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110-47-4

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110-47-4 Usage

General Description

BETA-ISOPROPOXYPROPIONITRILE, also known as 2-isopropoxypropionitrile, is a chemical compound with the molecular formula C6H11NO. It is a clear, colorless liquid that is commonly used as a solvent in various industrial processes, including pharmaceutical manufacturing and organic synthesis. BETA-ISOPROPOXYPROPIONITRILE is known for its high solvency power and low volatility, making it an effective and efficient solvent for a wide range of applications. It is also used as a raw material in the production of other chemicals, such as pharmaceutical intermediates and specialty polymers. However, due to its potential health hazards and environmental impact, proper handling and disposal measures must be observed when working with BETA-ISOPROPOXYPROPIONITRILE.

Check Digit Verification of cas no

The CAS Registry Mumber 110-47-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 0 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 110-47:
(5*1)+(4*1)+(3*0)+(2*4)+(1*7)=24
24 % 10 = 4
So 110-47-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H11NO/c1-6(2)8-5-3-4-7/h6H,3,5H2,1-2H3

110-47-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name β-ISOPROPOXYPROPIONITRILE

1.2 Other means of identification

Product number -
Other names 3-Isopropoxypropanenitrile

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:110-47-4 SDS

110-47-4Relevant articles and documents

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Astle,Etherington

, p. 2871 (1952)

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Effect of pressure on sterically congested cyanoalkylation reactions of alcohols

Jenner

, p. 4311 - 4317 (2002)

The pressure effect on the phosphine-catalyzed nucleophilic addition of alcohols to unsaturated nitriles is examined. As a general result, pressure promotes these reactions. Their sensitivity to pressure increases with increasing steric congestion of either the alcohol or the nitrile. Activation volumes are found to be very negative pointing not only to a late transition state, but essentially to a considerable electrostriction contribution depending on steric hindrance to ionization. This means that pressures favors formation of the carbanion and attack of the nitrile. The results highlight the synthetic utility of high pressure to remove steric inhibition.

Template catalysis by manganese pincer complexes: Oxa- and aza-Michael additions to unsaturated nitriles

Tang, Shan,Milstein, David

, p. 8990 - 8994 (2019)

Activation of CN bonds by metal-ligand cooperation provides a new route for the functionalization of nitriles. Herein, we report the electrophilic activation of unsaturated nitriles by dearomatized manganese pincer complexes for the oxa- and aza-Michael addition reactions under very mild and neutral conditions. Derivatives of acrylonitrile and allyl cyanide furnished the corresponding β-addition products by reacting with alcohols and amines. Mechanistically, the catalysis is mostly ligand based. Reaction of the dearomatized PNN-Mn complex with 2-pentenenitrile or 3-pentenenitrile furnished an enamido-Mn complex. The equilibrium between an enamido complex and a ketimido complex, and reversible C-C bond formation with the ligand are proposed to play central roles in the catalysis.

A metal-ligand cooperative pathway for intermolecular oxa-michael additions to unsaturated nitriles

Perdriau, Sébastien,Zijlstra, Douwe S.,Heeres, Hero J.,De Vries, Johannes G.,Otten, Edwin

, p. 4236 - 4240 (2015)

An unprecedented catalytic pathway for oxa-Michael addition reactions of alcohols to unsaturated nitriles has been revealed using a PNN pincer ruthenium catalyst with a dearomatized pyridine backbone. The isolation of a catalytically competent Ru-dieneamido complex from the reaction between the Ru catalyst and pentenenitrile in combination with DFT calculations supports a mechanism in which activation of the nitrile through metal-ligand cooperativity is a key step. The nitrile-derived Ru-N moiety is sufficiently Br?nsted basic to activate the alcohol and initiate conjugate addition of the alkoxide to the α,β-unsaturated fragment. This reaction proceeds in a concerted manner and involves a six-membered transition state. These features allow the reaction to proceed at ambient temperature in the absence of external base.

KOtBu-Catalyzed Michael Addition Reactions Under Mild and Solvent-Free Conditions

Thiyagarajan, Subramanian,Krishnakumar, Varadhan,Gunanathan, Chidambaram

supporting information, p. 518 - 523 (2020/02/04)

Designed transition metal complexes predominantly catalyze Michael addition reactions. Inorganic and organic base-catalyzed Michael addition reactions have been reported. However, known base-catalyzed reactions suffer from the requirement of solvents, additives, high pressure and also side-reactions. Herein, we demonstrate a mild and environmentally friendly strategy of readily available KOtBu-catalyzed Michael addition reactions. This simple inorganic base efficiently catalyzes the Michael addition of underexplored acrylonitriles, esters and amides with (oxa-, aza-, and thia-) heteroatom nucleophiles. This catalytic process proceeds under solvent-free conditions and at room temperature. Notably, this protocol offers an easy operational procedure, broad substrate scope with excellent selectivity, reaction scalability and excellent TON (>9900). Preliminary mechanistic studies revealed that the reaction follows an ionic mechanism. Formal synthesis of promazine is demonstrated using this catalytic protocol.

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