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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.

Product selectivity controlled by manganese oxide crystals in catalytic ammoxidation

Hui, Yu,Luo, Qingsong,Qin, Yucai,Song, Lijuan,Wang, Hai,Wang, Liang,Xiao, Feng-Shou

, p. 2164 - 2172 (2021/09/20)

The performances of heterogeneous catalysts can be effectively tuned by changing the catalyst structures. Here we report a controllable nitrile synthesis from alcohol ammoxidation, where the nitrile hydration side reaction could be efficiently prevented by changing the manganese oxide catalysts. α-Mn2O3 based catalysts are highly selective for nitrile synthesis, but MnO2-based catalysts including α, β, γ, and δ phases favour the amide production from tandem ammoxidation and hydration steps. Multiple structural, kinetic, and spectroscopic investigations reveal that water decomposition is hindered on α-Mn2O3, thus to switch off the nitrile hydration. In addition, the selectivity-control feature of manganese oxide catalysts is mainly related to their crystalline nature rather than oxide morphology, although the morphological issue is usually regarded as a crucial factor in many reactions.

Recyclable and Reusable Pd(OAc)2/XPhos–SO3Na/PEG-400/H2O System for Cyanation of Aryl Chlorides with Potassium Ferrocyanide

Cai, Mingzhong,Huang, Bin,Liu, Rong,Xu, Caifeng

, (2021/12/03)

Pd(OAc)2/XPhos–SO3Na in a mixture of poly(ethylene glycol) (PEG-400) and water is shown to be a highly efficient catalyst for the cyanation of aryl chlorides with potassium ferrocyanide. The reaction proceeded smoothly at 100 or 120?oC with K2CO3 or KOAc as base, delivering a variety of aromatic nitriles in good to excellent yields. The isolation of the crude products is facilely performed by extraction with cyclohexane and more importantly, both expensive Pd(OAc)2 and XPhos–SO3Na in PEG-400/H2O system could be easily recycled and reused at least six times without any apparent loss of catalytic efficiency. Graphical Abstract: Palladium-catalyzed cyanation of aryl chlorides with potassium ferrocyanide leading to aryl nitriles by using Pd(OAc)2/XPhos–SO3Na/PEG-400/H2O as a highly efficient and recyclable catalytic system is described.[Figure not available: see fulltext.]

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