Rearrangement of 2-Methylbutane-1-C¹⁴ over Aluminum Bromide^1,2

Journal Article · Tue Jul 01 00:00:00 EDT 1952 · Journal of the American Chemical Society

DOI:https://doi.org/10.1021/ja01134a034· OSTI ID:4386367

Roberts, John D. ^[1]; Coraor, George R. ^[1]

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1. Massachusetts Inst. of Technology (MIT), Cambridge, MA (United States)

Liquid-phase rearrangement of 2-methylbutane-l-C¹⁴ at room temperature over water-promoted aluminum bromide appears to yield 2-methylbutane-4-C¹⁴ considerably more rapidly than 2-methylbutane-2(or 3)-C¹⁴. Very extensive rearrangement of C¹⁴ was observed in the conversion of 2-methylbutane-l-C¹⁴ to t-amyl bromide by treatment with t-butyl bromide and aluminum bromide even with a contact time of about 0.005 sec. Finally, photochemical vapor-phase halogenations of isopentane were found to give essentially pure t-amyl bromide with bromine and a serious mixture of products with chlorine.

• Research Organization: Massachusetts Inst. of Technology (MIT), Cambridge, MA (United States). Laboratory for Nuclear Science and Engineering
• Sponsoring Organization: US Atomic Energy Commission (AEC)
• NSA Number: NSA-06-004472
• OSTI ID: 4386367
• Report Number(s): NYO--775
• Journal Information: Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 14 Vol. 74; ISSN 0002-7863
• Publisher: American Chemical Society (ACS)
• Country of Publication: United States
• Language: English

Related Subjects

ALKANES
ALUMINUM BROMIDES
BROMINATED HYDROCARBONS
BROMINE
BUTANE
BUTYL RADICALS
CARBON 14
CHEMICAL REACTIONS
CHEMISTRY
CHLORINE
ISOTOPIC EXCHANGE
LABELLED COMPOUNDS
LIQUIDS
MEASURED VALUES
METHYL RADICALS
MIXING
ORGANIC BROMINE COMPOUNDS
PENTANE
PHOTOCHEMISTRY
TEMPERATURE
WATER