-3.mol
2,6-Dibromo-4-methoxytoluene Structure
2,6-Dibromo-4-methoxytoluene Chemical Properties
Boiling point 271.1±35.0 °C(Predicted)
density 1.727±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
2,6-Dibromo-4-methoxytoluene Usage And Synthesis
Uses2,6-Dibromo-4-methoxytoluene can be used as an intermediate in organic synthesis, especially in pharmaceutical and pesticide chemistry.
Synthesis
3,5-DIBROMO-4-METHYLPHENOL

13979-81-2

Dimethyl sulfate

77-78-1

2,6-DIBROMO-4-METHOXYTOLUENE

14542-71-3

3,5-Dibromo-4-methylphenol (10.64 g, 40 mmol) and NaOH (2.08 g, 52 mmol) were suspended in water (50 mL), and dimethyl sulfate (4.6 mL, 48 mmol) was added slowly dropwise, with the dropwise acceleration rate being controlled to maintain the temperature of the reaction mixture below 35 °C. After dropwise addition, the reaction mixture was heated to reflux for 1.5 hours. After completion of the reaction, it was cooled to room temperature and extracted with EtOAc (3 x 50 mL). The organic phases were combined, washed sequentially with 2N NaOH solution (50 mL) and brine (50 mL), dried over MgSO4, filtered and concentrated under reduced pressure to give a yellow solid. Purification by column chromatography (eluent: 10% EtOAc in heptane solution) afforded 2,6-dibromo-4-methoxytoluene as a white solid (9.35 g, 83% yield).1H NMR (300 MHz, CDCl3) δ 7.11 (s, 2H), 3.78 (s, 3H), 2.51 (s, 3H).

References[1] Patent: WO2008/53158, 2008, A1. Location in patent: Page/Page column 22
2,6-Dibromo-4-methoxytoluene Preparation Products And Raw materials
Raw materials3,5-Dibromo-4-methylphenol-->Dimethyl sulfate-->Sodium hydroxide
Preparation Products5-Methoxy-2-methyl-isophthalic acid
Tag:2,6-Dibromo-4-methoxytoluene(14542-71-3) Related Product Information
3-(1,3-Benzothiazol-2-yl)-2,4-dibromo-6-methoxyaniline 3-Bromo-4-methylphenol 3,5-Dibromo-4-methylphenol 2,6-Dibromo-4-methoxytoluene 4-Methylanisole Anisole 3,5-Dibromophenol 3,5-Dibromoanisole 2,6-Dibromotoluene 3-Bromoanisole 3-Bromophenol