14369-81-4 Usage
Description
ETHYL 2 3-BUTADIENOATE 95, also known as Ethyl Buta-2,3-dienoate, is an α-allenic ester with a molecular formula of C6H8O2. It is a versatile chemical compound that is widely used in the synthesis of various organic compounds due to its unique chemical properties.
Uses
Used in Pharmaceutical Industry:
ETHYL 2 3-BUTADIENOATE 95 is used as a reactant for the synthesis of 9H-pyrrolo[1,2-a]indole derivatives via a phosphine-promoted Michael addition/intramolecular Wittig reaction. This application is significant in the development of new pharmaceutical compounds with potential therapeutic properties.
Used in Chemical Synthesis:
ETHYL 2 3-BUTADIENOATE 95 is used as a reactant for the synthesis of dihydropyrans by reacting with acyclic enones. This reaction is crucial in the development of new chemical compounds with various applications in different industries.
Used in Heterocyclic Chemistry:
ETHYL 2 3-BUTADIENOATE 95 is used as a reactant to synthesize spiranic heterocycles by reacting with heterocyclic bis-arylidene ketones via phosphine-catalyzed [3+2] annulations. This application is essential in the development of novel heterocycles with potential applications in various fields, including pharmaceuticals and materials science.
Used in Asymmetric Cycloaddition:
ETHYL 2 3-BUTADIENOATE 95 is used in the performance evaluation of bifunctional N-acyl aminophosphines to catalyze the asymmetric [3+2] cycloaddition of phenylidenemalononitrile. This application is vital in the development of new catalytic systems for asymmetric synthesis, which is a critical aspect of modern organic chemistry.
Check Digit Verification of cas no
The CAS Registry Mumber 14369-81-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,3,6 and 9 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 14369-81:
(7*1)+(6*4)+(5*3)+(4*6)+(3*9)+(2*8)+(1*1)=114
114 % 10 = 4
So 14369-81-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H8O2/c1-3-5-6(7)8-4-2/h5H,1,4H2,2H3
14369-81-4Relevant articles and documents
NHC-catalyzed [4 + 2] annulations of allenoates and 2,3-dioxopyrrolidine derivatives
Chen, Yangxu,Li, Tuanjie,Lu, Fangfang,Song, Xue,Yao, Changsheng,Yu, Chenxia,Zhang, Kai
supporting information, p. 1219 - 1225 (2022/02/21)
A facile NHC-catalyzed [2 + 4] annulation of allenoates with 2,3-dioxypyrrolidine derivatives was discovered, which paved a new avenue for the construction of highly substituted pyranopyrrole with moderate to good yields, high atom economy and mild reaction conditions. This journal is
Phosphine catalyzed [3+2] cyclization/Michael addition of allenoate with CS2to form 2-thineyl vinyl sulfide
Fei, Weihong,Xu, Ping,Hou, Jie,Yao, Weijun
supporting information, p. 11669 - 11672 (2020/10/19)
We have developed a DPPE-catalyzed three molecular two component tandem reaction of γ-substituted allenoate and CS2 to construct 2-thineyl vinyl sulfide through phosphine catalyzed [3+2] cyclization followed by Michael addition. The synthetic value of the
NHC-Catalyzed Aldol-Like Reactions of Allenoates with Isatins: Regiospecific Syntheses of γ-Functionalized Allenoates
Li, Sha,Tang, Ziwei,Wang, Yang,Wang, Dan,Wang, Zhanlin,Yu, Chenxia,Li, Tuanjie,Wei, Donghui,Yao, Changsheng
supporting information, p. 1306 - 1310 (2019/02/26)
An N-heterocyclic carbene (NHC) catalyzed γ-specific aldol-like reaction between allenoates and isatins has been achieved under mild conditions, giving trisubstituted allene derivatives bearing isatin moiety in moderate to good yields with high diastereoselectivity and excellent atom efficiency. The DFT computations indicated that the formation of the γ-adduct was more energetically favorable than that of the α-adduct. The result reported herein opens a new route for NHC-promoted allenoate-involved reaction.
