7214-60-0

Upstream product

• 672-65-1 (1-chloroethyl)benzene 
• 98-85-1 1-Phenylethanol 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 1517-69-7 (R)-1-phenylethanol 
• 3756-41-0 (S)-(1-chloroethyl)benzene 
• 1445-91-6 (S)-1-phenylethanol 

Downstream Products

• 98-85-1 1-Phenylethanol 
• 1517-69-7 (R)-1-phenylethanol 
• 36568-05-5 2-(hydroxyimino)malononitrile 

Relevant academic research and scientific papers

Versatile new reagent for nitrosation under mild conditions

Here we report a new chemical reagent for transnitrosation under mild experimental conditions. This new reagent is stable to air and moisture across a broad range of temperatures and is effective for transnitrosation in multiple solvents. Compared with traditional nitrosation methods, our reagent shows high functional group tolerance for substrates that are susceptible to oxidation or reversible transnitrosation. Several challenging nitroso compounds are accessed here for the first time, including 15N isotopologues. X-ray data confirm that two rotational isomers of the reagent are configurationally stable at room temperature, although only one isomer is effective for transnitrosation. Computational analysis describes the energetics of rotamer interconversion, including interesting geometry-dependent hybridization effects.

NITROSATION REAGENTS AND METHODS

Provided are compounds that can find use as nitrosation reagents. Provided are nitrosation methods that include reacting a substrate with one of the provided nitrosation reagents and thereby generating a nitrosation product. Provided are kits including a nitrosation reagent. Provided are compositions wherein the nitrosation reagent is enriched in the 15N isotope.

Novel and highly selective conversion of alcohols and thiols to alkyl nitrites with triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone/Bu 4NNO2 system

Alkyl nitrites were prepared in good to excellent yields by treatment of alcohols and thiols with triphenylphosphine/2,3-dichloro-5,6- dicyanobenzoquinone/Bu4NNO2 in acetonitrile. This method is highly selective for the conversion of primary alcohols to alkyl nitrites in the presence of secondary and tertiary alcohols and thiols.

Cyclodextrin catalysis in the basic hydrolysis of alkyl nitrites

The influence of β-cyclodextrin (β-CD) on the hydrolysis reaction of a variety of structural types of alkyl nitrites (RONO) is studied in acid and in basic aqueous solutions.Acid-catalysed hydrolysis of alkyl nitrites is inhibited by the presence of β-cyclodextrin.The results are accounted for by assuming the formation of host-guest complexes between β-cyclodextrin and alkyl nitrite, which are unreactive or much less reactive than the uncomplexed RONO.We propose that the result is a concenquence of the orientation of alkyl nitrite in the cavity of CD.The degree of inhibition increases with the greater inclusion of the alkyl nitrite in the CD cavity.The kinetic data are quantitatively analyzed to afford the stability constants of the host-guest complexes.On the contrary, the presence of β-cyclodextrin strongly increases the rate of hydrolysis of alkyl nitrites in a basic medium, that is at a pH value higher than the pKa of β-cyclodextrin.This feature suggests the formation of a reactive complex between the alkyl nitrite and β-cyclodextrin, whose ionized CD hydroxy group promotes a nucleophilic attack in the rate-limiting step.This behaviour is consistent with a higher reactivity towards alkyl nitrites of an ionized CD hydroxy groups as compared with the OH-; the contrary occurs in the case of esters, whose cleavage by cyclodextrin in basic aqueous media has been studied extensively over the last several years.

Basicity of amides in water and in aqueous micellar solutions of SDS: Their influence on micellar structure

The acidity constants of the protonated forms of some amides, including formamide, N-methylformamide, N,N-dimethyl-formamide, N-methylacetamide and N,N-dimethylacetamide, have been determined in water and in aqueous micellar solutions of sodium dodecyl su