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1682-20-8

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1682-20-8 Usage

Synthesis

In principle, ammonia could be used to allow indirect replacement of fluorine by hydrogen. Workers in this laboratory showed that pentafluoropyridine reacted with ammonia giving 4-aminotetrafluoropyridine.

Chemical Properties

white to light yellow crystal

General Description

4-Amino-2,3,5,6-tetrafluoropyridine is formed as C-H ′insertion′ product during reaction with 4-azido-2,3,5,6-tetrafluoropyridine.

Check Digit Verification of cas no

The CAS Registry Mumber 1682-20-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,8 and 2 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1682-20:
(6*1)+(5*6)+(4*8)+(3*2)+(2*2)+(1*0)=78
78 % 10 = 8
So 1682-20-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H5BF2O2/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,10-11H

1682-20-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (A1546)  4-Amino-2,3,5,6-tetrafluoropyridine  >97.0%(GC)

  • 1682-20-8

  • 1g

  • 570.00CNY

  • Detail
  • Alfa Aesar

  • (B23815)  4-Amino-2,3,5,6-tetrafluoropyridine, 98%   

  • 1682-20-8

  • 1g

  • 676.0CNY

  • Detail
  • Alfa Aesar

  • (B23815)  4-Amino-2,3,5,6-tetrafluoropyridine, 98%   

  • 1682-20-8

  • 5g

  • 3010.0CNY

  • Detail
  • Aldrich

  • (300624)  4-Amino-2,3,5,6-tetrafluoropyridine  98%

  • 1682-20-8

  • 300624-1G

  • 559.26CNY

  • Detail

1682-20-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-AMINO-2,3,5,6-TETRAFLUOROPYRIDINE

1.2 Other means of identification

Product number -
Other names 2,3,5,6-Tetrafluoropyridin-4-amine

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:1682-20-8 SDS

1682-20-8Relevant articles and documents

Studies on the synthesis of fluorinated Schiff bases; biological activity of resulting (E)-N-benzylidene-2,3,5,6-tetrafluoropyridin-4-amine and 4-amino-2-ethoxy-3,5,6-trifluoropyridine

Raache, Imane,Sekhri, Lakhdar,Tabchouche, Ahmed

, p. 1799 - 1813 (2016)

The present work is aimed mainly to synthesize new fluorinated compounds and their biological significance against tested bacteria and fungus. Thus, the 4-amino-2-ethoxy-3,5,6-trifluoropyridine 4 was synthesized by the reaction of 4-amino 2,3,5,6-tetraflu

Reactions of polyfluoropyridines with bidentate nucleophiles: Attempts to prepare deazapurine analogues

Coe, Paul L.,Rees, Anthony J.,Whittaker, Jane

, p. 13 - 22 (2001)

Reactions of pentafluoropyridine with guanidine, thiourea and urea with the hope of preparing derivatives which may be cyclised to polyfluorodeazapurines are described The reactions with urea and thiourea produced, somewhat unexpectedly, bis-(2,3,5,6-tetrafluoro-4-pyridyl)amine and bis-(2,3,5,6-tetrafluoro-4-pyridyl)sulfide, respectively, the structure of the amine was confirmed by X-ray crystallography. The product from the guanidine reaction was the expected 4-substituted tetrafluoropyridine derivative. Attempts to cyclise the latter are described and a rationalisation to explain the unexpected melamine derivatives which were produced is given.

Reductive defluorination of polyfluoroarenes by zinc in aqueous ammonia

Laev, Sergey S.,Shteingarts, Vitalij D.

, p. 3765 - 3768 (1997)

Aqueous ammonia has been found to be a good and versatile medium for the reductive defluorination of polyfluoroarenes by zinc. Upon the reduction of pentafluorobenzoic acid, 2,3,4,5,6-pentafluorobenzyl alcohol, pentafluoropyridine and heptafluoro-2-naphthoic acid individual products derived from the removal of one fluorine atom have been obtained.

Hydrogen Bond Directed Photocatalytic Hydrodefluorination: Overcoming Electronic Control

Khaled, Mohammad B.,El Mokadem, Roukaya K.,Weaver, Jimmie D.

supporting information, p. 13092 - 13101 (2017/09/26)

The photocatalytic C-F functionalization of highly fluorinated arenes is a powerful method for accessing functionalized multifluorinated arenes. The decisive step in the determining regioselectivity in fluorine functionalization is fluoride fragmentation from the radical anion of the multifluorinated arene. To date, the availability of regioisomers has been dictated by the innate electronics of the fluorinated arene, limiting the synthetic utility of the chemistry. This study investigates the remarkable ability of a strategically located hydrogen bond to transcend the normal regioselectivity of the C-F functionalization event. A significant rate acceleration is additionally observed for hydrodefluorination of fluorines that can undergo intramolecular hydrogen bonds that form 5-8-membered cycles with moderately acidic N-H's. The hydrogen bond is expected to facilitate the fragmentation not only by bending the C-F bond of the radical anion out of planarity but also by increasing the exothermicity of the fluoride extrusion step through protonation of the naked fluoride. Finally, the synthetic utility of the method is demonstrated in an expedited synthesis of the trifluorinated α-phenyl acetic acid derivative required for the commercial synthesis of Januvia, an antidiabetic drug. This represents the first synthesis of a commercially important multifluorinated arene via a defluorination strategy and is significantly shorter than the current strategy.

Photocatalytic hydrodefluorination: Facile access to partially fluorinated aromatics

Senaweera, Sameera M.,Singh, Anuradha,Weaver, Jimmie D.

supporting information, p. 3002 - 3005 (2014/03/21)

Polyfluorinated aromatics are essential to materials science as well as the pharmaceutical and agrochemical industries and yet are often difficult to access. This Communication describes a photocatalytic hydrodefluorination approach which begins with easily accessible perfluoroarenes and selectively reduces the C-F bonds. The method allows facile access to a number of partially fluorinated arenes and takes place with unprecedented catalytic activity using a safe and inexpensive amine as the reductant.

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