90367-83-2

Basic information

• Product Name: tert-butyl 1-phenylethyl ether
• CAS NO: 90367-83-2
• Molecular Formula: C₁₂H₁₈O
• Molecular Weight: 178.2707
• Mol File: 90367-83-2.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 214.5°C at 760 mmHg
• Flash Point: 82.5°C
• Density: 0.912g/cm³
• Vapor Pressure: 0.227mmHg at 25°C
• Refractive Index: 1.485
• CAS DataBase Reference: tert-butyl 1-phenylethyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 1-phenylethyl ether(90367-83-2)
• EPA Substance Registry System: tert-butyl 1-phenylethyl ether(90367-83-2)

Safety Data

• Hazardous Substances Data: 90367-83-2(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 75-65-0 tert-butyl alcohol 
• 98946-18-0 tert-Butyl 2,2,2-trichloroacetimidate 
• 98-85-1 1-Phenylethanol 
• 585-71-7 (1-bromoethyl)benzne 
• 100-41-4 ethylbenzene 
• 2324-98-3 2,3,5,6-tetrafluoroanisole 
• 865-48-5 sodium t-butanolate 

Downstream Products

• 98-86-2 acetophenone 

Relevant articles and documents

Copper-Catalyzed Direct C-H Alkylation of Polyfluoroarenes by Using Hydrocarbons as an Alkylating Source

Construction of carbon-carbon bonds is one of the most important tools in chemical synthesis. In the previously established cross-coupling reactions, prefunctionalized starting materials were usually employed in the form of aryl or alkyl (pseudo)halides or their metalated derivatives. However, the direct use of arenes and alkanes via a 2-fold oxidative C-H bond activation strategy to access chemoselective C(sp2)-C(sp3) cross-couplings is highly challenging due to the low reactivity of carbon-hydrogen (C-H) bonds and the difficulty in suppressing side reactions such as homocouplings. Herein, we present the new development of a copper-catalyzed cross-dehydrogenative coupling of polyfluoroarenes with alkanes under mild conditions. Relatively weak sp3 C-H bonds at the benzylic or allylic positions, and nonactivated hydrocarbons could be alkylated by the newly developed catalyst system. A moderate-to-high site selectivity was observed among various C-H bonds present in hydrocarbon reactants, including gaseous feedstocks and complex molecules. Mechanistic information was obtained by performing combined experimental and computational studies to reveal that the copper catalyst plays a dual role in activating both alkane sp3 C-H bonds and sp2 polyfluoroarene C-H bonds. It was also suggested that the noncovalent π-πinteraction and weak hydrogen bonds formed in situ between the optimal ligand and arene substrates are key to facilitating the current coupling reactions.

CATALYTIC C-H BOND ACTIVATION FOR THE SYNTHESIS OF ETHERS AND THIOETHERS

Disclosed is a method for the transition metal-mediated oxidation of C-H bonds to form C-0 or C-S bonds. The methods are useful for the formation of ethers (R-OR') from alcohols, R'OH, and sp3 -hybridized C-H bonds in substrates, R-H. Aryl or heteroaryl acetates may also be used for C-H to C-OAr bond formation. The methods are also useful in the preparation of C-S bonds from acetyl-protected thiols, MeC(0)SR, and disulfides, RSSR. Advantageously, the methods minimize reaction steps, the handling of oxidized intermediates, and environmental impact.

Catalytic hydroalkoxylation of alkenes by iron(III) catalyst

Catalytic hydroalkoxylation of alkenes by iron(III) chloride in the presence of toluenesulfonic acid (TsOH) was developed in moderate to good yields up to 91%. Intramolecular cyclization of 5-hydroxyl pentene afforded 2-methyltetrahedronfuran in 63% yield.