110910-99-1

Basic information

• Product Name: Benzeneacetaldehyde, a-bromo-, O-(trimethylsilyl)oxime
• CAS NO: 110910-99-1
• Molecular Formula: C11H16BrNOSi
• Molecular Weight: 286.244
• Mol File: 110910-99-1.mol

Chemical Properties

• CAS DataBase Reference: Benzeneacetaldehyde, a-bromo-, O-(trimethylsilyl)oxime(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetaldehyde, a-bromo-, O-(trimethylsilyl)oxime(110910-99-1)
• EPA Substance Registry System: Benzeneacetaldehyde, a-bromo-, O-(trimethylsilyl)oxime(110910-99-1)

Safety Data

• Hazardous Substances Data: 110910-99-1(Hazardous Substances Data)

Upstream product

• 75314-25-9 phenylacetaldehyde O-(trimethylsilyl)oxime 

Downstream Products

• 123208-47-9 α-(propargyloxy)phenylacetaldoxime 
• 110911-04-1 2a-Methyl-6-phenyl-2,2a,2b,3-tetrahydro-1H,6H-4-oxa-5,6a-diaza-cyclobuta[a]pentalene 
• 120783-53-1 4-Hydroxymethyl-2-phenyl-dihydro-furan-3-one 
• 120783-58-6 trans-<3aα,7β>-7-phenyl-4,5-dihydroisoxazolo<3,4-c>-2,3,5,6-tetrahydropyran 
• 120783-59-7 (R)-6-Phenyl-tetrahydro-furo[3,4-c]isoxazole 
• 127533-47-5 (3aS,6R,6aR)-6-Phenyl-hexahydro-cyclopenta[c]isoxazole 
• 116298-52-3 (2aR,2bR,6R)-2a-Methyl-6-phenyl-2,2a,2b,3-tetrahydro-1H,6H-4-oxa-5,6a-diaza-cyclobuta[a]pentalene 
• 116298-53-4 (2aR,2bS,6R)-2a-Methyl-6-phenyl-2,2a,2b,3-tetrahydro-1H,6H-4-oxa-5,6a-diaza-cyclobuta[a]pentalene 
• 110911-03-0 (2-Methyl-2-vinyl-azetidin-1-yl)-phenyl-acetaldehyde oxime 
• 120783-57-5 6-phenyl-2,3,4,5-tetrahydrofuranyl<3,4-c>isoxazole 
• 132439-89-5 trans-6-phenyl-2,3,4,5-tetrahydrofuranyl<3,4-c>-4,5-dihydroisoxazole 
• 120783-47-3 α-(allyloxy)phenylacetaldoxime 
• 127533-36-2 2-phenyl-5-hexen-1-al oxime 
• 110911-02-9 C₁₇H₂₆N₂OSi 

Relevant articles and documents

Conversion of Unsaturated Alcohols into Functionalized Tetrahydrofurans and Tetrahydropyrans via Nitrile Oxide Dipolar Cycloadditions

The intramolecular nitrile oxide cycloaddition (INOC) of a series of unsaturated oximino ethers has been investigated.The synthesis of the olefinic nitrile oxides involves treating an unsaturated alcohol with a α-bromoalkanal O-(trimethylsilyl)oxime in the presence of fluoride ion followed by subsequent sodium hypochlorite oxidation.The nitrile oxides were not isolated but spontaneously underwent intramolecular cycloaddition to give fused five- and six-membered ring ethers.The preferred stereoisomer in the formation of the five-membered ring ethers is trans, whereasin the six-membered ring ethers the cis isomer predominates.MM2 calculations help rationalize the observed stereoselectivity.The ratio of diastereomeric products from the INOC reaction appears to correlate with product stabilities.Simple heating of some of the oximino ethers led to intramolecular cycloaddition.The ring closure apparently proceeds subsequent to a tautomeric equilibration of the oxime with a transient nitrone which is trapped by the neighboring ?-bond.

Molecular Mechanics Calculations and the Stereochemical Course of Intramolecular Dipolar Cycloadditions of Nitrile Oxides

The intramolecular nitrile oxide cycloaddition of a series of 4-vinyl N-substituted β-lactams has been investigated.The synthesis of the olefinic nitrile oxides involves treating a 4-vinylazetidinone with a dibromoalkane.The resulting bromo lactam was con

α-BROMINATION OF ALDOXIMES. A ROUTE TO FUSED AZETIDINES.

Unlike aldehydes and aldoximes, O-silylated aldoximes 2 are smoothly α-brominated with NBS to produce 3, useful intermediates in the conversion to vinylnitroso species or in α-substitution reactions.For instance,3 + 9 * 10 provided precursors for nitrile