68449-31-0

Basic information

• Product Name: 4-(2-chloro-phenyl)-butyric acid
• Synonyms: 4-(2-chloro-phenyl)-butyric acid;Benzenebutanoic acid, 2-chloro-;2-Chloro-benzenebutanoic acid
• CAS NO: 68449-31-0
• Molecular Formula: C₁₀H₁₁ClO₂
• Molecular Weight: 198.64614
• EINECS: -0
• Mol File: 68449-31-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(2-chloro-phenyl)-butyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-chloro-phenyl)-butyric acid(68449-31-0)
• EPA Substance Registry System: 4-(2-chloro-phenyl)-butyric acid(68449-31-0)

Safety Data

• Hazardous Substances Data: 68449-31-0(Hazardous Substances Data)

Usage

Derivative of

Cinnamic acid

Structure

Butyric acid chain with a chlorine-substituted phenyl group attached

Uses

Synthesis of pharmaceuticals and agrochemicals, production of fragrances and flavoring compounds

Pharmacological properties

Anti-inflammatory, antioxidant, neuroprotective effects

Potential for drug development

Promising candidate for new drugs for various medical treatments

Upstream product

• 3900-89-8 2-Chlorobenzeneboronic acid 
• 1587-07-1 1-Chloro-2-(2-propenyl)benzene 
• 6282-87-7 3-(2-chlorophenyl)-propanol 
• 124-38-9 carbon dioxide 
• 54877-27-9 1-chloro-2-(3-bromopropyl)benzene 
• 90347-04-9 1-chloro-2-(3-chloro-propyl)-benzene 
• 143-33-9 sodium cyanide 

Downstream Products

• 101876-57-7 5-chloro-1-(2-methoxy-phenyl)-1,2,3,4-tetrahydro-[1]naphthol 
• 101440-90-8 8-chloro-4-o-tolyl-1,2-dihydro-naphthalene 
• 101446-33-7 1-chloro-5-o-tolyl-naphthalene 
• 1730-86-5 o-chloro-(n-propyl)benzene 
• 90875-76-6 4-(2-chlorophenyl)butan-1-ol 
• 26673-30-3 5-chloro-3,4-dihydro-1(2H)-naphthalenone 

Relevant articles and documents

Carbonylative Transformation of Allylarenes with CO Surrogates: Tunable Synthesis of 4-Arylbutanoic Acids, 2-Arylbutanoic Acids, and 4-Arylbutanals

In this Communication, procedures for the selective synthesis of 4-arylbutanoic acids, 2-arylbutanoic acids, and 4-arylbutanals from the same allylbenzenes have been developed. With formic acid or TFBen as the CO surrogate, reactions proceed selectively and effectively under carbon monoxide gas-free conditions.

Enantioselective halogenative semi-pinacol rearrangement: Extension of substrate scope and mechanistic investigations

The present Full Paper article discloses a survey of our recent results obtained in the context of the enantioselective halogenation-initiated semi-pinacol rearrangement. Commencing with the fluorination/semi-pinacol reaction first and moving to the heavier halogens (bromine and iodine) second, the scope and limitations of the halogenative phase-transfer methodology will be discussed and compared. An extension of the fluorination/semi-pinacol reaction to the ring-expansion of five-membered allylic cyclopentanols will be also described, as well as some preliminary results on substrates prone to desymmetrization will be given. Finally, the present manuscript will culminate with a detailed mechanistic investigation of the canonical fluorination/semi-pinacol reaction. Our mechanistic discussion will be based on in situ reaction progress monitoring, complemented with substituent effect, kinetic isotopic effect and non-linear behaviour studies.

Enantioselective organocatalytic fluorination-induced Wagner-Meerwein rearrangement

Cracked under strain: Strained allylic cyclobutanols and cyclopropanols readily undergo a ring expansion described by the title rearrangement. This reaction is promoted by catalytic amounts of 1 and displays high tolerance with respect to the substrate scope. The corresponding β-fluoro spiroketone products are isolated in high yields and with excellent stereoselectivities. EDG=electron-donating group, EWG=electron-withdrawing group. Copyright