5558-29-2

Basic information

• Product Name: 2-ISOPROPYL-2-PHENYLACETONITRILE
• Synonyms: 2-PHENYLISOVALERONITRILE;2-ISOPROPYL-2-PHENYLACETONITRILE;3-METHYL-2-PHENYLBUTANENITRILE;3-METHYL-2-PHENYLBUTYRONITRILE;A-(ISO-PROPYL)PHENYLACETONITRILE;TIMTEC-BB SBB008509;alpha-(iso-Propyl)phenylacetonitrile;alpha-Isopropylphenylacetonitrile 97%
• CAS NO: 5558-29-2
• Molecular Formula: C₁₁H₁₃N
• Molecular Weight: 159.23
• Mol File: 5558-29-2.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 123-124°C 15mm
• Flash Point: 123-124°C/15mm
• Appearance: /
• Density: 0,967 g/cm3
• Vapor Pressure: 0.0241mmHg at 25°C
• Refractive Index: 1.5050
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-ISOPROPYL-2-PHENYLACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ISOPROPYL-2-PHENYLACETONITRILE(5558-29-2)
• EPA Substance Registry System: 2-ISOPROPYL-2-PHENYLACETONITRILE(5558-29-2)

Safety Data

• Hazard Codes: T
• Statements: 20/21/22
• Safety Statements: 26-36/37/39
• RIDADR: 3276
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 5558-29-2(Hazardous Substances Data)

Usage

Description

2-Isopropyl-2-phenylacetonitrile is an organic compound with the molecular formula C12H13N. It is a derivative of acetonitrile, featuring an isopropyl and a phenyl group attached to the second carbon. 2-Isopropyl-2-phenylacetonitrile is known for its potential applications in various industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
2-Isopropyl-2-phenylacetonitrile is used as a synthetic intermediate for the production of various pharmaceutical compounds. Its ability to form disubstituted aminopiperidines makes it a valuable reagent in the synthesis of calcium channel blockers, which are essential for treating pain and neuropathic pain.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2-Isopropyl-2-phenylacetonitrile serves as a reagent for the production of various organic compounds. It is particularly useful in the synthesis of (methylethyl)(oxopropyl)benzeneacetonitrile and noremopamil enantiomers, which have potential applications in the development of new drugs and materials.

InChI:InChI=1/C11H13N/c1-9(2)11(8-12)10-6-4-3-5-7-10/h3-7,9,11H,1-2H3/t11-/m1/s1

Upstream product

• 140-29-4 phenylacetonitrile 
• 75-26-3 isopropyl bromide 
• 21101-81-5 ethyl 2-cyano-3-methyl-2-phenylbutanoate 
• 591-50-4 iodobenzene 
• 21658-95-7 diisopropyl (cyanomethyl)phosphonate 
• 936-26-5 rac-1-chloro-2-methyl-1-phenylpropane 
• 75-30-9 2-iodo-propane 
• 61066-83-9 Isobutyric acid cyano-phenyl-methyl ester 
• 75-29-6 isopropyl chloride 
• 591-51-5 phenyllithium 
• 60586-49-4 2-amino-3,3-dimethylpropionitrile hydrochloride 
• 98-80-6 phenylboronic acid 
• 7677-24-9 trimethylsilyl cyanide 
• 611-69-8 rac-2-methyl-1-phenylpropan-1-ol 

Downstream Products

• 1224-39-1 3-methyl-2-(2-morpholin-4-yl-ethyl)-2-phenyl-butyronitrile 
• 19735-09-2 (+/-)-ethyl 4-cyano-5-methyl-4-phenylhexanoate 
• 29936-67-2 2,3-Dimethyl-2-phenylbutannitril 
• 611-70-1 phenyl isopropyl ketone 
• 294198-22-4 (+/-)-methyl 4-cyano-5-methyl-4-phenylhexanoate 
• 479071-88-0 2-([2H₃]Methyl)-3-methyl-2-phenylbutannitril 
• 42044-65-5 2,3-Dimethyl-2-phenylbuttersaeurechlorid 
• 42044-62-2 2,3-Dimethyl-2-phenyl-buttersaeure 
• 42044-36-0 2,3-Dimethyl-2-phenyl-butaneperoxoic acid tert-butyl ester 
• 199000-72-1 methyl 3-(2-cyano-3-methyl-2-phenylbutyl)benzoate 
• 103545-98-8 phenyl-2-isopropyl-5-oxovaleronitrile 
• 1228894-21-0 2-chloro-3-methyl-2-phenylbutanenitrile 
• 101876-90-8 2,2-diphenyl-3-methylbutanenitrile 
• 109560-36-3 2-isopropyl-3-methyl-2-phenyl-4-piperidino-butyronitrile 

Relevant articles and documents

Cobalt-Catalyzed Alkylation of Nitriles with Alcohols

Herein, we report an operationally convenient, cobalt-catalyzed alkylation of aryl nitriles employing primary and secondary alcohols (>30 examples, up to 86% yield). The use of readily available cobalt precursors and the widely employed BIAN (BIAN = bis(a

Asymmetric Deoxygenative Cyanation of Benzyl Alcohols Enabled by Synergistic Photoredox and Copper Catalysis?

Summary of main observation and conclusion. An enantioselective deoxygenative cyanation of benzyl alcohols was accomplished for the first time through the synergistic photoredox and copper catalysis. This reaction features the use of organic photosensitizer and low-cost 3d metal catalyst, simple and safe operations, and extremely mild conditions. A variety of chiral benzyl nitriles were produced in generally good yields and high level of enantiocontrols from readily available feedstocks (22 examples, up to 93% yield and 92% ee).

Enantioselective Rhodium-Catalyzed Allylic Alkylation of Prochiral α,α-Disubstituted Aldehyde Enolates for the Construction of Acyclic Quaternary Stereogenic Centers

A highly enantioselective rhodium-catalyzed allylic alkylation of prochiral α,α-disubstituted aldehyde enolates with allyl benzoate is described. This protocol provides a novel approach for the synthesis of acyclic quaternary carbon stereogenic centers and it represents the first example of the direct enantioselective alkylation of an aldehyde enolate per se. The versatility of the α-quaternary aldehyde products is demonstrated through their conversion to a variety of useful motifs applicable to target-directed synthesis. Finally, mechanistic studies indicate that high levels of asymmetric induction are achieved from a mixture of prochiral (E)- and (Z)-enolates, which provides an exciting development for this type of transformation.