4741-86-0

Usage

InChI:InChI=1/C6H10/c1-5(2)6-3-4-6/h3-4H2,1-2H3

Upstream product

• 55503-95-2 4-isopropylidene-4,5-dihydro-3H-pyrazole 
• 14114-05-7 cyclopropyltriphenylphosphonium bromide 
• 67-64-1 acetone 
• 4372-94-5 2,2-dimethyl-1-methylenecyclopropane 
• 67-56-1 methanol 
• 104131-89-7 <1-(1-Methylethyl)cyclopropyl>nitrosocarbamidsaeure-methylester 
• 55503-94-1 3,3-dimethyl-4-methylene-4,5-dihydro-3H-pyrazole 
• 115413-59-7 2-[1-(Diphenyl-phosphinoyl)-cyclopropyl]-propan-2-ol 

Downstream Products

• 80627-23-2 (3-Isopropylidene-cyclopentyl)-benzene 
• 26620-46-2 (1S,2S)-4,5-Dimethyl-cyclohex-4-ene-1,2-dicarboxylic acid diethyl ester 
• 89683-69-2 (1S,2R)-3,3-Dimethyl-4-methylene-cyclopentane-1,2-dicarboxylic acid diethyl ester 
• 89683-68-1 (1S,2S)-4-Isopropylidene-cyclopentane-1,2-dicarboxylic acid diethyl ester 
• 100942-43-6 5-Benzhydrylidene-2,2,3-trimethyl-1-phenyl-2,5-dihydro-1H-pyrrole 
• 96599-48-3 2,3,3a,4,7,7a-hexahydro-5,6-dimethyl-2-phenyl-1H-isoindol-1,3-dione 
• 124571-35-3 3-(1-isopropenylcyclopropan-1-yl)-1-phenyltetrahydropyrrol-2,5-dione 
• 124571-39-7 hexahydro-5-isopropylidene-2-phenyl-1H-cyclopentapyrrol-1,3-dione 
• 95798-05-3 (2-Ethyl-5,5-dimethyl-4-methylene-cyclopent-1-enyl)-trimethyl-silane 
• 95798-13-3 (2-Ethyl-3,3-dimethyl-4-methylene-cyclopent-1-enyl)-trimethyl-silane 
• 74752-51-5 4-methyl-3-phenyl-1,3-pentadiene 

Relevant academic research and scientific papers

A CONVENIENT ROUTE TO ALKYLIDENECYCLOPROPANES FROM CYCLOPROPYLDIPHENYLPHOSPHINE OXIDE AND CARBONYL COMPOUNDS

Alkylidenecyclopropanes were readily prepared by thermal decomposition of the potassium or lithium salt of the adduct formed from the treatment of cyclopropyldiphenylphosphine oxide with n-butyl lithium and a carbonyl compound.

Deamination Reactions, 44. Decomposition of 1-Alkylcyclopropanediazonium Ions

1-Methyl- (17), 1,2-dimethyl- (41, 44), 1-propyl- (64), 1-(1-methylethyl)cyclopropanediazonium ions (80), and -1-diazonium ions (93) have been generated by alkaline cleavage of the analogous nitrosocarbamates in methanol.Cyclopropyl-allyl transformation and nucleophilic displacement were the only reactions of 17, 41, 44, and 93 while elimination and 1,2-shifts of an α-hydrogen compete increasingly with 64 and 80.The stereochemistry of ring cleavage and nucleophilic displacement has been explored, using 2-D labels in the case of 17 and 93.Cyclopropanediazonium ions (1) and 41 react stereospecifically, 17 and 44 are moderately stereoselective (ca. 85:15), and 93 is entirely unselective.The data indicate a gradual changeover from concerted to stepwise mechanisms.Appreciable stabilization of the positive charge is required to reach the SN1 extreme.

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.

THE EFFECT OF THE DIETHYLPHOSPHONATE GROUP ON FREE RADICAL STABILITIES

The diethylphosphonate substituent is free radical stabilizing by a conjugation mechanism as judged by its effect on the rate of the methylenecyclopropane rearrangement.

PROTON MOBILITY OF HYDROGEN IN SUBSTITUTED METHYLENECYCLOPROPANES AND VINYLCYCLOPROPANES

The kinetic acidities of methylenecyclopropane, 1,1-dicyclopropylmethylenecyclopropane, and 1-methyl-1-cyclopropylmethylenecyclopropane in the KCH2SOCH3-(CH3)2SO system were determined; the rate constants for the isomerization of the last hydrocarbon into 1,1-dicyclopropylethylene and of 1,1,dimethylmethylenecyclopropane into 1-methyl-1-cyclopropylethylene were also determined.The introduction of the vinyl group into the trimethylene ring and also the introduction of an exocyclic double bond lead to a marked increase in the proton mobility of the hydrogen.Electron-donating methyl and cyclopropyl groups at the double bond of methylenecyclopropane reduce its kinetic acidity.