3585-52-2

Basic information

• Product Name: (2RS)-2-(4-ETHYLPHENYL)PROPANOIC ACID
• Synonyms: (2RS)-2-(4-ETHYLPHENYL)PROPANOIC ACID;IBUPROFEN IMP N;IBUPROFEN IMPURITY N;Benzeneacetic acid, 4-ethyl--alpha--methyl- (9CI);2-(4-Ethylphenyl)propionic Acid;2-(p-Ethylphenyl)propionic Acid;4-Ethyl-α-Methylbenzeneacetic Acid;p-Ethylhydratropic Acid
• CAS NO: 3585-52-2
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23
• Product Categories: PHENYL
• Mol File: 3585-52-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 35-38℃
• Boiling Point: 135 °C(Press: 3.5 Torr)
• Appearance: /
• Density: 1.067
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly, Sonicated)
• PKA: 4.43±0.10(Predicted)
• BRN: 204763
• CAS DataBase Reference: (2RS)-2-(4-ETHYLPHENYL)PROPANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2RS)-2-(4-ETHYLPHENYL)PROPANOIC ACID(3585-52-2)
• EPA Substance Registry System: (2RS)-2-(4-ETHYLPHENYL)PROPANOIC ACID(3585-52-2)

Safety Data

• Hazardous Substances Data: 3585-52-2(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 3585-52-2 differently. You can refer to the following data:
1. p-Ethylhydratropic Acid is a phenylacetic acid with potential antiinflammatory activities. p-Ethylhydratropic Acid is an impurity of Ibuprofen (I140000).
2. p-Ethylhydratropic Acid (Ibuprofen EP Impurity N) is a phenylacetic acid with potential antiinflammatory activities. p-Ethylhydratropic Acid is an impurity of Ibuprofen (I140000).

Synthesis Reference(s)

Tetrahedron Letters, 31, p. 7495, 1990 DOI: 10.1016/S0040-4039(00)88526-3

Upstream product

• 132560-66-8 α-chloro-4-ethylpropiophenone 
• 63139-21-9 4-ethylphenylboronic acid 
• 120-94-5 1-Methylpyrrolidine 
• 124-38-9 carbon dioxide 
• 105-05-5 1,4-diethylbenzene 
• 1585-07-5 1-bromo-4-ethylbenzene 
• 100-41-4 ethylbenzene 
• 56442-59-2 ethyl 2-(4-ethylphenyl)propionate 

Relevant articles and documents

Preparation method of ibuprofen impurity N

The invention provides a preparation method of an ibuprofen impurity N, and belongs to the technical field of preparation of drug impurity standard substances, and the preparation method comprises thefollowing steps: step 1, carrying out coupling reaction

A one-pot synthesis of ibuprofene involving three consecutive steps of superbase metalation

A one-pot reaction sequence consisting of three consecutive metalation and electrophilic substitution stages leads to 2-(4-isobutylphenyl)propanoic acid with 52% over-all yield. A crucial step is the alkylation of deprotonated p-ethyltoluene with isopropyl bromide. In general terms, sec-alkyl halides and benzyl or allyl type alkalimetal reagents undergo coupling reactions with surprising ease.

Light-mediated direct transformation of 2-chloropropiophenones into 2-arylpropionic acids

A strategy based on photochemical 1,2-aryl migration as the pivotal step allows efficient transformation of 2-chloro-propiophenones into 2-arylpropionic acids. A noticeable substituent-directed excited state control on the rearrangement process has been observed.