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Phosphonic acid, (phenylethynyl)-, diethyl ester, also known as (phenylethynyl)phosphonic acid diethyl ester, is a chemical compound with the molecular formula C12H13O3P. It is a colorless liquid with a density of 1.15 g/cm3 and a boiling point of 320°C. Phosphonic acid, (phenylethynyl)-, diethyl ester is an organophosphorus compound, which is characterized by the presence of a phosphorus atom bonded to carbon atoms. It is used in various applications, including as a reagent in organic synthesis and as a precursor in the production of pharmaceuticals and agrochemicals. Due to its reactivity and potential toxicity, it is important to handle Phosphonic acid, (phenylethynyl)-, diethyl ester with care, following appropriate safety protocols.

3450-67-7

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3450-67-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 3450-67-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,4,5 and 0 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 3450-67:
(6*3)+(5*4)+(4*5)+(3*0)+(2*6)+(1*7)=77
77 % 10 = 7
So 3450-67-7 is a valid CAS Registry Number.

3450-67-7Relevant academic research and scientific papers

Cycloaddition of enamines with alkynylphosphonates. A route to functionalized medium sized rings

Ruder, Suzanne M.,Norwood, Bradley K.

, p. 3473 - 3476 (1994)

Substituted seven and eight membered rings were formed from cyclopentanone and cyclohexanone via cycloadditions of pyrrolidine enamines with alkynyl phosphonates. This procedure provides straightforward access to functionalized medium sized rings that could be further manipulated in the synthesis of a number of natural products.

Hypervalent iodine in synthesis. XXVII. Alkynylphenyliodonium tosylates as alkynylating reagents: Direct conversion of alkynylphenyliodonium tosylates to dialkyl alkynylphosphonates with sodium dialkylphosphonates

Zhang, Jun-Lian,Chen, Zhen-Chu

, p. 175 - 179 (1998)

Alkynylphenyliodonium tosylates can easily react with sodium dialkylphosphonates to afford a convenient effective method for the preparation of dialkyl alkynylphosphonates.

One-pot synthesis of 1-alkynylphosphonates

Gil, Jun Mo,Sung, Jin Wuk,Park, Chan Pil,Oh, Dong Young

, p. 3171 - 3174 (1997)

1-Alkynylphosphonates 3 are prepared in a one-pot procedure from diethyl phosphorochloridates 2 and alkynyllithiums 1, which are readily generated by the reaction of 1-alkynes with n-BuLi.

Copper-Catalyzed Microwave-Expedited Oxyphosphorylation of Alkynes with Diethyl Phosphite and t-Butyl Hydroperoxide Synthesis of Densely Functionalized Phosphonylated Indenones

Maciás-Benítez, Pablo,Sierra-Padilla, Alfonso,Tenorio, Manuel J.,Moreno-Dorado, F. Javier,Guerra, Francisco M.

, p. 16409 - 16424 (2021/11/16)

Treatment of alkynes with diethyl phosphite and t-butyl hydroperoxide in the presence of [Cu(MeCN)4]BF4 under microwave irradiation produced the oxyphosphorylation of the triple bond, giving rise to the corresponding β-ketophosphonates in moderate-to-good yields. When the triple bond was conjugated to a carbonyl group bearing an aromatic ring, it led to the cyclization of the resulting ketone intermediate, producing eventually different phosphonylated indenones.

Enantioselective Synthesis of Chiral Phosphonates via Rh/f-spiroPhos Catalyzed Asymmetric Hydrogenation of β,β-Disubstituted Unsaturated Phosphonates

Wang, Chaoqiong,Xie, Fang,Guo, Qianling,Xie, Chaochao,Zi, Guofu,Ye, Weiping,Zhou, Zhangtao,Hou, Guohua,Zhang, Zhanbin

, p. 12034 - 12045 (2021/08/24)

The first asymmetric hydrogenation of β,β-diaryl unsaturated phosphonates has been realized for synthesis of β,β-diaryl chiral phosphonates with excellent enantioselectivities (up to 99.9% ee) catalyzed by the Rh-(R,R)-f-spiroPhos complex. Furthermore, this catalyst also exhibits comparably excellent performance for β-aryl-β-alkyl unsaturated phosphonates providing the corresponding chiral phosphonates with up to 99.9% ee values. This methodology provides a straightforward access to asymmetric synthesis of chiral phosphonates.

