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394-47-8

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394-47-8 Usage

Synthesis

Tetramethylammonium fluoride (TMAF) has been found to be an effective fluorodenitration reagent. The good selectivity for the fluoroaromatic and not the phenol has been attributed to the stability of ion pairing between nitrite and tetramethylammonium ions. TMAF reacts with 2-nitrobenzonitrile to give a quantitative conversion to 2-fluorobenzonitrile.

Chemical Properties

colorless to light yellow liquid

Uses

Different sources of media describe the Uses of 394-47-8 differently. You can refer to the following data:
1. 2-Fluorobenzonitrile, also known as o-fluorobenzonitrile, is an organic aromatic fluoride. It has a wide range of applications in pharmaceuticals, pesticides, dyestuffs, etc. In the field of dyestuff, the introduction of fluorine atom makes the dyed products bright and colorful and less likely to fade, among other advantages.
2. 2-Fluorobenzonitrile was used in the synthesis of :3-amino-1,2-benzisoxazoles6-(acetylaminomethyl)-3-amino-1,2-benzisoxazole5-(4′-methyl [1, 1′-biphenyl]-2-yl)-1H-tetrazolexanthone-iminium triflates

General Description

2-Fluorobenzonitrile reacts with lithium N,N-dialkylaminoborohydride reagent to yield 2-(N,N-dialkylamino)benzylamines.

Check Digit Verification of cas no

The CAS Registry Mumber 394-47-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,9 and 4 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 394-47:
(5*3)+(4*9)+(3*4)+(2*4)+(1*7)=78
78 % 10 = 8
So 394-47-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H4FN/c8-7-4-2-1-3-6(7)5-9/h1-4H

394-47-8 Well-known Company Product Price

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  • Alfa Aesar

  • (A14375)  2-Fluorobenzonitrile, 99%   

  • 394-47-8

  • 10g

  • 457.0CNY

  • Detail
  • Alfa Aesar

  • (A14375)  2-Fluorobenzonitrile, 99%   

  • 394-47-8

  • 50g

  • 789.0CNY

  • Detail
  • Alfa Aesar

  • (A14375)  2-Fluorobenzonitrile, 99%   

  • 394-47-8

  • 100g

  • 1414.0CNY

  • Detail
  • Alfa Aesar

  • (A14375)  2-Fluorobenzonitrile, 99%   

  • 394-47-8

  • 250g

  • 3029.0CNY

  • Detail

394-47-8SDS

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 2-Fluorobenzonitrile

1.2 Other means of identification

Product number -
Other names 2-Fluorobenzenenitrile

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:394-47-8 SDS

394-47-8Relevant articles and documents

Visible Light Generation of a Microsecond Long-Lived Potent Reducing Agent

Hu, Ke,Li, Pengju,Meyer, Gerald J.,Niu, Fushuang,Wang, Hanqi,Zhang, Zhenghao,Zhao, Zijian

supporting information, (2022/03/27)

Photoexcitation of molecular radicals can produce strong reducing agents; however, the limited lifetimes of the doublet excited states preclude many applications. Herein, we propose and demonstrate a general strategy to translate a highly energetic electron from a doublet excited state to a ZrO2insulator, thereby increasing the lifetime by about 6 orders of magnitude while maintaining a reducing potential less than -2.4 V vs SCE. Specifically, red light excitation of a salicylic acid modified perylene diimide radical anion PDI?-anchored to a ZrO2insulator yields a ZrO2(e-)|PDI charge separated state with an ~10 μs lifetime in 23% yield. The ZrO2(e-)s were shown to drive CO2→ CO reduction with a Re catalyst present in micromolar concentrations. More broadly, this strategy provides new opportunities to reduce important reagents and catalysts at low concentrations through diffusional electron transfer.

Tetramethylammonium Fluoride Alcohol Adducts for SNAr Fluorination

Bland, Douglas C.,Lee, So Jeong,Morales-Colón, Mariá T.,Sanford, Melanie S.,Scott, Peter J. H.,See, Yi Yang

supporting information, p. 4493 - 4498 (2021/06/28)

Nucleophilic aromatic fluorination (SNAr) is among the most common methods for the formation of C(sp2)-F bonds. Despite many recent advances, a long-standing limitation of these transformations is the requirement for rigorously dry, aprotic conditions to maintain the nucleophilicity of fluoride and suppress the generation of side products. This report addresses this challenge by leveraging tetramethylammonium fluoride alcohol adducts (Me4NF·ROH) as fluoride sources for SNAr fluorination. Through systematic tuning of the alcohol substituent (R), tetramethylammonium fluoride tert-amyl alcohol (Me4NF·t-AmylOH) was identified as an inexpensive, practical, and bench-stable reagent for SNAr fluorination under mild and convenient conditions (80 °C in DMSO, without the requirement for drying of reagents or solvent). A substrate scope of more than 50 (hetero) aryl halides and nitroarene electrophiles is demonstrated.

Copper-promoted cyanation of aryl iodides with N,N-dimethyl aminomalononitrile

Liu, Si-Zhan,Li, Jing,Xue, Cao-Gen,Xu, Xue-Tao,Lei, Lin-Sheng,Huo, Chen-Yu,Wang, Zhen,Wang, Shao-Hua

supporting information, (2021/02/01)

A copper-promoted cyanation of aryl iodides has been successfully developed by using N,N-dimethyl aminomalononitrile as the cyanide source with moderate toxicity and better stability. This reaction features broad substrate scope, excellent reaction yields, readily available catalyst, and simple reaction conditions.

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