1656-48-0

Basic information

• Product Name: 2-Cyanoethyl ether
• Synonyms: TIMTEC-BB SBB007789;.beta.,.beta.’-Oxydipropionitrile;2,2’-oxydiethankarbonitril;2,2'-Oxydiethankarbonitril;3,3’-oxybis-propanenitril;3,3’-Oxybispropanenitrile;3,3’-oxybis-Propanenitrile;3,3’-oxydi-propionitril
• CAS NO: 1656-48-0
• Molecular Formula: C₆H₈N₂O
• Molecular Weight: 124.14
• EINECS: 216-750-9
• Product Categories: Dinitriles;Dinitriles & Trinitriles;Gas Chromatography;Packed GC;Stationary Phases;Building Blocks;C6 to C7;Chemical Synthesis;Cyanides/Nitriles;Nitrogen Compounds;Organic Building Blocks
• Mol File: 1656-48-0.mol

Chemical Properties

• Melting Point: -26 °C
• Boiling Point: 143 °C
• Flash Point: >230 °F
• Appearance: clear colourless to very slightly brownish liquid
• Density: 1.043 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000488mmHg at 25°C
• Refractive Index: n20/D 1.441(lit.)
• Water Solubility: Soluble in water
• BRN: 1746454
• CAS DataBase Reference: 2-Cyanoethyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyanoethyl ether(1656-48-0)
• EPA Substance Registry System: 2-Cyanoethyl ether(1656-48-0)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 23-24/25-36/37/39-26
• WGK Germany: 2
• RTECS: UG4200000
• TSCA: Yes
• Hazardous Substances Data: 1656-48-0(Hazardous Substances Data)

Usage

Chemical Properties

clear colourless to very slightly brownish liquid

Safety Profile

Moderately toxic by ingestion. An eye irritant. When heated to decomposition it emits toxic fumes of NOx and CNí.

InChI:InChI=1/C6H8N2O/c7-3-1-5-9-6-2-4-8/h1-2,5-6H2

Upstream product

• 151-50-8 potassium cyanide 
• 107-13-1 acrylonitrile 
• 109-78-4 3-Hydroxypropionitrile 
• 56-23-5 tetrachloromethane 
• 7732-18-5 water 
• 123-31-9 hydroquinone 
• 123-91-1 1,4-dioxane 
• 115-77-5 Pentaerythritol 
• 77-85-0 2-(hydroxymethyl)-2-methylpropane-1,3-diol 
• 107-21-1 ethylene glycol 
• 56-81-5 glycerol 
• 109-75-1 but-3-enenitrile 
• 111-70-6 n-heptan1ol 
• 589-55-9 heptan-4-ol 

Downstream Products

• 111-97-7 3,3'-thiobis-propanenitrile 
• 5961-83-1 3-(2-carboxyethoxy)propionic acid 
• 17615-30-4 4-oxa-heptanedioic acid dibutyl ester 
• 156-87-6 propan-1-ol-3-amine 
• 107-95-9 3-amino propanoic acid 
• 16499-88-0 3-butoxypropylamine 
• 44995-78-0 3,3'oxybispropionic acid dichloride 
• 107-10-8 propylamine 
• 2157-24-6 bis(3-aminopropyl)ether 
• 116073-68-8 5-tosyl-1,9,17-trioxa-5,13,21-triazacyclotetracosane 
• 116073-67-7 21-tosyl-1,9,17-trioxa-5,13,21-triazacyclotetracosane-6,12-dione 
• 116073-78-0 C₄₁H₅₁Cl₂N₃O₉S 
• 116073-77-9 C₄₁H₅₃N₃O₁₁S 
• 116073-83-7 C₄₂H₄₈Cl₃N₃O₉ 

Relevant articles and documents

Poly propyl ether imine (PETIM) dendrimer: A novel non-toxic dendrimer for sustained drug delivery

In the present study, an attempt was made to study the acute and sub-acute toxicity profile of G3-COOH Poly (propyl ether imine) [PETIM] dendrimer and its use as a carrier for sustained delivery of model drug ketoprofen. Drug-dendrimer complex was prepared and characterized by FTIR, solubility and in vitro drug release study. PETIM dendrimer was found to have significantly less toxicity in A541 cells compared to Poly amido amine (PAMAM) dendrimer. Further, acute and 28 days sub-acute toxicity measurement in mice showed no mortality, hematological, biochemical or histopathological changes up to 80 mg/kg dose of PETIM dendrimer. The results of study demonstrated that G3-COOH PETIM dendrimer can be used as a safe and efficient vehicle for sustained drug delivery.

Silver salts of carboxylic acid terminated generation 1 poly (propyl ether imine) (PETIM) dendron and dendrimers as antimicrobial agents against S. aureus and MRSA

