2'-METHYLPHENACYL BROMIDE Chemical Properties

Boiling point:

82

Density 

1.416±0.06 g/cm3(Predicted)

refractive index 

1.5790 to 1.5830

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

clear liquid

color 

Light yellow to Yellow to Orange

Water Solubility 

Slightly soluble in water.

Sensitive 

Lachrymatory

Safety Information

Hazard Codes 

Xi

RIDADR 

UN 2810 6.1/PG III

Hazard Note 

Irritant/Lachrymator

HazardClass 

6.1

PackingGroup 

III

HS Code 

2914790090

2'-METHYLPHENACYL BROMIDE Usage And Synthesis

Uses

2-Bromo-2'-methylacetophenone is an aromatic building block for proteomics research.

Synthesis

Example 6 Preparation of 2-bromo-1-o-tolylacetophenone (I15): 2-methylbenzoyl chloride (169 μL, 1.29 mmol) was dissolved in anhydrous acetonitrile (5 mL) under nitrogen protection and cooled to 0°C. Subsequently, (diazomethyl)-trimethylsilane (1.94 mL, 3.88 mmol, 2 M hexane solution) was slowly added. The reaction mixture was stirred at room temperature for 15 h. The reaction mixture was again cooled to 0 °C and 48% hydrobromic acid (512 μL, 4.53 mmol) was slowly added. The reaction mixture was continued to be stirred at room temperature for 3 hours. After completion of the reaction, the organic layer was separated by adding ethyl acetate (EtOAc) and water for extraction. The aqueous phase was neutralized with 1 M sodium hydroxide (NaOH) and extracted again with ethyl acetate. The organic layers were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford 2-bromo-1-o-toluene ethanone (250 mg, 91% yield). The intermediate could be used for subsequent reactions without further purification.1H NMR (300 MHz, DMSO-d6) δ ppm: 7.82-7.91 (m, 1H), 7.45-7.52 (m, 1H), 7.25-7.40 (m, 2H), 4.86 (s, 2H), 2.41 (s, 3H).

References

[1] Patent: US2011/311458, 2011, A1
[2] Patent: WO2011/161018, 2011, A1. Location in patent: Page/Page column 35

2'-METHYLPHENACYL BROMIDE(51012-65-8)Related Product Information

• 4-METHYLPHENACYL BROMIDE
• Methyl 2-hydroxy-2-methoxyacetate
• 6-METHYL-N,N-DIMETHYL-2-(4-METHYLPHENYL)-2-HYDROXYIMIDAZO[1,2-ALPHA]PYRIDINE-3-ACETAMIDE
• Zolpidem Impurity 17
• ZOLPIDEM IMPURITY A
• Zolpidem Impurity 23
• 2-Keto ZolpideM
• 2-bromo-1-(3-bromo-4-methyl-phenyl)-ethanone
• methyl 4-methylpiperazine-1-carboxylate
• 2,2-DIBROMO-1-P-TOLYLETHANONE
• RP 48497 (Eszopiclone Impurity C)
• ZOPICLONE N-OXIDE
• Zolpidem Impurity 29
• Zolpidem Impurity 18
• Ethanamine, 2-[(8-chloro-5-oxidodibenzo[b,f]thiepin-10-yl)oxy]-N,N-dimethyl-
• Zonisamide N,N-Dimethylformimidamide
• Deschloro-Zopiclone
• tetramethyloxamide