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31804-36-1

31804-36-1 Structure

31804-36-1 Structure
IdentificationBack Directory
[Name]

1-BROMO-3-METHOXY-2-METHYLBENZENE
[CAS]

31804-36-1
[Synonyms]

3-Bromo-2-methylanisole
2-Methyl-3-bromoanisole
1-BROMO-3-METHOXY-2-METHYLBENZENE
Benzene, 1-bromo-3-methoxy-2-methyl-
[Molecular Formula]

C8H9BrO
[MDL Number]

MFCD11100991
[MOL File]

31804-36-1.mol
[Molecular Weight]

201.06
Chemical PropertiesBack Directory
[Melting point ]

150-151 °C
[Boiling point ]

108 °C(Press: 9 Torr)
[density ]

1.378±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

liquid
[color ]

Yellow
[InChI]

InChI=1S/C8H9BrO/c1-6-7(9)4-3-5-8(6)10-2/h3-5H,1-2H3
[InChIKey]

SBMVNLFBEJAXFY-UHFFFAOYSA-N
[SMILES]

C1(Br)=CC=CC(OC)=C1C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2909309090
Spectrum DetailBack Directory
[Spectrum Detail]

1-BROMO-3-METHOXY-2-METHYLBENZENE(31804-36-1)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-BROMO-2-METHYLPHENOL

7766-23-6

Iodomethane

74-88-4

1-BROMO-3-METHOXY-2-METHYLBENZENE

31804-36-1

General procedure for the synthesis of 3-bromo-2-methylanisole from 3-bromo-2-methylphenol and iodomethane: 1. 3-Bromo-2-methylphenol (500 mg, 2.67 mmol) and potassium carbonate (1108 mg, 8.02 mmol) were added to dry DMF (10 mL) and stirred for 5 minutes at room temperature. 2. To the above mixture, iodomethane (0.836 mL, 13.37 mmol) was slowly added, and the reaction system was subsequently warmed up to 50 °C with continuous stirring for 2 hours. 3. After completion of the reaction, the mixture was poured into water (30 mL) and extracted with ethyl acetate (20 mL + 3 x 20 mL). 4. The organic phases were combined and concentrated under reduced pressure to afford the target product 3-bromo-2-methylanisole (450 mg, 80% yield). 5. The product was analyzed by LC-MS. 5. The product was analyzed by LC-MS and showed m/z 305.9 (M + H)+ with a retention time of 1.09 min.

[References]

[1] Synlett, 2009, # 15, p. 2483 - 2486
[2] Angewandte Chemie - International Edition, 2018, vol. 57, # 34, p. 11040 - 11044
[3] Angew. Chem., 2018, vol. 130, # 34, p. 11206 - 11210,5
[4] Chemical Communications, 2003, # 10, p. 1170 - 1171
[5] Patent: WO2015/92713, 2015, A1. Location in patent: Page/Page column 201
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