1192-01-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromocyclobutanone is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to readily participate in chemical reactions, contributing to the development of new medications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Bromocyclobutanone serves as a building block in the creation of compounds that address agricultural needs, such as pesticides and herbicides, due to its reactive nature which allows for the formation of a wide range of derivatives.
Used as a Solvent:
2-Bromocyclobutanone is utilized as a solvent in certain chemical processes, capitalizing on its ability to dissolve other substances, which facilitates various industrial applications.
Used as a Reagent in Chemical Reactions:
It is employed as a reagent in chemical reactions, taking advantage of its high reactivity to drive the synthesis of desired products in the laboratory and in industrial settings.
Proper safety measures, including the use of personal protective equipment and handling in well-ventilated areas, are essential when working with 2-Bromocyclobutanone to minimize health risks associated with its irritant and potentially harmful properties.

InChI:InChI=1/C4H5BrO/c5-3-1-2-4(3)6/h3H,1-2H2

Upstream product

• 1191-95-3 cyclobutanone 

Downstream Products

• 74-85-1 ethene 
• 463-49-0 1,2-propanediene 
• 78957-22-9 bromoketene 
• 60603-14-7 (±)-2-(phenylthio)cyclobutanone 
• 74851-90-4 2-(4-chlorophenylsulfanyl)cyclobutanone 
• 4606-07-9 ethyl cyclopropylcarboxylate 
• 3481-02-5 cyclopropyl phenyl ketone 
• 1587727-37-4 2-[2-(trifluoromethyl)phenoxy]cyclobutanone 
• 1290053-95-0 2-((1 methyl-1H-pyrazol-3-yl)amino)cyclobutanone 

Relevant academic research and scientific papers

Deoxyfluorination of α-N-phthaloyl cycloalkanones with bis(2-methoxyethyl)aminosulfur trifluoride (Deoxo-Fluor)

The deoxyfluorination of α-N-phthaloyl cyclobutanone with bis(2-methoxyethyl)aminosulfur trifluoride (Deoxo-Fluor) produced a gem-difluoride product together with a vic-difluoride bearing a cyclopropane ring. In contrast, the deoxyfluorination of the corr

Novel Selective Approach to Terminally Substituted [n]Dendralenes

Dendralenes are simple alkenes with cross-conjugated double bonds that are frequently synthesized due to being potentially valuable building blocks for the synthesis of more complex structures. The synthetic approaches to dendralenes are based on the cross-coupling reactions of electrophilic and nucleophilic synthons derived from geminally substituted ethylene. Our novel methodology for the synthesis of only terminally substituted [3]- and [4]dendralenes, as well as 2,3-disubstituted buta-1,3-dienes, involves the preparation of 1,2-disubstituted cyclobutenes from readily available 2-bromocyclobutanone and the subsequent thermal ring-opening reactions.

BICYCLIC HETEROARYL SUBSTITUTED COMPOUNDS

Disclosed are compounds of Formula (I) to (IV): [INSERT CHEMICAL STRUCTURE HERE] or a stereoisomer, tautomer, pharmaceutically acceptable salt, solvate or prodrug thereof. Also disclosed are methods of using such compounds as PAR4 inhibitors, and pharmace

SULFONYLCYCLOALKYL CARBOXAMIDE COMPOUNDS AS TRPA1 MODULATORS

The invention is concerned with the compounds of formula (I): and pharmaceutically acceptable salts thereof. In addition, the present invention relates to methods of manufacturing and methods of using the compounds of formula I as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain.

Novel Bicyclic Pyridinones

Compounds and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula I as defined in the specification. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.

Synthesis and reactivities of a highly strained thiophene with two fused four-membered rings, 1,2,4,5-tetahydrodicyclobuta[b,d] thiophene

The successful synthesis of 1,2,4,5-tetrahydrodicyclobuta[b,d]thiophene (1) and its ususually enhanced reactivities because of large ring strain are described. Thus, intramolecular pinacol coupling of diketo sulflde 14, obtainable from 2-bromocyclobutanone and sodium sulfide, with a low-valent titanium reagent affords the thiolane3,4-diol 15 in 36% yield based on the bromo ketone. After conversion of 15 to the bis-methanesulfonate 16 in 66% yield, the latter was treated with potassium tert-butoxide to give 1 nearly quantitatively as a rather thermally stable, colorless, highly sublimative, nicely crystalline compound. Bromine rapidly adds to 1 to give the tetrabromide 21, revealing its olefinic character. Furthermore, 1 undergoes Diels-Alder reaction with tetracyanoethylene at room temperature to afford the adduct 22 in 83% yield. The Diels-Alder reaction with maleic anhydride at room temperature gives the adduct 23 in 87% yield in the endo-exo isomer ratio 5:1, whereas the reaction with excess maleic anhydride in refluxing benzene produces the bisadduct 24 in 84% yield with loss of sulfur. Similar behaviors of 1 toward N-phenylmaleimide were also observed. Flash vacuum pyrolysis of 1 gave benzo[b]thiophene in 16% yield but not the expected radialene 11 or its dimer, superthiophenophane. Other attempts to obtain 11 or to trap it with a dienophile were also unsuccessful.

Carbene Rearrangements, X. 2-Vinylcyclobutylidene

The Bamford-Stevens reaction of 2-vinylcyclobutanone tosylhydrazone sodium salt (13) has been studied with respect to the potential carbene-carbene rearrangement 3 -> 4. 2-Vinylcyclobutylidene (3) surprisingly undergoes exlusively carbene rearrangements.In 3 the cyclobutylidene-methylenecyclopropane rearrangements to 16 and 17 dominate.The 1,3-carbon migration of the divalent carbon is not observed.