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3-Chloro-3-phenyl-acrylonitrile, also known as 3-(3-chlorophenyl)acrylonitrile, is a chemical compound with the molecular formula C9H6ClN. It is a colorless to light yellow liquid with a strong and distinct odor. 3-CHLORO-3-PHENYL-ACRYLONITRILE is known for its versatile applications in various industries, primarily as a precursor in the synthesis of pharmaceuticals, agrochemicals, and dyes. It also serves as an intermediate in organic synthesis for producing a range of other chemical compounds. Furthermore, 3-chloro-3-phenyl-acrylonitrile is utilized in the development of new materials and as a building block in the synthesis of specialty polymers. However, due to its potential health hazards and reactivity, it is crucial to handle this chemical with care.

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  • 78583-84-3 Structure
  • Basic information

    1. Product Name: 3-CHLORO-3-PHENYL-ACRYLONITRILE
    2. Synonyms: 3-chloro-3-phenyl-2-Propenenitrile
    3. CAS NO:78583-84-3
    4. Molecular Formula: C9H6ClN
    5. Molecular Weight: 163.6
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 78583-84-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 276.4°C at 760 mmHg
    3. Flash Point: 118.2°C
    4. Appearance: /
    5. Density: 1.18g/cm3
    6. Vapor Pressure: 0.00482mmHg at 25°C
    7. Refractive Index: 1.571
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 3-CHLORO-3-PHENYL-ACRYLONITRILE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 3-CHLORO-3-PHENYL-ACRYLONITRILE(78583-84-3)
    12. EPA Substance Registry System: 3-CHLORO-3-PHENYL-ACRYLONITRILE(78583-84-3)
  • 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: 78583-84-3(Hazardous Substances Data)

78583-84-3 Usage

Uses

Used in Pharmaceutical Industry:
3-Chloro-3-phenyl-acrylonitrile is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 3-chloro-3-phenyl-acrylonitrile is employed as a precursor for the production of agrochemicals, such as pesticides and herbicides. Its reactivity and chemical properties make it suitable for the creation of effective and targeted agrochemicals.
Used in Dye Industry:
3-Chloro-3-phenyl-acrylonitrile is used as a building block in the synthesis of various dyes. Its chemical structure contributes to the development of dyes with specific color properties and stability.
Used in Organic Synthesis:
3-Chloro-3-phenyl-acrylonitrile is utilized as an intermediate in organic synthesis to produce a variety of other chemical compounds. Its versatility allows for the creation of different chemical entities with diverse applications.
Used in Material Science:
In the field of material science, 3-chloro-3-phenyl-acrylonitrile is employed in the development of new materials. Its unique properties contribute to the creation of materials with specific characteristics, such as improved strength, durability, or chemical resistance.
Used in Specialty Polymers Synthesis:
3-Chloro-3-phenyl-acrylonitrile is used as a building block in the synthesis of specialty polymers. Its incorporation into polymer structures allows for the development of polymers with tailored properties, such as enhanced thermal stability, mechanical strength, or chemical resistance.

Check Digit Verification of cas no

The CAS Registry Mumber 78583-84-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,8,5,8 and 3 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 78583-84:
(7*7)+(6*8)+(5*5)+(4*8)+(3*3)+(2*8)+(1*4)=183
183 % 10 = 3
So 78583-84-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H6ClN/c10-9(6-7-11)8-4-2-1-3-5-8/h1-6H/b9-6-

78583-84-3SDS

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-Chloro-3-phenyl-acrylonitrile

1.2 Other means of identification

Product number -
Other names (R)-2-amino-3-chloropropanoic acid hydrochloride

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:78583-84-3 SDS

78583-84-3Relevant articles and documents

Regio- and Stereoselective Chlorocyanation of Alkynes

Barrado, Alejandro G.,Zieliński, Adam,Goddard, Richard,Alcarazo, Manuel

, p. 13401 - 13405 (2017)

A variety of terminal and internal alkynes were converted regio- and stereoselectively into (Z)-3-chloroacrylonitriles by treatment with BCl3 in the presence of stoichiometric amounts of imidazolium thiocyanates. These products could be readily functionalized to provide useful building blocks, thus demonstrating the synthetic value of the method. Preliminary mechanistic studies suggest initial activation of the cationic thiocyanate by the Lewis acid, followed by electrophilic attack of the alkyne. The syn addition of a chloride to the vinyl cation intermediate and final elimination of the thiourea unit afford the desired chloroacrylonitriles.

Novel benzenesulfonamide-bearing pyrazoles and 1,2,4-thiadiazoles as selective carbonic anhydrase inhibitors

Kumar, Rajiv,Kumar, Amit,Ram, Sita,Angeli, Andrea,Bonardi, Alessandro,Nocentini, Alessio,Gratteri, Paola,Supuran, Claudiu T.,Sharma, Pawan K.

, (2021/10/05)

Two series comprising 20 novel benzenesulfonamides bearing thioureido-linked pyrazole 8 and amino-1,2,4-thiadiazole 10 were synthesized and assayed as human carbonic anhydrase (hCA) inhibitors against isoforms I and II as well as the tumor-associated isof

Deadly KCN and pricey metal free track for accessing β-ketonitriles employing mild reaction conditions

Sharma, Pawan K.,Kumar, Rajiv,Ram, Sita,Chandak, Navneet

supporting information, p. 1847 - 1856 (2021/04/26)

A one pot synthesis of β-ketonitriles from readily accessible 3-chloropropenals using economically benign iodine, aqueous ammonia and sodium hydroxide solution, employing mild reaction conditions have been described. This report presents a convenient, inexpensive, highly toxic-matter-free and eco-friendly approach for β-ketonitriles.

