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14804-31-0

14804-31-0 Structure

14804-31-0 Structure
IdentificationMore
[Name]

4-BROMO-2-METHYLANISOLE
[CAS]

14804-31-0
[Synonyms]

4-BROMO-2-METHYLANISOLE
5-BROMO-2-METHOXYTOLUENE
Bromomethoxytoluene
2-METHYL-4-BROMOANISOLE
5-BROMO-2-METHOXYTOLUENE 98+%
4-BROMO-2-METHYLANISOLE 98%
4-Bromo-2-methylanisole, 98+%
1-Bromo-3-methyl-4-methoxybenzene
1-Methoxy-2-methyl-4-bromobenzene
2-Methoxy-5-bromotoluene
Methyl(2-methyl-4-bromophenyl) ether
[EINECS(EC#)]

604-620-8
[Molecular Formula]

C8H9BrO
[MDL Number]

MFCD01321139
[Molecular Weight]

201.06
[MOL File]

14804-31-0.mol
Chemical PropertiesBack Directory
[Appearance]

colorless to light yellow liquid
[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
[Detection Methods]

GC
[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 DataBack Directory
[Hazard Codes ]

Xi
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HS Code ]

29093090
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[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]

2-Methylanisole

578-58-5

4-BROMO-2-METHYLANISOLE

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
Spectrum DetailBack Directory
[Spectrum Detail]

4-BROMO-2-METHYLANISOLE(14804-31-0)MS
4-BROMO-2-METHYLANISOLE(14804-31-0)1HNMR
4-BROMO-2-METHYLANISOLE(14804-31-0)13CNMR
4-BROMO-2-METHYLANISOLE(14804-31-0)IR1
4-BROMO-2-METHYLANISOLE(14804-31-0)IR2
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

4-Bromo-2-methylanisole, 98+%(14804-31-0)
[Sigma Aldrich]

14804-31-0(sigmaaldrich)
[TCI AMERICA]

5-Bromo-2-methoxytoluene,>98.0%(GC)(14804-31-0)
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