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1817-57-8

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1817-57-8 Usage

Description

4-Phenyl-3-butyn-2-one is an α,β-ketoalkyne, a type of organic compound characterized by the presence of a triple bond and a carbonyl group. It is known for its unique chemical properties and reactivity, which make it a valuable intermediate in the synthesis of various pharmaceuticals and other organic compounds.

Uses

Used in Pharmaceutical Industry:
4-Phenyl-3-butyn-2-one is used as a pharmaceutical intermediate for the synthesis of various drugs and medicinal compounds. Its unique structure allows for versatile chemical reactions, making it a valuable building block in the development of new pharmaceuticals.
In the synthesis of pharmaceuticals, 4-Phenyl-3-butyn-2-one can undergo various reactions, such as bromination, iodination, and reduction, to form different derivatives with potential therapeutic applications. These reactions can be carried out in different solvents, such as CH2Cl2, CH2Cl2/pyridine, and MeOH, to optimize the reaction conditions and yield.
Overall, 4-Phenyl-3-butyn-2-one plays a crucial role in the pharmaceutical industry as a versatile intermediate for the development of new drugs and therapeutic agents. Its unique chemical properties and reactivity make it an essential component in the synthesis of a wide range of pharmaceutical compounds.

Synthesis Reference(s)

Chemistry Letters, 9, p. 1327, 1980The Journal of Organic Chemistry, 47, p. 2549, 1982 DOI: 10.1021/jo00134a010Tetrahedron Letters, 29, p. 2321, 1988 DOI: 10.1016/S0040-4039(00)86048-7

Check Digit Verification of cas no

The CAS Registry Mumber 1817-57-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,1 and 7 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1817-57:
(6*1)+(5*8)+(4*1)+(3*7)+(2*5)+(1*7)=88
88 % 10 = 8
So 1817-57-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H8O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-6H,1H3

1817-57-8 Well-known Company Product Price

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  • Alfa Aesar

  • (H27826)  4-Phenyl-3-butyn-2-one, 96%   

  • 1817-57-8

  • 1g

  • 527.0CNY

  • Detail
  • Alfa Aesar

  • (H27826)  4-Phenyl-3-butyn-2-one, 96%   

  • 1817-57-8

  • 5g

  • 1832.0CNY

  • Detail

1817-57-8SDS

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 4-phenylbut-3-yn-2-one

1.2 Other means of identification

Product number -
Other names 1-acetyl-2-phenylacetylene

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:1817-57-8 SDS

1817-57-8Relevant articles and documents

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Gamboni et al.

, p. 255,262 (1955)

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Mechanistic diversity of the selective oxidations mediated by supported iron phthalocyanine complexes

Perollier, Celine,Pergrale-Mejean, Corinne,Sorokin, Alexander B.

, p. 1400 - 1403 (2005)

Selective oxidations of (i) phenols and condensed aromatics to quinones and (ii) alkynes to α,β-acetylenic ketones mediated by supported iron phthalocyanine complexes exhibit very different mechanistic features as evidenced by 18O labelling and kinetic isotope effect studies. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2005.

Preparation of α,β-acetylenic ketones by catalytic heterogeneous oxidation of alkynes

Perollier, Celine,Sorokin, Alexander B.

, p. 1548 - 1549 (2002)

Covalent grafting of iron phthalocyanines onto silica affords active catalysts for selective oxidation of alkynes and propargylic alcohols to α,β-acetylenic ketones, highly valuable precursors in the preparation of fine chemicals.

Propargylic C[sbnd]H activation using a Cu(II) 2-quinoxalinol salen catalyst and tert-butyl hydroperoxide

Black, Clayton C.,Gorden, Anne E.V.

, p. 803 - 806 (2018)

The oxidation of alkynes to α,β-acetylenic carbonyls was achieved using only 1 mol% of a Cu(II) 2-quinoxalinol salen catalyst with tert-butyl hydroperoxide. These reactions proceed under mild conditions (70 °C) with excellent selectivity, producing yields up to 78%, and were used on a variety of alkyne substrates to produce the desired corresponding α,β-acetylenic ketones. In addition, these reactions can be run under aqueous conditions using a sulfonated version of the 2-quinoxalinol salen with good yields, reducing the need for volatile organic solvents.

Synthesis of Highly Substituted Biaryls by the Construction of a Benzene Ring via in Situ Formed Acetals

Balamurugan, Rengarajan,Manojveer, Seetharaman,Tarigopula, Chandrahas

, p. 11871 - 11883 (2021/09/13)

Herein, we present an interesting method for the construction of a benzene ring using propargylic alcohols and 1,3-dicarbonyls, which involves three new C-C bond formations via cascade alkylation, formylation, annulation, and aromatization to make substituted biaryls. This one-pot Br?nsted acid-promoted protocol utilizes the unique reactivity of the acetal formed under the reaction conditions. Alkynyl methyl ketones could be employed instead of 1,3-dicarbonyls as they are converted to 1,3-dicarbonyls by hydration under the reaction conditions.

USE OF STROBILURIN TYPE COMPOUNDS FOR COMBATING PHYTOPATHOGENIC FUNGI CONTAINING AN AMINO ACID SUBSTITUTION F129L IN THE MITOCHONDRIAL CYTOCHROME B PROTEIN CONFERRING RESISTANCE TO QO INHIBITORS V

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Page/Page column 37, (2021/12/31)

The present invention relates to the use of strobilurin-like compounds of formula I and N-oxides and salts thereof to fight against phytopathogenic fungi, containing a substitution of amino acids F129L in the mitochondrial cytochrome b protein (also calle

trans-Selective hydrocyanation of ynoates, ynones and ynoic acids catalyzed by nucleophilic phosphines

Meyer, Maximilian,Peri?, Milica,Sch?mberg, Fritz,Vilotijevi?, Ivan

supporting information, (2021/10/04)

trans-Selective hydrocyanation of ynoates and ynones in the presence of TMSCN and an alcohol additive are catalyzed by nucleophilic phosphines. The trisubstituted E-olefin products of anti-addition of hydrogen cyanide to the alkyne are produced with high regio- and stereoselectivity. The alcohol additive reacts with TMSCN to produce hydrogen cyanide in situ. Ynoic acids undergo the phosphine catalyzed hydrocyanation in the presence of TMSCN under aprotic conditions only. In these reactions, TMSCN reacts with the acid to generate hydrogen cyanide and the silyl ester which, unlike the acid, undergoes phosphine catalyzed hydrocyanation and gives the stereo-defined E-2-cyano-acrylic acids after work up.

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