76207-24-4

Upstream product

• 75017-17-3 (3,3-dimethylcyclobutyl)methanol 
• 98-59-9 p-toluenesulfonyl chloride 
• 37676-90-7 3,3-dimethyl-cyclobut-1-enecarboxylic acid 
• 20104-44-3 t-butyl 2-dimethylamino-3,3-dimethylcyclobutanecarboxylate 
• 34970-18-8 3,3-dimethylcyclobutanecarboxylic acid 
• 66688-49-1 1-iodo-2-iodomethyl-2-methylpropane 
• 22308-12-9 1,3-bis((p-toluenesulfonyl)oxy)-2,2-dimethylpropane 
• 231303-93-8 3,3-dimethyl-cyclobutane-1,1-dicarboxylic acid 
• 854451-17-5 3,3-Dimethyl-cyclobutane-1,1-dicarboxylic acid diethyl ester 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 

Downstream Products

• 76207-22-2 1,2-dimethyl-3-(bromomethyl)cyclobutane 
• 762-62-9 4,4-dimethylpent-1-ene 

Relevant academic research and scientific papers

THIAZOLES AS MODULATORS OF RORyt

The present invention comprises compounds of Formula I. Formula I wherein: R1, R2, R3, R4, R5, R7, R8, and (A) are defined in the specification. The invention also comprises a co

Acceleration of the 4-exo radical cyclization to a synthetically useful rate. Cyclization of the 2,2-dimethyl-5-cyano-4-pentenyl radical

The title radical, formed in the reaction of the corresponding bromide with Bu3SnH, cyclizes in a 4-exo fashion to give the (3,3-dimethylcyclobutyl)cyanomethyl radical. At 50°C, the rate constant for cyclization is 1.9 x 104s-1.

gem-Dimethyl Effect in a Grignard Reagent Cyclization-Cleavage Rearrengament

(2,2-Dimethyl-4-penten-1-yl)magnesium bromide (1) is in equilibrium with its cyclic isomer, magnesium bromide (2).The equilibrium constant for this cyclization has a value of 2E-3.The gem-dimethyl substitution leads to an increase of a factor of about 22 in the equilibrium constant and also retards the rate of cleavage of 2.The sources of the gem-dimethyl effect in this system are discussed.

The Kinetics and Mechanism of Ring Opening of Radicals containing the Cyclobutylcarbinyl System

The kinetic parameters of β-fission of radicals containing the cyclobutylcarbinyl system have been determined by analysis of the mixtures obtained when suitable chloro-compounds are treated with tributylstannane.Under these conditions ring opening is irreversible and in the rigid bicyclic system (4) is under stereoelectronic control.For ring opening of cyclobutylcarbinyl radical (8) kf = 4.3 x 103 s-1 at 60 deg C, and the best values of the activation parameters appear to be ΔH(excit.) = 12.2 kcal mol-1 and ΔS(excit.) = -7.4 cal mol-1 K-1.Monocyclic systems undergo preferential fission of the more substituted βγ-bond.Methyl substituents at the α-, β-, or δ-positions have little effect but γ-substitution strongly enhances the rate of ring opening.The transition state is reactant-like and has a similar disposition of centres to that (1) for homolytic addition.