57742-48-0

Upstream product

• 7686-78-4 diethyl 2-vinylcyclopropane-1,1-dicarboxylate 
• 17447-60-8 dimethyl 2-vinylcyclopropane-1,1-dicarboxylate 

Downstream Products

• 21963-38-2 5-vinyl-dihydrofuran-2(3H)-one 
• 87256-39-1 2,3,4,7-tetrahydrooxepin-2-one 
• 75863-04-6 3-Methoxy-6,7:8,9-diseco-1,3,5⁽¹⁰⁾,7-oestratetraen-11,17-dion 
• 1624-62-0 estrone 3-methyl ether 
• 1670-49-1 3-methyl ether of Δ⁹⁽¹¹⁾-dehydroestrone 
• 53-16-7 Estrone 

Relevant academic research and scientific papers

The mesophase behavior and structure of 1,1-bis(perfluoroalkyl)-2- vinylcyclopropane polymers

We introduced new poly(2-vinylcyclopropane)s carrying two perfluoroalkyl mesogens per repeat unit at the same main chain carbon atom. The relative lengths of the hydrocarbon-fluorocarbon segments were varied. Copolymers with a non-mesogenic 2-vinylcyclopropane were also prepared. X-ray diffraction studies proved the formation of smectic mesophases, the type of which depended on the chemical nature of the polymers: SmB2, SmI2 (or SmF2), and SmAd. We emphasize the role of intramolecular microphase segregation in determining the mesophase behavior and structure.

Isolation of Epimers in the Synthesis of Vinylcyclopropane Bearing Two Alanine Moieties and Their Radical Ring-Opening Polymerization

By condensing 1,1-dicarboxy-2-vinylcyclopropane with l-alanine methyl ester, a new chiral vinylcyclopropane derivative bearing two amide moieties 1 was synthesized. The vinylcyclopropane thus prepared was separated into two epimers, namely, RSS-1 and SSS-1. Both the epimers and an epimeric mixture underwent radical ring-opening polymerization (RROP), where the number-average molecular weights (Mns) of the polymers depended on the configuration of 1; i.e., the RROP of SSS-1 gave the corresponding polymer, of which Mn was higher than the polymer obtained by the RROP of RSS-1. This difference in polymerization behaviors was correlated successfully with the difference in manners of intermolecular and intramolecular hydrogen bonds between the two epimers, which were clarified by the polymerization of SSS-1 was assisted by intermolecular hydrogen bonds. Besides the RROP in solution, the RROP of SSS-1 in its solid state was investigated to find that it afforded the corresponding polymer highly efficiently.

Synthesis and radical ring-opening polymerization of vinylcyclopropanes derived from amino acids with hydrophobic moieties

Six 1,1-disubstituted vinylcyclopropanes (VCP) were synthesized from glycine and amino acids bearing hydrophobic moieties, l-alanine, l-valine, l-leucine, l-isoleucine, and l-phenylalanine. These VCP derivatives efficiently underwent radical ring-opening polymerization to afford the corresponding polymers bearing trans-vinylene moiety in the main chains and the amino acid-derived chiral moieties in the side chains. The polymers were film-formable, and in the films of polymers bearing the glycine- and alanine-derived side chains, presence of hydrogen bonding was confirmed by IR analysis. Thermogravimetric analysis of the polymers revealed that the temperatures of 5% weight loss were higher than 300 °C. Differential scanning calorimetry clarified that the polymers were amorphous ones showing glass transition temperatures in a range of 48–80 °C.

NEW SYNTHETIC METHOD OF (Z)-4-ALKENOIC ACIDS USING RING-OPENING REACTION OF (Z)-4-HEXENOLIDE WITH ORGANOCOPPER REAGENT

(Z)-4-Hexenolide reacted regioselectively with diorganocuprates to give (Z)-4-alkenoic acids in high yields.Synthetic utility was demonstrated by the convenient synthesis of cis-jasmone.