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2-Propynenitrile, 3-(4-methoxyphenyl)- is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 14677-99-7 Structure
  • Basic information

    1. Product Name: 2-Propynenitrile, 3-(4-methoxyphenyl)-
    2. Synonyms:
    3. CAS NO:14677-99-7
    4. Molecular Formula: C10H7NO
    5. Molecular Weight: 157.172
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 14677-99-7.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 2-Propynenitrile, 3-(4-methoxyphenyl)-(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2-Propynenitrile, 3-(4-methoxyphenyl)-(14677-99-7)
    11. EPA Substance Registry System: 2-Propynenitrile, 3-(4-methoxyphenyl)-(14677-99-7)
  • 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: 14677-99-7(Hazardous Substances Data)

14677-99-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 14677-99-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,6,7 and 7 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 14677-99:
(7*1)+(6*4)+(5*6)+(4*7)+(3*7)+(2*9)+(1*9)=137
137 % 10 = 7
So 14677-99-7 is a valid CAS Registry Number.

14677-99-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(4-methoxyphenyl)prop-2-ynenitrile

1.2 Other means of identification

Product number -
Other names 4-Methoxy-phenylpropiolonitril

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:14677-99-7 SDS

14677-99-7Relevant articles and documents

Synthesis and biological evaluation of 4-aryl-5-cyano-2H-1,2,3-triazoles as inhibitor of HER2 tyrosine kinase

Cheng, Zhi-Yi,Li, Wen-Jie,He, Feng,Zhou, Jun-Min,Zhu, Xiao-Feng

, p. 1533 - 1538 (2007)

4-Aryl-5-cyano-2H-1,2,3-triazoles bearing a variety of substituting groups on 4-phenyl were synthesized. The chemicals, designed as HER2 tyrosine kinase inhibitors, were screened for bioactivity of inhibiting growth of breast cancer MDA-MB-453 cells. The

One-pot synthesis of conjugated alkynenitriles from aldehydes

Kim, Joong-Gon,Lee, Eun Hwa,Jang, Doo Ok

, p. 2299 - 2301 (2007)

A method of preparing conjugated alkynenitriles was developed from various aldehydes with CCl3CN and PPh3 in the presence of tBuLi. The reaction proceeded via α-chlorovinyl nitrile as an intermediate without any side react

Additive-Controlled Switchable Selectivity from Cyanobenzenes to 2-Alkynylpyridines: Ruthenium(II)-Catalyzed [2+2+2] Cycloadditions of Diynes and Alkynylnitriles

Bhatt, Divya,Patel, Neha,Chowdhury, Hrishikesh,Bharatam, Prasad V.,Goswami, Avijit

, p. 1876 - 1882 (2018)

A highly efficient additive-dependent chemoselective protocol for the synthesis of fused cyanoarenes and 2-alkynylpyridines has been developed by the reaction of 1,6-diynes with alkynylnitriles using chloro(pentamethylcyclopentadienyl) (cyclooctadiyne)ruthenium(II) as catalyst in dimethoxyethane (DME). The course of the reaction can be drastically altered simply by adding a catalytic amount of AgOTf as an additive resulting in a comprehensive shift in product formation from cyanoarenes to 2-alkynylpyridines. Theoretical studies clearly indicate that the neutral Ru-complex is responsible for the formation of cyanobenzenes, whereas the in situ generated cationic Ru-complex plays a crucial role in the 2-alkynylpyridines formation. (Figure presented.).

Enantioselective Nickel-Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution

Liu, En-Chih,Topczewski, Joseph J.

, p. 5308 - 5313 (2021/05/04)

The triazole heterocycle has been widely adopted as an isostere for the amide bond. Many native amides are α-chiral, being derived from amino acids. This makes α-N-chiral triazoles attractive building blocks. This report describes the first enantioselective triazole synthesis that proceeds via nickel-catalyzed alkyne-azide cycloaddition (NiAAC). This dynamic kinetic resolution is enabled by a spontaneous [3,3]-sigmatropic rearrangement of the allylic azide. The 1,4,5-trisubstituted triazole products, derived from internal alkynes, are complementary to those commonly obtained by the related CuAAC reaction. Initial mechanistic experiments indicate that the NiAAC reaction proceeds through a monometallic Ni complex, which is distinct from the CuAAC manifold.

