4-Bromomethylbenzamide

4-Bromomethylbenzamide Property

Melting point:

179-181 °C(Solv: ethyl acetate (141-78-6); chloroform (67-66-3))

Boiling point:

338.4±25.0 °C(Predicted)

Density 

1.555±0.06 g/cm3(Predicted)

storage temp. 

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

pka

15.88±0.50(Predicted)

form 

liquid

Appearance

White to off-white Solid

Safety

Hazard Codes 

N

Risk Statements 

51/53

Safety Statements 

61

HS Code 

2924297099

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

4-Bromomethylbenzamide Chemical Properties,Usage,Production

Synthesis

1. Suspend p-bromomethylbenzoic acid (8.00 g, 37.2 mmol) in carbon tetrachloride (80 mL) under nitrogen protection with stirring. Sulfoxide chloride (6.8 mL, 93 mmol) was added slowly. 2. The reaction mixture was heated to reflux for 95 hours. Upon completion of the reaction, the reaction mixture was concentrated by rotary evaporator under reduced pressure to remove solvent and unreacted sulfoxide chloride. 3. The concentrated residue was dissolved in dichloromethane (150 mL) and ammonia (NH3) was passed through for 10 minutes and a yellowish precipitate was observed to form. 4. 5% aqueous sodium bicarbonate solution (70 mL) was added to the reaction mixture with vigorous stirring and the precipitate was collected by filtration. 5. The precipitate was washed with deionized water and subsequently dried under reduced pressure at 60 °C to afford 4-(bromomethyl)benzamide as a colorless solid (7.35 g, 92% yield).

References

[1] Patent: US6750348, 2004, B1. Location in patent: Page column 110