18668-74-1

Usage

Uses

Used in Organic Synthesis:
2-Bromoethyl(2-propynyl) ether is employed as a reagent in organic synthesis for its alkylating properties, allowing it to modify nucleophiles effectively. This makes it a valuable component in the creation of a wide range of organic compounds.
Used in Chemical Reactions as a Solvent:
In addition to its role as a reagent, 2-Bromoethyl(2-propynyl) ether also serves as a solvent in chemical reactions. Its ability to dissolve a variety of substances makes it useful in facilitating certain types of chemical processes.
Used in Pharmaceutical and Agrochemical Industries:
2-Bromoethyl(2-propynyl) ether is utilized in the synthesis of pharmaceuticals and agrochemicals due to its reactivity and versatility in chemical reactions. Its contribution to the development of new drugs and agricultural chemicals is significant, as it can be part of the synthesis of active ingredients.
Used in Research Laboratories:
In academic and industrial research settings, 2-Bromoethyl(2-propynyl) ether is used for experimental purposes, where its unique properties can be explored and harnessed to understand new chemical reactions or to develop innovative synthetic pathways.
Safety Considerations:
It is crucial to handle 2-Bromoethyl(2-propynyl) ether with care due to its flammable nature and potential to cause skin and eye irritation. Appropriate safety measures, including the use of personal protective equipment and adherence to proper storage and disposal protocols, are essential when working with 2-Bromoethyl(2-propynyl) ether.

InChI:InChI=1/C5H7BrO/c1-2-4-7-5-3-6/h1H,3-5H2

Upstream product

• 1462-35-7 1-bromo-2-(chloromethoxy)ethane 
• 4301-14-8 acetylenemagnesium bromide 
• 145916-41-2 ethanol-2-(2-propyn-1-yloxy) 1-(4-methylbenzenesulfonate) 
• 3973-18-0 2-(prop-2-ynyloxy)ethanol 

Downstream Products

• 36953-18-1 <3-(2-Bromethoxy)-propenyl>-dibutylmethylsilan 
• 38858-63-8 Diethyl-4-oxa-6-heptin-1,1-dicarboxylat 
• 38858-68-3 2-(2-Propa-1,2-dienyloxy-ethyl)-malonic acid diethyl ester 
• 1449001-53-9 C₅H₈⁽²⁾HBrO 
• 70006-18-7 2-<(4-Methyl-1-piperazinyl)methyl>-1H-benzimidazole 
• 77214-07-4 oxa-5 thia-1 cycloheptene-2 
• 77214-00-7 propargyloxyethane thiol-2 
• 77214-09-6 methyl-2 oxa-4 thia-1 cyclohexene-2 
• 65894-13-5 1-(2-bromo-ethoxy)-2-methyl-pent-4-yn-2-ol 
• 77213-84-4 2-(2-Prop-2-ynyloxy-ethyl)-isothiourea; hydrobromide 
• 65894-11-3 1-(2-bromo-ethoxy)-propan-2-one 
• 40842-04-4 α,ω-bis(O-propargyl)ethylene glycol 
• 4033-05-0 1-vinyloxy-2-propyne 
• 36953-17-0 <3-(2-Bromethoxy)-propenyl>-methyldipropylsilan 

Relevant academic research and scientific papers

Gold(I)-Catalyzed Cyclization-3-Aza-Cope-Mannich Cascade and Its Application to the Synthesis of Cephalotaxine

The discovery of a new gold(I)-catalyzed cascade reaction involving cyclization onto a vinylammonium, 3-aza-Cope rearrangement, and Mannich cyclization is reported. A variety of fused nitrogen heterocycles were prepared from simple cyclic tertiary amines using 1-5 mol % of a AuCl(PPh3)/Ag[C5(CN)5] cocatalyst system. The developed reaction was used in a study aimed at synthesizing cephalotaxine. A five-step operation from norhydrastinine provided demethylcephalotaxinone in 39.1% overall yield, which was transformed to (-)-cephalotaxine in two steps.

MERTK DEGRADERS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same.

Development of a selective activity-based probe for glycosylated LIPA

Loss of LIPA activity leads to diseases such as Wolman's Disease and Cholesterol Ester Storage Disease. While it is possible to measure defects in LIPA protein levels, it is difficult to directly measure LIPA activity in cells. In order to measure LIPA activity directly we developed a LIPA specific activity based probe. LIPA is heavily glycosylated although it is unclear how glycosylation affects LIPA activity or function. Our probe is specific for a glycosylated form of LIPA in cells, although it labels purified LIPA regardless of glycosylation.

Bimetallic oxidative addition involving radical intermediates in nickel-catalyzed alkyl-alkyl Kumada coupling reactions

Many nickel-based catalysts have been reported for cross-coupling reactions of nonactivated alkyl halides. The mechanistic understanding of these reactions is still primitive. Here we report a mechanistic study of alkyl-alkyl Kumada coupling catalyzed by a preformed nickel(II) pincer complex ([(N 2N)Ni-Cl]). The coupling proceeds through a radical process, involving two nickel centers for the oxidative addition of alkyl halide. The catalysis is second-order in Grignard reagent, first-order in catalyst, and zero-order in alkyl halide. A transient species, [(N2N)Ni-alkyl 2](alkyl2-MgCl), is identified as the key intermediate responsible for the activation of alkyl halide, the formation of which is the turnover-determining step of the catalysis.

Preparations et heterocyclisations nucleophiles de thiols acetyleniques

Acetylenic thiols HCC(CH2)nSH 1a and HCCCH2Y(CH2)2SH 1b, isolated or prepared in situ from the corresponding thiouronium salts, have been treated with alkali to induce cyclization by intramolecular nucleophilic addition of the thiolate to the triple bond.Starting from the thiol 1a (n = 2) we only isolated thiacyclopent-2-ene 2a, which results from addition to the terminal carbon of the triple bond (yield 45 percent).Higher homologues 1a (n = 3,4), on the other hand, exclusively led to the heterocyclic products 3a resulting from addition to the non-terminal carbon of the triple bond.The best yield was obtained with 1a (n = 3), which led to 2-methylenethiacyclopentane 3a (n = 3) with a 59 percent yield.With the thiol 1a (n = 4), the yield was only 20 percent for 2-methylenethiacyclohexane 3a (n = 4), and with 1a (n = 5) only polymers were formed.When Y = S or N-n-Bu, the substrates 1b behaved like their carbon homologues 1a (n = 3) : yields were in the same range, and the seven-membered heterocycle 2b resulting from attack on the terminal carbon of the triple bond could not be detected.On the other hand, substance 1b (Y = O) mainly led to the seven-membered ring compound 2b.Furthermore, the presence of the heteroatom Y enhanced the possibility of prototropic rearrangement of the triple bond, leading to the new heterocycle 4b in appreciable amounts for Y = O,S.Generally speaking, acetylenic thiolates behave similarly to acetylenic alkoxides, and the same tentative interpretations can be put forward to account for the results obtained.