22442-48-4

Basic information

• Product Name: 3-(4-METHOXYPHENYL)PROPIONITRILE
• Synonyms: 3-(4-Methoxyphenyl)propanenitrile;4-methoxy-benzenepropanenitril;4-methoxybenzenepropanenitrile;beta-(4-methoxyphenyl)propionitrile;Hydrocinnamonitrile, p-methoxy-;p-methoxy-hydrocinnamonitril;p-Methoxyhydrocinnamonitrile;3-(P METHOXYPHENYL)PROPIONITRILE
• CAS NO: 22442-48-4
• Molecular Formula: C₁₀H₁₁NO
• Molecular Weight: 161.2
• Product Categories: Aromatic Nitriles
• Mol File: 22442-48-4.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 105°C 1mm
• Flash Point: 130.1°C
• Appearance: /
• Density: 1,05 g/cm3
• Vapor Pressure: 0.000678mmHg at 25°C
• Refractive Index: 1.514
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(4-METHOXYPHENYL)PROPIONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-METHOXYPHENYL)PROPIONITRILE(22442-48-4)
• EPA Substance Registry System: 3-(4-METHOXYPHENYL)PROPIONITRILE(22442-48-4)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT, IRRITANT-HARMFUL
• Hazardous Substances Data: 22442-48-4(Hazardous Substances Data)

Usage

General Description

3-(4-Methoxyphenyl)propionitrile, also known as P-methoxyphenylpropionitrile, is a chemical compound with the molecular formula C10H11NO. It is a colorless to pale yellow liquid with a faint, aromatic odor. 3-(4-METHOXYPHENYL)PROPIONITRILE is commonly used as an intermediate in the production of pharmaceuticals, agrochemicals, and other fine chemicals. It is also utilized as a starting material for the synthesis of various other compounds. P-methoxyphenylpropionitrile has potential uses in the fields of medicine, agriculture, and chemical research, making it a valuable and versatile chemical compound.

InChI:InChI=1/C10H11NO/c1-12-10-6-4-9(5-7-10)3-2-8-11/h4-7H,2-3H2,1H3

Upstream product

• 100-66-3 methoxybenzene 
• 107-13-1 acrylonitrile 
• 25413-27-8 3-(4-methoxy-phenyl)propionamide 
• 91-22-5 quinoline 
• 36397-19-0 α-Cyano-β-(4-methoxyphenyl)propionic acid 
• 104-93-8 p-methylanizole 
• 75-05-8 acetonitrile 
• 77287-34-4 formamide 
• 768-60-5 4-methoxyphenylacetylen 
• 123-11-5 4-methoxy-benzaldehyde 
• 16640-68-9 cyanomethylene triphenylphosphorane 
• 637-69-4 4-Methoxystyrene 
• 1147550-11-5 ammonium thiocyanate 
• 702-23-8 2-(4-Methoxyphenyl)ethanol 

Downstream Products

• 41350-95-2 1-(4-hydroxy-2,6-dimethoxy-phenyl)-3-(4-methoxy-phenyl)-propan-1-one 
• 88945-20-4 2-(p-methoxyphenyl)ethanamidine hydrochloride 
• 82267-46-7 DL-2-amino-4-(p-methoxyphenyl)butanoic acid 
• 91337-83-6 3-(4-methoxy-phenyl)-propionaldehyde-semicarbazone 
• 83986-67-8 1-(methylamino)-3-(p-methoxyphenyl)propane 
• 57400-89-2 4-(3-aminopropyl)phenol 
• 100987-56-2 7-Amino-2-[2-(4-methoxy-phenyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 141421-82-1 7-Hydroxy-2-[2-(4-methoxy-phenyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 141422-04-0 7-Chloro-2-[2-(4-methoxy-phenyl)-ethyl]-6-nitro-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 101302-82-3 6-[2-(4-Methoxy-phenyl)-ethyl]-3H-[1,3,4]thiadiazolo[3,2-a][1,2,3]triazolo[4,5-d]pyrimidin-9-one 
• 141421-60-5 7-Hydroxy-2-[2-(4-methoxy-phenyl)-ethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one 
• 102151-93-9 3-(4-Methoxy-phenyl)-propionamidine 
• 166959-67-7 4-(2-cyanoethyl)phenyl(trifluoromethyl)sulfonate 

Relevant articles and documents

Nickel/Cobalt-Catalyzed Reductive Hydrocyanation of Alkynes with Formamide as the Cyano Source, Dehydrant, Reductant, and Solvent

A Ni/Co co-catalyzed reductive hydrocyanation of various alkynes was developed for the production of saturated nitriles. Hydrocyanic acid is generated in situ from safe and readily available formamide. Formamide played multiple roles as a cyano source, dehydrant, and reductant for the NiII pre-catalyst and vinyl nitriles, along with acting as the co-solvent in this reaction. Detailed mechanistic investigation supported a pathway via hydrocyanation of C≡C bond and the subsequent reduction of C=C bond. Wide substrate scope, the employment of a cheap and stable nickel salt as pre-catalyst, a safe cyano source and convenient experimental operation render this hydrocyanation practical for the laboratory synthesis of saturated nitriles. (Figure presented.).

Design, synthesis and biological evaluation of 8-(2-amino-1-hydroxyethyl)-6-hydroxy-1,4-benzoxazine-3(4H)-one derivatives as potent β2-adrenoceptor agonists

A series of β2-adrenoceptor agonists with an 8-(2-amino-1-hydroxyethyl)-6-hydroxy-1,4-benzoxazine-3(4H)-one moiety is presented. The stimulatory effects of the compounds on human β2-adrenoceptor and β1-adrenoceptor were characterized by a cell-based assay. Their smooth muscle relaxant activities were tested on isolated guinea pig trachea. Most of the compounds were found to be potent and selective agonists of the β2-adrenoceptor. One of the compounds, (R)-18c, possessed a strong β2-adrenoceptor agonistic effect with an EC50 value of 24 pM. It produced a full and potent airway smooth muscle relaxant effect same as olodaterol. Its onset of action was 3.5 min and its duration of action was more than 12 h in an in vitro guinea pig trachea model of bronchodilation. These results suggest that (R)-18c is a potential candidate for long-acting β2-AR agonists.

Thiocyanate radical mediated dehydration of aldoximes with visible light and air

We developed a new means of activating aldoximes by an in situ generated thiocyanate radical from ammonium thiocyanate and molecular oxygen at room temperature. With a catalytic amount of organic dye aizenuranine as the photocatalyst, the dehydration of aldoximes proceeds smoothly under visible light irradiation, providing a simple to handle, excellent functional group tolerance, and metal-free protocol for a wide range of nitriles.