879286-37-0

Basic information

• Product Name: Benzenemethanol, 2-(phenylethynyl)-a-[(trimethylsilyl)ethynyl]-
• CAS NO: 879286-37-0
• Molecular Formula: C20H20OSi
• Molecular Weight: 304.464
• Mol File: 879286-37-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, 2-(phenylethynyl)-a-[(trimethylsilyl)ethynyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 2-(phenylethynyl)-a-[(trimethylsilyl)ethynyl]-(879286-37-0)
• EPA Substance Registry System: Benzenemethanol, 2-(phenylethynyl)-a-[(trimethylsilyl)ethynyl]-(879286-37-0)

Safety Data

• Hazardous Substances Data: 879286-37-0(Hazardous Substances Data)

Upstream product

• 536-74-3 phenylacetylene 
• 26260-02-6 2-iodobenzaldehyde 
• 59046-72-9 o-(phenylethynyl)benzaldehyde 
• 1066-54-2 trimethylsilylacetylene 

Downstream Products

• 1310529-78-2 1-[2-(2-phenylethynyl)phenyl]-3-(trimethylsilyl)prop-2-ynyl benzoate 
• 1310529-83-9 4,4-dimethyl-1-[2-(phenylethynyl)phenyl]-3-(trimethylsilyl)pent-1,2-diene 
• 1310529-79-3 4,4-dimethyl-1-[2-(phenylethynyl)phenyl]-penta-1,2-diene 
• 1422529-06-3 trimethyl(3-(2-(phenylethynyl)phenyl)-1-m-tolylpropa-1,2-dienyl)silane 
• 1215270-06-6 1-[2-(2-phenylethynyl)phenyl]-prop-2-ynyl methyl ether 
• 1252926-35-4 1-[2-(phenylethynyl)phenyl]-3-(trimethylsilyl)prop-2-yn-1-yl acetate 
• 280763-60-2 1-[2-(2-phenyl-1-ethynyl)phenyl]-2-propyn-1-one 
• 879286-42-7 10-[3-hydroxy-3-(2-phenylethynyl-phenyl)-prop-1-ynyl]-11-phenyl-11H-benzo[b]fluoren-11-ol 
• 879286-43-8 3-(11-hydroxy-11-phenyl-11H-benzo[b]fluoren-10-yl)-1-(2-phenylethynyl-phenyl)-propynone 
• 879286-41-6 1-phenyl-1,6-bis-(2-phenylethynyl-phenyl)-hexa-2,4-diyne-1,6-diol 
• 879286-38-1 1-phenyl-1-(2-phenylethynyl-phenyl)-prop-2-yn-1-ol 
• 879286-40-5 3-iodo-1-(2-phenylethynyl-phenyl)-prop-2-yn-1-ol 
• 280763-58-8 1-[2-(2-phenyl-1-ethynyl)phenyl]-3-(trimethylsilyl)-2-propyn-1-one 
• 183312-49-4 1-(2-(phenylethynyl)phenyl)prop-2-yn-1-ol 

Relevant articles and documents

TRACELESS DIRECTING GROUPS IN RADICAL CASCADES: FROM OLIGOALKYNES TO FUSED HELICENES WITHOUT TETHERED INITATORS

The present disclosure is directed to a traceless directing group in a radical cascade. The chemo- and regioselectivity of the initial attack in skipped oligoalkynes is controlled by a propargyl alkoxy moiety. Radical translocations lead to the boomerang return of radical center to the site of initial attack where it assists to the elimination of the directing functionality via β-scission in the last step of the cascade. In some aspects, the reaction of the present invention is catalyzed by a stannane moiety, which allows further via facile reactions with electrophiles as well as Stille and Suzuki cross-coupling reactions. This selective radical transformation opens a new approach for the controlled transformation of skipped oligoalkynes into polycyclic ribbons of tunable dimensions.

Nonstatistical dynamic effects in the thermal C2-C6 Diels-Alder cyclization of enyne-allenes

The Diels-Alder (DA) reaction channel of the thermal C2-C 6 (Schmittel) cyclization of enyne-allenes is studied computationally and experimentally evaluating the influence of temperature on product ratios. Remote substituents at the alkyne terminus influence the mechanism of the C 2-C6/DA cyclization steering it either to a stepwise or a concerted course. Temperature independent product ratios, selectivity of product formation, and computational results obtained at (U)BLYP/6-31G(d) level unveil a mechanism that is strongly controlled by nonstatistical dynamics.

Classical versus nonstatistical behavior in the C2-C 6/ene cyclization of enyne-allenes: Intramolecular kinetic isotope effects and radical clock reactions

The effects of aryl groups on the mechanism of the C2-C 6/ene cyclization of enyne-allenes were studied by means of radical clock openings and intramolecular kinetic isotope effects. Upon attachment of a single aryl group at either the alkyne or the allene terminus, the thermal reaction proceeds by a stepwise mechanism that shows significant nonstatistical dynamic effects. Despite this, we were able to intercept the intermediate diradical intramolecularly by using the ultrafast diphenylcyclopropyl radical clock reaction. When aryl groups were present at both the alkyne and allene termini, the intramolecular kinetic isotope effects were consistent with a classical stepwise mechanism. The present study thus demonstrates the shift in reaction mechanism from a nonstatistical stepwise mechanism to a classical stepwise behavior, depending on the substituents. Georg Thieme Verlag Stuttgart - New York.