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4-Benzyloxybenzonitrile, also known as 4-(Benzyloxy)benzonitrile, is a chemical compound characterized by its molecular formula C14H11NO. It presents as a white to light yellow crystalline solid with a molecular weight of 209.24 g/mol. 4-Benzyloxybenzonitrile is recognized for its role as an intermediate in the synthesis of various organic compounds, particularly in the pharmaceutical and agrochemical industries, as well as in the production of dyes and other fine chemicals. It is generally stable under normal conditions, but caution must be exercised as it can react with strong oxidizing agents and release toxic fumes upon heating.

52805-36-4

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52805-36-4 Usage

Uses

Used in Pharmaceutical Industry:
4-Benzyloxybenzonitrile is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs. Its unique structure allows for the creation of a wide range of medicinal compounds, enhancing the industry's capacity to address various health conditions.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Benzyloxybenzonitrile serves as an intermediate in the production of agrochemicals, contributing to the development of pesticides and other agricultural products that are essential for crop protection and yield enhancement.
Used in Dye Production:
4-Benzyloxybenzonitrile is utilized as a building block in the manufacturing process of dyes, where its chemical properties are leveraged to produce a spectrum of colorants used in various applications, including textiles, plastics, and printing inks.
Used in Fine Chemicals Industry:
4-Benzyloxybenzonitrile is also employed in the synthesis of other fine chemicals, where its versatility in chemical reactions is harnessed to produce specialty chemicals for use in a range of industries, from cosmetics to research chemicals.
Safety and Handling:
Given its potential reactivity with strong oxidizing agents and the release of toxic fumes upon decomposition, 4-Benzyloxybenzonitrile must be handled and stored according to stringent safety precautions and guidelines to ensure the protection of both individuals and the environment.

Check Digit Verification of cas no

The CAS Registry Mumber 52805-36-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,8,0 and 5 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 52805-36:
(7*5)+(6*2)+(5*8)+(4*0)+(3*5)+(2*3)+(1*6)=114
114 % 10 = 4
So 52805-36-4 is a valid CAS Registry Number.
InChI:InChI=1/C14H11NO/c15-10-12-6-8-14(9-7-12)16-11-13-4-2-1-3-5-13/h1-9H,11H2

52805-36-4 Well-known Company Product Price

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  • Alfa Aesar

  • (L19251)  4-Benzyloxybenzonitrile, 98%   

  • 52805-36-4

  • 1g

  • 297.0CNY

  • Detail
  • Alfa Aesar

  • (L19251)  4-Benzyloxybenzonitrile, 98%   

  • 52805-36-4

  • 5g

  • 1097.0CNY

  • Detail

52805-36-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Benzyloxybenzonitrile

1.2 Other means of identification

Product number -
Other names 4-BENZYLOXYBENZONITRILE

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:52805-36-4 SDS

52805-36-4Relevant academic research and scientific papers

Nitrile Synthesis via Desulfonylative-Smiles Rearrangement

Abe, Masahiro,Nitta, Sayasa,Miura, Erina,Kimachi, Tetsutaro,Inamoto, Kiyofumi

, p. 4460 - 4467 (2022/03/15)

Herein, we designed a simple nitrile synthesis from N-[(2-nitrophenyl)sulfonyl]benzamides via base-promoted intramolecular nucleophilic aromatic substitution. The process features redox-neutral conditions as well as no requirement of toxic cyanide species and transition metals. Our process shows broad scope and various functional group compatibility, affording a variety of (hetero)aromatic nitriles in good to excellent yields.

Photocatalytic Reductive C-O Bond Cleavage of Alkyl Aryl Ethers by Using Carbazole Catalysts with Cesium Carbonate

Yabuta, Tatsushi,Hayashi, Masahiko,Matsubara, Ryosuke

, p. 2545 - 2555 (2021/02/01)

Methods to activate the relatively stable ether C-O bonds and convert them to other functional groups are desirable. One-electron reduction of ethers is a potentially promising route to cleave the C-O bond. However, owing to the highly negative redox potential of alkyl aryl ethers (Ered -2.6 V vs SCE), this mode of ether C-O bond activation is challenging. Herein, we report the visible-light-induced photocatalytic cleavage of the alkyl aryl ether C-O bond using a carbazole-based organic photocatalyst (PC). Both benzylic and non-benzylic aryl ethers underwent C-O bond cleavage to form the corresponding phenol products. Addition of Cs2CO3 was beneficial, especially in reactions using a N-H carbazole PC. The reaction was proposed to occur via single-electron transfer (SET) from the excited-state carbazole to the substrate ether. Interaction of the N-H carbazole PC with Cs2CO3 via hydrogen bonding exists, which enables a deprotonation-assisted electron-transfer mechanism to operate. In addition, the Lewis acidic Cs cation interacts with the substrate alkyl aryl ether to activate it as an electron acceptor. The high reducing ability of the carbazole combined with the beneficial effects of Cs2CO3 made this otherwise formidable SET event possible.

EIF4E INHIBITORS AND USES THEREOF

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Paragraph 00337; 00358, (2021/09/11)

The present invention provides compounds inhibiting elF4E activity and compositions and methods of using thereof.

