15359-96-3

Basic information

• Product Name: tert-butyl 2-methylphenyl ether
• Synonyms: tert-butyl 2-methylphenyl ether;NISTC15359963;1-tert-Butoxy-2-methylbenzene;2-tert-Butoxytoluene;tert-Butyl o-tolyl ether;Benzene, 1-(1,1-dimethylethoxy)-2-methyl-
• CAS NO: 15359-96-3
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.24414
• Mol File: 15359-96-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 213.6 °C at 760 mmHg
• Flash Point: 83.8 °C
• Appearance: /
• Density: 0.916 g/cm³
• Vapor Pressure: 0.237mmHg at 25°C
• Refractive Index: 1.487
• CAS DataBase Reference: tert-butyl 2-methylphenyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 2-methylphenyl ether(15359-96-3)
• EPA Substance Registry System: tert-butyl 2-methylphenyl ether(15359-96-3)

Safety Data

• Hazardous Substances Data: 15359-96-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H16O/c1-9-7-5-6-8-10(9)12-11(2,3)4/h5-8H,1-4H3

Upstream product

• 95-48-7 ortho-cresol 
• 115-11-7 isobutene 
• 99-65-0 meta-dinitrobenzene 
• 615-37-2 ortho-methylphenyl iodide 
• 865-47-4 potassium tert-butylate 
• 507-20-0 tertiary butyl chloride 
• 95-46-5 2-methylphenyl bromide 
• 865-48-5 sodium t-butanolate 
• 95-49-8 2-methylchlorobenzene 

Downstream Products

• 95-48-7 ortho-cresol 

Relevant articles and documents

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PROCESS FOR PRODUCING PHOSPHONIUM BORATE COMPOUND, NOVEL PHOSPHONIUM BORATE COMPOUND, AND METHOD OF USING THE SAME

The invention relates to a phosphonium borate compound represented by Formula (I) (hereinafter, the compound (I)). The invention has objects of providing (A) a novel process whereby the compound is produced safely on an industrial scale, by simple reaction operations and in a high yield; (B) a novel compound that is easily handled; and (C) novel use as catalyst. ????????Formula (I) : (R1)(R2)(R3)PH·BAr4?????(I) wherein R1, R2, R3 and Ar are as defined in the specification. The process (A) includes reacting a phosphine with a) HCl or b) H2SO4 to produce a) a hydrochloride or b) a sulfate; and reacting the salt with a tetraarylborate compound. The compound (B) has for example a secondary or tertiary alkyl group as R1 and is easily handled in air without special attention. The use (C) is characterized in that the compound (I) is used instead of an unstable phosphine compound of a transition metal complex catalyst for catalyzing C-C bond, C-N bond and C-O bond forming reactions and the compound produces an effect that is equal to that achieved by the transition metal complex catalyst.

Air stable, sterically hindered ferrocenyl dialkylphosphines for palladium-catalyzed C-C, C-N, and C-O bond-forming cross-couplings

Pentaphenylferrocenyl di-tert-butylphosphine has been prepared in high yield from a two-step synthetic procedure, and the scope of various cross-coupling processes catalyzed by complexes bearing this ligand has been investigated. This ligand creates a remarkably general palladium catalyst for aryl halide amination and for Suzuki coupling. Turnovers of roughly 1000 were observed for aminations with unactivated aryl bromides or chlorides. In addition, complexes of this ligand catalyzed the formation of selected aryl ethers under mild conditions. The reactions encompassed electron-rich and electron-poor aryl bromides and chlorides. In the presence of catalysts containing this ligand, these aryl halides coupled with acyclic or cyclic secondary alkyl- and arylamines, with primary alkyl- and arylamines, and with aryl- and primary alkylboronic acids. These last couplings provide the first general procedure for reaction of terminal alkylboronic acids with aryl halides without toxic or expensive bases. The ligand not only generates highly active palladium catalysts, but it is air stable in solution and in the solid state. Palladium(0) complexes of this ligand are also air stable as a solid and react only slowly with oxygen in solution.