78583-84-3

Basic information

• Product Name: 3-CHLORO-3-PHENYL-ACRYLONITRILE
• Synonyms: 3-chloro-3-phenyl-2-Propenenitrile
• CAS NO: 78583-84-3
• Molecular Formula: C₉H₆ClN
• Molecular Weight: 163.6
• Mol File: 78583-84-3.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 276.4°C at 760 mmHg
• Flash Point: 118.2°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 0.00482mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: 3-CHLORO-3-PHENYL-ACRYLONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-3-PHENYL-ACRYLONITRILE(78583-84-3)
• EPA Substance Registry System: 3-CHLORO-3-PHENYL-ACRYLONITRILE(78583-84-3)

Safety Data

• Hazardous Substances Data: 78583-84-3(Hazardous Substances Data)

Usage

General Description

3-Chloro-3-phenyl-acrylonitrile, also known as 3-(3-chlorophenyl)acrylonitrile, is a chemical compound with the molecular formula C9H6ClN. It is a colorless to light yellow liquid with a strong and distinct odor. 3-CHLORO-3-PHENYL-ACRYLONITRILE is primarily used in the production of pharmaceuticals, agrochemicals, and dyes. It is also employed as an intermediate in organic synthesis to produce a variety of other chemical compounds. Additionally, 3-chloro-3-phenyl-acrylonitrile has applications in the development of new materials and as a building block in the synthesis of specialty polymers. However, it is important to handle this chemical with caution due to its potential health hazards and reactivity.

InChI:InChI=1/C9H6ClN/c10-9(6-7-11)8-4-2-1-3-5-8/h1-6H/b9-6-

Upstream product

• 72806-43-0 β-chloro-cis-cinnamaldehyde seqcis-oxime 
• 108-24-7 acetic anhydride 
• 72806-43-0 β-chloro-cinnamaldehyde-oxime 
• 68-12-2 N,N-dimethyl-formamide 
• 98-86-2 acetophenone 
• 60-29-7 diethyl ether 
• 10026-13-8 phosphorus pentachloride 
• 39812-71-0 3-chloro-3-phenyl-1-prop-2-en-1-yliden-dimethyliminium perchlorate 
• 935-02-4 3-Phenyl-2-propynonitrile 
• 10294-34-5 boron trichloride 
• 536-74-3 phenylacetylene 
• 33603-87-1 β-chlorocinnamaldehyde 

Downstream Products

• 872276-59-0 β-ethoxy-cinnamonitrile 
• 827-41-8 3-phenylpyrazol-5-amine 
• 88534-50-3 ethyl 3-amino-5-(phenyl)thiophene-2-carboxylate 
• 85485-60-5 1-methyl-5-phenyl-1H-pyrazol-3-amine 
• 10199-50-5 1-methyl-3-phenyl-1H-pyrazol-5-amine 
• 209853-25-8 4-chloro-6-phenylthieno[3,2-d]pyrimidine 
• 209853-24-7 6-phenylthieno[3,2-d]pyrimidin-4(3H)-one 
• 209853-26-9 (6-Phenyl-thieno[3,2-d]pyrimidin-4-yl)-hydrazine 
• 209853-28-1 N-[1-Phenyl-meth-(E)-ylidene]-N'-(6-phenyl-thieno[3,2-d]pyrimidin-4-yl)-hydrazine 
• 209853-31-6 N-[1-Furan-2-yl-meth-(E)-ylidene]-N'-(6-phenyl-thieno[3,2-d]pyrimidin-4-yl)-hydrazine 
• 209853-30-5 N-[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-N'-(6-phenyl-thieno[3,2-d]pyrimidin-4-yl)-hydrazine 
• 209853-33-8 4-[(6-Phenyl-thieno[3,2-d]pyrimidin-4-yl)-hydrazonomethyl]-phenol 
• 209853-29-2 N-[1-(2-Chloro-phenyl)-meth-(E)-ylidene]-N'-(6-phenyl-thieno[3,2-d]pyrimidin-4-yl)-hydrazine 
• 209853-32-7 2-[(6-Phenyl-thieno[3,2-d]pyrimidin-4-yl)-hydrazonomethyl]-phenol 

Relevant articles and documents

Regio- and Stereoselective Chlorocyanation of Alkynes

A variety of terminal and internal alkynes were converted regio- and stereoselectively into (Z)-3-chloroacrylonitriles by treatment with BCl3 in the presence of stoichiometric amounts of imidazolium thiocyanates. These products could be readily functionalized to provide useful building blocks, thus demonstrating the synthetic value of the method. Preliminary mechanistic studies suggest initial activation of the cationic thiocyanate by the Lewis acid, followed by electrophilic attack of the alkyne. The syn addition of a chloride to the vinyl cation intermediate and final elimination of the thiourea unit afford the desired chloroacrylonitriles.

Deadly KCN and pricey metal free track for accessing β-ketonitriles employing mild reaction conditions

A one pot synthesis of β-ketonitriles from readily accessible 3-chloropropenals using economically benign iodine, aqueous ammonia and sodium hydroxide solution, employing mild reaction conditions have been described. This report presents a convenient, inexpensive, highly toxic-matter-free and eco-friendly approach for β-ketonitriles.

One-pot synthesis of 2-substituted thieno[3,2-b]indoles from 3-aminothiophene-2-carboxylates through in situ generated 3-aminothiophenes

A convenient protocol for one-pot synthesis of thieno[3,2-b]indoles, bearing aromatic, thien-2-yl or styryl fragments at C-2 position, from easily accessible 5-substituted 3-aminothiophene-2-carboxylates using the Fischer indolization reaction, was develo