One pot synthesis of aryl nitriles from aromatic aldehydes in a water environment

Chen, Qingqing,Han, Hongwei,Lin, Hongyan,Ma, Xiaopeng,Qi, Jinliang,Wang, Xiaoming,Yang, Yonghua,Zhou, Ziling

, p. 24232 - 24237 (2021/07/29)

In this study, we found a green method to obtain aryl nitriles from aromatic aldehyde in water. This simple process was modified from a conventional method. Compared with those approaches, we used water as the solvent instead of harmful chemical reagents. In this one-pot conversion, we got twenty-five aryl nitriles conveniently with pollution to the environment being minimized. Furthermore, we confirmed the reaction mechanism by capturing the intermediates, aldoximes.

Oxalohydrazide Ligands for Copper-Catalyzed C?O Coupling Reactions with High Turnover Numbers

Ray, Ritwika,Hartwig, John F.

supporting information, p. 8203 - 8211 (2021/03/08)

Here, we report a class of ligands based on oxalohydrazide cores and N-amino pyrrole and N-amino indole units that generates long-lived copper catalysts for couplings that form the C?O bonds in biaryl ethers. These Cu-catalyzed coupling of phenols with aryl bromides occurred with turnovers up to 8000, a value which is nearly two orders of magnitude higher than those of prior couplings to form biaryl ethers and nearly an order of magnitude higher than those of any prior copper-catalyzed coupling of aryl bromides and chlorides. This ligand also led to copper systems that catalyze the coupling of aryl chlorides with phenols and the coupling of aryl bromides and iodides with primary benzylic and aliphatic alcohols. A wide variety of functional groups including nitriles, halides, ethers, ketones, amines, esters, amides, vinylarenes, alcohols and boronic acid esters were tolerated, and reactions occurred with aryl bromides in pharmaceutically related structures.

CuO-catalyzed conversion of arylacetic acids into aromatic nitriles with K4Fe(CN)6 as the nitrogen source

Ren, Yun-Lai,Shen, Zhenpeng,Tian, Xinzhe,Xing, Ai-Ping,Zhao, Zhe

, (2020/10/26)

Readily available CuO was demonstrated to be effective as the catalyst for the conversion of arylacetic acids to aromatic nitriles with non-toxic and inexpensive K4Fe(CN)6 as the nitrogen source via the complete cleavage of the C[tbnd]N triple bond. The present method allowed a series of arylacetic acids including phenylacetic acids, naphthaleneacetic acids, 2-thiopheneacetic acid and 2-furanacetic acid to be converted into the targeted products in low to high yields.

Selective oxidation of alcohols to nitriles with high-efficient Co-[Bmim]Br/C catalyst system

Xia, Yu-Yan,Lv, Qing-Yang,Yuan, Hua,Wang, Jia-Yi

, p. 3957 - 3964 (2021/04/09)

An efficient method for catalyzing the ammoxidation of aromatic alcohols to aromatic nitriles was developed, in which a new heterogeneous catalyst based on transition metal elements was employed, the new catalyst was named Co-[Bmim]Br/C-700 and then characterized by X-ray photo-electronic spectroscopy, transmission electron microscope and X-ray diffraction. The reaction was carried out by two consecutive dehydrogenations under the catalysis of Co-[Bmim]Br/C-700, which catalytically oxidized the alcohol to the aldehyde, and then the aldehyde was subjected to ammoxidation to the nitrile. The catalyst system was suitable for a wide range of substrates and nitriles obtained in high yields, especially, the conversion rate of benzyl alcohol, 4-methoxybenzyl alcohol, 4-chlorobenzyl alcohol and 4-nitrobenzyl alcohol reached 100%. The substitution of ammonia and oxygen for toxic cyanide to participate in the reaction accords with the theory of green chemistry.

Preparation method of nitrile compound

-

Paragraph 0054-0056, (2022/01/08)

The present invention belongs to the field of organic synthesis technology, specifically relates to a method for preparing a nitrile compound, aldehyde oxime derivatives as raw materials, adding DPPA and DBU, reacting in an organic solvent, one step to pr

Choline Hydroxide as a Versatile Medium for Catalyst-Free O-Functionalization of Phenols

Joo, Seong-Ryu,Kim, Seung-Hoi,Kwon, Gyu-Tae,Park, Soo-Youl

, p. 1200 - 1205 (2020/11/30)

A versatile synthetic protocol for benzyl phenyl ether preparation via O-alkylation of phenolic oxygen with readily available benzyl derivatives was demonstrated. The newly designed procedure was carried out using an eco-friendly medium, room-temperature ionic liquid (choline hydroxide), under metal- and base-catalyst-free aerobic conditions. The reaction platform was also successfully applied to phenol protection strategy.

SSAO INHIBITOR

-

Paragraph 0150-0152, (2020/04/02)

The present invention provides an SSAO inhibitor and an application thereof in preparing a drug for treating a disease related to SSAO. In particular, the present invention provides a compound shown in formula (IV) and a pharmaceutically acceptable salt thereof.

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