16642-79-8 Usage
Description
3-(4-Nitrophenyl)propanoic acid, also known as β-(4-nitrophenyl)propionic acid, is a monocarboxylic acid derived from 3-phenylpropionic acid with a nitro group substitution at the para position of the phenyl group. It is a yellow to brown solid and serves as an important intermediate in various chemical syntheses.
Uses
Used in Organic Synthesis:
3-(4-Nitrophenyl)propanoic acid is used as a key intermediate for the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and dyestuffs. Its unique structure allows for versatile chemical reactions and modifications, making it a valuable building block in the development of new molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-(4-Nitrophenyl)propanoic acid is utilized as a starting material for the synthesis of various drugs and drug candidates. Its reactivity and functional groups enable the creation of diverse medicinal compounds with potential therapeutic applications.
Used in Agrochemicals:
3-(4-Nitrophenyl)propanoic acid is employed as a raw material in the development of agrochemicals, such as pesticides and herbicides. Its chemical properties make it suitable for the synthesis of compounds that can effectively control pests and weeds in agricultural settings.
Used in Dyestuff Industry:
In the dyestuff industry, 3-(4-Nitrophenyl)propanoic acid is used as an intermediate for the production of various dyes and pigments. Its chemical structure contributes to the development of colorants with specific properties, such as color intensity, stability, and solubility, which are essential for various applications in the textile, plastic, and printing industries.
Synthesis Reference(s)
Synthetic Communications, 25, p. 3067, 1995 DOI: 10.1080/00397919508011439
Check Digit Verification of cas no
The CAS Registry Mumber 16642-79-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,6,4 and 2 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 16642-79:
(7*1)+(6*6)+(5*6)+(4*4)+(3*2)+(2*7)+(1*9)=118
118 % 10 = 8
So 16642-79-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H9NO4/c11-9(12)6-3-7-1-4-8(5-2-7)10(13)14/h1-2,4-5H,3,6H2,(H,11,12)
16642-79-8Relevant articles and documents
A Highly Efficient NHC-Catalyzed Aerobic Oxidation of Aldehydes to Carboxylic Acids
Khatana, Anil Kumar,Singh, Vikram,Gupta, Manoj Kumar,Tiwari, Bhoopendra
, p. 4290 - 4294 (2018/11/23)
An N-heterocyclic carbene (NHC) organocatalytic aerobic oxidation of aldehydes to the corresponding carboxylic acids is explored. Remarkably, this method allows for efficient conversion of different classes of aldehydes including highly challenging electron-rich aryl aldehydes, ortho -substituted aryl aldehydes, various heteroaromatic aldehydes and α,β-unsaturated aldehydes under mild reaction conditions. These substrates, under previously reported NHC-catalyzed methods, are typically unreactive or give poor yields, require high reaction temperatures and reaction times of several days.
Pd-Catalyzed β-C(sp3)?H Arylation of Propionic Acid and Related Aliphatic Acids
Ghosh, Kiron K.,van Gemmeren, Manuel
supporting information, p. 17697 - 17700 (2017/12/07)
A generally applicable Pd-catalyzed protocol for the β-C(sp3)?H arylation of propionic acid and related α-branched aliphatic acids is reported. Enabled by the use of N-acetyl-β-alanine as ligand our protocol delivers a broad range of arylation products. Notably, the highly challenging substrate, propionic acid, which lacks any acceleration through the Thorpe–Ingold effect, can be employed as substrate with synthetically useful yields. Furthermore, the scalability and synthetic applicability of the protocol are demonstrated.
Synthesis of tetrahydronaphthalene lignan esters by intramolecular cyclization of ethyl p-azidophenyl-2-phenylalkanoates and evaluation of the growth inhibition of human tumor cell lines
Pinto, Orlando,Sardinha, Jo?o,Vaz, Pedro D.,Piedade, Fátima,Calhorda, Maria J.,Abramovitch, Rudolph,Nazareth, Nair,Pinto, Madalena,Nascimento, Maria S. J.,Rauter, Amélia P.
experimental part, p. 3175 - 3187 (2011/07/30)
Figure Presented. Intramolecular cyclization via nitrenium ion of 2-phenylpentanoic/2-phenylbutanoic acid esters with a terminal p-azidophenyl group gives direct access to tetrahydronaphthalene lignan esters. The p-azidophenyl-substituted butanoate led to