TiO2/Cu2O nanoparticle-catalyzed direct C(sp)-P bond formation: Via aerobic oxidative coupling in air and visible light

Hosseini-Sarvari, Mona,Jafari, Fattaneh

, p. 3001 - 3006 (2020/03/13)

The synthesis of organophosphorus compounds is one of the important goals in organic chemistry. Among these compounds, alkynylphosphonates are significantly utilized as the main precursors for the synthesis of biologically active molecules in medicinal chemistry and have attracted extensive interest in the past few decades. Although few efforts have been made towards the direct and atom-economical synthesis of alkynylphosphonates, efforts towards the utilization of visible light as a green and renewable energy source have not been made to date. Here, we have promoted a strategy to construct a type of nano metal oxide composite photocatalyst (Cu2O decorated on TiO2) for the synthesis of alkynylphosphonates via direct C-P bond formation between terminal alkyne and H-phosphonate under visible light irradiation. In this p-n heterojunction photocatalyst, Cu2O acted as a visible-light absorber; moreover, the CB (conduction band) of TiO2 was favorable for accepting a photogenerated electron, and the generated electron hole (e-/h+) pair could initiate the reaction. The present study can provide a new way for the synthesis of this important class of phosphorus organic compounds.

Synthesis method of P-alkynyl phosphate compound

-

Paragraph 0044; 0047-0056; 0239, (2019/04/02)

The invention relates to a synthesis method of a P-alkynyl phosphate compound. The synthesis method comprises the following steps: enabling a P-acylethyl phosphate compound, pyridinium salt and organic alkali to react with one another in an organic solven

Mukaiyama reagent-promoted metal-free preparation of alkynyl sulfones and phosphonates under mild conditions

Qi, Danyang,Dong, Wanrong,Peng, Zhihong,Zhang, Yingjun,An

, (2019/08/01)

An efficient and mild route for the formation sulfur or phosphor-substituted alkynes was herein demonstrated. The Mukaiyama reagent-mediated transformation started from easily-accessible substrates without carbon-carbon triple bonds, and the reaction proceeded under mild conditions (room temperature) in a one-pot manner, requiring for no transition metal-catalysts. The practical protocol featured for good functional groups tolerance (up to 41 examples) and high efficiency (up to 91% yields) towards alkynyl sulfones and alkynyl phosphonates at low cost.

Copper-catalyzed one-pot synthesis of alkynylphophonates

Song, Wang-Ze,Li, Jun-Hao,Li, Ming,He, Jun-Nan,Dong, Kun,Ullah, Karim,Zheng, Yu-Bin

supporting information, p. 697 - 703 (2019/02/16)

Copper is found to be an effective catalyst for the preparation of alkynylphophonates. A novel copper-catalyzed one-pot synthesis of alkynylphophonates from terminal alkynes and dialkyl phosphites is developed which involves the haloalkynes intermediates. This method provides a unique and alternative approach to the well-documented oxidative coupling or arylpropiolic acid strategies.

Synthesis of 1,2,3-triazolyl-5-diethylphosphonate by domino reaction

Tripolszky, Anna,Tóth, Emese,Bálint, Erika

, p. 377 - 378 (2019/01/04)

The synthesis of 1,2,3-triazolyl-5-diethylphosphonate was studied by the domino reaction of benzyl azide, phenylacetylene and diethyl phosphite. The effect of the reaction stoichiometry, the atmosphere and the amount of the catalyst were investigated.

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