A Study of the Friedel-Crafts Synthesis with Alkoxychloroalkanes<sup>1</sup>

Mason, Clarence T.; Gist, Lewis A.

doi:10.1021/ja01154a044

Cited by 13 publications

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“…in a sealed tube the products wrere phosphorus trichloride and chlorination and decomposition products from the ether (238). Data for the system chloromethyl ether-arsenic trichloride indicate compound formation (394), as do experiments with aluminum chloride and chloromethyl butyl ether in carbon disulfide (260). Quite stable complexes are formed with mercuric chloride and some a-haloalkyl ethers (382).…”

Section: Roh + Chc1=cc10c2h6mentioning

confidence: 99%

The alpha-Haloalkyl Ethers

Summers¹

1955

Chem. Rev.

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Section: Roh + Chc1=cc10c2h6mentioning

confidence: 99%

The alpha-Haloalkyl Ethers

Summers¹

1955

Chem. Rev.

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“…The process involves the replacement of a halophenyl radical by a phenyl radical. XCeH4CH=CHCeH4X (C6H6)2CH-CH2C6H6 + 2C6H6X Mason and Gist (64) have contributed to the understanding of the Friedel-Crafts alkylation of benzene with alkoxychloroalkanes. The behavior of alkoxy-chloroalkanes in a Friedel-Crafts reaction with benzene under varying conditions is used to explain the apparent discrepancies found in the earlier literature.…”

Section: Rate = Aataicis] [Rc1] [C6h8]mentioning

confidence: 99%

Friedel-Crafts Reactions

Lacey¹

1954

Ind. Eng. Chem.

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During the past two years, Friedel-Crafts reactions have been a fertile field for research and have also produced notable commercial applications in the dyestuffs, intermediates, and polymer industries. Current research of a fundamental character has added to our knowledge of the groups in the isomerization niechamechanism of reaction and the function of intermediate complexes, particularly as applied to nism does not involve the formation isomerization, disproportionation, and alkylation. of a carbonium ion in the alkyl halide. For example, under the proper conditions for isomerization, with HE numerous and varied applications of the Friedel-Crafts either HAIBra or HBFl catalysts, n-propyl derivatives fail to give reactions, appearing in the literature in the past two years, any isopropyl compound. These changes are therefore Intra-

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Über α‐Halogenäther, III. Die Reaktion von Chlordimethyläther mit Acetylen

Bindácz¹,

Balog²

1960

Chem. Ber.

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Chlordimethyläther liefert, mit Acetylen in Gegenwart von Aluminiumchlorid umgesetzt, als Hauptprodukte Methyl‐[3‐chlor‐allyl]‐äther (I) und 1.3‐Dichlorpropen‐(1) (II). Das mit den Reaktionsbedingungen wechselnde Bildungsverhältnis dieser Produkte wird systematisch untersucht. Erhöhte Temperatur, längere Reaktionszeit und Gegenwart von Chlorwasserstoff begünstigen die Bildung von II, das seine Entstehung wahrscheinlich einer nachträglichen Einwirkung von Aluminiumchlorid auf primär gebildetes I verdankt.

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A Study of the Friedel-Crafts Synthesis with Alkoxychloroalkanes¹

Cited by 13 publications

References 0 publications

The alpha-Haloalkyl Ethers

The alpha-Haloalkyl Ethers

Friedel-Crafts Reactions

Über α‐Halogenäther, III. Die Reaktion von Chlordimethyläther mit Acetylen

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A Study of the Friedel-Crafts Synthesis with Alkoxychloroalkanes1

Cited by 13 publications

References 0 publications

The alpha-Haloalkyl Ethers

The alpha-Haloalkyl Ethers

Friedel-Crafts Reactions

Über α‐Halogenäther, III. Die Reaktion von Chlordimethyläther mit Acetylen

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A Study of the Friedel-Crafts Synthesis with Alkoxychloroalkanes¹