Chemo- And regioselective click reactions through nickel-catalyzed azide-alkyne cycloaddition

Baek, Seung-Yeol,Baik, Mu-Hyun,Choe, Wonyoung,Hong, Sung You,Jeon, Ji Hwan,Jeong, Seo Yeong,Kim, Woo Gyum,Nam, Dongsik

, p. 3374 - 3381 (2020/05/14)

Metal-catalyzed cycloaddition is an expeditious synthetic route to functionalized heterocyclic frameworks. However, achieving reactivity-controlled metal-catalyzed azide-alkyne cycloadditions from competing internal alkynes has been challenging. Herein, we report a nickel-catalyzed [3 + 2] cycloaddition of unsymmetrical alkynes with organic azides to afford functionalized 1,2,3-triazoles with excellent regio- and chemoselectivity control. Terminal alkynes and cyanoalkynes afford 1,5-disubstituted triazoles and 1,4,5-trisubstituted triazoles bearing a 4-cyano substituent, respectively. Thioalkynes and ynamides exhibit inverse regioselectivity compared with terminal alkynes and cyanoalkynes, affording 1,4,5-trisubstituted triazoles with 5-thiol and 5-amide substituents, respectively. Density functional theory calculations are performed for the elucidation of the reaction mechanism. The computed mechanism suggests that a nickellacyclopropene intermediate is generated by the oxidative addition of the alkyne substrate to the Ni(0)-Xantphos catalyst, and the subsequent C-N coupling of this intermediate with an azide is responsible for the chemo- and regioselectivity.

Palladium-Catalyzed Nitrile-Assisted C(sp3)-Cl Bond Formation for Synthesis of Dichlorides

He, Dandan,Huang, Liangbin,Li, Jianxiao,Wu, Wanqing,Jiang, Huanfeng

, p. 8308 - 8311 (2019/10/16)

A palladium-catalyzed coupling procedure of alkenes with alkynylnitriles has been demonstrated for the synthesis of dichlorides. The reaction is the first example of nitrile-assisted C(sp3)-Cl formation promoted by coordination of a cyano group with an alkylpalladium(II) complex. The construction of a five-membered cycle intermediate successfully inhibits the β-hydride abstraction, resulting in direct C-Cl bond reductive elimination of alkylpalladium(II) chloride.

Copper-catalyzed direct cyanation of terminal alkynes with benzoyl cyanide

Du, Yan,Li, Zheng

supporting information, p. 4622 - 4625 (2018/11/27)

Copper-catalyzed direct cyanation of terminal alkynes is achieved using less toxic, stable and easy to handle benzoyl cyanide as a cyanide source and air as an oxidant. This protocol provides a good alternative to the preparation of 3-arylpropiolonitriles

Synthesis of 1-Cyanoalkynes and Their Ruthenium(II)-Catalyzed Cycloaddition with Organic Azides to Afford 4-Cyano-1,2,3-triazoles

Liu, Peiye,Clark, Ronald J.,Zhu, Lei

, p. 5092 - 5103 (2018/05/15)

A new method to convert terminal alkynes under relatively mild conditions to 1-cyanoalkynes using in situ formed cyanogen is described. 1-Cyanoalkynes have a higher reactivity than terminal alkynes in the ruthenium(II)-catalyzed regiospecific azide-alkyne cycloaddition to afford 4-cyano-1,2,3-triazoles. A mechanistic proposal different from the one that terminal alkynes adopt under the same reaction conditions is proposed. This work provides a new and convenient two-step sequence to prepare 4-cyano-1,2,3-triazoles from terminal alkynes and organic azides.

Silver-Mediated Direct C-H Cyanation of Terminal Alkynes with N-Isocyanoiminotriphenylphosphorane

Wang, Hannan,Mi, Pengbing,Zhao, Wanjun,Kumar, Ravi,Bi, Xihe

supporting information, p. 5613 - 5616 (2017/10/25)

A direct cyanation of terminal alkynes for the synthesis of propionitrile derivatives, with the aid of silver salt using water additive, has been achieved. The cyano source used is N-isocyanoiminotriphenylphosphorane, which is nontoxic, safe, and easy to handle. This protocol is characterized by its operational simplicity, high efficiency with excellent yields, broad substrate scope, and greater functional group tolerance.

3-ARYL PROPIOLONITRILE COMPOUNDS FOR THIOL LABELING

-

, (2016/06/13)

The present invention relates to a process for labeling compounds comprising thiol moieties with 3-arylpropiolonitrile compounds, to 3-arylpropiolonitrile compounds substituted with tag moieties and to specific 3-arylpropiolonitrile linkers.

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