849217-60-3 | N-(4-fluorophenyl)-N-(4-hydroxyphenyl)cyclopropane-1,1-dicarboxamide

CAS:849217-60-3 | N-(4-fluorophenyl)-N-(4-hydroxyphenyl)cyclopropane-1,1-dicarboxamide,Description

“N-(4-Fluorophenyl)-N’-(4-hydroxyphenyl)cyclopropane-1,1-dicarboxamide” is a compound that contains a cyclopropane core, which is a three-membered ring structure. It has two amide groups attached to the cyclopropane ring, one with a 4-fluorophenyl group and the other with a 4-hydroxyphenyl group.

Synthesis Analysis

The synthesis of such a compound would likely involve the reaction of a cyclopropane dicarboxylic acid with the appropriate amines (4-fluoroaniline and 4-hydroxyaniline) to form the amide bonds.
 

Molecular Structure Analysis

The cyclopropane ring in the molecule is a strain ring, which could make the compound reactive. The presence of the fluorine and hydroxy groups on the phenyl rings could also influence the reactivity and properties of the compound.
 

Chemical Reactions Analysis

The compound could potentially undergo reactions at the amide bonds or at the cyclopropane ring. The specific reactions would depend on the reaction conditions and the reagents used.
 

Physical And Chemical Properties Analysis

The physical and chemical properties of the compound would be influenced by the functional groups present in the molecule. The presence of the amide groups could allow for hydrogen bonding, which could influence the solubility and boiling point of the compound.
 

Scientific Research Applications

Synthesis and Chemical Properties

• Synthesis Methods : A synthetic method for a similar compound, N-(4-fluorophenyl)-1-(pyrrolidine-1-carbonyl) cyclopropane-1-carboxamide, has been established. This involves a multi-step nucleophilic substitution reaction and ester hydrolysis, confirming the structure through 1H NMR and MS spectrum (Zhou et al., 2021).
• Chemical Structure and Properties : The solid-state structures of related 2-fluoro-2-phenylcyclopropane derivatives were examined to identify short intermolecular contacts of C–F groups, highlighting potential weak hydrogen bonding interactions (Fröhlich et al., 2006) .
• Molecular Modeling and Self-Assembly : Molecular modeling of compounds like bis-(N-α-amido-L-phenylalaninyl)-1,1-cyclopropane dicarboxylate provides insights into the self-assembly of diamide diacids in water, aiding in understanding conformational preferences and hydrogen bonding patterns (Breitbeil et al., 2002).

Applications in Material Science

• Polymer Synthesis : Research into aromatic polyamides containing cyclohexane structure, closely related to the compound , reveals their application in creating polymers with high thermal stability and solubility in polar aprotic solvents (Hsiao et al., 1999).
• Electrooptical Properties : Compounds with similar structural features, like 4-n-alkyl-2-fluorophenyl 4-n-alkylbicyclo(2.2.2)octane-1-carboxylates, have been reported to have large nematic ranges and low melting esters, indicating potential use in electrooptical applications (Gray & Kelly, 1981).

Safety And Hazards

Without specific information, it’s difficult to predict the safety and hazards associated with this compound. As with all chemicals, it should be handled with care and appropriate safety measures should be taken.

Future Directions

The study of this compound could provide interesting insights into the properties and reactivity of cyclopropane compounds and amides. Further research could also explore potential applications of this compound in various fields such as medicinal chemistry or materials science.

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