Welcome to LookChem.com Sign In|Join Free

CAS

  • or
ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE, also known as Ethyl 3-(2-cyanoacryloyl)-1,3-benzodioxole-5-carboxylate, is a chemical compound with the molecular formula C13H9NO5. It is an ester derivative of cyanoacrylic acid, characterized by its unique structural features that include a benzodioxole ring and a cyanoacrylate group. ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE is primarily utilized as an intermediate in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals, and has been investigated for its potential in the development of novel drugs due to its possible biological activity.

2286-56-8 Suppliers

Post Buying Request

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 2286-56-8 Structure
  • Basic information

    1. Product Name: ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE
    2. Synonyms: alpha-cyano-3,4-methylenedioxycinnamicacidethylester;alpha-cyano-3,4-methylenedioxy-cinnamicaciethylester;ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE;RARECHEM AK ML 0021;BRN 0089472;2-Cyano-3-(1,3-benzodioxol-5-yl)propenoic acid ethyl ester;3-(1,3-Benzodioxole-5-yl)-2-cyanoacrylic acid ethyl ester;α-Cyano-1,3-benzodioxole-5-acrylic acid ethyl ester
    3. CAS NO:2286-56-8
    4. Molecular Formula: C13H11NO4
    5. Molecular Weight: 245.23
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 2286-56-8.mol
  • Chemical Properties

    1. Melting Point: 95-97°C
    2. Boiling Point: 397.1°Cat760mmHg
    3. Flash Point: 173.7°C
    4. Appearance: /
    5. Density: 1.305g/cm3
    6. Vapor Pressure: 1.63E-06mmHg at 25°C
    7. Refractive Index: 1.594
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE(CAS DataBase Reference)
    11. NIST Chemistry Reference: ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE(2286-56-8)
    12. EPA Substance Registry System: ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE(2286-56-8)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 2286-56-8(Hazardous Substances Data)

2286-56-8 Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE is used as a synthetic intermediate for the development of pharmaceuticals, leveraging its unique chemical structure to contribute to the creation of new drug candidates with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE serves as a key intermediate in the synthesis of agrochemicals, potentially enhancing crop protection and yield through the development of novel compounds with specific pesticidal or herbicidal properties.
Used in Organic Chemistry Research:
ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE is utilized as a research compound in organic chemistry, where its structural features are explored for potential reactions and applications in the synthesis of complex organic molecules.
It is crucial to handle ETHYL 3-(1,3-BENZODIOXOL-5-YL)-2-CYANOACRYLATE with care due to its potential health and safety risks, ensuring proper safety measures are in place during its use in various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 2286-56-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,8 and 6 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2286-56:
(6*2)+(5*2)+(4*8)+(3*6)+(2*5)+(1*6)=88
88 % 10 = 8
So 2286-56-8 is a valid CAS Registry Number.
InChI:InChI=1/C13H11NO4/c1-2-16-13(15)10(7-14)5-9-3-4-11-12(6-9)18-8-17-11/h3-6H,2,8H2,1H3/b10-5+

2286-56-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl (E)-3-(1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoate

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:2286-56-8 SDS

2286-56-8Relevant articles and documents

A novel Golgi mannosidase inhibitor: Molecular design, synthesis, enzyme inhibition, and inhibition of spheroid formation

Hakamata, Wataru,Hirano, Takako,Kano, Yui,Kikushima, Kaori,Koyama, Ryosuke,Miura, Kazuki,Mizutani, Ayaka,Nishio, Toshiyuki,Soeda, Yuta

, (2020/04/15)

