2447-15-6

Basic information

• Product Name: 4-CHLOROINDOLE-3-ACETONITRILE
• Synonyms: 4-CHLOROINDOLE-3-ACETONITRILE;1H-Indole-3-acetonitrile, 4-chloro-;2-(4-Chloro-1H-indol-3-yl)acetonitrile
• CAS NO: 2447-15-6
• Molecular Formula: C₁₀H₇ClN₂
• Molecular Weight: 190.62898
• Mol File: 2447-15-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 136℃
• Boiling Point: 406.5±30.0 °C(Predicted)
• Appearance: /
• Density: 1.361±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: 2-8°C
• PKA: 15.42±0.30(Predicted)
• CAS DataBase Reference: 4-CHLOROINDOLE-3-ACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROINDOLE-3-ACETONITRILE(2447-15-6)
• EPA Substance Registry System: 4-CHLOROINDOLE-3-ACETONITRILE(2447-15-6)

Safety Data

• Hazardous Substances Data: 2447-15-6(Hazardous Substances Data)

Usage

General Description

4-Chloroindole-3-acetonitrile is a scientific compound that falls under the category of organochlorines and organonitriles, which are chemical groups containing carbon, nitrogen, and chlorine atoms. Its molecular formula is C10H6ClN, showcasing its composition. This chemical finds applications mainly in laboratory research and is not commonly used in commercial or standard everyday products. Information regarding its safety or potential health effects is limited, indicating that it is primarily intended for use by trained professionals in controlled environments. Specific properties, such as melting point, boiling point, and solubility, may vary, and can influence how it reacts with other substances. As with any chemical, handling 4-Chloroindole-3-acetonitrile requires knowledge of proper safety protocols.

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 773837-37-9 sodium cyanide 
• 25235-85-2 4-chloro-1H-indole 
• 74-88-4 methyl iodide 
• 83-42-1 6-chloro-2-nitrotoluene 
• 63352-98-7 4-chloro-3-diethylaminomethylindole 
• 151-50-8 potassium cyanide 
• 32991-06-3 3-chloro-trans-2-[β-(dimethylamino)vinyl]-nitrobenzene 

Downstream Products

• 2519-61-1 4-chloroindole-3-acetic acid 
• 19077-78-2 Methyl 4-chloro-3-indoleacetate 

Relevant articles and documents

Asymmetric Dearomatizing Fluoroamidation of Indole Derivatives with Dianionic Phase-Transfer Catalyst

Asymmetric dearomatizing fluorocyclization of indole derivatives was investigated using a dicarboxylate phase-transfer catalyst. This reaction proceeds under mild reaction conditions to provide fluoropyrroloindoline derivatives in a highly enantioselective manner. Various substitution patterns on the indole ring are well tolerated. To facilitate the reaction and ensure reproducibility, the addition of water is essential, and its possible role is discussed.

Synthesis and biological activities of 4-chloroindole-3-acetic acid and its esters.

4-Chloroindole-3-acetic acid (4-Cl-IAA) and its esters were synthesized from 2-chloro-6-nitrotoluene as the starting material. The biological activities of 4-CI-IAA and its esters were determined by four bioassays. Except for the tert-butyl ester, 4-Cl-IAA and its esters had stronger elongation activity toward Avena coleoptiles than had indole-3-acetic acid. The biological activities of the methyl, ethyl and allyl esters were as strong as the activity of the free acid. All the esters, except for the tert-butyl, inhibited Chinese cabbage hypocotyl growth more than the free acid did, and all the esters induced severe swelling and formation of numerous lateral roots in black gram seedlings even at a low concentration. Furthermore, adventitious root formation was strongly promoted in Serissa japonica cuttings by all the esters. The root formation-promoting activities of the ethyl and allyl esters were about three times the value for indole-3-butyric acid which is used to promote and accelerate root formation in plant cuttings.

Methodology for the efficient synthesis of 3,4-differentially substituted indoles. Fluoride ion-induced elimination-addition reaction of 1-triisopropylsilylgramine methiodides

1-Triisopropylsilylgramine methiodide reacted smoothly with a variety of nucleophiles in the presence of tetrabutylammonium fluoride to give 3-substituted indoles. The 3,4-disubstituted indoles were efficiently synthesized by sequential use of 4-selective lithiation of 1-triisopropylsilylgramine and this new substitution reaction.