904928-30-9

Basic information

• Product Name: N-[3,5-bis(trifluoroMethyl)phenyl]-N'-[(2S)-2-pyrrolidinylMethyl]- Thiourea
• Synonyms: N-[3,5-bis(trifluoroMethyl)phenyl]-N'-[(2S)-2-pyrrolidinylMethyl]- Thiourea;Thiourea, N-[3,5-bis(trifluoromethyl)phenyl]-N'-[(2S)-2-pyrrolidinylmethyl]-;N-[3,5-Bis(trifluoromethyl)phenyl]-N'-[(2S)-2- pyrrolidinylmethyl]thiourea,99%e.e.
• CAS NO: 904928-30-9
• Molecular Formula: C14H15F6N3S
• Molecular Weight: 371.3444192
• Mol File: 904928-30-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-[3,5-bis(trifluoroMethyl)phenyl]-N'-[(2S)-2-pyrrolidinylMethyl]- Thiourea(CAS DataBase Reference)
• NIST Chemistry Reference: N-[3,5-bis(trifluoroMethyl)phenyl]-N'-[(2S)-2-pyrrolidinylMethyl]- Thiourea(904928-30-9)
• EPA Substance Registry System: N-[3,5-bis(trifluoroMethyl)phenyl]-N'-[(2S)-2-pyrrolidinylMethyl]- Thiourea(904928-30-9)

Safety Data

• Hazardous Substances Data: 904928-30-9(Hazardous Substances Data)

Usage

General Description

N-[3,5-bis(trifluoroMethyl)phenyl]-N'-[(2S)-2-pyrrolidinylMethyl]-Thiourea is a chemical compound that belongs to the class of thioureas, which are known for their diverse biological activities. The compound consists of a trifluoromethylphenyl group and a pyrrolidinylmethyl group attached to a thiourea functional group. Thioureas have been studied for their potential applications in medicine, agriculture, and materials science. The specific properties and potential uses of this compound would depend on its exact chemical structure and reactivity, and may require further research and characterization.

Upstream product

• 119020-01-8 (S)-2-(aminomethyl)pyrrolidine-1-carboxylic acid tert-butyl ester 
• 23165-29-9 3,5-bistrifluoromethylphenylisothiocyanate 

Relevant articles and documents

Basicities and Nucleophilicities of Pyrrolidines and Imidazolidinones Used as Organocatalysts

The Br?nsted basicities pKaH (i.e., pKa of the conjugate acids) of 32 pyrrolidines and imidazolidinones, commonly used in organocatalytic reactions, have been determined photometrically in acetonitrile solution using CH acids as indicators. Most investigated pyrrolidines have basicities in the range 16 aH aH aH 12.6) and the 2-imidazoliummethyl-substituted pyrrolidine A21 (pKaH 11.1) are outside the typical range for pyrrolidines with basicities comparable to those of imidazolidinones. Kinetics of the reactions of these 32 organocatalysts with benzhydrylium ions (Ar2CH+) and structurally related quinone methides, common reference electrophiles for quantifying nucleophilic reactivities, have been measured photometrically. Most reactions followed second-order kinetics, first order in amine and first order in electrophile. More complex kinetics were observed for the reactions of imidazolidinones and several pyrrolidines carrying bulky 2-substituents, due to reversibility of the initial attack of the amines at the electrophiles followed by rate-determining deprotonation of the intermediate ammonium ions. In the presence of 2,4,6-collidine or 2,6-di-tert-butyl-4-methyl-pyridine, the deprotonation of the initial adducts became faster, which allowed the rate of the attack of the amines at the electrophiles to be determined. The resulting second-order rate constants k2 followed the correlation log?k2(20 °C) = sN(N + E), where electrophiles are characterized by one parameter (E) and nucleophiles are characterized by the two solvent-dependent parameters N and sN. In this way, the organocatalysts A1-A32 were integrated in our comprehensive nucleophilicity scale, which compares n-, -, and σ-nucleophiles. The nucleophilic reactivities of the title compounds correlate only poorly with their Br?nsted basicities.

Pyrrolidine-thiourea as a bifunctional organocatalyst: Highly enantioselective Michael addition of cyclohexanone to nitroolefins

Asymmetric Michael additions of cyclohexanone to both aryl and alkyl nitroolefins in the presence of 20 mol % of organocatalyst 2b and 10 mol % of n-butyric acid afford adducts 5 with high diastereoselectivities and enantioselectivities.