Effective chemotherapy for solid cancers is challenging due to a limitation in permeation that prevents anticancer drugs from reaching the center of the tumor, therefore unable to limit cancer cell growth. To circumvent this issue, we planned to apply the drugs directly at the center by first collapsing the outer structure. For this, we focused on cell–cell communication (CCC) between N-glycans and proteins at the tumor cell surface. Mature N-glycans establish CCC; however, CCC is hindered when numerous immature N-glycans are present at the cell surface. Inhibition of Golgi mannosidases (GMs) results in the transport of immature N-glycans to the cell surface. This can be employed to disrupt CCC. Here, we describe the molecular design and synthesis of an improved GM inhibitor with a non-sugar mimic scaffold that was screened from a compound library. The synthesized compounds were tested for enzyme inhibition ability and inhibition of spheroid formation using cell-based methods. Most of the compounds designed and synthesized exhibited GM inhibition at the cellular level. Of those, AR524 had higher inhibitory activity than a known GM inhibitor, kifunensine. Moreover, AR524 inhibited spheroid formation of human malignant cells at low concentration (10 μM), based on the disruption of CCC by GM inhibition.

Ammonium fluoride as an inexpensive catalyst for Knoevenagel condensation in solvent-free conditions under microwave irradiation

Mogilaiah,Vinay Chandra,Jagadeeshwar,Kavitha

, p. 694 - 697 (2013/07/05)

Ammonium fluoride (NH4F) has been found to be an inexpensive catalyst for Knoevenagel condensation between aromatic aldehydes 1 and active methylene compounds 2 to afford arylidene derivatives 3 in excellent yields.

Knoevenagel condensation of aldehydes with active methylene compounds catalyzed by MgC2O4/SiO2 under microwave irradiation and solvent-free conditions

Yuan, Shizhen,Li, Zhen,Xu, Ling

experimental part, p. 393 - 402 (2012/05/20)

MgC2O4/SiO2 catalyzes the efficient Knoevenagel condensation of aldehydes with active methylene compounds in solvent-free conditions under microwave irradiation to give alkenes derivatives in excellent yields. MgC2/s

On-column solvent-free oxidative cleavage reactions of vicinal diols by silica gel and paraperiodic acid: Application to in-situ sequential oxidation and Knoevenagel reactions

Dakdouki, Saada C.,Villemin, Didier,Bar, Nathalie

supporting information; experimental part, p. 780 - 784 (2012/03/11)

An on-column solvent-free oxidative cleavage reaction of vicinal diols by paraperiodic acid supported on silica gel at room temperature is described. The resulting pure carbonyl compounds are prepared in good to excellent yields with short reaction times. The cleavage reactions proceed under mild conditions, which avoids further cyclization reactions of the product dialdehydes. This method is also used for sequential oxidation and Knoevenagel reactions to prepare condensation products in good yields by using paraperiodic acid on a mixed bed of alumina and silica gel. The on-column solvent-free oxidative cleavage reaction of vicinal diols by paraperiodic acid supported on silica gel at room temperature is investigated. This approach is applied to an oxidation andKnoevenagel reaction sequence by using a mixed bed of alumina and silica gel to give condensation products in good yields. Copyright

Efficient asymmetric synthesis of 4H-chromene derivatives through a tandem michael addition-cyclization reaction catalyzed by a salen-cobalt(II) complex

Dong, Zhenhua,Liu, Xiaohua,Feng, Juhua,Wang, Min,Lin, Lili,Feng, Xiaoming

supporting information; experimental part, p. 137 - 142 (2011/03/18)

The asymmetric synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromene derivatives was achieved through a tandem Michael addition-cyclization reaction of easily available cyclohexane-1,3-dione and ethyl 2-cyano-3-phenylacrylates. Moderate to good yields (up to 81%) and high enantioselectivities (up to 89%ee) were obtained with a chiral salen-cobalt(II) complex. This process was air tolerant and easily performed, which provides an efficient method for the synthesis of chiral 4H-chromene derivatives. The asymmetric synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromene derivatives was achieved through a tandem Michael addition-cyclization reaction of easily available cyclohexane-1,3-dione and ethyl 2-cyano-3-phenylacrylates catalyzed by a chiral salen-cobalt(II) complex with moderate to good yields (up to 81%) and high enantioselectivities (up to 89%ee).

