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2243-27-8

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2243-27-8 Usage

Description

N-OCTYL CYANIDE, also known as Nonanenitrile, is an organic compound with the chemical formula C9H17N. It is a clear yellow to orange liquid and is used as an organic nitrogen standard in various applications.

Uses

Used in Environmental Analysis:
N-OCTYL CYANIDE is used as an organic nitrogen standard for the determination of a quantitative method for the speciation of ON within ambient atmospheric aerosol. This application helps in understanding the composition and behavior of atmospheric aerosols, which play a crucial role in air quality and climate change.
Used in Chemical Research:
N-OCTYL CYANIDE can be used as a reagent or intermediate in the synthesis of various organic compounds, making it valuable in chemical research and development.
Used in Quality Control:
Due to its properties as an organic nitrogen standard, N-OCTYL CYANIDE can be employed in quality control processes to ensure the accuracy and reliability of analytical methods and instruments used in environmental and chemical analysis.

Synthesis Reference(s)

Journal of the American Chemical Society, 93, p. 195, 1971 DOI: 10.1021/ja00730a033The Journal of Organic Chemistry, 64, p. 3544, 1999 DOI: 10.1021/jo982317bTetrahedron Letters, 28, p. 295, 1987 DOI: 10.1016/S0040-4039(00)95711-3

Purification Methods

Stir the nitrile with P2O5 (~5%), distil it from P2O5 and redistil it under a vacuum. IR should have CN but no OH bands. [Beilstein 2 IV 1204.]

Check Digit Verification of cas no

The CAS Registry Mumber 2243-27-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,4 and 3 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2243-27:
(6*2)+(5*2)+(4*4)+(3*3)+(2*2)+(1*7)=58
58 % 10 = 8
So 2243-27-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H17N/c1-2-3-4-5-6-7-8-9-10/h2-8H2,1H3

2243-27-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name nonanenitrile

1.2 Other means of identification

Product number -
Other names Octyl cyanide

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:2243-27-8 SDS

2243-27-8Relevant articles and documents

Brown,Jenkins

, p. 458 (1976)

EFFET DE L'EAU ET D'AUTRES ADDITIFS SUR L'ALKYLATION DE KCN EN TRANSFERT DE PHASE SOLIDE-LIQUIDE SANS SOLVANT.

Bram, G.,Loupy, A.,Pedoussaut, M.

, p. 4171 - 4174 (1986)

The alkylation of KCN by solid-liquid phase transfer catalysis without added solvent is optimal when a definite amount of water is added.The efficiencies of ten other additives are compared with those of water.

Barrett,Grattan

, p. 4237 (1979)

Mechanisms of Polymer-Supported Catalysis. 1. Reaction of 1-Bromooctane with Aqueous Sodium Cyanide Catalyzed by Polystyrene-Bound Benzyltri-n-butylphosphonium Ion

Tomoi, M.,Ford, Warren T.

, p. 3821 - 3828 (1981)

The rate of reaction of 1-bromooctane with aqueous sodium cyanide catalyzed by insoluble polystyrene-bound benzyltri-n-butylphosphonium salts has been studied as a function of the method of mixing of the triphase system, catalyst particle size, degree of polymer cross-linking, solvent, and temperature.Reaction rates increase as the speed of mechanical stirring increases to a maximum rate at 600 rpm.Turbulent vibromixing and ultrasonic mixing do not cause any additional reaction rate increase.Reaction rates increase as catalyst particle sizes decrease, even at the maximum stirring speed.Reaction rates decrease as percent of divinylbenzene cross-linking in the polymer increases from 2percent to 10percent.Reaction rates increase with increasing swelling power of the solvent in the order decane /= 28 times faster than polymer-bound benzyltrimethylammonium when mass transfer and intraparticle diffusion do not limit the rates.

TRIPHASE CATALYSIS OF POLYMER-BOUND AMINE OXIDE IN CYANIDE DISPLACEMENT ON 1-BROMOOCTANE

Maeda, Hirokazu,Hayashi, Yoshiyuki,Teramura, Kazuhiro

, p. 677 - 678 (1980)

Cross-linked polystyrene supported tertiary amines and amine oxides are found to be a very efficient catalyst for a nucleophilic substitution reaction.The amine oxide resin (MPE-5-AO) was one of the most effective and economical catalysts and can be used several times without the loss of the catalytic activity.

Regen

, p. 5956 (1975)

A Molecular Iron-Based System for Divergent Bond Activation: Controlling the Reactivity of Aldehydes

Chatterjee, Basujit,Jena, Soumyashree,Chugh, Vishal,Weyhermüller, Thomas,Werlé, Christophe

, p. 7176 - 7185 (2021/06/30)

The direct synthesis of amides and nitriles from readily available aldehyde precursors provides access to functional groups of major synthetic utility. To date, most reliable catalytic methods have typically been optimized to supply one product exclusively. Herein, we describe an approach centered on an operationally simple iron-based system that, depending on the reaction conditions, selectively addresses either the C=O or C-H bond of aldehydes. This way, two divergent reaction pathways can be opened to furnish both products in high yields and selectivities under mild reaction conditions. The catalyst system takes advantage of iron's dual reactivity capable of acting as (1) a Lewis acid and (2) a nitrene transfer platform to govern the aldehyde building block. The present transformation offers a rare control over the selectivity on the basis of the iron system's ionic nature. This approach expands the repertoire of protocols for amide and nitrile synthesis and shows that fine adjustments of the catalyst system's molecular environment can supply control over bond activation processes, thus providing easy access to various products from primary building blocks.

Synthetic Fuels from Biomass: Photocatalytic Hydrodecarboxylation of Octanoic Acid by Ni Nanoparticles Deposited on TiO2

Albero, Josep,Du, Xiangze,García, Hermenegildo,Hu, Changwei,Li, Dan,Peng, Yong

, (2021/12/13)

Decarboxylation of low-value fatty acids from biomass is a simple process to produce synthetic fuels suitable to be blended with gasoline or diesel. The present study reports the photocatalytic decarboxylation of octanoic acid in the presence of H2 by a series of modified TiO2 to form mixtures of n-heptane and tetradecane as major products in variable proportions, depending on the photocatalyst and the reaction conditions. It was found that the photocatalytic activity increases upon an optimal reductive NaBH4 treatment, presumably by generation of surface oxygen vacancies and by the deposition of Ni nanoparticles in the appropriate loading. Under the optimized conditions, an almost complete octanoic acid conversion and a combined selectivity to n-heptane and tetradecane over 80 % were reached at 10 h of UV/Vis light irradiation with a 300 W Xe lamp. No changes in the photocatalytic performance were observed for six consecutive runs. The present results illustrate the possibility that photocatalytic decarboxylation offers for the transformation of biomass into synthetic fuels under mild conditions.

Ni-Catalyzed Isomerization-Hydrocyanation Tandem Reactions: Access to Linear Nitriles from Aliphatic Internal Olefins

Gao, Jihui,Ni, Jie,Yu, Rongrong,Cheng, Gui-Juan,Fang, Xianjie

supporting information, p. 486 - 490 (2021/02/05)

A highly regioselective nickel-based catalyst system for the isomerization/hydrocyanation of aliphatic internal olefins is described. This benign tandem reaction provides facile access to a wide variety of aliphatic nitriles in good yields with excellent regioselectivities. Thanks to Lewis acid-free conditions, the protocol features board functional groups tolerance, including secondary amine and unprotected alcohol groups.

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