14296-80-1

Basic information

• Product Name: 1,2-Bismethylenecyclobutane
• Synonyms: 1,2-Bis(methylene)cyclobutane;1,2-Bismethylenecyclobutane
• CAS NO: 14296-80-1
• Molecular Formula: C₆H₈
• Molecular Weight: 80.1277
• Mol File: 14296-80-1.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 64°C (estimate)
• Flash Point: °C
• Appearance: /
• Density: 0.7698
• Vapor Pressure: 180mmHg at 25°C
• Refractive Index: 1.4232
• CAS DataBase Reference: 1,2-Bismethylenecyclobutane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Bismethylenecyclobutane(14296-80-1)
• EPA Substance Registry System: 1,2-Bismethylenecyclobutane(14296-80-1)

Safety Data

• Hazardous Substances Data: 14296-80-1(Hazardous Substances Data)

Usage

Type of compound

Saturated organic compound

Structure

Cyclic alkene with two methylene groups (CH2) attached to a cyclobutane ring

Appearance

Colorless

Flammability

Flammable

Boiling point

49-51°C

Applications

a. Chemical intermediate in the synthesis of various organic compounds and materials
b. Involved in the production of pharmaceuticals, agrochemicals, and polymers
c. Used as a reagent in organic chemistry reactions, particularly in the formation of carbon-carbon bonds

Health hazards

Can pose health hazards if inhaled, ingested, or comes into contact with the skin and eyes

Safety precautions

Should be handled with care in a controlled laboratory setting

InChI:InChI=1/C6H8/c1-5-3-4-6(5)2/h1-4H2

Upstream product

• 463-49-0 1,2-propanediene 
• 7417-52-9 1,1-trimethyleneallene 
• 76457-48-2 2-Chlor-3-thiabicyclo<3.2.0>heptan-3,3-dioxid 
• 82253-17-6 trans-1,2-dibromo-1,2-dimethylcyclobutane 
• 30830-20-7 bicyclo<2.2.0>hex-1(4)-ene 
• 18914-34-6 1-methylenespiro[2.2]pentane 
• 1501-58-2 1,2-dimethyl-cyclobutene 
• 27567-82-4 bicyclopropylidene 
• 107197-40-0 spiro<2.3>hexan-4-one tosylhydrazone 
• 74142-72-6 cis-1,2-bis(bromomethyl)cyclobutane 
• 1191-95-3 cyclobutanone 
• 1774-47-6 trimethylsulfoxonium iodide 
• 342614-33-9 Dimethyl-(2-methylene-cyclobutylmethyl)-amine 

Downstream Products

• 6788-95-0 tricyclo<8.2.0.0^4,7>dodeca-1(10),4(7)-diene 
• 80393-12-0 1-Cyclopropyl-5-(1-cyclopropyl-vinyl)-cyclohexene 
• 13898-73-2 1-methyl-5-(1-methylethenyl)cyclohexene 
• 73022-52-3 1,5-dimethyl-1,5-cyclooctadiene 
• 2873-50-9 butatriene 
• 74-85-1 ethene 
• 930-26-7 3-methylene-1-cyclopentene 
• 110-15-6 succinic acid 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 100-40-3 4-ethenylcyclohexene 

Relevant articles and documents

Novel single step preparation of 2- and 2,3-substituted 1,3-dienes

An efficient method for preparing 2- and 2,3-substituted 1,3-dienes 2, from ketones 1 by treatment with dimethyloxosulfonium methylide in the presence of sodium methylsulfinylmethide is described.

DESHYDROHALOGENATION EN PHASE VAPEUR D' HALOGENURES D' ALKYLES SUR t-BUTYLATE DE POTASSIUM SUPPORTE SUR SILICE: VOIE D' ACCES AUX CYCLES TRES TENDUS

Heterogenous reactions: Highly strained cycloalkenes can be obtained by vapor phase dehydrohalogenation of halocycloalkanes over potassium t-butoxide supported by silica.

Synthesis and properties of the strained alkene perfluorobicyclo[2.2.0]hex-1(4)-ENE

The title fluoroalkene has been generated by dehalogenation of dibromide and diiodide precursors and trapped in situ. retro-Diels-Alder reaction of its adduct with N-benzylpyrrole has made the alkene available in high yield and purity. In sharp contrast t

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Hexacyclo[8.7.0.03,8.05,15.06,13.0 12,16]heptadeca-1(10),5-diene-3,8-dicarboxylic anhydride, a tetrahydro[4]beltene with two σ-conjugated double bonds

The tetrahydro[4]beltene 8 has been synthesized via a sequence of three Diels-Alder reactions. As shown in the crystal structure of 8, the two double bonds in the cage diene are positioned face-to-face at a distance of 2.92 A, which is smaller than the sum of their van der Waals radii. The resulting σ-conjugation in 8 is evident from the long wavelength UV adsorption and from the formation of a stable radical cation at low potential. Hydrogenation increases the strain of 8 such that only one double bond can be saturated under forcing conditions.