Microwave-enhanced Knoevenagel condensation catalysed by NH 2so3NH4

Mogilaiah,Babu, H. Sharath,Vidya,Kumar, K. Shiva

experimental part, p. 390 - 393 (2010/10/18)

Ammonium sulphamate catalyses the efficient Knoevenagel condensation of aromatic aldehydes 1 with active methylene compounds in solvent-free conditions under microwave irradiation to give arylidene derivatives 3. The yields are excellent and purity is hig

Reaction of (E)-3-(Benzo[d][1,3]dioxol-5-yl)-2- cyanoacryloyl chloride with nucleophilic reagents containing nitrogen and sulfur

Shiba,El-Ziaty,El-Aasar,Al-Saman

scheme or table, p. 1645 - 1657 (2010/10/01)

(E)-3-(Benzo[d][1,3]dioxol-5-yl)-2-cyanoacryloyl chloride was reacted with nucleophilic reagents containing nitrogen and sulfur to give new acryloyl amides, imides, thioesters, and heterocyclic systems. Some of these products showed moderate activities ag

Uses of piperonal in the synthesis of novel prop-2-enoyl amides, esters, heterocyclic systems and study of their antibacterial activities

Shiba, Sayed A.,El-Ziaty, Ahmed K.,El-Aasar, Nadia K.,Al-Saman, HanA'A A.

experimental part, p. 500 - 506 (2009/04/07)

Novel (E)-3-(benzold)[1,3]dioxol-5-yl)-2-cyanoacryloyl chloride 4 was condensed with several mono-; 1,2-; 1,3- and 1,4-bi-nucleophilic reagents containing nitrogen and oxygen to give new 2-propenoylamide and ester derivatives. Some of these amides cyclise

Knoevenagel condensation catalyzed by 1,1,3,3-tetramethylguanidium lactate

Zhang, Jicheng,Jiang, Tao,Han, Buxing,Zhu, Anlian,Ma, Xiumin

, p. 3305 - 3317 (2007/10/03)

Knoevenagel condensation between malononitrile or ethyl cyanoacetate and carbonyl compounds could be effectively promoted by 1,1,3,3-tetramethylguanidium lactate, a basic ionic liquid, under mild conditions. Good to high isolated yields could be obtained.

Environmentally friendly one-pot synthesis of α-alkylated nitriles using hydrotalcite-supported metal species as multifunctional solid catalysts

Motokura, Ken,Fujita, Noriaki,Mori, Kohsuke,Mizugaki, Tomoo,Ebitani, Kohki,Jitsukawa, Koichiro,Kaneda, Kiyotomi

, p. 8228 - 8239 (2007/10/03)

A ruthenium-grafted hydrotalcite (Ru/HT) and hydrotalcite-supported palladium nanoparticles (Pdnano/ HT) are easily prepared by treating basic layered double hydroxide, hydrotalcite (HT, Mg6Al 2(OH)16CO3) with aqueous RuCl 3·n H2O and K2[PdCl4] solutions, respectively, using surface impregnation methods. Analysis by means of X-ray diffraction, and energydispersive X-ray, electron paramagnetic resonance, and X-ray absorption fine structure spectroscopies proves that a monomeric RuIV species is grafted onto the surface of the HT. Meanwhile, after reduction of a surface-isolated PdII species, highly dispersed Pd nanoclusters with a mean diameter of about 70 A is observed on the Pdnano/HT surface by transmission electron microscopy analysis. These hydrotalcite-supported metal catalysts can effectively promote α-alkylation reactions of various nitriles with primary alcohols or carbonyl compounds through tandem reactions consisting of metal-catalyzed oxidation and reduction, and an aldol reaction promoted by the base sites of the HT. In these catalytic α-alkylations, homogeneous bases are unnecessary and the only by-product is water. Additionally, these catalyst systems are applicable to one-pot syntheses of glutaronitrile derivatives.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 2286-56-8