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Usage

Uses

Used in Organic Chemistry:
1-Bromobut-3-en-2-one is used as a chemical intermediate for the synthesis of various organic compounds. Its reactivity allows for the formation of new chemical bonds and the creation of a diverse range of products in the field of organic chemistry.
Used in Pharmaceutical Industry:
1-Bromobut-3-en-2-one is used as a key component in the synthesis of pharmaceutical compounds. Its unique structure and reactivity enable the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
1-Bromobut-3-en-2-one is used as a precursor in the production of agrochemicals, such as pesticides and herbicides. Its role in these syntheses contributes to the development of effective crop protection products.
Used in Flavor and Fragrance Industry:
1-Bromobut-3-en-2-one is used as a building block in the creation of complex fragrances and flavors. Its strong odor and reactivity make it a valuable component in the formulation of various scented products.
Used in Dye and Pigment Industry:
1-Bromobut-3-en-2-one is used as a starting material in the synthesis of dyes and pigments. Its chemical properties allow for the development of new colorants with unique characteristics and applications.
It is important to handle and store 1-Bromobut-3-en-2-one with care due to its highly reactive nature and potential hazardous effects. Proper safety measures should be taken to minimize risks associated with its use.

InChI:InChI=1/C4H5BrO/c1-2-4(6)3-5/h2H,1,3H2

Upstream product

• 250338-50-2 2-bromomethyl-2-vinyl-1,3-dioxolane 
• 78-94-4 methyl vinyl ketone 

Downstream Products

• 775-16-6 N-benzyl-3-pyrrolidinone 
• 775-15-5 1-benzyl-3-pyrrolidinol 
• 64341-49-7 1-bromo-3-buten-2-ol 
• 1134195-40-6 C₁₇H₁₇NO₃S 
• 1134195-41-7 C₂₄H₂₄N₂O₅S₂ 
• 83280-65-3 2-acetylnaphtho[2,3-b]furan-4,9-quinone 
• 1098591-97-9 C₁₇H₂₂O₃ 
• 180573-13-1 3-oxocyclopentane-1,1-dicarboxylic acid diethyl ester 

Relevant academic research and scientific papers

Synthesis of 1-bromo-3-butyn-2-one and 1,3-dibromo-3-buten-2-one

Synthetic procedures for the preparation of 1-bromo-3-butyn-2-one and 1,3-dibromo-3-buten-2-one are given. These compounds are prepared from 2-bromomethyl-2-vinyl-1,3-dioxolane, which can readily be prepared from 2-ethyl- 2-methyl-1,3-dioxolane. The synthetic routes are as follows: 2-bromomethyl-2-vinyl-1,3-dioxolane is converted to2-(1,2-dibromoethyl)-2- bromomethyl-1,3-dioxolane. Double dehydrobromination with tBuOK affords 2-ethynyl-2-bromomethyl-1,3-dioxolane. Formolysis with formic acid gives 1-bromo-3-butyn-2-one. Deacetalized 2-bromoethyl-2-vinyl-1,3-dioxolane was treated with Br2 and Li2CO3/12-crown-4 in tetrahydrofuran to give 1,3-dibrom-3-buten-2-one in moderate yield.

Improved synthesis of 1-bromo-3-buten-2-one

A convenient procedure for the synthesis of 1-bromo-3-buten-2-one, 4, from commercially available 2-ethyl-2-methyl-1,3-dioxolane, 1, is described. The procedure involves three reaction steps: (1) The acetal 1 is converted to 2-(1-bromoethyl)- 2-bromomethyl-1,3-dioxolane, 2, by reacting 1 with elemental bromine in dichloromethane to yield 98% of 2. (2) Dehydrobromination of 2 with potassium tert-butoxide in tetrahydrofuran gives 2-bromomethyl-2-vinyl-1,3- dioxolane, 3, in 84-93% yield. (3) Removal of the acetal protection from 3 by formolysis for 6-10 h afforded 1-bromo-3-buten-2-one, 4, in 85-94% yield. A more rapid method is acid hydrolysis of 3 under microwave activation (100°C, 8-10 min), by which 4 was obtained in 75% yield. Full experimental details are given. Taylor & Francis Group, LLC.

Diversity-Orientated Stereoselective Synthesis through Pd-Catalyzed Switchable Decarboxylative C?N/C?S Bond Formation in Allylic Surrogates

Switchable catalytic transformation of reactants can be a powerful approach towards diversity-orientated synthesis from easily available molecular synthons. Herein, an endogenous ligand-controlled, Pd-catalyzed allylic substitution allowing for either selective C?N or C?S bond formation using vinylethylene carbonates (VECs) and N-sulfonylhydrazones as coupling partners has been developed. This versatile methodology provides a facile, divergent route for the highly chemo- and stereoselective synthesis of functional allylic sulfones or sulfonohydrazides. The newly developed protocol features wide substrate scope (nearly 80 examples), broad functional group tolerance, and potential for the late-stage functionalization of bioactive compounds. The isolation and crystallographic analysis of a catalytically competent π-allyl Pd complex suggests that the pathway leading to the allylic products proceeds through a different manifold as previously proposed for the functionalization of VECs with nucleophiles.

2-ACETYLNAPHTHO[2,3-B]FURAN -4,9-DIONE FOR USE ON TREATING CANCER

The invention provides naphthofuran compounds, polymorphs of naphthofuran compounds, naphthofuran compounds in particle form, purified compositions that contain one or more naphthofuran compounds, purified compositions that contain one or more naphthofuran compounds in particle form, and methods of using these naphthofuran compounds, polymorphs, purified compositions and/or particle forms to treat subjects in need thereof.

Deprotection of acetals from unsaturated, unstable bromoketones

The unstable ketones 1-bromo-3-buten-2-one, 1-bromo-3-butyn-2-one, and 1,3-dibromo-3-buten-2-one can be obtained from the corresponding acetals in high yields by treating the acetals with anhydrous iron (III) chloride suspended on dry silica. A simplified procedure for preparing the reagent is also given.

Synthesis of 1-bromo-3-buten-2-one

A synthetic method for 1-bromo-3-buten-2-one is given. The compound is prepared through the following sequence: 2-butanone to 2-methyl-2-ethyl-1,3- dioxolane to 2-(1-bromoethyl)-2-bromomethyl-1,3-dioxolane to 2-bromomethyl-2- vinyl-1,3-dioxolane to the final product. Full experimental details including spectral data are given.