3055-86-5

Basic information

• Product Name: 3-PHENOXYPROPIONITRILE
• Synonyms: AURORA 2014;3-PHENOXYPROPANENITRILE;3-PHENOXYPROPIONITRILE;3-phenoxypropiononitrile;3-PHENOXYPROPIONITRILE 98%
• CAS NO: 3055-86-5
• Molecular Formula: C₉H₉NO
• Molecular Weight: 147.17
• EINECS: 221-278-1
• Product Categories: C8 to C9;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 3055-86-5.mol

Chemical Properties

• Melting Point: 58-61 °C(lit.)
• Boiling Point: 120 °C / 2mmHg
• Flash Point: 120.1°C
• Appearance: /
• Density: 1.052g/cm³
• Vapor Pressure: 0.00276mmHg at 25°C
• Refractive Index: 1.514
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: slightly sol. in Methanol
• CAS DataBase Reference: 3-PHENOXYPROPIONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENOXYPROPIONITRILE(3055-86-5)
• EPA Substance Registry System: 3-PHENOXYPROPIONITRILE(3055-86-5)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36
• WGK Germany: 3
• Hazardous Substances Data: 3055-86-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis Industry:
3-Phenoxypropionitrile is used as a starting material for the synthesis of phenol novolak-type polymers. Its unique structure allows it to be a key component in creating advanced polymers with specific properties and applications.
Used in Polymer Production:
3-Phenoxypropionitrile is utilized as a monomer in the production of phenol novolak-type polymers, which are known for their thermal stability and mechanical strength. These polymers find applications in various industries, including coatings, adhesives, and composite materials, where high-performance materials are required.

InChI:InChI=1/C9H9NO/c10-7-4-8-11-9-5-2-1-3-6-9/h1-3,5-6H,4,8H2

Upstream product

• 139-02-6 sodium phenoxide 
• 107-13-1 acrylonitrile 
• 2417-90-5 bromopropionitrile 
• 108-95-2 phenol 
• 151-50-8 potassium cyanide 
• 589-10-6 phenoxyethyl bromide 
• 120828-89-9 trans-hydridophenoxobis(triethylphosphine)platinum(II) 
• 51992-34-8 4-phenoxybutylnitrile 

Downstream Products

• 22409-86-5 3-phenoxypropionaldehyde 
• 22409-37-6 3-phenoxy-propionic acid amide 
• 7170-38-9 3-phenoxypropanoic acid 
• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 24541-01-3 chroman-4-one oxime 

Relevant articles and documents

Benzyne-Mediated Nonconcerted Pathway toward Synthesis of Sterically Crowded [5]- and [7]Oxahelicenoids, Stereochemical and Theoretical Studies, and Optical Resolution of Helicenoids

Synthesis of [5]- and [7]oxahelicenoids via Diels-Alder reaction of sterically crowded bichromenes with benzyne is presented. Studies carried out on Diels-Alder addition product establish the unusual preference for a stepwise mechanism over the concerted reaction pathway. This high yielding general synthetic protocol affords unexpected anti cycloadducts [5]- and [7]oxahelicenoids, as confirmed by crystallographic analysis. To rationalize these intriguing antiaddition products, the reaction mechanism was elucidated by means of DFT analysis. Additionally, hydroxy-functionalized [7]oxahelicenoid has been resolved in its optically pure forms.

Design, synthesis and preliminary bioactivity evaluation of bitopic benzopyranomorpholine analogues as selective dopamine D3 receptor ligands as anti-drug addiction therapeutic agents

Three series of bitopic benzopyranomorpholine analogues were designed, synthesized, and evaluated as a novel class of selective ligands for the dopamine D3 receptor. Binding affinities of target compounds were determined using the method of radioligand binding assay. Most compounds demonstrated considerable binding affinities and selectivity for D3 receptor. Besides, the compounds were screened for their ability to alleviate withdrawal symptoms of opioid addiction in animal behavioral models. The results showed that compound 20h displayed nanomolar affinity for the D3R, and exhibited anti-drug addiction efficacy in the animal model of of naloxone-induced withdrawal symptoms in morphine-dependent mice.

Acid activated montmorillonite K-10 mediated intramolecular acylation: Simple and convenient synthesis of 4-chromanones

3-Aryloxyproionic acids undergo intramolecular cyclization in the presence of AA.Mont.K-10 in toluene under reflux for 30–45 min in good to excellent yields. Phenyl ring bearing various substituents at the ortho, meta, para positions undergo this cyclization reaction. This method involves simple work up and amenable for large scale preparations. The heterogeneous acid treated catalyst can be regenerated and used for up to three cycles with minimum loss of activity.

