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Methyl alpha-cyanocinnamate is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 3695-84-9 Structure
  • Basic information

    1. Product Name: Methyl alpha-cyanocinnamate
    2. Synonyms: Benzylidenecyanoacetic acid methyl ester;α-Cyano-3-phenylacrylic acid methyl ester;α-Cyanobenzeneacrylic acid methyl ester;(E)-Methyl2-cyano-3-phenylacrylate;2-Cyano-3-phenyl-2-propenoic acid methyl ester;alpha-Cyano-cinnamic acidmethyl ester;Methyl 2-cyano-3-phenyl-2-propenoic acid;Methyl 2-cyano-3-phenylpropenoate
    3. CAS NO:3695-84-9
    4. Molecular Formula: C11H9NO2
    5. Molecular Weight: 187.19466
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 3695-84-9.mol
  • Chemical Properties

    1. Melting Point: 93℃
    2. Boiling Point: 318℃
    3. Flash Point: 149℃
    4. Appearance: /
    5. Density: 1.169
    6. Vapor Pressure: 0.000376mmHg at 25°C
    7. Refractive Index: 1.575
    8. Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: Methyl alpha-cyanocinnamate(CAS DataBase Reference)
    11. NIST Chemistry Reference: Methyl alpha-cyanocinnamate(3695-84-9)
    12. EPA Substance Registry System: Methyl alpha-cyanocinnamate(3695-84-9)
  • 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: 3695-84-9(Hazardous Substances Data)

3695-84-9 Usage

Synthesis Reference(s)

Tetrahedron, 43, p. 537, 1987 DOI: 10.1016/S0040-4020(01)89986-5Tetrahedron Letters, 26, p. 4453, 1985 DOI: 10.1016/S0040-4039(00)88928-5

Check Digit Verification of cas no

The CAS Registry Mumber 3695-84-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,9 and 5 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 3695-84:
(6*3)+(5*6)+(4*9)+(3*5)+(2*8)+(1*4)=119
119 % 10 = 9
So 3695-84-9 is a valid CAS Registry Number.
InChI:InChI=1/C11H9NO2/c1-14-11(13)10(8-12)7-9-5-3-2-4-6-9/h2-7H,1H3/b10-7+

3695-84-9SDS

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 Methyl α-cyanocinnamate

1.2 Other means of identification

Product number -
Other names (E)-Methyl2-cyano-3-phenylacrylate

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:3695-84-9 SDS

3695-84-9Relevant articles and documents

Synthesis, characterization and application of α-Ca3 (PO4)2 as a heterogeneous catalyst for the synthesis of 2.3-diphenylquinoxaline derivatives and knoevenagel condensation under green conditions

Anahmadi, Haddou,Benzekri, Zakaria,Boukhris, Said,El hajri, Fatima,El youbi, Mohamed Salahdine,Fathi, Majda,Idrissi, Brahim Chafik El,Sibous, Sarra,Souizi, Abdelaziz

, (2021/09/20)

Green chemistry is now paramount in modern life and industrial sector. It has become a research priority and a scientific challenge. In this study, alpha-tricalcic phosphate was prepared as a green catalytic medium. This medium has been characterized by v

Highly Active Copper(I)-Chalcogenone Catalyzed Knoevenagel Condensation Reaction Using Various Aldehydes and Active Methylene Compounds

Mannarsamy, Maruthupandi,Prabusankar, Ganesan

, (2021/10/05)

First copper(I) chalcogenones catalysed Knoevenagel Condensation reactions have been reported. No illustration of the utilization of this copper-chalcogenone complex class in Knoevenagel Condensation catalysis can be found. Thus, copper(I) bis(benzimidazole-2-chalcogenone) catalysts [Cu(L1)4]+BF4? (1) and [Cu(L2)4]+BF4? (2) (L1 = bis(1-isopropyl-benzimidazole-2-selone)-3-ethyl; L2 = bis(1-isopropyl-benzimidazole-2-thione)-3-ethyl) have been utilized as catalysts in the Knoevenagel Condensation reactions. These copper(I) chalcogenone catalysts have shown high efficiency for the catalytic Knoevenagel Condensation of aryl aldehydes and active methylene compounds. In particular, complex 2, exhibit the best catalytic activities. The scope of the catalytic reactions has been investigated with 22 different molecules. The excellent catalytic activity has been depicted for various types of substrates with either electron-rich or deficient aryl aldehydes. The present investigation features relatively mild reaction conditions with good functional group tolerance and excellent yields. Graphic Abstract: The first copper(I)-chalcogenone complexes catalysed Knoevenagel Condensation reactions?have also been investigated, and revealed the best catalytic activities. [Figure not available: see fulltext.]

