1592-11-6

Basic information

• Product Name: VINYLBENZYL CYANIDE
• Synonyms: VINYLPHENYLACETONITRILE;VINYLBENZYL CYANIDE;CYANOMETHYLSTYRENE;Cyanomethylstyrene Vinylphenylacetonitrile;4-Vinylbenzylcyanide;4-Ethenyl benzeneacetonitrile;p-Vinylbenzyl cyanide
• CAS NO: 1592-11-6
• Molecular Formula: C₁₀H₉N
• Molecular Weight: 143.19
• EINECS: 932-843-3
• Product Categories: Chloromethy styrene
• Mol File: 1592-11-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 266.6±9.0 °C(Predicted)
• Appearance: /
• Density: 1,02 g/cm3
• Refractive Index: 1.5570-1.5600
• Storage Temp.: 0-10°C
• CAS DataBase Reference: VINYLBENZYL CYANIDE(CAS DataBase Reference)
• NIST Chemistry Reference: VINYLBENZYL CYANIDE(1592-11-6)
• EPA Substance Registry System: VINYLBENZYL CYANIDE(1592-11-6)

Safety Data

• Statements: 23/24/25
• Safety Statements: 36/37-38-45
• RIDADR: 3276
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 1592-11-6(Hazardous Substances Data)

Usage

Description

Vinylbenzyl Cyanide, also known as 4-Phenyl-2-butylnitrile, is a chemical compound with a molecular weight of 145.2 g/mol and a CAS number of 1595-41-3. It is primarily used in the manufacturing of polymers and is considered a hazardous material that requires careful handling, including protective clothing and eyewear. Due to its potential to cause severe skin and eye burns, as well as respiratory irritation, its storage and disposal must adhere to environmental regulations to prevent any potential hazards.

Uses

Used in Polymer Manufacturing Industry:
Vinylbenzyl Cyanide is used as a specialty monomer for the production of various polymers. Its unique chemical structure allows it to be incorporated into polymer chains, contributing to the development of materials with specific properties and applications.
Used in Chemical Synthesis:
Vinylbenzyl Cyanide serves as a key intermediate in the synthesis of other chemical compounds, such as pharmaceuticals, agrochemicals, and specialty chemicals. Its reactivity and versatility make it a valuable component in the production of a wide range of products.
Used in Research and Development:
Due to its potential applications in various fields, Vinylbenzyl Cyanide is also used in research and development settings. Scientists and researchers utilize this compound to explore new reactions, develop novel materials, and investigate its properties for potential commercial applications.

Upstream product

• 16532-79-9 4-Bromophenylacetonitrile 
• 79-10-7 acrylic acid 
• 1592-20-7 4-Vinylbenzyl chloride 
• 2156-04-9 4-Vinylphenylboronic acid 
• 6011-14-9 2-aminoacetonitrile hydrochloride 
• 1073-67-2 4-vinylbenzyl chloride 
• 1071-36-9 sodium cyanoacetate 
• 1467-05-6 4-ethylbenzylchloride 
• 151-50-8 potassium cyanide 

Downstream Products

• 1431153-09-1 N-[1-(4-cyanomethylphenyl)-3,3,3-trifluoropropyl]acetamide 
• 1618086-00-2 C₁₇H₁₄F₃N 
• 1602485-05-1 C₁₁H₉F₃N₄ 

Relevant articles and documents

Absolute rate constants of alkene addition reactions of a fluorinated radical in water

Absolute rate constants of ·RfSO3-radical addition to a series of water-soluble alkenes containing ionic, carboxylate substituents were measured by laser flash photolysis experiments in water. The observed rate constants w

Pd-Catalyzed Synthesis of Vinyl Arenes from Aryl Halides and Acrylic Acid

Acrylic acid is presented as an inexpensive, non-volatile vinylating agent in a palladium-catalyzed decarboxylative vinylation of aryl halides. The reaction proceeds through a Heck reaction of acrylic acid, immediately followed by protodecarboxylation of the cinnamic acid intermediate. The use of the carboxylate group as a deciduous directing group ensures high selectivity for monoarylated products. The vinylation process is generally applicable to diversely substituted substrates. Its utility is shown by the synthesis of drug-like molecules and the gram-scale preparation of key intermediates in drug synthesis.

Synthesis of α-aryl esters and nitriles: Deaminative coupling of α-aminoesters and α-aminoacetonitriles with arylboronic acids

Transition-metal-free synthesis of α-aryl esters and nitriles using arylboronic acids with α-aminoesters and α-aminoacetonitriles, respectively, as the starting materials has been developed. The reaction represents a rare case of converting C(sp3)-N bonds into C(sp3)-C(sp2) bonds. The reaction conditions are mild, demonstrate good functional-group tolerance, and can be scaled up. Touch base: A transition-metal-free protocol for the synthesis of α-aryl esters and nitriles by deaminative coupling is presented. Strong bases and transition-metal catalysts are not needed. The new synthetic method uses readily available starting materials and demonstrates wide substrate scope.