42196-80-5

Usage

Chemical Family

Dithianes

Physical State

Clear, colorless to pale yellow liquid

Odor

Pungent

Usage

Intermediate in the synthesis of pharmaceuticals and other organic compounds

Application

Reagent in organic synthesis for the protection of carbonyl compounds

Significance

Important building block for the creation of complex organic molecules

Field of Application

Organic chemistry

Upstream product

• 544-25-2 Cyclohepta-1,3,5-triene 

Downstream Products

• 151521-15-2 *,S^*)>-β-<<(1,1-dimethylethoxy)carbonyl>amino>-α-(2-propyl-1,3-dithian-2-yl)cyclohexanepropanol 
• 51021-89-7 1,3-di(benzoylthio)propane 
• 228575-49-3 2-<<(benzyloxy)methyl>(tert-butyl)methylsilyl>-2-propyl-1,3-dithiane 
• 1569272-11-2 phenyl(2-propyl-1,3-dithian-2-yl)methanol 
• 1527-98-6 2,4-Dinitrophenylhydrazone of n-butanal 
• 151593-68-9 (S^*,R^*)-N-<1-(cyclohexylmethyl)-2-hydroxy-2-(2-propyl-1,3-dithian-2-yl)ethyl>-N²-<(1,1-dimethylethoxy)carbonyl>-1-<(4-methylphenyl)sulfonyl>-L-histidinamide 
• 151521-17-4 [(S)-1-[(1S,2R)-1-Cyclohexylmethyl-2-hydroxy-2-(2-propyl-[1,3]dithian-2-yl)-ethylcarbamoyl]-2-(1H-imidazol-4-yl)-ethyl]-carbamic acid tert-butyl ester 
• 918132-29-3 C₂₅H₂₇NO₅S₂ 

Relevant academic research and scientific papers

1,3-Dithienium- and 1,3-Dithiolenium Salts, V. Determination of the Relative Reactivity of 1,3-Dithian-2-ylium Tetrafluoroborates by Intermolecular Hydride Ion Transfer

The 1,3-dithienium- and 1,3-dithiolenium tetrafluoroborates 4 (n=3, 2) react in good yields with the (trimethylsiloxy)alkenes 3 available from β-dicarbonyl compounds to give the 2-substituted 1,3-dicarbonyl compounds 5.Owing to the formation of the difluoroboron acid esters 8 as competition products 3 has to be employed in excess, however.Reaction of 4 (n=3) with 1,3,5-cycloheptatriene (10) leads to the 1,3-dithianes 11 and the more stable tropylium tetrafluoroborate (12).The determination of the corresponding rates of reduction allows in a simple manner the ascertainment of the relative reactivities of 4.Whereas the reactivities of the aryl-substituted representatives of 4 show a sufficient correlation corresponding to the Hammett relationship, the variations of the reactivities of the alkyl substituted salts 4 can be explained on the basis of hyperconjugative stabilization.