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(E)-3-(4-bromophenyl)-2-cyanoacrylamide is an organic compound that belongs to the class of cyanoacrylates, which are commonly used as fast-acting adhesives. It is composed of a cyano group, an acrylamide group, and a 4-bromophenyl group. (E)-3-(4-broMophenyl)-2-cyanoacrylaMide is known for its unique properties and versatile applications in various fields.

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  • 101085-21-6 Structure
  • Basic information

    1. Product Name: (E)-3-(4-broMophenyl)-2-cyanoacrylaMide
    2. Synonyms: (E)-3-(4-broMophenyl)-2-cyanoacrylaMide
    3. CAS NO:101085-21-6
    4. Molecular Formula: C10H7BrN2O
    5. Molecular Weight: 251.07938
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 101085-21-6.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (E)-3-(4-broMophenyl)-2-cyanoacrylaMide(CAS DataBase Reference)
    10. NIST Chemistry Reference: (E)-3-(4-broMophenyl)-2-cyanoacrylaMide(101085-21-6)
    11. EPA Substance Registry System: (E)-3-(4-broMophenyl)-2-cyanoacrylaMide(101085-21-6)
  • 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: 101085-21-6(Hazardous Substances Data)

101085-21-6 Usage

Uses

Used in Organic Synthesis:
(E)-3-(4-bromophenyl)-2-cyanoacrylamide is used as a reagent in organic synthesis for forming carbon-carbon bonds through a process known as Michael addition. Its ability to participate in this reaction makes it a valuable component in creating complex organic molecules.
Used in Polymer-based Materials:
In the field of polymer chemistry, (E)-3-(4-bromophenyl)-2-cyanoacrylamide is used in the preparation of polymer-based materials. Its incorporation into polymers can enhance their properties, such as adhesion, strength, and flexibility, making them suitable for a wide range of applications.
Used in Medical-grade Adhesives Production:
(E)-3-(4-bromophenyl)-2-cyanoacrylamide is also utilized in the production of medical-grade adhesives. Its fast-acting nature and strong bonding capabilities make it an ideal component for creating adhesives that can be used in various medical applications, such as wound closure and tissue repair.
Used in Pharmaceutical Industry:
(E)-3-(4-bromophenyl)-2-cyanoacrylamide may have potential applications in the pharmaceutical industry for the synthesis of biologically active molecules. Its unique structure and reactivity could contribute to the development of new drugs and therapeutic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 101085-21-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,1,0,8 and 5 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 101085-21:
(8*1)+(7*0)+(6*1)+(5*0)+(4*8)+(3*5)+(2*2)+(1*1)=66
66 % 10 = 6
So 101085-21-6 is a valid CAS Registry Number.

101085-21-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(4-bromophenyl)-2-cyanoprop-2-enamide

1.2 Other means of identification

Product number -
Other names 3-(4-Brom-phenyl)-2-cyan-acrylamid

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:101085-21-6 SDS

101085-21-6Relevant articles and documents

Rare-earth (RE) exchanged NaY zeolite promoted Knoevenagel condensation

Reddy, T. Indrasena,Varma, Rajender S.

, p. 1721 - 1724 (1997)

Knoevenagel condensation is assisted by rare-earth exchanged NaY zeolites wherein various functionalized arylaldehydes react readily with active methylene compounds to produce corresponding olefinic products.

Chitosan as a biodegradable heterogeneous catalyst for Knoevenagel condensation between benzaldehydes and cyanoacetamide

Anbu, Nagaraj,Maheswari, Raju,Elamathi, Vimali,Varalakshmi, Perumal,Dhakshinamoorthy, Amarajothi

, (2020)

A natural biopolymer chitosan is being employed as heterogeneous solid base catalyst for the Knoevenagel condensation reaction between benzaldehydes and cyanoacetamide under mild reaction conditions. This reaction offers the direct synthesis of condensati

Bismuth (III) Triflate: A Mild, Efficient Promoter for the Synthesis of Trisubstituted Alkenes through Knoevenagel Condensation

Datta, Arup

, p. 843 - 849 (2020/11/25)

In this work, smooth efficient and eco-friendly two component coupling method is reported for the synthesis of Knoevenagel Condensation product in presence of Bi(OTf)3 catalyst under solvent free condition. Catalyst has participated in condensation between substituted aldehydes (aromatic and hetero-aromatic) and active methylene compounds (ethyl cyanoacetate, malononitrile and cyanoacetamide) effectively to generate an excellent yield of the product. Bi(OTf)3 catalyst is stable, inexpensive and easily available was used for four times in this reaction without loss of catalytic activity. [Formula Presented]