Bis [hydrazinium (1+)] hexafluoridosilicate:(N2H5)2SiF6 novel hybrid crystal as an efficient, reusable and environmentally friendly heterogeneous catalyst for Knoevenagel condensation and synthesis of biscoumari

El hajri, Fatima,Benzekri, Zakaria,Sibous, Sarra,Ouasri, Ali,Boukhris, Said,Hassikou, Amina,Rhandour, Ali,Souizi, Abdelaziz

, (2021/02/03)

A simple, effective, green and nontoxic protocol was used for the Knoevenagel condensation and the biscoumarin derivatives synthesis. It have demonstrated that the use of a new hybrid crystal as a heterogeneous catalyst makes it possible to obtain several

Reductive Knoevenagel Condensation with the Zn-AcOH System

Ivanov, Konstantin L.,Melnikov, Mikhail Ya.,Budynina, Ekaterina M.

, p. 1285 - 1291 (2020/11/13)

An efficient gram-scale one-pot approach to 2-substituted malonates and related structures is developed, starting from commercially available aldehydes and active methylene compounds. The technique combines Knoevenagel condensation with the reduction of the C=C bond in the resulting activated alkenes with the Zn-AcOH system. The relative ease with which the C=C bond reduction occurs can be traced to the accepting abilities of the substituents in the intermediate arylidene malonates.

Direct Cyclopropanation of α-Cyano β-Aryl Alkanes by Light-Mediated Single Electron Transfer Between Donor–Acceptor Pairs

Li, Jing,Lear, Martin J.,Hayashi, Yujiro

supporting information, p. 5901 - 5905 (2021/03/09)

Cyclopropanes are traditionally prepared by the formal [2+1] addition of carbene or radical based C1 units to alkenes. In contrast, the one-pot intermolecular cyclopropanation of alkanes by redox active C1 units has remained unrealised. Herein, we achieve

A Tailored Heptazine-Based Porous Polymeric Network as a Versatile Heterogeneous (Photo)catalyst

Sharma, Neha,Kumar, Sunil,Battula, Venugopala R.,Kumari, Anu,Giri, Arkaprabha,Patra, Abhijit,Kailasam, Kamalakannan

supporting information, p. 10649 - 10656 (2021/06/16)

A heptazine-based microporous polymeric network, HMP-TAPA was synthesised by direct coupling of trichloroheptazine and tris(4-aminophenyl)amine (TAPA). A high surface area of 424 m2/g was achieved, which is the highest surface area among heptaz

One-Pot Synthesis of γ-Azidobutyronitriles and Their Intramolecular Cycloadditions

Ivanov, Konstantin L.,Tukhtaev, Hamidulla B.,Tukhtaeva, Feruza O.,Bezzubov, Stanislav I.,Melnikov, Mikhail Ya.,Budynina, Ekaterina M.

, p. 3356 - 3373 (2020/09/15)

Efficient gram-scale, one-pot approaches to azidocyanobutyrates and their amidated or decarboxylated derivatives have been developed, starting from commercially available aldehydes and cyanoacetates. These techniques combine (1) Knoevenagel condensation,

Ammonium chloride: An efficient and environmentally benign catalyst for knoevenagel condensation of carbonyl and active methylene compounds

Tasqeeruddin,Asiri, Yahya I.,Mujahid Alam

, p. 3024 - 3028 (2021/01/06)

In the present study, a rapid, simple and an efficient procedure for the Knoevenagel condensation of various carbonyl and active methylene compounds in ethanol at a moderate temperature in the presence of a catalytic amount of an efficient, environmentall

β2-Homo-amino acid scan of μ-selective opioid tetrapeptide TAPP

Kosson, Piotr,Lipiński, Piotr F. J.,Misicka, Aleksandra,Tymecka, Dagmara

, (2020/08/11)

TAPP (H-Tyr-d-Ala-Phe-Phe-NH2) is a potent, μ-selective opioid ligand. In order to gain further insights into pharmacophoric features of this tetrapeptide, we have performed a β2-Homo-amino acid (β2hAA) scan of the TAPP sequence. To this aim, 10 novel analogues have been synthesized and evaluated for μ-opioid and δ-opioid receptor affinity as well as for stability in human plasma. The derivatives included compounds in which a (R)- or (S)-β2-Homo-Homologue replaced the amino acids in the TAPP sequence. The derivatives with (R)- or (S)-β2hPhe4 turned out to bind μOR with affinities equal to that of the parent. β2hAAs in position 1 and 3 resulted in rather large affinity decreases, but the change differed depending on the stereochemistry. β2-Homologation in the second position gave derivatives with very poor μOR binding. According to molecular modelling, the presented α/β-peptides adopt a variety of binding poses with their common element being an ionic interaction between a protonable amine of the first residue and Asp147. A feature required for high μOR affinity seems the ability to accommodate the ring in the fourth residue in a manner similar to that found for TAPP. Contrary to what might be expected, several compounds were significantly less stable in human plasma than the parent compound.

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