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2-Ethoxybenzonitrile is an organic compound with the chemical formula C9H7NO. It is a colorless to pale yellow liquid with a characteristic odor. It is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals.

6609-57-0

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6609-57-0 Usage

Uses

Used in Pharmaceutical Industry:
2-Ethoxybenzonitrile is used as a key intermediate in the synthesis of selective phosphodiesterase (V) inhibitor, vardenafil. Vardenafil is a medication used to treat erectile dysfunction by increasing blood flow to the penis.
Used in Agrochemical Industry:
2-Ethoxybenzonitrile is also used as an intermediate in the synthesis of agrochemicals, such as insecticides and herbicides. It plays a crucial role in the development of new and effective crop protection agents.

Check Digit Verification of cas no

The CAS Registry Mumber 6609-57-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,6,0 and 9 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 6609-57:
(6*6)+(5*6)+(4*0)+(3*9)+(2*5)+(1*7)=110
110 % 10 = 0
So 6609-57-0 is a valid CAS Registry Number.
InChI:InChI=1/C9H9NO/c1-2-11-9-6-4-3-5-8(9)7-10/h3-6H,2H2,1H3

6609-57-0 Well-known Company Product Price

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  • Alfa Aesar

  • (H28012)  2-Ethoxybenzonitrile, 98%   

  • 6609-57-0

  • 1g

  • 265.0CNY

  • Detail

6609-57-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Ethoxybenzonitrile

1.2 Other means of identification

Product number -
Other names Benzonitrile,2-ethoxy

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:6609-57-0 SDS

6609-57-0Relevant academic research and scientific papers

Aryl Ether Syntheses via Aromatic Substitution Proceeding under Mild Conditions

Ando, Shin,Tsuzaki, Marina,Ishizuka, Tadao

, p. 11181 - 11189 (2020/10/12)

In this study, mild conditions for aromatic substitutions during the syntheses of aryl ethers were developed. In the reaction conditions, the choices of solvent, base, and the sequence for the addition of the reagents proved important. A wide variety of alcohols were used directly as nucleophiles and smoothly reacted with aryl chlorides that possessed either a nitro or a cyano group at either the ortho- or para-position. Controlled experiments we performed suggested that the reaction underwent a charge-transfer process mediated by a combination of DMF and tert-BuOK.

NHC-catalyzed silylative dehydration of primary amides to nitriles at room temperature

Ahmed, Jasimuddin,Hota, Pradip Kumar,Maji, Subir,Mandal, Swadhin K.,Rajendran, N. M.

supporting information, p. 575 - 578 (2020/01/29)

Herein we report an abnormal N-heterocyclic carbene catalyzed dehydration of primary amides in the presence of a silane. This process bypasses the energy demanding 1,2-siloxane elimination step usually required for metal/silane catalyzed reactions. A detailed mechanistic cycle of this process has been proposed based on experimental evidence along with computational study.

Oxadiazole o-phenoxy compound and application

-

Paragraph 0021; 0022; 0023; 0024, (2018/09/12)

The invention discloses an oxadiazole o-phenoxy compound. A structure is shown as a formula I: (The formula is shown in the description). The compound in the formula I has an excellent nematode-killing effect and can be used as a nematode-killing agent fo

Oxadiazole pyrazole compound and application thereof

-

Paragraph 0021; 0022; 0023, (2018/09/08)

The invention provides an oxadiazole pyrazole compound. The structure of the oxadiazole pyrazole compound is as shown in Formula I. The compound has an insecticidal action and can serve as an insecticide for preventing and controlling plant insect pests o

Preparation method of alkoxy benzamide

-

Paragraph 0022; 0024, (2017/08/24)

The invention relates to a novel preparation method of alkoxy benzamide. Specifically, the method comprises steps as follows: chlorobenzonitrile is taken as a raw material and subjected to a reaction with alkaline substances in the presence of a catalyst, alkoxy benzoyl cyanide is generated and subjected to a hydrolysis reaction, and alkoxy benzamide is generated. The method has the advantages that the raw material is cheap and available, reaction conditions are mild, and postprocessing is convenient and simple.

High diastereoselectivity in the yang photocyclization via remote hydrogen abstraction reaction

Jang, Mi,Park, Bong Ser

, p. 1509 - 1514 (2016/10/09)

1-Benzoyl-1-(o-alkoxyphenyl)cyclopropanes undergo Yang photocyclization to form dihydrobenzopyranols in a stereospecific manner. The cyclopropyl group at alpha position to carbonyls gives not only a bias in the most stable geometries of the starting ketones but also conformational restriction on geometries of biradical intermediates. More importantly, intramolecular hydrogen bonds seem to give an additional effect on conformational control of the biradical reactivity.

Two ways of preparing benzonitriles using BrCCl3-PPh3 as the reagent

Jasem, Yosef Al,Barkhad, Mohamed,Khazali, Mona Al,Butt, Hifsa Pervez,El-Khwass, Noha Ashraf,Azani, Mariam Al,Hindawi, Bassam Al,Thiemann, Thies

, p. 80 - 84 (2014/03/21)

Benzamides were converted into benzonitriles with BrCCl3- PPh3-Et3N in CH2Cl2 in an Appel-type reaction. Benzaldoximes could be transformed to benzonitriles under identical conditions. It was found that the reaction system BrCCl3-(2 equiv.)PPh3 was also suitable for these transformations with PPh 3 replacing Et3N.

Alternative method for the synthesis of imidazo[5,1-f][1,2,4]triazin-4(3H)- one - A substrate for the preparation of phosphodiesterase (5) inhibitors

Olszewska, Teresa,Gajewska, Ewa P.,Milewska, Maria J.

, p. 474 - 480 (2013/02/23)

Imidazo[5,1-f][1,2,4]triazin-4(3H)-ones, as isosteres of purine, are of interest for pharmaceutical research as potential substrates for the synthesis of cGMP-PDE5 inhibitors. We present a novel, alternative method for the synthesis of imidazotriazinones, that differs from the previously reported ones with respect to the method of construction of the triazinone ring in the molecule. The key step in our approach is condensation of an appropriate α-keto-ester with amidrazones, leading to the triazinone heterocycle. Several different substituted imidazolotriazinones have been synthesized in this manner.

Dynamic kinetic asymmetric synthesis of substituted pyrrolidines from racemic cyclopropanes and aldimines: Reaction development and mechanistic insights

Parsons, Andrew T.,Smith, Austin G.,Neel, Andrew J.,Johnson, Jeffrey S.

supporting information; experimental part, p. 9688 - 9692 (2010/09/06)

An enantioselective preparation of 2,5-cis-disubstituted pyrrolidines has been achieved via a dynamic kinetic asymmetric transformation (DyKAT) of racemic donor-acceptor cyclopropanes and (E)-aldimines. Mechanistic studies suggest that isomerization of the aldimine or resultant iminium to the Z geometry is not a pathway that furnishes the observed 2,5-cis-disubstituted products.

Triton B-mediated efficient and convenient alkoxylation of activated aryl and heteroaryl halides

Meshram,Goud, P. Ramesh,Reddy, B. Chennakesava,Kumar, D. Aravind

experimental part, p. 2122 - 2129 (2010/08/13)

A simple and convenient one-pot synthesis of aryl alkyl ethers by the alkoxylation of aryl halides with alcohol in the presence of Triton B as a base is described. The procedure is applicable for a variety of aryl and heteroaryl halides, and yields are very good. The use of a nonmetallic base and solvent-free conditions are important features of the reaction. Copyright Taylor & Francis Group, LLC.

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