32264-87-2

Basic information

• Product Name: 2-Cyclobuten-1-one
• Synonyms: 2-Cyclobuten-1-one
• CAS NO: 32264-87-2
• Molecular Formula: C₄H₄O
• Molecular Weight: 68.074
• Mol File: 32264-87-2.mol

Chemical Properties

• Melting Point: 150-153 °C
• Boiling Point: 122.2°Cat760mmHg
• Flash Point: 25°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 14.1mmHg at 25°C
• Refractive Index: 1.51
• CAS DataBase Reference: 2-Cyclobuten-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclobuten-1-one(32264-87-2)
• EPA Substance Registry System: 2-Cyclobuten-1-one(32264-87-2)

Safety Data

• Hazardous Substances Data: 32264-87-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H4O/c5-4-2-1-3-4/h1-2H,3H2

Upstream product

• 23761-24-2 3-bromocyclobutan-1-one 
• 15506-53-3 cyclobutane-1,3-dione 

Downstream Products

• 128242-44-4 3-(1-methylethoxy)-4-phenyl-3-cyclobutene-1,2-dione 2-ethylene acetal 
• 56335-73-0 3-ethylcyclobutan-1-one 
• 197957-49-6 4-Methoxy-4-methyl-3-(4-methylthiophenyl)-2-phenyl-2-cyclobuten-1-one (ethylene acetal) 
• 197957-46-3 3-(4-Methylthiophenyl)-4-phenyl-3-cyclobuten-1,2-dione-2-(ethylene acetal) 

Relevant articles and documents

Synthesis of cyclobuteniminium salts derived from aldo-keteniminium salts and study of their reactivity in Diels-Alder reaction

The synthesis of broad scope of novel monosubstituted cyclobuteniminium salts derived from aldo-keteniminium salts and acetylene or 1-propyne is described. The reactivity of cyclobuteniminium salts in Diels-Alder reactions has been studied in detail by DF

An expedient synthesis of cis/trans-1,3-disubstituted cyclobutanols

A two-step procedure is described to access 3-alkoxycyclobutanones from chloroacetyl chloride utilizing a step-wise [2+2] ketene cycloaddition followed by catalytic hydrogenation to reduce the α-chlorine in a single reaction sequence. The resulting cyclobutanones can be readily converted into a variety of cis or trans-1,3-disubstituted aminocyclobutanols and cyclobutanediols.

Cyclobutenone as a highly reactive dienophile: Expanding upon diels-alder paradigms

Cyclobutenone was employed as a dienophile in Diels-Alder cycloadditions, provide diverse and complex cycloadducts in good yields. Experimental outcomes indicated cyclobutenone to be more reactive than either cyclopentenone or cyclohexenone. In addition, cycloadducts bearing a strained cyclobutanone moiety were able to undergo regioselective ring expansions to produce corresponding cyclopentanones, lactones, and lactams, which are otherwise difficultly obtained by direct Diels-Alder reactions.

BISARYLCYCLOBUTENE DERIVATES AS CYCLOOXYGENASE INHIBITORS

The invention encompasses the novel compound of formula (I) useful in the treatment of cyclooxygenase-2 mediated diseases. The invention also encompasses certain pharmaceutical compositions for treatment of cyclooxygenase-2 mediated diseases comprising compounds of formula (I).

Process for the production of squaric acid

A process for the production of squaric acid by halogenation either of pure 3-acetoxy-2-cyclobuten-1-one or of a distillation residue of diketene production containing 3-acetoxy-2-cyclobuten-1-one to a cyclobutenone of formula: STR1 and then hydrolysis of these cyclobutenones to squaric acid. The halogenated cyclobutenones are intermediate products in the process.