2-(4-Bromomethyl)phenylpropionic acid

Synonym(s):2-[4-(Bromomethyl)phenyl]propanoic acid

CAS NO.：111128-12-2
Empirical Formula: C10H11BrO2
Molecular Weight: 243.1
MDL number: MFCD02093445
EINECS: 627-148-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-21 22:41:43

2-(4-Bromomethyl)phenylpropionic acid Structural

What is 2-(4-Bromomethyl)phenylpropionic acid?

Chemical properties

beige-cream crystalline powder

The Uses of 2-(4-Bromomethyl)phenylpropionic acid

2-[4-(Bromomethyl)phenyl]propionic Acid is a key intermediate for the synthesis of loxoprofen sodium a nonsteroidal anti-inflammatory drug.

General Description

2-[4-(Bromomethyl)phenyl]propionic acid is a propionic acid derivative. Its enthalpy of vaporization at boiling point (421.15K) is 36.363kjoule/mol and density at 25°C is 1.4212g/ml.

Synthesis

The synthesis method comprises the following steps: dissolving sodium hydroxide in excessive methanol to react with p-chloro-tolualdehyde to obtain p-methoxy-tolualdehyde, andthen performing chloromethylation reaction on the p-methoxy tolualdehyde and concentrated hydrochloric acid in the existence of sulfuric acid to obtain p-chloromethyl benzyl ether; performing nucleophilic reaction on the p-chloromethyl benzyl ether and the sodium cyanide to obtain p-methoxy-methyl benzyl cyanide; reacting the p-methoxy-methyl benzyl cyanide with dimethyl carbonate under high pressure in the existence of a catalyst to obtain p-methoxy-methyl benzyl iso-propionitrile; and reacting the p-methoxy-methylbenzyl sodium isopropionate with excessive concentrate sulfuric acid to generate molten salt which is reacted with hydrobromic acid to obtain 2-(4-Bromomethyl)phenylpropionic acid.

Properties of 2-(4-Bromomethyl)phenylpropionic acid

Melting point:	126-130 °C(lit.)
Boiling point:	148°C (rough estimate)
Density	1.4557 (rough estimate)
refractive index	1.5220 (estimate)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	Chloroform (Slightly), Methanol (Slightly)
pka	4.29±0.10(Predicted)
form	powder to crystal
color	White to Light yellow to Light orange
InChI	InChI=1S/C10H11BrO2/c1-7(10(12)13)9-4-2-8(6-11)3-5-9/h2-5,7H,6H2,1H3,(H,12,13)
CAS DataBase Reference	111128-12-2(CAS DataBase Reference)

Safety information for 2-(4-Bromomethyl)phenylpropionic acid

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05
GHS Hazard Statements	H314:Skin corrosion/irritation
Precautionary Statement Codes	P260:Do not breathe dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P363:Wash contaminated clothing before reuse. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.