3365-26-2

Basic information

• Product Name: 1-Phenylcyclobutene
• Synonyms: 1-Phenyl-1-cyclobutene;1-Phenylcyclobutene
• CAS NO: 3365-26-2
• Molecular Formula: C₁₀H₁₀
• Molecular Weight: 0
• Mol File: 3365-26-2.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 203°C at 760 mmHg
• Flash Point: 69.1°C
• Appearance: /
• Density: 1.029g/cm³
• Vapor Pressure: 0.404mmHg at 25°C
• Refractive Index: 1.586
• CAS DataBase Reference: 1-Phenylcyclobutene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenylcyclobutene(3365-26-2)
• EPA Substance Registry System: 1-Phenylcyclobutene(3365-26-2)

Safety Data

• Hazardous Substances Data: 3365-26-2(Hazardous Substances Data)

Usage

Structure

Cyclic hydrocarbon with a four-membered ring and a phenyl group attached

Physical state at room temperature

Colorless liquid

Use

Synthetic intermediate in organic chemistry

Preparation methods

Reaction of cyclobutene with phenyl lithium or rearrangement of allylphenyl acetate

Versatility

Can undergo various chemical reactions, valuable for the synthesis of a wide range of organic compounds

Applications

Building block in the production of pharmaceuticals, agrochemicals, and materials science

Potential uses

Development of new materials, organic electronics.

InChI:InChI=1/C10H10/c1-2-5-9(6-3-1)10-7-4-8-10/h1-3,5-7H,4,8H2

Upstream product

• 935-64-8 1-phenyl-1-cyclobutanol 
• 31729-66-5 1-phenyl-1-cyclopropanemethanol 
• 1191-95-3 cyclobutanone 
• 591-51-5 phenyllithium 
• 75-89-8 2,2,2-trifluoroethanol 
• 676551-01-2 2-((Z)-3-Phenyl-allylidene)-malonic acid 
• 287-23-0 cyclobutane 
• 84988-34-1 phenylcyclobutadiene 
• 108-86-1 bromobenzene 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 2524-51-8 N'-cyclobutylidene-4-methylbenzenesulfonohydrazide 
• 100-52-7 benzaldehyde 
• 1186-52-3 tetradeuterioacetic acid 
• 22065-57-2 ethyl 2-phenyldiazoacetate 

Downstream Products

• 56139-59-4 4-oxo-4-phenyl-butyraldehyde 
• 61077-33-6 1-(2-Hydroxy-phenyl)-cyclopropanecarbaldehyde 
• 61077-32-5 2-Phenyl-cyclobut-2-enyl-hydroperoxide 
• 700-91-4 2-phenyl-1-pyrroline 
• 1191-95-3 cyclobutanone 
• 3481-02-5 cyclopropyl phenyl ketone 
• 24070-52-8 4-bromo-1-phenyl-1-butanone 
• 56360-93-1 1-phenyl-5-oxabicyclo[2.1.0]pentane 
• 3042-22-6 2-phenyl-1H-pyrrole 
• 41893-67-8 (2-bromocyclobut-1-en-1-yl)benzene 
• 536-74-3 phenylacetylene 
• 1007-70-1 Methyl(1-phenylcyclobutyl)ether 

Relevant articles and documents

3-Phenylcyclobutylamine.

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Iron-Catalyzed Ring Expansion of Cyclobutanols for the Synthesis of 1-Pyrrolines by Using MsONH3OTf

The synthesis of 1-pyrrolines from cyclobutanol derivatives and an aminating reagent (MsONH3OTf) has been developed. This one-pot procedure achieves C–N bond/C═N bond formation via ring expansion. A series of 1-pyrroline derivatives are synthes

Palladium-Catalyzed Carbene Coupling Reactions of Cyclobutanone N-Sulfonylhydrazones

Described herein are the palladium-catalyzed cross-coupling reactions of cyclobutanone-derived N-sulfonylhydrazones with aryl or benzyl halides, suggesting that the metal carbene process and β-hydride elimination can smoothly occur in strained ring system

Concurrent Formation of N-H Imines and Carbonyl Compounds by Ruthenium-Catalyzed C-C Bond Cleavage of β-Hydroxy Azides

A commercial cyclopentadienylrutenium dicarbonyl dimer ([CpRu(CO)2]2) efficiently catalyzes the formation of N-H imines and carbonyl compounds simultaneously from β-hydroxy azides via C-C bond cleavage under visible light. Density functional theory calculations for the cleavage reaction support the mechanism involving chelation of alkoxy azide species and liberation of nitrogen as the driving force. The synthetic utility of the reaction was demonstrated by a new amine synthesis promoted by chemoselective allylation of imine and synthesis of isoquinoline.