50781-87-8

Basic information

• Product Name: 1-(Cyanomethyl)indoline
• Synonyms: 1-(Cyanomethyl)indoline;1-Indolineacetonitrile;2,3-Dihydro-1H-indole-1-acetonitrile;2-(indolin-1-yl)acetonitrile
• CAS NO: 50781-87-8
• Molecular Formula: C10H10N2
• Molecular Weight: 158.1998
• Mol File: 50781-87-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 319 °C at 760 mmHg
• Flash Point: 144.6 °C
• Appearance: /
• Density: 1.125
• Vapor Pressure: 0.000348mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: 1-(Cyanomethyl)indoline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(Cyanomethyl)indoline(50781-87-8)
• EPA Substance Registry System: 1-(Cyanomethyl)indoline(50781-87-8)

Safety Data

• Hazardous Substances Data: 50781-87-8(Hazardous Substances Data)

Usage

General Description

1-(Cyanomethyl)indoline, also known as indoline-1-carbonitrile, is a chemical compound with the molecular formula C10H8N2. It is a heterocyclic compound that consists of a six-membered benzene ring fused to a five-membered nitrogen-containing ring. 1-(Cyanomethyl)indoline is commonly used as a building block in organic synthesis for the production of various pharmaceuticals, agrochemicals, and dyes. It has also been studied for its potential use in the development of organic light-emitting diodes and other optoelectronic applications. 1-(Cyanomethyl)indoline has demonstrated a favorable combination of properties such as high thermal stability, good electron transport ability, and strong fluorescence, making it a valuable and versatile chemical in the field of organic chemistry and materials science.

InChI:InChI=1/C10H10N2/c11-6-8-12-7-5-9-3-1-2-4-10(9)12/h1-4H,5,7-8H2

Upstream product

• 4414-73-7 1-Indolylacetonitrile 
• 67-56-1 methanol 
• 496-15-1 1-indoline 
• 7677-24-9 trimethylsilyl cyanide 
• 62-53-3 aniline 
• 2861-59-8 N-formylindoline 

Relevant articles and documents

Iron-catalyzed reductive strecker reaction

Strecker reaction is widely applied for the synthesis of amino acids from aldehydes, amines and cyanides. Herein, we report the FeI2-catalyzed reductive Strecker type reaction of formamides instead of aldehydes to produce amino acetonitriles. The challenging capture of carbinolamine intermediates by CN? was achieved via Fe catalysis. This approach afforded better yields than the use of Ir- or Rh-catalysts. The application ability of this methodology is demonstrated by 1) one-pot construction of (13C labeled) complex molecules from CO2 via amino acetonitrile intermediates and 2) convenient production of homologated carboxylic acids from aldehydes.

Iron-catalysed sequential reaction towards α-aminonitriles from secondary amines, primary alcohols and trimethylsilyl cyanide

We have developed a one-pot iron-catalysed sequential reaction of secondary amines with primary alcohols, trimethylsilyl cyanide and TBHP under mild reaction conditions to give the corresponding α-aminonitriles.

Properties of Bis(trifluoroacetoxy)borane as a Reducing Agent of Organic Compounds

Reactions of bis(trifluoroacetoxy)borane-THF (1) with compounds containing representative organic functional groups were studied to determine the usefulness of 1 as a selective reducing agent.Reducible functionalities were indoles, ketones, aldehydes, imines, and compounds that readily generate carbocations in trifluoroacetic acid.Many functionalities were inert to 1.Epoxides and ortho esters suffered decomposition under the reaction conditions.Olefins and acetylenes were not hydroborated, and carboxylic acids were not reduced by 1.