52923-48-5

Usage

Uses

Used in Pharmaceutical Industry:
3-Hydroxy-2-phenylpropionitrile is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs. Its unique structure and properties allow it to be a versatile component in creating a wide range of medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Hydroxy-2-phenylpropionitrile is employed as a precursor in the production of agrochemicals, such as pesticides and herbicides. Its role in these applications is crucial for enhancing crop protection and ensuring agricultural productivity.
Used in Organic Synthesis:
3-Hydroxy-2-phenylpropionitrile is used as a building block in organic synthesis for its potential to form a variety of complex organic compounds. Its versatility in chemical reactions makes it a valuable asset in the creation of specialty chemicals and other advanced materials.
Safety Note:
It is important to handle 3-Hydroxy-2-phenylpropionitrile with care, as it may possess toxic properties and can be harmful if not managed properly. Adequate safety measures should be taken to minimize risks during its production, use, and disposal.

Upstream product

• 96-09-3 styrene oxide 
• 151-50-8 potassium cyanide 
• 143-33-9 sodium cyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 773837-37-9 sodium cyanide 
• 532-27-4 1-chloroacetophenone 
• 6362-63-6 ethyl 3-cyano-3-phenylpyruvate 
• 4553-07-5 ethyl phenylcyanoacetate 
• 5841-70-3 phenyl(formyl)acetonitrile 
• 50-00-0 formaldehyd 
• 140-29-4 phenylacetonitrile 

Downstream Products

• 94812-87-0 3-Chloro-2-phenylpropionitrile 
• 94812-89-2 3-Bromo-2-phenylpropionitrile 
• 495-10-3 2-phenylacrylonitrile 
• 1034694-47-7 3-acetoxy-2-phenylpropanenitrile 
• 63326-36-3 3-phenyl-3,4,6,7-tetrahydro-9H-pyrimido[2,1-c][1,4]oxazin-2-one 
• 63326-44-3 3-(3-oxo-morpholin-4-yl)-2-phenyl-propionamide 
• 364776-75-0 5'-O-[(2-cyano-2-phenylethoxy)carbonyl]thymidine 
• 63326-29-4 3-morpholin-4-yl-2-phenyl-propionamide 

Relevant academic research and scientific papers

A mild and selective Cu(II) salts-catalyzed reduction of nitro, azo, azoxy, N-aryl hydroxylamine, nitroso, acid halide, ester, and azide compounds using hydrogen surrogacy of sodium borohydride

The first mild, in situ, single-pot, high-yielding well-screened copper (II) salt-based catalyst system utilizing the hydrogen surrogacy of sodium borohydride for selective hydrogenation of a broad range of nitro substrates into the corresponding amine under habitancy of water or methanol like green solvents have been described. Moreover, this catalytic system can also activate various functional groups for hydride reduction within prompted time, with low catalyst-loading, without any requirement of high pressure or molecular hydrogen supply. Notably, this system explores a great potential to substitute expensive traditional hydrogenation methodologies and thus offers a greener and simple hydrogenative strategy in the field of organic synthesis.

A magnetic nanoparticle catalyzed eco-friendly synthesis of cyanohydrins in a deep eutectic solvent

Magnetic Fe3O4 nanoparticles in deep eutectic solvents (DESs) have been regard as excellent catalysts for highly efficient cyanosilylation of various aldehydes and epoxides using trimethylsilyl cyanide TMSCN in high yields with excellent selectivity. Fe3O4 nanoparticles were synthesized and applied as a catalyst for the preparation of a wide variety of cyanohydrins (α-hydroxy nitriles and β-hydroxy nitriles) in readily available urea-choline chloride deep eutectic solvent DES as the most promising environmentally benign and cost-effective green solvent. Magnetic DES operates at very mild reaction conditions and can be easily recycled without significant loss of its catalytic activity.