Novel therapeutic strategies are essential to address the current global antimicrobial resistance crisis. Branched molecules with multiple peripheral functionalities, known as dendrimers, have gained interest as antimicrobials and have varying levels of toxicity. Silver displays activity against several micro-organisms only in its positively charged form. In this study, silver salts of generation 1 (G1) poly (propyl ether imine) (PETIM) dendron and dendrimers were synthesised and evaluated for their antimicrobial potential against sensitive and resistant bacteria. The purpose was to exploit the multiple peripheral functionalities of G1 PETIM dendron and dendrimers for the formation of silver salts containing multiple silver ions in a single molecule for enhanced antimicrobial activity at the lowest possible concentration. G1 PETIM dendron, dendrimers and their silver salts were synthesised and characterised by FT-IR, 1H NMR and 13C NMR. PETIM silver salts were evaluated against Hep G2, SKBR-3 and HT-29 cell lines for their cytotoxicity using the MTT assay. The G1 PETIM dendron/dendrimers, silver nitrate and silver salts of the G1 dendron (compound 13), G1 dendrimer with an aromatic core (compound 14) and an oxygen core (compound 15) were evaluated for activity against S. aureus and methicillin-resistant S. aureus (MRSA) by the broth dilution method. PETIM silver salts were found to be non-cytotoxic even up to 100 μg ml-1. Minimum inhibitory concentration values of compounds 13, 14 and 15 against S. aureus were 52.1, 41.7 and 20.8 μg ml-1 while against MRSA they were 125.0, 26.0 and 62.5 μg ml-1, respectively. The calculated fractional inhibitory concentration index further indicated that compound 14 specifically displayed additive effects against S. aureus and synergism against MRSA. The enhanced antimicrobial activities of the PETIM dendron/dendrimer-silver salts against both sensitive and resistant bacterial strains widen the pool of available pharmaceutical materials for optimizing treatment of bacterial infections.

BIFUNCTIONAL COMPOUNDS FOR DEGRADING BTK VIA UBIQUITIN PROTEOSOME PATHWAY

The present invention relates to compounds of formula (I) useful for degrading BTK via a ubiquitin proteolytic pathway. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders.

BIFUNCTIONAL COMPOUNDS FOR DEGRADING BTK VIA UBIQUITIN PROTEOSOME PATHWAY

The present invention relates to compounds useful for degrading BTK via a ubiquitin proteolytic pathway. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders.

Synthesis of and catalytic nitrile hydration by a cationic tris(μ-hydroxo)diruthenium(II) complex having PMe3ligands

While phenyl vinyl ether does not react with [Ru(η4-1,5-COD)(η6-1,3,5-COT)] (1)/PMe3, the C–O bond cleavage of phenyl vinyl ether occurs by 1/PMe3in the presence of water to give a tris(μ-hydroxo)diruthenium(II) complex [(Me3P)3Ru(μ-OH)3Ru(PMe3)3]+[OPh]?·HOPh (3·HOPh) with evolution of ethylene. The molecular structure of 3·HOPh is unequivocally determined by X-ray analysis. The most likely mechanism for the formation of 3·HOPh is protonation of [Ru(η4-1,5-COD)(PMe3)3] (2c) by water and subsequent insertion of phenyl vinyl ether into the resulting Ru–H bond followed by the β-phenoxide elimination and hydrolysis and dimerization of the phenoxoruthenium(II) species. Complex 3 acts as a catalyst for nitrile hydration. As a typical example, the hydration of benzonitrile was achieved by 3 (1.0 mol%) in 1,4-dioxane at 120 °C for 6 h to give benzamide quantitatively.

Free-solvent Michael addition of glycerol to acrylic compounds

In this paper, we report the study of the free-solvent nucleophilic addition of alcohols and glycerol to acrylic compounds, in the presence of catalytic bases. With acrylates, Michael addition and transesterification are in competition: only the PTC reaction with t-butyl acrylate gave trifunctionalized glycerol. With acrylonitrile, the cyanoethylation of glycerol varies with catalysts, temperature, time of reactions and amounts of acrylonitrile. Mono functionalisation of glycerol can be obtained in 28% yield. The optimization of the free-solvent Michael addition of glycerol to acrylonitrile (3.4 equiv., 4 mol% NaOH, 5 h) leads to TCEG (tricyanoethylglycerol, 88% yield, 99% purity) without HCl neutralisation, chlorinated solvents or purification (chromatography or distillation). TCEG can be used as a prochiral core of G0.5 dendrimers.

NONAQUEOUS ELECTROLYTE SOLUTION FOR LITHIUM SECONDARY BATTERY, AND LITHIUM SECONDARY BATTERY CONTAINING SAME

A method of preparing a tricyanoalkoxy alkane compound is disclosed. The tricyanoalkoxy alkane compound is prepared by reacting an alcohol compound including at least three hydroxyl groups and a nitrile compound in the presence of a potassium alkoxide catalyst. A non-aqueous electrolyte solution comprising the tricyanoalkaxy alkane compound and a lithium secondary battery also are disclosed. The swelling of the battery may be prevented.

METHOD FOR PREPARING DINITRILE COMPOUND

Disclosed is a method for preparing a dinitrile compound. The method includes reacting an alcohol compound with a nitrile compound having a terminal carbon-carbon unsaturated bond under anhydrous conditions. A potassium alkoxide having 1 to 5 carbon atoms is used as a catalyst in the course of the reaction. According to the method, a high-purity dinitrile compound can be prepared in a simple manner within a short reaction time indicating high productivity.

Production Process of Cyanoethyl Ether

Provided is a production process of a cyanoethyl ether by reacting an alcohol and acrylonitrile in a two-phase system of a non-ether solvent/an aqueous alkali solution.

CONTINUOUS PROCESS FOR THE MANUFACTURE OF 3-HYDROXY PROPIONITRILE

A fully continuous process for the manufacture of 3-hydroxypropionitrile, which process comprises (a) an addition reaction where acrylonitrile and water are reacted in the presence of a weak base to form a reaction mixture of 3-hydroxypropionitrile, bis(cyanoethyl)ether and unreacted acrylonitrile, which mixture is continuously neutralised during the transfer to the second process step; and (b) a reactive distillation where the bis(cyanoethyl)ether contained in the reaction mixture is fragmented into 3-hydroxypropionitrile and acrylonitrile and the 3-hydroxypropionitrile is subsequently separated and isolated.