66323-99-7

Basic information

• Product Name: Silane, trimethyl[(1-phenyl-1-propenyl)oxy]-, (Z)-
• Synonyms: ((Z)-1-phenylprop-1-enyloxy)trimethylsilane;(Z)-1-phenyl-1-(trimethylsilyloxy)-1-propene;Trimethyl-((Z)-1-phenyl-propenyloxy)-silane;(Z)-2-methyl-1-trimethylsiloxy-1-phenylethene;(Z)-trimethyl((1-phenylprop-1-en-1-yl)oxy)silane;(Z)-trimethyl-(1-phenylprop-1-enyloxy)silane;(Z)-trimethyl{(1-phenyl-1-propenyl)oxy}silane
• CAS NO: 66323-99-7
• Molecular Formula: C12H18OSi
• Molecular Weight: 206.36
• Mol File: 66323-99-7.mol
• Article Data: 46

Chemical Properties

• Boiling Point: 56 - 58 °C (1 mmHg)
• CAS DataBase Reference: Silane, trimethyl[(1-phenyl-1-propenyl)oxy]-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, trimethyl[(1-phenyl-1-propenyl)oxy]-, (Z)-(66323-99-7)
• EPA Substance Registry System: Silane, trimethyl[(1-phenyl-1-propenyl)oxy]-, (Z)-(66323-99-7)

Safety Data

• Hazardous Substances Data: 66323-99-7(Hazardous Substances Data)

Upstream product

• 5796-98-5 bis-trimethylsilanyl peroxide 
• 31076-47-8 [(1E)-1-bromoprop-1-en-1-yl]benzene 
• 38858-73-0 1-phenyl-1-trimethylsiloxycyclopropane 
• 75-77-4 chloro-trimethyl-silane 
• 93-55-0 1-phenyl-propan-1-one 
• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 19917-00-1 trimethyl[(1-phenyl-2-propenyl)oxy]silane 
• 762-72-1 allyl-trimethyl-silane 
• 78279-92-2 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-diaza-2,5-cyclo-hexadiene 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 25310-92-3 propiophenone dimethyl acetal 
• 115262-00-5 [chloro(difluoro)methyl]trimethylsilane 
• 5908-41-8 benzoyltrimethylsilane 
• 6378-07-0 ethyl (p-tolyl)sulfoxide 

Downstream Products

• 28403-86-3 1-phenyl-2-(phenylthio)propan-1-one 
• 90288-85-0 t-3-Methyl-c-2-phenyl-t-2-(trimethylsiloxy)-r-1-cyclopropancarbonsaeure-methylester 
• 90288-85-0 c-3-Methyl-t-2-phenyl-c-2-(trimethylsiloxy)-r-1-cyclopropancarbonsaeure-methylester 
• 92863-93-9 1-phenyl-2-(tetrahydropyran-2-yl)-propan-1-one 
• 82053-26-7 threo-2-(tetrahydropyran-2-yl)-1-phenylpropan-1-one 
• 82053-26-7 erythro-2-(tetrahydropyran-2-yl)-1-phenylpropan-1-one 
• 143585-36-8 trans-4,5-Dihydro-4-methyl-5-(3-oxo-3-phenyl-2-propyl)-2(3H)-furanone 
• 143585-36-8 cis-4,5-Dihydro-4-methyl-5-(3-oxo-3-phenyl-2-propyl)-2(3H)-furanone 
• 72458-56-1 1-Phenyl-2-(trimethylsiloxysulfonyl)-1-propanon 
• 47074-06-6 2-Methyl-1,5-diphenyl-1,5-pentanedione 
• 64274-26-6 4-methyl-N-(1-oxo-1-phenylpropan-2-yl)benzene sulfonamide 
• 98990-64-8 4-Nitro-benzenesulfonic acid 1-methyl-2-oxo-2-phenyl-ethyl ester 
• 160084-50-4 3-Hydroxy-3-(2-hydroxy-phenyl)-2-methyl-1-phenyl-propan-1-one 
• 53190-01-5 3-hydroxy-2-methyl-1,3-diphenyl-1-butanone 

Relevant articles and documents

Kinetic enolate formation by lithium arylamide: Effects of basicity on selectivity

Five ketones R1COCH2R2 (1a-e) were enolized in tetrahydrofuran solvent employing lithium arylamides with different electron-withdrawing and -donating substituents on the phenyl ring (4a-e). Enolate selectivity is unaffecte

Highly Steroselective Kinetic Enolate Formation: Steric vs Electronic Effects

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β-Diazocarbonyl Compounds: Synthesis and their Rh(II)-Catalyzed 1,3 C?H Insertions

Herein, we describe the first electrophilic diazomethylation of ketone silyl enol ethers with diazomethyl-substituted hypervalent iodine reagents that gives access to unusual β-diazocarbonyl compounds. The potential of this unexplored class of diazo compounds for the development of new reactions was demonstrated by the discovery of a rare Rh-catalyzed intramolecular 1,3 C?H carbene insertion that led to complex cyclopropanes with excellent stereocontrol.

The Cyclopropane Ring as a Reporter of Radical Leaving-Group Reactivity for Ni-Catalyzed C(sp3)-O Arylation

The ability to understand and predict reactivity is essential for the development of new reactions. In the context of Ni-catalyzed C(sp3)-O functionalization, we have developed a unique strategy employing activated cyclopropanols to aid the design and optimization of a redox-active leaving group for C(sp3)-O arylation. In this chemistry, the cyclopropane ring acts as a reporter of leaving-group reactivity, since the ring-opened product is obtained under polar (2e) conditions, and the ring-closed product is obtained under radical (1e) conditions. Mechanistic studies demonstrate that the optimal leaving group is redox-active and are consistent with a Ni(I)/Ni(III) catalytic cycle. The optimized reaction conditions are also used to synthesize a number of arylcyclopropanes, which are valuable pharmaceutical motifs.

Organosilicon Reducing Reagents for Stereoselective Formations of Silyl Enol Ethers from α-Halo Carbonyl Compounds

Salt-free stereoselective synthesis of silyl enol ethers was achieved by treating α-halo carbonyl compounds with 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-dihydropyrazine. In this reaction, easily removable trimethylsilyl halides and 2,3,5,6-tetramethylpyrazine were generated as the reaction byproducts. Due to the inertness of the reaction byproducts, we found a one-pot transformation of the in situ generated silyl enol ethers into various α-functionalized carbonyls by reaction with Togni-II reagent or aldehydes.