21850-61-3

Basic information

• Product Name: 2-(4-hydroxyphenyl)propiononitrile
• Synonyms: 2-(4-hydroxyphenyl)propiononitrile;4-Hydroxy-α-methylbenzeneacetonitrile;Einecs 244-619-6
• CAS NO: 21850-61-3
• Molecular Formula: C₉H₉NO
• Molecular Weight: 147.17386
• EINECS: 244-619-6
• Mol File: 21850-61-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 288.9°Cat760mmHg
• Flash Point: 128.5°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 0.00131mmHg at 25°C
• Refractive Index: 1.556
• CAS DataBase Reference: 2-(4-hydroxyphenyl)propiononitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-hydroxyphenyl)propiononitrile(21850-61-3)
• EPA Substance Registry System: 2-(4-hydroxyphenyl)propiononitrile(21850-61-3)

Safety Data

• Hazardous Substances Data: 21850-61-3(Hazardous Substances Data)

Usage

General Description

2-(4-hydroxyphenyl)propiononitrile is a chemical compound with the molecular formula C9H7NO. It is a nitrile derivative of 4-hydroxyphenyl propionic acid and is also known as p-hydroxyphenylpropionitrile. 2-(4-hydroxyphenyl)propiononitrile is used in the production of pharmaceuticals, agrochemicals, and other organic compounds. It is a colorless to yellow liquid with a faint sweet odor, and it is known to be irritant to the skin, eyes, and respiratory system. It is important to handle and use this chemical with caution and to follow safety guidelines and procedures.

InChI:InChI=1/C9H9NO/c1-7(6-10)8-2-4-9(11)5-3-8/h2-5,7,11H,1H3

Upstream product

• 2628-17-3 4-Vinylphenol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 7664-93-9 sulfuric acid 
• 28694-90-8 2-(4-aminophenyl)-propionitrile 
• 93453-79-3 1-(4-hydroxyphenyl)ethanol 
• 143-33-9 sodium cyanide 
• 99-93-4 4-Hydroxyacetophenone 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 51234-22-1 3-nitro-4-hydroxyphenyl-α-methyl-acetonitrile 
• 938-96-5 2-(4-Hydroxy-phenyl)-propionic acid 
• 861841-15-8 β-4-methoxycarbonyl-(α-methyl)methenylphenyl-dihydroartemisinin ether 
• 861841-29-4 β-4-carboxy-(α-methyl)methenylphenyl-dihydroartemisinin ether 
• 65784-33-0 methyl 2-(4-hydroxyphenyl)propanoate 
• 97581-73-2 5-[1-(4-[4-Acetyl-3-hydroxy-2-propylbenzyloxy]phenyl)ethyl]-tetrazole 
• 51234-56-1 2-(2-phenyl-benzooxazol-5-yl)-propionamide 
• 54785-34-1 2-(2-p-tolyl-benzooxazol-5-yl)-propionitrile 
• 51234-40-3 2-(2-phenyl-benzooxazol-5-yl)-propionic acid ethyl ester 
• 51234-57-2 2-[2-(4-chloro-phenyl)-benzooxazol-5-yl]-propionamide 
• 51234-83-4 N,N-diethyl-2-(2-phenyl-benzooxazol-5-yl)-propionamide 
• 51234-41-4 2-[2-(4-chloro-phenyl)-benzooxazol-5-yl]-propionic acid ethyl ester 
• 54785-40-9 2-[2-(4-tert-butyl-phenyl)-benzooxazol-5-yl]-propionic acid 
• 51234-43-6 3-amino-4-hydroxyphenyl-2-methylacetic acid 

Relevant articles and documents

Nickel-Catalyzed Markovnikov Transfer Hydrocyanation in the Absence of Lewis Acid

Hydrocyanation in the absence of toxic HCN gas is highly desirable. Addressing that challenge, transition-metal-catalyzed transfer hydrocyanation using safe HCN precursors has been developed, but these reagents generally require a Lewis acid for activation, and the control of regioselectivity often remains problematic. In this Letter, a Ni-catalyzed highly Markovnikov-selective transfer hydrocyanation that operates in the absence of any Lewis acid is reported. The readily prepared pro-aromatic 1-isopropylcyclohexa-2,5-diene-1-carbonitrile is used as the HCN source, and the reaction shows a broad substrate scope and high functional group tolerance. Terminal styrene derivatives, dienes, and internal alkynes are converted with good to excellent selectivities. Mechanistic studies provide insights into the origin of the regioselectivity.

Enantioselective Nickel-Catalyzed Hydrocyanation using Chiral Phosphine-Phosphite Ligands: Recent Improvements and Insights

The asymmetric hydrocyanation of vinylarenes was investigated using hydrogen cyanide (HCN) in the presence of 5 mol% of a catalyst prepared from a phenol-derived chiral phosphine-phosphite ligand and bis(cyclooctadiene)nickel [Ni(cod)2]. The reactions were performed in tetrahydrofuran (THF) at room temperature to give exclusively the branched nitriles with superior enantioselectivities of 88-99% ee for vinylarenes and 74-94% ee for vinylheteroarenes, respectively. Using styrene as a model substrate it was shown that the catalyst loading could be decreased to 0.42 mol% without any loss of selectivity (88% ee). The structure of the pre-catalyst, i.e., a tetrahedral Ni(0)(P,P-chelate)(cod) complex, was proven by X-ray and NMR analysis. Additional insight into the reaction course was gained by monitoring the hydrocyanation of styrene-d8 by means of 2D NMR spectroscopy.

Esters and amides of substituted fused ring phenyl acetic acids

Esters and amides of substituted fused ring phenyl acetic acids having the formula wherein Y, together with the ring to which it is fused forms a multi-ring system selected from napthyl, [1]benzopyranol [2, 3-b], pyridine, phenothiazine, carbazole, and benzoxazole;, R1 is lower alkyl or hydrogen;, R2 is one or more independently selected from cyano, nitro, amino, alkylamino, hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy, phenyl or phenyl substituted with halogen, alkyl or alkoxy;, wherein Q is the deprotonated residue of a polymer or macromolecular structure having a molecular weight of at least 1000 containing at least two primary and/or secondary amino groups and/or hydroxy groups; and, n is an integer of at least 2 are useful in treating colonic polyps.