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6609-56-9 Usage

Description

2-Methoxybenzonitrile, also known as o-methoxybenzonitrile, is an organic compound with the chemical formula C8H7NO. It is a derivative of benzonitrile, featuring a methoxy group attached to the 2nd position of the benzene ring. 2-Methoxybenzonitrile is characterized by its aromatic structure and the presence of a nitrile functional group, which makes it a versatile building block in organic synthesis.

Uses

Used in Pharmaceutical Industry:
2-Methoxybenzonitrile is used as a synthetic intermediate for the production of various pharmaceutical compounds. Its unique structure allows it to be a key component in the synthesis of drugs with diverse therapeutic applications.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2-Methoxybenzonitrile is utilized as a starting material for the preparation of a wide range of organic compounds. Its reactivity and functional groups make it suitable for various chemical reactions, leading to the formation of new molecules with potential applications in different industries.
Used in the Synthesis of 5-(4′-methyl [1,1′-biphenyl]-2-yl)-1H-tetrazole:
Specifically, 2-Methoxybenzonitrile has been employed in the synthesis of 5-(4′-methyl [1,1′-biphenyl]-2-yl)-1H-tetrazole, a compound with potential applications in various fields. The use of 2-Methoxybenzonitrile in this synthesis highlights its importance as a versatile building block in the creation of complex organic molecules.

Preparation

o-Anisidine with sodium nitrite to make a diazonium salt solution, add it to the lead cyanide solution, and then add benzene. Put the mixture for 10-15h and carry out steam distillation, separate the benzene layer from the distillate, dry it with calcium chloride, evaporate the benzene, and distill the residue under reduced pressure, collect 120-122.5°C (1.2kPa fraction) to get 2-Methoxybenzonitrile, yield 64.5-67.3%.

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 109, 1955 DOI: 10.1021/ja01606a035Synthesis, p. 641, 1992Tetrahedron Letters, 32, p. 1007, 1991 DOI: 10.1016/S0040-4039(00)74473-X

Check Digit Verification of cas no

The CAS Registry Mumber 6609-56-9 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 6 respectively.
Calculate Digit Verification of CAS Registry Number 6609-56:
(6*6)+(5*6)+(4*0)+(3*9)+(2*5)+(1*6)=109
109 % 10 = 9
So 6609-56-9 is a valid CAS Registry Number.
InChI:InChI=1/C8H7NO/c1-10-8-5-3-2-4-7(8)6-9/h2-5H,1H3

6609-56-9 Well-known Company Product Price

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  • Alfa Aesar

  • (L01293)  2-Methoxybenzonitrile, 98%   

  • 6609-56-9

  • 5g

  • 385.0CNY

  • Detail
  • Alfa Aesar

  • (L01293)  2-Methoxybenzonitrile, 98%   

  • 6609-56-9

  • 25g

  • 1278.0CNY

  • Detail
  • Alfa Aesar

  • (L01293)  2-Methoxybenzonitrile, 98%   

  • 6609-56-9

  • 100g

  • 4800.0CNY

  • Detail

6609-56-9SDS

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-Methoxybenzonitrile

1.2 Other means of identification

Product number -
Other names 1-cyano-2-methoxybenzene

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:6609-56-9 SDS

6609-56-9Relevant articles and documents

Photochemical Reactions in Polyethylene Glycol. 2. Photo-induced Nucleophilic Substitution of Dimethoxybenzenes in the Presence of Polyethylene Glycol

Suzuki, Nobutaka,Ayaguchi, Yasuo,Izawa, Yasuji

, p. 3349 - 3350 (1982)

Polyethylene glycol can replace crown ether as co-solvent for photochemical substitution reactions of dimethoxybenzenes with KCN in CH2Cl2 in either the presence or the absence of terephthalonitrile.

Nickel/zinc-mediated synthesis of aromatic nitriles from aromatic oxime ethers

Maeyama, Katsuya,Kobayashi, Masato,Kato, Hiroshi,Yonezawa, Noriyuki

, p. 2519 - 2525 (2002)

Treatment of o-alkoxybenzaldoxime ethers 3 with an equimolar amount of NiCl2 and 3 equimolar amounts of Zn gave o-alkoxybenzonitriles 4 in good yields. It is suggested that the reaction proceed via coordination of the ether oxygen atom of alkyl

Cyanide-Free Cyanation of Aryl Iodides with Nitromethane by Using an Amphiphilic Polymer-Supported Palladium Catalyst

Niimi, Ryoko,Suzuka, Toshimasa,Uozumi, Yasuhiro

supporting information, p. 40 - 44 (2021/11/30)

A cyanide-free aromatic cyanation was developed that uses nitromethane as a cyanide source in water with an amphiphilic polystyrene poly(ethylene glycol) resin-supported palladium catalyst and an alkyl halide (1-iodobutane). The cyanation proceeds through the palladium-catalyzed cross-coupling of an aryl halide with nitromethane, followed by transformation of the resultant (nitromethyl)arene intermediate into a nitrile by 1-iodobutane.

Facile dehydration of primary amides to nitriles catalyzed by lead salts: The anionic ligand matters

Ruan, Shixiang,Ruan, Jiancheng,Chen, Xinzhi,Zhou, Shaodong

, (2020/12/09)

The synthesis of nitrile under mild conditions was achieved via dehydration of primary amide using lead salts as catalyst. The reaction processes were intensified by not only adding surfactant but also continuously removing the only by-product, water from the system. Both aliphatic and aromatic nitriles can be prepared in this manner with moderate to excellent yields. The reaction mechanisms were obtained with high-level quantum chemical calculations, and the crucial role the anionic ligand plays in the transformations were revealed.

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.

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