89751-90-6

Basic information

• Product Name: 6,8-di-tert-butyl-3,4-dihydro-4,4-dimethyl-1H-2-benzothiine
• CAS NO: 89751-90-6
• Molecular Weight: 290.513
• Mol File: 89751-90-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 6,8-di-tert-butyl-3,4-dihydro-4,4-dimethyl-1H-2-benzothiine(CAS DataBase Reference)
• NIST Chemistry Reference: 6,8-di-tert-butyl-3,4-dihydro-4,4-dimethyl-1H-2-benzothiine(89751-90-6)
• EPA Substance Registry System: 6,8-di-tert-butyl-3,4-dihydro-4,4-dimethyl-1H-2-benzothiine(89751-90-6)

Safety Data

• Hazardous Substances Data: 89751-90-6(Hazardous Substances Data)

Upstream product

• 54396-68-8 3-diazo-2,2,4,4-tetramethylpentane 
• 84543-57-7 2,4,6-tri-(tert-butyl)thiobenzaldehyde 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 677-22-5 tert-butylmagnesium chloride 
• 109-72-8 n-butyllithium 

Relevant articles and documents

Cycloaddition and Oxidation Reactions of a Stable Thioaldehyde, (2,4,6-Tri-t-butyl)thiobenzaldehyde

The title thioaldehyde 1 undergoes [4 + 2] cycloaddition with 2,3-dimethyl-1,3-butadiene at 160°C and [3 + 2] cycloadditions with diphenylnitrilimine and mesitonitrile oxide at room temperature. The intermediary cycloadduct with mesitonitrile oxide undergoes cycloreversion to give 2,4,6-tri-t-butylbenzaldehyde and mesityl isothiocyanate as the final products. Oxidation of 1 with m-chloroperbenzoic acid (mCPBA) and dimethyldioxirane (9) gives a mixture of (E)- and (Z)-isomers of the corresponding S-oxides (sulfines), the former and the latter being kinetically and thermodynamically controlled products, respectively. Although both (E)- and (Z)-sulfines are not further oxidized by mCPBA, the (Z)-sulfine is oxidized with 9 to give 7-oxa-8-thia-2,4,6-tri-t-butylbicyclo[4.3.0]nona-2,4,9-triene 8,8-dioxide and 6,8-di-t-butyl-3,4-dihydro-4,4-dimethyl-1H-2-benzothiopyran 2,2-dioxide, both of which are intramolecular cyclization products of an intermediary thioaldehyde dioxide (sulfene).

Synthesis and Unusual Photochemical Reaction of Highly Congested 2,4,6-Tri-t-butylstyrene Episulfides

Title compounds were synthesized by the reaction of 2,4,6-tri-t-butylthiobenzaldehyde with some diazomethanes.The photolysis of the most sterically congested episulfide obtained from t-Bu2CN2 gave an unusual product resulting from 1,2-migration of t-butyl

REACTIONS OF A STABLE THIOBENZALDEHYDE WITH ORGANOMETALLICS

Rections of 2,4,6-tri-t-butylthiobenzaldehyde with Grignard and organolithium reagents gave products via the anion radical of the thioaldehyde.The first example of dimerization of thioketyl radicals was also presented.