17435-72-2 Usage
Chemical Description
Ethyl 2-(bromomethyl)acrylate is an organic compound used in organic synthesis.
Description
Ethyl 2-(bromomethyl)acrylate is an allylic alkylating reagent, characterized as a colorless oil. It serves as a versatile intermediate in the synthesis of various compounds, particularly in the pharmaceutical and chemical industries.
Uses
Used in Pharmaceutical Industry:
Ethyl 2-(bromomethyl)acrylate is used as an intermediate for the synthesis of aza inhibitors of chorismate mutase, which are important in the development of novel drugs targeting specific enzyme pathways.
Used in Chemical Synthesis:
Ethyl 2-(bromomethyl)acrylate is employed as an electrophile for various organometallic compounds. The organometallic derivatives of the compound can be used for the synthesis of α-methylene lactones and lactams, which are valuable building blocks in organic chemistry.
Used in Polymer Science:
Ethyl 2-(bromomethyl)acrylate can also be used for the polymerization of functionalized acrylic monomers, contributing to the development of new materials with specific properties for various applications.
Purification Methods
If it contains some free acid, add H2O, cool, and neutralise with NaHCO3 until evolution of CO2 ceases. Extract the mixture with Et2O (3x) and dry the combined extracts (Na2SO4, 3hours). Evaporate Et2O and distil the ester collecting fraction b 39-40o/0.9mm and check spectra. [Preparation and NMR: Ramarajan et al. Org Synth Coll Vol VII 211 1990, Beilstein 2 IV 1541.]
Check Digit Verification of cas no
The CAS Registry Mumber 17435-72-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,4,3 and 5 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 17435-72:
(7*1)+(6*7)+(5*4)+(4*3)+(3*5)+(2*7)+(1*2)=112
112 % 10 = 2
So 17435-72-2 is a valid CAS Registry Number.
17435-72-2Relevant articles and documents
A new end group structure of poly(ethylene glycol) for hydrolysis-resistant biomaterials
Tong, Xinming,Lai, Jingjing,Guo, Bao-Hua,Huang, Yanbin
, p. 1513 - 1516 (2011)
A new PEG end-group structure (α-PEG-MA) was designed and synthesized. When compared with the conventionally used PEG-acrylate structure, the vinyl group in the new structure showed comparable reactivity in thiol-ene reactions, but the formed materials were hydrolysis resistant because there is no ester linkage in the backbone chains. Copyright
Cousse et al.
, p. 491,495,496 (1976)
Copper-Catalyzed Intermolecular Alkynylation and Allylation of Unactivated C(sp3)-H Bonds via Hydrogen Atom Transfer
Liang, Lei,Guo, Ge,Li, Chen,Wang, Song-Lin,Wang, Yue-Hui,Guo, Hai-Ming,Niu, Hong-Ying
, p. 8575 - 8579 (2021/11/13)
We describe Cu-catalyzed intermolecular alkynylation and allylation of unactivated C(sp3)-H bonds with singly occupied molecular orbital-philes (SOMO-philes) via hydrogen atom transfer (HAT). Employing N-fluoro-sulfonamide as a HAT reagent, a set of subst
Photoredox-Coupled F-Nucleophilic Addition: Allylation of gem-Difluoroalkenes
Liu, Haidong,Ge, Liang,Wang, Ding-Xing,Chen, Nan,Feng, Chao
, p. 3918 - 3922 (2019/02/19)
A novel strategy for the expedient construction of CF3-embeded tertiary/quarternary carbon centers was developed by taking advantage of photoredox catalysis. Thanks to a key step of single-electron oxidation, electron-rich gem-difluoroalkenes, which otherwise are essentially reluctant towards F-nucleoplilic addition, now readily participate in this fluoroallylation reaction. Furthermore, this strategy provides an elegant example for the generation, as well as functionalization, of α-CF3-substituted benzylic radical intermediates using cheap and readily available starting materials.
