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Diethyl ((4-cyanophenyl)ethynyl)phosphonate is a phosphonate ester with the molecular formula C12H12NO2P, featuring a cyanophenyl group and an ethynyl group. It is a valuable building block in organic synthesis, particularly for the production of pharmaceuticals and fine chemicals, due to its versatile reactivity and ability to undergo various chemical transformations.

1587708-58-4

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1587708-58-4 Usage

Uses

Used in Pharmaceutical Industry:
Diethyl ((4-cyanophenyl)ethynyl)phosphonate is used as a reagent in organic synthesis for the production of pharmaceuticals, owing to its versatile reactivity and ability to form complex organic molecules.
Used in Fine Chemicals Industry:
This chemical compound is also used as a reagent in the synthesis of fine chemicals, contributing to the creation of specialty products with specific applications.
Used in Academic Research:
Diethyl ((4-cyanophenyl)ethynyl)phosphonate serves as a valuable building block in academic research, enabling scientists to explore new chemical reactions and synthesize novel organic molecules.
Used in Coordination Chemistry and Catalysis:
Furthermore, it can be used as a ligand in coordination chemistry and catalysis, playing a crucial role in enhancing the efficiency and selectivity of various chemical processes.

Check Digit Verification of cas no

The CAS Registry Mumber 1587708-58-4 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,5,8,7,7,0 and 8 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1587708-58:
(9*1)+(8*5)+(7*8)+(6*7)+(5*7)+(4*0)+(3*8)+(2*5)+(1*8)=224
224 % 10 = 4
So 1587708-58-4 is a valid CAS Registry Number.

1587708-58-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name diethyl ((4-cyanophenyl)ethynyl)phosphonate

1.2 Other means of identification

Product number -
Other names -

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:1587708-58-4 SDS

1587708-58-4Downstream Products

1587708-58-4Relevant academic research and scientific papers

Aerobic oxidative alkynylation of H-phosphonates and amides: An efficient route for the synthesis of alkynylphosphonates and ynamides using a recyclable Cu-MnO catalyst

Singh, Harshvardhan,Sahoo, Tapan,Sen, Chiranjit,Galani, Sunil M.,Ghosh, Subhash Chandra

, p. 1691 - 1698 (2019/04/08)

An atom-economical and efficient route for the synthesis of alkynylphosphonates and ynamides by aerobic oxidative alkynylation of H-phosphonates and amides with both aliphatic and aromatic alkynes using our synthesized recyclable heterogeneous Cu-MnO catalyst has been developed. The phosphorylation was carried out under base- and ligand-free conditions, and in the presence of air as the sole oxidant. The reaction is compatible with a wide variety of functional groups and generates alkynylphosphonate and ynamide products in good to excellent yields. Both reactions can be scaled up to the gram scale without any decrease in the reaction yield and the reaction time is less compared to literature reports. The catalyst is recyclable and reused several times without any significant loss of reactivity.

Direct synthesis of alkynylphosphonates from alkynes and phosphite esters catalyzed by Cu/Cu2O nanoparticles supported on Nb2O5

Yuan, Tao,Chen, Fei,Lu, Guo-ping

, p. 13957 - 13962 (2018/08/21)

The aerobic oxidative coupling of alkynes and phosphite esters can be catalyzed by Cu/Cu2O nanoparticles supported on Nb2O5 (Cu/Cu2O@Nb2O5) to efficiently afford alkynylphosphonates. The catalyst can be reused by filtration and reduction. According to the results of control experiments and characterization data, the supporter Nb2O5 can reduce the electronic density of Cu and absorb the phosphite esters due to its strong Lewis acid sites, which may enhance the reaction efficiently.

Synthetic method of diaryl acetylene

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Paragraph 0045; 0066-0070, (2017/08/30)

The invention discloses a synthetic method of diaryl acetylene. According to the synthetic method, at a protection atmosphere, Sonogashira coupling reaction I of an iodine-substituted aromatic hydrocarbon with diethoxy phosphonyl acetylene is carried out in a solution system containing tetrakispalladium, cuprous iodide, and diisopropylamine so as to obtain 1-aryl-1'-diethoxy phosphonyl acetylene; Sonogashira coupling reaction II of 1-aryl-1'-diethoxy phosphonyl acetylene with a bromine-substituted aromatic hydrocarbon is carried out in the solution system containing tetrakispalladium, cuprous iodide, and diisopropylamine under the action of potassium tert-butoxide so as to obtain the diaryl acetylene product. In the synthetic method, diethoxy phosphonyl is taken as an acetylene protection group, and is used for providing acetylene with polarity, so that separation of intermediate products is convenient to realize, introduction and removing of alkyne terminal groups are convenient to realize, stability in Sonogashira coupling reaction is high, the synthesis efficiency of diaryl acetylene is increased greatly, and production cost is reduced.

Copper-catalyzed decarboxylative C?P cross coupling of arylpropiolic acids with dialkyl hydrazinylphosphonates leading to alkynylphosphonates

Chen, Weizhu,Ma, Dumei,Hu, Gaobo,Hong, Zhuan,Gao, Yuxing,Zhao, Yufen

supporting information, p. 1175 - 1181 (2016/08/05)

A facile and novel copper-catalyzed decarboxylative coupling of various arylpropiolic acids with readily available dialkyl hydrazinylphosphonates has been developed, providing an attractive synthetic tool for the synthesis of valuable alkynylphosphonates

Cs2CO3-promoted one-pot synthesis of alkynylphosphonates, -phosphinates, and -phosphine oxides

Wang, Yulei,Gan, Jiepeng,Liu, Liu Leo,Yuan, Hang,Gao, Yuxing,Liu, Yan,Zhao, Yufen

, p. 3678 - 3683 (2014/05/06)

A novel and efficient Cs2CO3-promoted phosphorylation or phosphinylation of various 1,1-dibromo-1-alkenes with readily available trialkyl phosphites, ethyl diphenylphosphinite, or diethyl phenylphosphonite has been developed under metal-free conditions, providing a practical and powerful tool for one-pot synthesis of valuable alkynylphosphonates, -phosphinates, and -phosphine oxides in good to excellent yields.

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