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(E)-Ethyl 3-(3-Cyanophenyl)Acrylate, with the molecular formula C12H11NO2, is a chemical compound that exists as a clear, colorless liquid with a fruity odor. It is widely recognized for its role in the synthesis of organic compounds and holds significant value in various industries due to its diverse applications.

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  • 125873-00-9 Structure
  • Basic information

    1. Product Name: (E)-Ethyl 3-(3-Cyanophenyl)Acrylate
    2. Synonyms: (E)-Ethyl 3-(3-Cyanophenyl)Acrylate;Ethyl (2E)-3-(3-cyanophenyl)-2-propenoate;(E)-Ethyl 3-(3-Cyanophenyl)Acrylate(WXC02644)
    3. CAS NO:125873-00-9
    4. Molecular Formula: C12H11NO2
    5. Molecular Weight: 201.23
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 125873-00-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 334.7±25.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.12±0.1 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (E)-Ethyl 3-(3-Cyanophenyl)Acrylate(CAS DataBase Reference)
    10. NIST Chemistry Reference: (E)-Ethyl 3-(3-Cyanophenyl)Acrylate(125873-00-9)
    11. EPA Substance Registry System: (E)-Ethyl 3-(3-Cyanophenyl)Acrylate(125873-00-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 125873-00-9(Hazardous Substances Data)

125873-00-9 Usage

Uses

Used in Pharmaceutical Industry:
(E)-Ethyl 3-(3-Cyanophenyl)Acrylate is used as a building block for the production of various medications. Its chemical structure allows for the creation of a range of pharmaceutical compounds, contributing to the development of new and improved drugs.
Used in Fragrance and Flavor Industry:
(E)-Ethyl 3-(3-Cyanophenyl)Acrylate is also utilized in the production of fragrances and flavors, where its fruity odor is harnessed to create appealing scents and tastes for a variety of products.
Used in Chemical Research:
(E)-Ethyl 3-(3-Cyanophenyl)Acrylate serves as a reagent in chemical research, enabling scientists to conduct experiments and develop new insights into the properties and potential applications of this versatile compound.
Used in Materials Science:
With its potential applications in materials science, (E)-Ethyl 3-(3-Cyanophenyl)Acrylate is explored for its ability to contribute to the development of new materials with unique properties and potential uses in various fields.
Safety and Handling:
Given the nature of (E)-Ethyl 3-(3-Cyanophenyl)Acrylate as a chemical compound, it is crucial to handle and store it with proper care and in accordance with safety protocols. This ensures the prevention of any potential hazards associated with its handling, maintaining a safe environment for those working with (E)-Ethyl 3-(3-Cyanophenyl)Acrylate.

Check Digit Verification of cas no

The CAS Registry Mumber 125873-00-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,5,8,7 and 3 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 125873-00:
(8*1)+(7*2)+(6*5)+(5*8)+(4*7)+(3*3)+(2*0)+(1*0)=129
129 % 10 = 9
So 125873-00-9 is a valid CAS Registry Number.

125873-00-9Relevant articles and documents

5,6-dihydropyrrolo[2,1-a]isoquinolines as alternative of new drugs with cytotoxic activity

Chávez-Santos, Rosa María,Torres-Ochoa, Rubén Omar,Ramírez-Apan, María Teresa,Martínez, Roberto,Reyes-Gutiérrez, Paul Eduardo

, p. 973 - 981 (2018/11/02)

In this study, the pyrrolo[2,1-a]isoquinolines 4a–n were synthesized in good yields in a three steps synthesis from the corresponding α,β-unsaturated esters starting materials. These compounds were tested on six human cancer cells lines to measure the cyt

SINGLE STEP ENANTIOSELECTIVE PROCESS FOR THE PREPARATION OF 3-SUBSTITUTED CHIRAL PHTHALIDES

-

Paragraph 0148; 0149, (2014/11/13)

The present invention discloses single step, highly enantioselective catalytic oxidative cyclization process for the synthesis of 3-substituted chiral phthalides. In particular, the invention discloses asymmetric synthesis of chiral phthalides via synergetic nitrile accelerated oxidative cyclization of o-cyano substituted aryl alkenes in high yield and enantiomeric excess (ee) in short reaction time. Also, disclosed herein is “one-pot” asymmetric synthesis of biologically important natural compounds having 3-substituted chiral phthalide structural framework in the molecule.

