4372-94-5

Basic information

• Product Name: 1,1-Dimethyl-2-methylenecyclopropane
• Synonyms: 1,1-Dimethyl-2-methylenecyclopropane;2,2-Dimethyl(methylenecyclopropane)
• CAS NO: 4372-94-5
• Molecular Formula: C₆H₁₀
• Molecular Weight: 82.1436
• Mol File: 4372-94-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 49.9°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 0.78g/cm³
• Vapor Pressure: 306mmHg at 25°C
• Refractive Index: 1.438
• CAS DataBase Reference: 1,1-Dimethyl-2-methylenecyclopropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dimethyl-2-methylenecyclopropane(4372-94-5)
• EPA Substance Registry System: 1,1-Dimethyl-2-methylenecyclopropane(4372-94-5)

Safety Data

• Hazardous Substances Data: 4372-94-5(Hazardous Substances Data)

Usage

Type of compound

Bicyclic hydrocarbon

Structural feature

Highly strained cyclopropane ring

Application in organic chemistry

Dienophile in the Diels-Alder reaction

Reaction type

Forms a new ring by combining a diene and a dienophile

Use in polymerization

Produces polymers with high thermal stability

Role as a precursor

For various organic compounds

Physical state

Flammable liquid

Boiling point

Low boiling point

Safety precautions

Handle and store with care in a well-ventilated area

InChI:InChI=1/C6H10/c1-5-4-6(5,2)3/h1,4H2,2-3H3

Upstream product

• 3664-56-0 1,3,3-trimethylcyclopropene 
• 75-11-6 diiodomethane 
• 598-25-4 Dimethylallene 
• 5239-69-0 2,2-dibromo-3,3-dimethyl-1-methylenecyclopropane 
• 5239-70-3 bromo-1 dimethyl-2,2 methylenecyclopropane 
• 21181-46-4 1,2,2-trimethyl-1-chlorocyclopropane 
• 55503-94-1 3,3-dimethyl-4-methylene-4,5-dihydro-3H-pyrazole 
• 55503-95-2 4-isopropylidene-4,5-dihydro-3H-pyrazole 
• 5362-76-5 mesityl oxide p-tosylhydrazone 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 117111-19-0 (η2-2,2-dimethyl-1-methylenecyclopropane)bis(triphenylphosphine)nickel 

Downstream Products

• 16668-80-7 1,1,5,5-Tetramethyl-spiro<2.3>hexanon-(4) 
• 23695-72-9 1,1,4,4-Tetramethyl-spiro<2.3>hexan-5-on 
• 87753-77-3 3,3-Dimethyl-4-methylencyclopentancarbonsaeure-tert-butylester 
• 87753-87-5 trans-1,1-Dimethylspiro<2,3>hexan-5-carbonsaeure-tert-butylester 
• 87753-82-0 cis-1,1-Dimethylspiro<2,3>hexan-5-carbonsaeure-tert-butylester 
• 121143-38-2 (1R,S)-4,4-Dimethyl-3-methylencyclopentancarbonsaeure-<(1R,2R,3S)-3-(diphenylmethyl)bornyl>ester 
• 4741-86-0 isopropylidenecyclopropane 
• 83735-96-0 6,6-dimethyl-2-phenyl-3-phenylcarbamoyl-1-oxa-2-aza-spiro<2,3>heptane 
• 117111-19-0 (η2-2,2-dimethyl-1-methylenecyclopropane)bis(triphenylphosphine)nickel 

Relevant articles and documents

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STERICALLY SCREENED HALOGENOCYCLOBUTANONES. IX. 2-SUBSTITUTED METHYLENECYCLOPROPANES IN REACTION WITH DICHLOROKETENE

The reaction of methylenecyclopropanes containing donating substituents at position 2 of the three-membered ring with dichloroketene leads to the exclusive formation of 4,4-dichlorospirohexan-5-ones.The presence of a methoxycarbonyl group in the small ring leads to the formation of the two regioisomers of spirohexanone.The initially formed adduct of 2,2-dicyclopropyl-1-methylenecyclopropane with dichloroketene undergoes a rearrangement under the reaction conditions, leading to 2-chloro-3-(5-chloro-2-cyclopropyl-2-pentenyl)cyclobut-2-en-1-one.

Intramolecular Steric Factors in the Thermolysis of 4-Alkylidine-1-pyrazolines

Secondary deuterium kinetic isotope effects and product proportions are measured for several methyl-substituted 4-methylene-1-pyrazolines and deuterated isotopomers.The kinetic data support a single-bond-cleavage mechanism, and the products indicate that three modes of ring closure are required.Evidence is presented for a series of monomethyl compounds to suggest that the mechanism is more complex than a two-step scheme would predict and that the interconversion of a series of intermediates 46 is required.