Tuning the Electronic Properties of 2-Cyano-3-phenylacrylamide Derivatives

Gunasekar, Ramachandran,Thamaraiselvi, Pichandi,Rathore, Ravindranath S.,Sathiyanarayanan, Kulathu Iyer,Easwaramoorthi, Shanmugam

, p. 12351 - 12358 (2016/01/09)

We are the first to report the synthesis of a new class of 2-cyanoarylacrylamide (2-CAA) derivatives and observe that the synthesized 2-CAA shows fluorescence properties due to the formation of a dimeric interaction of hydrogen bonds between carbonyl oxygens and amide hydrogens (C=O?H-N-C=O?H-N?); i.e., dimers are linked through dimeric N-H?O hydrogen bonds. The single-crystal X-ray structure shows molecules to be hydrogen-bonded dimers, which further form a parallel stacking arrangement, mediated by significant π-π interactions. The 1H NMR and fluorescence spectral studies indicate the coexistence of amide and iminol tautomers in solution, which can be influenced by the nature of the solvent. Further, the excitation-wavelength-dependent fluorescence spectrum and the biexponential fluorescence decay profiles suggest the presence of more than one emitting species; i.e., amide and iminol tautomers coexists in solution. We have also shown that the equilibrium between the two tautomers can be tuned by the judicious choice of electron-donating or -withdrawing substituents.

Determination of thermodynamic affinities of various polar olefins as hydride, hydrogen atom, and electron acceptors in acetonitrile

Cao, Ying,Zhang, Song-Chen,Zhang, Min,Shen, Guang-Bin,Zhu, Xiao-Qing

, p. 7154 - 7168 (2013/08/23)

A series of 69 polar olefins with various typical structures (X) were synthesized and the thermodynamic affinities (defined in terms of the molar enthalpy changes or the standard redox potentials in this work) of the polar olefins obtaining hydride anions, hydrogen atoms, and electrons, the thermodynamic affinities of the radical anions of the polar olefins (X ?-) obtaining protons and hydrogen atoms, and the thermodynamic affinities of the hydrogen adducts of the polar olefins (XH?) obtaining electrons in acetonitrile were determined using titration calorimetry and electrochemical methods. The pure Ci - 'C π-bond heterolytic and homolytic dissociation energies of the polar olefins (X) in acetonitrile and the pure Ci - 'C π-bond homolytic dissociation energies of the radical anions of the polar olefins (X?-) in acetonitrile were estimated. The remote substituent effects on the six thermodynamic affinities of the polar olefins and their related reaction intermediates were examined using the Hammett linear free-energy relationships; the results show that the Hammett linear free-energy relationships all hold in the six chemical and electrochemical processes. The information disclosed in this work could not only supply a gap of the chemical thermodynamics of olefins as one class of very important organic unsaturated compounds but also strongly promote the fast development of the chemistry and applications of olefins.

Synthesis of functionalized 2,3-dihydroisoxazoles by domino reactions in water and unexpected ring-opening reactions of 2,3-dihydroisoxazoles

Li, Ping,Teng, Bo-Tao,Jin, Fa-Gen,Li, Xin-Sheng,Zhu, Wei-Dong,Xie, Jian-Wu

, p. 244 - 247 (2012/01/19)

α,α-Dicyanoolefins react with hydroxylamine to afford 2,3-dihydroisoxazoles (2,3-dihydroisoxazoles can be easily isolated by filtration) in excellent yields under mild and environmentally benign conditions. A one-pot reaction in tandem with an unexpected ring-opening of 2,3-dihydroisoxazoles has been developed as well.

A facile experimental method to determine the hydride affinity of polarized olefins in acetonitrile

Zhu, Xiao-Qing,Zhang, Min,Liu, Qiao-Yun,Wang, Xiao-Xiao,Zhang, Jian-Yu,Cheng, Jin-Pei

, p. 3954 - 3957 (2007/10/03)

(Chemical Equation Presented) Choosing a suitable hydride reducing agent and thermodynamic analysis of reduction mechanisms is facilitated by experimental hydride affinities ΔHH-A, which are reported herein for 28 polarized olefins 1 in acetonitrile (see scheme). The method should also be applicable to ketones, aldehydes, and imines.

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