88141-36-0

Basic information

• Product Name: Benzene, 1,3,5-tris(1-methylethyl)-2-(methylseleno)-
• CAS NO: 88141-36-0
• Molecular Formula: C16H26Se
• Molecular Weight: 297.342
• Mol File: 88141-36-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, 1,3,5-tris(1-methylethyl)-2-(methylseleno)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,3,5-tris(1-methylethyl)-2-(methylseleno)-(88141-36-0)
• EPA Substance Registry System: Benzene, 1,3,5-tris(1-methylethyl)-2-(methylseleno)-(88141-36-0)

Safety Data

• Hazardous Substances Data: 88141-36-0(Hazardous Substances Data)

Upstream product

• 130248-05-4 2,4,6-triisopropylbenzene selenenyl bromide 
• 71518-96-2 bis(2,4,6-triisopropylphenyl)diselenide 
• 21524-34-5 2,4,6-triisopropyl-1-bromobenzene 
• 862133-59-3 (E)-2-(1-iodo-propenylselanyl)-1,3,5-triisopropyl-benzene 
• 862133-57-1 1,3,5-triisopropyl-2-(prop-1-ynylselanyl)-benzene 
• 862297-54-9 (Z)-1-[1,3]dithian-2-yl-4-(2,4,6-triisopropyl-phenylselanyl)-hex-4-en-2-ol 
• 74-88-4 methyl iodide 
• 7101-31-7 dimethyl diselenide 
• 108894-99-1 (2,4,6-triisopropylphenyl)magnesium bromide 

Downstream Products

• 105417-33-2 methyl 2,4,6-triisopropylphenyl selenoxide 

Relevant articles and documents

1-Iodo-1-selenoalkenes as versatile alkene 1,1-dianion equivalents. Novel connective approach towards the tetrahydropyran subunit of polycavernoside A

syn-Hydroalumination of 2,4,6-triisopropylphenylselanyl-1-alkynes with DIBAL-H followed by Al/I exchange with I2 afforded exclusively (E)-1-iodo-1-selenoalkenes in good yields. 1-Iodo-1-selenopropene 10 proved to be a convenient 1,1 dianion equivalent, leading to the stereodivergent synthesis of allylsilanes (Z)-6 and (E)-6. Adduct 3, an intermediate in the synthesis of the tetrahydropyran subunit of polycavernoside A, was efficiently synthesised from allylsilane (Z)-6 and aldehyde 7 via an intramolecular Sakurai cyclisation.

Asymmetric Oxidation of Simple Selenides to Selenoxides in High Enantiopurity. Stereochemical Aspects of the Allyl Selenoxide/Allyl Selenenate Rearrangement

For the first time simple alkyl aryl selenoxides of high enantiomeric purity (90-95percent ee) and well-defined stereochemistry are available via the asymmetric oxidation of selenides using (+)- or (-)-N-(phenylsulfonyl)-(3,3-dichlorocamphoryl)oxaziridine heptane-2,3'-oxaziridine>>>.These nonracemic selenoxides, which are more stable in solution than in the solid state, exhibit high configurational stability as long as acid and moisture are excluded.Complete racemization occurs within minutes on addition of trace amounts of acid and water.The asymmetric oxidation of (E)- and (Z)-aryl cinnamyl selenides 11 and 12 with oxaziridine (+)-4 affords optically active 1-phenyl allyl alcohol (15) via a concerted sigmatropic selenoxide-selenenate rearrangement.The extent of 1->3 chirality transfer (41-62percent ee) as well as the endo/exo transition state geometry is highly dependent on the structure of the allylic selenide.

FIRST SYNTHESIS OF SIMPLE OPTICALLY ACTIVE SELENOXIDES

Simple optically active selenoxides (5-11 percente.e.) were prepared using a kinetic resolution procedure and were demonstrated to be configurationally unstable as a result of acid catalyzed achiral hydrate formation.