Facile synthesis of an organic-inorganic nanocomposite, PEG-silica, by sol-gel method; Its characterization and application as an efficient catalyst in regioselective nucleophilic ring opening of epoxides: Preparation of β-azido alcohols and β-cyanohydrin

The sol-gel method was used for the synthesis of a PEG-silica hybrid. In order to introduce PEG into the cavities of silica gel, first, the bis(3-trimethoxysilylpropyl)-polyethylene glycol precursor was synthesized by the reaction of 3-chloropropyltrimeth

Unexpected cleavage of 2-azido-2-(hydroxymethyl)oxetanes: Conformation determines reaction pathway?

An unanticipated cleavage of 2-azido-2-(hydroxymethyl)oxetanes is reported. In attempts to oxidize the title oxetanyl alcohols to the corresponding carboxylic acids with RuO4, cleaved nitriles were formed as the sole isolable products, while a

An environmentally benign catalytic method for efficient and selective nucleophilic ring opening of oxiranes by zirconium tetrakis(dodecyl Sulfate)

An operationally simple and environmentally benign protocol for a highly regio- and chemoselective preparation of β-substituted alcohols by means of ring-opening reactions of oxiranes with various aliphatic alcohols, H 2O, NaN3 , and NaCN as nucleophiles in the presence of catalytic amounts of zirconium tetrakis(dodecyl sulfate) as Lewis acid/surfactant-combined catalysts (LASCs) was developed. The high efficiency of the catalyst was confirmed by the high product yields obtained within desired times and, in particularly by the reusability of the ZrIV complex.

LiOH-catalyzed simple ring opening of epoxides under solvent-free conditions

LiOH has been found to be a very simple and selective catalyst for the rapid and mild synthesis of β-hydroxy sulfides and β-hydroxyl nitriles by ring opening of epoxides with aromatic, aliphatic, and heterocyclic thiols and trimethylsilyl cyanide at room temperature under solvent free conditions. All the reactions proceeded satisfactorily in short times and afforded the corresponding products in good to excellent yields with high regioselectivity and chemoselectivity under mild reaction conditions. Copyright Taylor & Francis Group, LLC.

Biocatalytic cascade for the synthesis of enantiopure β-azidoalcohols and β-hydroxynitriles

A three-step, two-enzyme, one-pot reaction sequence starting from prochiral a-chloroketones leading to enantiopure (3- azidoalcohols and (3-hydroxynitriles is described. Asymmetric bioreduction of a-chloroketones by hydrogen transfer catalysed by an alcohol dehydrogenase (ADH) established the stereogenic centre in the first step to furnish enantiopure chlorohydrin intermediates. Subsequent biocatalysed ring closure to the epoxide and nucleophilic ring opening with azide, N3-, or cyanide, CN-, both catalysed by a nonselective halohydrin dehalogenase (Hhe) proceeded with full retention of configuration to give enantiopure (-azidoalcohols and (3-hydroxynitriles, respectively. Both enantiomers of various optically pure (-azidoalcohols and (-hydroxynitriles were synthesised.

Esters of 2-phenylalkanenitriles and antifungal compositions containing them

Esters of 2-phenylalkanenitriles, such as 3-acetoxy-2-(2-chloro-5-(difluoromethoxy)phenyl)propanenitrile and 3-acetoxy-2-(4-chlorophenyl)propanenitrile, and compositions containing such esters, are useful as fungicides at very low concentrations.

An Epoxide Ring-Opening Reaction via Hypervalent Silicate Intermediate: Synthesis of Statine

The azide- and cyanide-opening reaction of epoxide with TBAF and TMSN 3 in THF or TBAF and TMSCN in MeCN occurred regioselectively to afford β-hydroxy azides and cyanides in good yield. These hypervalent silicates have been shown to be highly effective as nucleophilic azide and cyanide donors under mild conditions. This methodology has been applied to the preparation of statine.

Micellar media for the efficient ring opening of epoxides with CN-, N3-, NO3-, NO2-, SCN-, Cl- and Br- catalyzed with Ce(OTf)4

Micellar media are introduced for the efficient ring opening of epoxides with sodium salts of nucleophiles such as CN, N3-, NO3-, NO2, SCN, Br and Cl-, catalyzed with Ce(OTf)4. This method is an efficient procedure for the synthesis of different β-substituted alcohols under mild reaction conditions. The reaction with SCN- is an easy procedure for the high yielding preparation of epoxy sulfides.