Benzyne-Mediated Nonconcerted Pathway toward Synthesis of Sterically Crowded [5]- And [7]Oxahelicenoids, Stereochemical and Theoretical Studies, and Optical Resolution of Helicenoids

Synthesis of [5]- and [7]oxahelicenoids via Diels-Alder reaction of sterically crowded bichromenes with benzyne is presented. Studies carried out on Diels-Alder addition product establish the unusual preference for a stepwise mechanism over the concerted reaction pathway. This high yielding general synthetic protocol affords unexpected anti cycloadducts [5]- and [7]oxahelicenoids, as confirmed by crystallographic analysis. To rationalize these intriguing antiaddition products, the reaction mechanism was elucidated by means of DFT analysis. Additionally, hydroxy-functionalized [7]oxahelicenoid has been resolved in its optically pure forms.

Synthesis of Flavanones via Palladium(II)-Catalyzed One-Pot β-Arylation of Chromanones with Arylboronic Acids

A total of 47 flavanones were expediently synthesized via one-pot β-arylation of chromanones, a class of simple ketones possessing chemically unactivated β sites, with arylboronic acids via tandem palladium(II) catalysis. This reaction provides a novel route to various flavanones, including natural products such as naringenin trimethyl ether, in yields up to 92percent.

A new method for the synthesis of six bromine four hydrogen colors chromone (by machine translation)

The invention discloses a method for synthesizing six bromine four hydrogen colors recombination, is in the reaction solvent, to phenol and acrylonitrile reaction raw material, under the action of the organic drugs, six bromine four hydrogen colors recombination reaction. The invention mild reaction conditions, cheap raw material, the value of the product is very high. This invention synthetic six bromine four hydrogen colors recombination has very high medicinal value, conducive to diabetes, obesity, disorders of the nervous system in the fields of research and development of new drugs, has extensive use and application market. (by machine translation)

Synthesis, characterization, and antimicrobial activity of novel substituted 2H-chromenyl acrylates

The present study deals with conventional Witting olefination of 2H-chromene-3-carbaldehydes with stabilized ylide in the presence of dichloromethane to afford (2E)-ethyl-3-(4-chloro-2H-chromen-3-yl) acrylate derivatives. All the products were found to have E-geometry at C=C bond. The synthesized compounds were characterized by spectral data such as IR, 1H NMR and MS. Compounds were screened for antimicrobial activity against strains of gram positive, gram negative bacterial and fungal strains. All compounds showed good antibacterial and antifungal activity.

Efficient and rapid synthesis of phenolic analogs of 4-phenylbutanoic acid using microwave-assisted Michael addition as a key reaction

ABSTRACT: The addition of phenols to acrylonitrile in the presence of aqueous benzyltrimethylammonium hydroxide or tetramethylammonium hydroxide under microwave irradiation yielded the corresponding Michael adducts. The obtained adducts were easily transformed to phenolic analogs of 4-phenylbutanoic acids via the hydrolysis of nitrile groups.

Catalytic Olefin hydroalkoxylation by nano particles of pollucite

The catalytic hydroalkoxylation of α,β-unsaturated esters, nitriles, and ethers with aliphatic and aromatic alcohols over pollucite using thermal and microwave-assisted methods was investigated. To study the effect of the alcohol structures on the mechanism of the hydroalkoxylation reaction, different alcohols, such as methanol to butanol, cyclohexanol, phenol, and 2-ethylhexanol were used. The activities of pollucite, in contrast to other basic solids, were scarcely affected by the presence of air and moisture. The correlation between alcohol acidity and reaction activity is discussed. The prepared pollucite was characterized by X-ray diffraction, volumetric nitrogen adsorption surface area analysis, and CO2 temperature-programmed desorption. Scanning electron microscopy analysis revealed that the size of the modified nano catalyst particles was under 40nm.

Cyanoethylation of alcohols and amines by cesium-modified zeolite y

Zeolite Y modified by cesium and magnesium ions was prepared by ion-exchange and impregnation methods, and its activity in the cyanoethylation of aliphatic and aromatic alcohols and amines was investigated. During the preparation of some samples, the transformation of zeolite Y into a pollucite-type phase occurred. This phase exhibited good activity in the cyanoethylation of aliphatic alcohols. The prepared solids modified by the impregnation method were more active than the ion-exchanged solids. The activities of the catalysts, in contrast to other basic solids, were scarcely affected by the presence of air or moisture. A correlation between catalyst basicity and catalytic activity is discussed. The catalysts were characterized by X-ray diffraction, volumetric nitrogen adsorption surface area measurement, and CO2 temperature-programmed desorption. Scanning electron microscopy revealed that the particles of the modified nanocatalysts were 40 nm. The reaction of acrylonitrile with linear alcohols in the presence of the catalysts was accelerated by microwave irradiation.