A SINGLE STEP ENANTIOSELECTIVE PROCESS FOR THE PREPARATION OF 3-SUBSTITUTED CHIRAL PHTHALIDES

-

, (2013/06/05)

The present invention discloses single step, highly enantioselective catalytic oxidative cyclization process for the synthesis of 3-substituted chiral phthalides. In particular, the invention discloses asymmetric synthesis of chiral phthalides via synergetic nitrile accelerated oxidative cyclization of o-cyano substituted aryl alkenes in high yield and enantiomeric excess (ee) in short reaction time. Also, disclosed herein is "one -pot" asymmetric synthesis of biologically important natural compounds having 3-substituted chiral phthalide structural framework in the molecule.

P(i-PrNCH2CH2)3N: Efficient catalyst for synthesizing β-hydroxyesters and α,β-unsaturated esters using α-trimethylsilylethylacetate (TMSEA)

Wadhwa, Kuldeep,Verkade, John G.

supporting information; experimental part, p. 4368 - 4371 (2009/09/06)

(Chemical Equation Presented) We present an efficient synthesis of β-hydroxyesters and R,β-unsaturated esters via activation of the silicon-carbon bond of α-trimethylsilylethylacetate using catalytic amounts of the commercially available P(i-PrNCH2CH2) 3N 1a. Selectivity for either of these two products can be achieved simply by altering the catalyst loading and reaction temperature to afford addition or stereoselective condensation. This method is mild and tolerates a wide array of functional groups.

Facile and convenient method of deuterium gas generation using a Pd/C-catalyzed H2-D2 exchange reaction and itsapplication to synthesis of deuterium-labeled compounds

Kurita, Takanori,Aoki, Fumiyo,Mizumoto, Takuto,Maejima, Toshihide,Esaki, Hiroyoshi,Maegawa, Tomohiro,Monguchi, Yasunari,Sajiki, Hironao

supporting information; experimental part, p. 3371 - 3379 (2009/04/10)

The Pd/C-catalyzed H2-D2 exchange reaction using a H2-D2O combination provided a general, efficient and environmentally friendly route for the preparation of deuterium gas (D 2). H2 sealed

The one-pot Wittig reaction: A facile synthesis of α,β- unsaturated esters and nitriles by using nanocrystalline magnesium oxide

Choudary, Boyapati M.,Mahendar, Koosam,Kantam, M. Lakshmi,Ranganath, Kalluri V. S.,Athar, Taimur

, p. 1977 - 1985 (2007/10/03)

Nanocrystalline magnesium oxide was found to be an effective heterogeneous, solid base catalyst for the one-pot Wittig reaction to afford α,β-unsaturated esters and nitriles in excellent yields with high E-stereoselectivity in the presence of triphenylphosphine under mild conditions.

Heck reaction catalyzed by Pd/C, in a triphasic - Organic/Aliquat 336/aqueous - solvent system

Perosa, Alvise,Tundo, Pietro,Selva, Maurizio,Zinovyev, Sergei,Testa, Alberto

, p. 2249 - 2252 (2007/10/03)

The rate of the Pd/C catalyzed Heck coupling of Ar-I with CH 2=CH-R is accelerated tenfold by the presence of Aliquat 336 (A336), a well known phase transfer catalyst, and an ionic liquid. Both when conducted in A336 as solvent, and in an isooctane/A336/aqueous triphasic mixture, the Heck reaction of aryl iodides with electron deficient olefins, catalyzed by Pd/C, proceeds with high yields and selectivity. When KOH is used instead of Et3N, selective formation of the biphenyl rather than the Heck product, is observed. Aryl bromides react more sluggishly, and only the more activated ones undergo the Heck reaction. In the absence of the olefin, aryl halides possessing an electron withdrawing group are reduced to the corresponding Ar-H.

Inhibitors of factor Xa

-

, (2008/06/13)

Novel compounds, their salts and compositions related thereto having activity against mammalian factor Xa are disclosed. The compounds are useful in vitro or in vivo for preventing or treating coagulation disorders.

A HIGHLY EFFICIENT VERSION OF THE PALLADIUM-CATALYSED ARYLATION OF ALKENES WITH ARYL BROMIDES

Spencer, Alwyn

, p. 101 - 108 (2007/10/02)

The palladium-catalysed arylation of alkenes with aryl bromides or iodides is shown to proceed in high yields at very low palladium concentration when carried out in a suitable strongly polar solvent with a carboxylate anion as base.The preferred combination is N,N-dimethylformamide with sodium acetate.The reaction is markedly dependent on the substituents in the aryl bromide, being favoured by electron-withdrawing groups.Turnover numbers up to 134,000 have been achieved.

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