2-(4-isobutylphenyl)propionaldehyde

2-(4-isobutylphenyl)propionaldehyde Structure
CAS No.
51407-46-6
Chemical Name:
2-(4-isobutylphenyl)propionaldehyde
Synonyms
Ibuprofen Aldehyde;Ibuprofen Impurity 75;2-(4-Isobutylphenyl)propanal;2-(4-isobutylphenyl)propionaldehyde;p-(2-Methylpropyl)hydratropaldehyde;2-[4-(2-Methylpropyl)phenyl]propanal;α-Methyl-4-isobutylbenzeneacetaldehyde;(2RS)-2-[4-(2-Methylpropyl)phenyl]propan-1-al;A-METHYL-4-(2-METHYLPROPYL)BENZENEACETALDEHYDE;α-Methyl-4-(2-methylpropyl)benzeneacetaldehyde
CBNumber:
CB1902754
Molecular Formula:
C13H18O
Molecular Weight:
190.28
MOL File:
51407-46-6.mol
MSDS File:
SDS
Modify Date:
2023/10/21 13:33:47

2-(4-isobutylphenyl)propionaldehyde Properties

Boiling point 64-65 °C(Press: 0.2 Torr)
Density 0.937±0.06 g/cm3(Predicted)
storage temp. Hygroscopic, Refrigerator, under inert atmosphere
solubility Chloroform (Slightly), Methanol (Slightly)
form Oil
color Colourless
Stability Hygroscopic

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H319-H315
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501

2-(4-isobutylphenyl)propionaldehyde Chemical Properties,Uses,Production

Uses

2-(4-Isobutylphenyl)propanal is an impurity of the drug Ibuprofen (I140000), a selective cyclooxygenase inhibitor that also inhibits PGH synthase-1 and PGH synthase-2 with comparable potency.

Production Methods

Numerous methods are known for the synthesis of 2-(4-isobutylphenyl)propionaldehyde. It can be prepared by reaction of p-isobutylacetophenone with methyl chloroacetate using sodium methoxide as catalyst, followed by reaction of the glycidic ester with BF3 to give 2- hydroxy-3-(4-isobutylphenyl)-3-butenoic acid methyl ester, which is subsequently treated with mineral acid Avariant of the process is the hydrolysis of the intermediately formed glycidic ester with alkali to give the corresponding salt of glycidic acid, which is then decarboxylated. In addition, 2-(4-isobutylphenyl)propanal is formed by isomerization of 2-(4-isobutylphenyl)- 2-methyloxirane on Al2O3-SiO2 or anhydrous ZnCl2, by reaction of 1-(4-isobutylphenyl)- 1-chloroethane with dimethylformamide in the presence of Li or Na in tetrahydrofuran, and in good yields by Rh- or Co-catalyzed hydroformylation of p-isobutylstyrene.
2-(4-isobutylphenyl)propionaldehyde

2-(4-isobutylphenyl)propionaldehyde Preparation Products And Raw materials

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A-METHYL-4-(2-METHYLPROPYL)BENZENEACETALDEHYDE 2-(4-Isobutylphenyl)propanal 2-[4-(2-Methylpropyl)phenyl]propanal p-(2-Methylpropyl)hydratropaldehyde α-Methyl-4-isobutylbenzeneacetaldehyde alpha-Methyl-4-(2-Methylpropyl)benzeneacetaldehyde 2-(4-isobutylphenyl)propionaldehyde α-Methyl-4-(2-methylpropyl)benzeneacetaldehyde Ibuprofen Aldehyde Benzeneacetaldehyde, α-methyl-4-(2-methylpropyl)- Ibuprofen Impurity 75 (2RS)-2-[4-(2-Methylpropyl)phenyl]propan-1-al 51407-46-6