63640-09-5

Basic information

• Product Name: (R)-2-(4-CHLORO-PHENYL)-3-METHYL-BUTYRIC ACID
• Synonyms: (R)-2-(4-CHLORO-PHENYL)-3-METHYL-BUTYRIC ACID;(R)-2-(4-Chlorophenyl)-3-Methylbutanoic acid
• CAS NO: 63640-09-5
• Molecular Formula: C₁₁H₁₃ClO₂
• Molecular Weight: 212.675
• Mol File: 63640-09-5.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 318.7°C at 760 mmHg
• Flash Point: 146.5°C
• Appearance: /
• Density: 1.184g/cm³
• Vapor Pressure: 0.000148mmHg at 25°C
• Refractive Index: 1.537
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (R)-2-(4-CHLORO-PHENYL)-3-METHYL-BUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-(4-CHLORO-PHENYL)-3-METHYL-BUTYRIC ACID(63640-09-5)
• EPA Substance Registry System: (R)-2-(4-CHLORO-PHENYL)-3-METHYL-BUTYRIC ACID(63640-09-5)

Safety Data

• Hazardous Substances Data: 63640-09-5(Hazardous Substances Data)

Usage

General Description

The chemical compound "(R)-2-(4-chloro-phenyl)-3-methyl-butyric acid" is a chiral molecule with a specific stereochemistry. It is a derivative of butyric acid with a 4-chloro-phenyl group and a 3-methyl substituent. (R)-2-(4-CHLORO-PHENYL)-3-METHYL-BUTYRIC ACID is used in organic synthesis and pharmaceutical research as a building block for the synthesis of various compounds. It may also have potential biological or pharmacological activity due to its structural features. The stereochemistry of the molecule, with the (R)-configuration, may also be important for its interactions with biological systems and in drug design.

InChI:InChI=1/C11H13ClO2/c1-7(2)10(11(13)14)8-3-5-9(12)6-4-8/h3-7,10H,1-2H3,(H,13,14)/t10-/m1/s1

Upstream product

• 2012-81-9 3-Methyl-2-(4'-chlorophenyl)-butyronitrile 
• 5096-11-7 (S)-3-(1-hydroxyethyl)pyridine 
• 51631-99-3 2-(4-Chlorphenyl)-3-methylbuttersaeureanhydrid 
• 27854-88-2 (R)-1-(4-pyridinyl)ethanol 
• 74408-48-3 2-(4-Chlorophenyl)-3-methylbutyraldehyde 
• 51630-58-1 FENVALERATE 
• 106-43-4 para-chlorotoluene 
• 622-95-7 4-chlorobenzyl bromide 
• 140-53-4 p-chlorobenzyl cyanide 
• 1878-66-6 4-chlorophenylacetic Acid 
• 75-29-6 isopropyl chloride 
• 51631-50-6 2-(4-chlorophenyl)-3-methyl-(2SR)-butanoyl chloride 
• 66230-04-4 esfenvalerate 
• 86618-06-6 methyl 2-(4-chlorophenyl)-3-methylbutanoate 

Downstream Products

• 51631-50-6 2-(4-chlorophenyl)-3-methyl-(2SR)-butanoyl chloride 
• 55332-38-2 S-isopropyl-4-chlorophenylacetic acid 
• 71697-10-4 (R)-4-chloro-α-(1-methylethyl)benzenecaetyl chloride 
• 69741-69-1 2-(4-chlorophenyl)-3-methylbutyramide 
• 86618-06-6 methyl 2-(4-chlorophenyl)-3-methylbutanoate 
• 916074-16-3 2-(4-chloro-phenyl)-3-methyl-butyryl isocyanate 
• 67614-32-8 (R)-α-cyano-3-phenoxybenzyl (S)-2-(4-chlorophenyl)-3-methylbutyrate 
• 67614-33-9 (R)-α-cyano-3-phenoxybenzyl (R)-2-(4-chlorophenyl)isovalerate 
• 66230-04-4 esfenvalerate 
• 66267-77-4 [R]-alpha-cyano-3-phenoxybenzyl [S]-2-(4-chlorophenyl)-2-isopropyl-acetate 
• 223905-29-1 N-[(S)-4-chloro-α-(1-methylethyl)benzeneacetyl]4-nitro-L-phenylalanine 

Relevant articles and documents

Enantioselective Hydrogenation of Tetrasubstituted α,β-Unsaturated Carboxylic Acids Enabled by Cobalt(II) Catalysis: Scope and Mechanistic Insights

Chiral carboxylic acids are important compounds because of their prevalence in pharmaceuticals, natural products and agrochemicals. Asymmetric hydrogenation of α,β-unsaturated carboxylic acids has been widely recognized as one of the most efficient synthetic approaches to afford such compounds. Although related asymmetric hydrogenation of di- and trisubstituted unsaturated acids with noble metals is well established, asymmetric hydrogenation of challenging tetrasubstituted α,β-unsaturated carboxylic acids is rarely reported. We demonstrate enantioselective hydrogenation of cyclic and acyclic tetrasubstituted α,β-unsaturated carboxylic acids via cobalt(II) catalysis. This protocol showed broad substrate scope and gave chiral carboxylic acids in good yields with excellent enantiocontrol (up to 98 % yield and 99 % ee). Combined experimental and computational mechanistic studies support a CoII catalytic cycle involving migratory insertion and σ-bond metathesis processes. DFT calculations reveal that enantioselectivity may originate from the steric effect between the phenyl groups of the ligand and the substrate.

Iridium-catalyzed enantioselective hydrogenation of α,β- unsaturated carboxylic acids with tetrasubstituted olefins

A highly efficient asymmetric hydrogenation of α,β-unsaturated carboxylic acids with tetrasubstituted olefin catalyzed by chiral spiro iridium complexes has been developed for the preparation of chiral α-substituted carboxylic acids in excellent enantioselectivities (up to 99% ee).

Enantioselective extraction of fenvaleric acid enantiomers by two-phase (W/O) recognition chiral extraction

To establish an extraction method for fenvaleric acid (FA) enantiomers using l-iso-butyl-l-tartaric esters and hydroxypropyl-β-cyclodextrin (HP-β-CD) as chiral selector, the distribution of FA enantiomers was examined in methanol aqueous solution containing HP-β-CD and 1,2-dichloroethane organic solution containing l-iso-butyl-l-tartaric esters. The influences of the concentration of l-iso-butyl-l-tartaric esters and HP-β-CD, organic diluent, pH, extraction temperature and the concentration of methanol aqueous solution on the partition coefficient (k) and separation factor (α) of FA were investigated. The experiment results showed that the complex formed by l-iso-butyl-l-tartaric esters with S-enantiomer is stabler than that with R-enantiomer. With the increase of the concentration of l-iso-butyl-l-tartaric ester, k and α increased; With the increase of the concentration of HP-β-CD, k increased firstly, and then decreased, but α increased all the while, k was the highest when the concentration of HP-β-CD was 4 mmol L-1. 1,2-dichloroethane organic diluent was better than the others. With the increase of pH, k and α decreased; with further increasing concentration of methanol aqueous solution, k and α decreased, k and α were the highest when the concentration of methanol aqueous solution was 10%. The extraction temperature had a great influence on k and α, too.