Design, Synthesis, and Biological Evaluation of 6-Substituted Thieno[3,2- d]pyrimidine Analogues as Dual Epidermal Growth Factor Receptor Kinase and Microtubule Inhibitors

Romagnoli, Romeo,Prencipe, Filippo,Oliva, Paola,Baraldi, Stefania,Baraldi, Pier Giovanni,Schiaffino Ortega, Santiago,Chayah, Mariem,Kimatrai Salvador, Maria,Lopez-Cara, Luisa Carlota,Brancale, Andrea,Ferla, Salvatore,Hamel, Ernest,Ronca, Roberto,Bortolozzi, Roberta,Mariotto, Elena,Mattiuzzo, Elena,Viola, Giampietro

supporting information, p. 1274 - 1290 (2019/01/30)

The clinical evidence for the success of tyrosine kinase inhibitors in combination with microtubule-targeting agents prompted us to design and develop single agents that possess both epidermal growth factor receptor (EGFR) kinase and tubulin polymerization inhibitory properties. A series of 6-aryl/heteroaryl-4-(3′,4′,5′-trimethoxyanilino)thieno[3,2-d]pyrimidine derivatives were discovered as novel dual tubulin polymerization and EGFR kinase inhibitors. The 4-(3′,4′,5′-trimethoxyanilino)-6-(p-tolyl)thieno[3,2-d]pyrimidine derivative 6g was the most potent compound of the series as an antiproliferative agent, with half-maximal inhibitory concentration (IC50) values in the single- or double-digit nanomolar range. Compound 6g bound to tubulin in the colchicine site and inhibited tubulin assembly with an IC50 value of 0.71 μM, and 6g inhibited EGFR activity with an IC50 value of 30 nM. Our data suggested that the excellent in vitro and in vivo profile of 6g may be derived from its dual inhibition of tubulin polymerization and EGFR kinase.

One-pot synthesis of 2-substituted thieno[3,2-b]indoles from 3-aminothiophene-2-carboxylates through in situ generated 3-aminothiophenes

Irgashev, Roman A.,Steparuk, Alexander S.,Rusinov, Gennady L.

supporting information, (2019/09/30)

A convenient protocol for one-pot synthesis of thieno[3,2-b]indoles, bearing aromatic, thien-2-yl or styryl fragments at C-2 position, from easily accessible 5-substituted 3-aminothiophene-2-carboxylates using the Fischer indolization reaction, was develo

3-halo-3-aryl acrylonitrile and preparation method thereof

-

Paragraph 0029; 0047-0049, (2018/05/16)

The invention discloses 3-halo-3-aryl acrylonitrile and a preparation method thereof. The method comprises the following steps: dissolving alkyne nitrile into a first substance comprising acetic acid,and adding alkaline metal halide salt to obtain a react

Direct synthesis of 3-halo-3-arylacrylonitriles from the addition of cyanoalkynes with alkaline metal halides

Guan, Zhipeng,Liu, Zhiwen,Shi, Wei,Chen, Hao

supporting information, p. 3602 - 3606 (2017/08/23)

An efficient synthesis of 3-halo-3-arylacrylonitrile is described from the direct addition between cyanoalkynes and inorganic alkaline metal halides such as LiCl, LiBr and KI in good to satisfactory yields. No transition metal is needed for the synthesis

Exploring the chemical space of ureidothiophene-2-carboxylic acids as inhibitors of the quorum sensing enzyme PqsD from Pseudomonas aeruginosa

Sahner, J. Henning,Empting, Martin,Kamal, Ahmed,Weidel, Elisabeth,Groh, Matthias,B?rger, Carsten,Hartmann, Rolf W.

supporting information, p. 14 - 21 (2015/04/22)

Pseudomonas aeruginosa employs a quorum sensing (QS) communication system that makes use of small diffusible molecules. Among other effects, the QS system coordinates the formation of biofilm which decisively contributes to difficulties in the therapy of

New Convenient Strategy for Annulation of Pyrimidines to Thiophenes or Furans via the One-pot Multistep Cascade Reaction of 1 H -Tetrazoles with Aliphatic Amines

Pokhodylo, Nazariy T.,Shyyka, Olga Ya.,Matiychuk, Vasyl S.,Obushak, Mykola D.

, p. 399 - 403 (2016/01/15)

A versatile, convenient, efficient and high-yield synthetic method for 2-R3,R4-amino-5-R1-6-R2-thieno[2,3-d]pyrimidin-4(3H)-ones, 2-R3,R4-amino-5-R1-6-R2-thieno[3,2-d]pyrimidin-4(3H)-ones, and benzofuro[3,2-d]pyrimidin-4(3H)-ones preparation has been developed. The reaction proceeded without using solvents and included several steps. A variety of thieno[2,3-d]pyrimidine and thieno[3,2-d]pyrimidine derivatives with substituents of different nature were obtained in high yields from substituted alkyl 2-(1H-tetrazol-1-yl)thiophene-3-carboxylates, 3-(1H-tetrazol-1-yl)thiophene-2-carboxylates, and 3-(1H-tetrazol-1-yl)benzofuran-2-carboxylate after their treatment with aliphatic amines.

SELECTIVE HDAC1 AND HDAC2 INHIBITORS

-

Paragraph 0241; 0242; 0243, (2014/05/20)

Provided herein are compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with HDAC activity, particularly diseases or disorders that involve activity of HDAC1 and/or HDAC2. Such diseases include cancer, sickle-cell anemia, beta-thalassemia, and HIV.

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