1878-71-3

Basic information

• Product Name: 3-CYANOPHENYLACETIC ACID
• Synonyms: 3-CYANOPHENYLACETIC ACID;3-Cyanobenzeneacetic acid;2-(3-cyanophenyl)acetic acid;Benzeneaceticacid,3-cyano-;3-Cyanophenylacetic acid 95%;(m-Cyanophenyl)acetic acid
• CAS NO: 1878-71-3
• Molecular Formula: C₉H₇NO₂
• Molecular Weight: 161.16
• Product Categories: Aromatic Phenylacetic Acids and Derivatives;pharmacetical;C9;Carbonyl Compounds;Carboxylic Acids
• Mol File: 1878-71-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 113-117 °C(lit.)
• Boiling Point: 342.1°Cat760mmHg
• Flash Point: 160.7°C
• Appearance: White to brown/Powder or Crystalline Powder
• Density: 1.26g/cm³
• Vapor Pressure: 2.97E-05mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.08±0.10(Predicted)
• CAS DataBase Reference: 3-CYANOPHENYLACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CYANOPHENYLACETIC ACID(1878-71-3)
• EPA Substance Registry System: 3-CYANOPHENYLACETIC ACID(1878-71-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37
• WGK Germany: 3
• Hazardous Substances Data: 1878-71-3(Hazardous Substances Data)

Usage

General Description

3-Cyanophenylacetic acid is a chemical compound with the formula C9H7NO2. It is a carboxylic acid derivative that contains both a cyanide group and a phenyl ring. It is commonly used as a building block in the synthesis of pharmaceutical and agrochemical compounds, including nonsteroidal anti-inflammatory drugs (NSAIDs) and herbicides. It is also used as a reagent in organic chemistry reactions, and as a precursor to other functionalized acids and esters. Due to its versatile reactivity and applications, 3-Cyanophenylacetic acid is a valuable intermediate in the production of various organic compounds.

InChI:InChI=1/C9H7NO2/c10-6-8-3-1-2-7(4-8)5-9(11)12/h1-4H,5H2,(H,11,12)

Upstream product

• 28188-41-2 m-(bromomethyl)benzonitrile 
• 124-38-9 carbon dioxide 
• 16473-20-4 3-(Fluoromethyl)benzonitrile 
• 773837-37-9 sodium cyanide 
• 1878-69-9 3-iodophenylacetic acid 
• 52797-99-6 m-cyano-α-diazoacetophenone 
• 67-56-1 methanol 
• 143659-32-9 1-Naphthylmethyl 3-cyanophenylacetate 
• 14338-36-4 3-amino phenylacetic acid 
• 151-50-8 potassium cyanide 
• 1253037-56-7 m-cyanobenzyl methyl carbonate 

Downstream Products

• 193290-27-6 3-(2-hydroxyethyl)benzonitrile 
• 52798-00-2 (3-cyano-phenyl)-acetic acid methyl ester 
• 445003-61-2 methyl 2-(3-cyano-phenyl)-2-methyl-propionate 
• 62043-83-8 3-(2-oxo-2-phenylethyl)benzonitrile 
• 62043-86-1 3-Cyanobenzyl-4'-methylphenylketon 
• 62043-89-4 3-Cyanobenzyl-4'-chlorphenylketon 
• 62044-36-4 (3-cyano-phenyl)-acetyl chloride 
• 62043-92-9 4'-methoxy-α'-oxo-bibenzyl-3-carbonitrile 

Relevant articles and documents

Visible-light photoredox-catalyzed selective carboxylation of C(sp3)?F bonds with CO2

It is highly attractive and challenging to utilize carbon dioxide (CO2), because of its inertness, as a nontoxic and sustainable C1 source in the synthesis of valuable compounds. Here, we report a novel selective carboxylation of C(sp3)?F bonds with CO2 via visible-light photoredox catalysis. A variety of mono-, di-, and trifluoroalkylarenes as well as α,α-difluorocarboxylic esters and amides undergo such reactions to give important aryl acetic acids and α-fluorocarboxylic acids, including several drugs and analogs, under mild conditions. Notably, mechanistic studies and DFT calculations demonstrate the dual role of CO2 as an electron carrier and electrophile during this transformation. The fluorinated substrates would undergo single-electron reduction by electron-rich CO2 radical anions, which are generated in situ from CO2 via sequential hydride-transfer reduction and hydrogen-atom-transfer processes. We anticipate our finding to be a starting point for more challenging CO2 utilization with inert substrates, including lignin and other biomass.

Ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2

The first ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2 to generate important aryl acetic acids is reported. Besides aldehyde hydrazones, a variety of ketone hydrazones, which have not been successfully applied in previous umpolung reactions with other reactive electrophiles, also show high reactivity and selectivity under mild conditions. Moreover, this operationally simple protocol features good functional group tolerance, is readily scalable, and offers easy derivation of important structures, including bioactive felbinac and adiphenine. Computational studies reveal that this umpolung reaction proceeds through the generation of a Ru-nitrenoid followed by concerted [4 + 2] cycloaddition with CO2.

N-SULFONYL THIAZOLYLPIPERAZINE DERIVATIVES AND RELATED N-SULFONYL HETEROCYCLIC DERIVATIVES FOR THE TREATMENT OF NEURO DEGENERATIVE DISEASES

This invention provides thiazolylpiperazine derivatives, and N-sulfonyl heterocyclic derivatives including phenyl- and benzyl-thiazolylpiperidine derivatives, and pharmaceutically acceptable salts thereof, which are useful active ingredients for administration in a method for the treatment of an α-synucleopathy such as Parkinson's disease, diffuse Lewy body disease, traumatic brain injury, amyotrophic lateral sclerosis, Niemann-Pick disease, Hallervorden-Spatz syndrome, Down syndrome, neuroaxonal dystrophy, multiple system atrophy and Alzheimer's disease. This invention also provides methods for making such derivatives, and pharmaceutical compositions including such derivatives together with pharmaceutically acceptable excipients.