2'-METHYLPHENACYL BROMIDE

2'-METHYLPHENACYL BROMIDE Property

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

Hazard Codes 

Xi

RIDADR 

UN 2810 6.1/PG III

Hazard Note 

Irritant/Lachrymator

HazardClass 

6.1

PackingGroup 

III

HS Code 

2914790090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

2'-METHYLPHENACYL BROMIDE Chemical Properties,Usage,Production

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