Published 1970 | Version v1
Journal article Metadata-only

[1-¹³C] Naphthalene: Synthesis, NMR Spectra, ESR Spectrum of the Radical Anion, and Attempts at Automerization

Creators

  • 1. Heidelberg Univ. (F.R. Germany). Organisch-Chemisches Inst.

Description

[1‐13 C]Naphthalene was synthesized from [1‐13 C]‐4‐Phenylbutyric acid (from 1‐bromo‐3‐phenylpropane and [13 C] carbon dioxide), [1‐13 C]Tetralone, and [1‐13 C]Tetralin. 1 H‐NMR and 13 C‐NMR spectra as well as the ESR spectrum of the radical anion are discussed. Using the aforementioned three magnetic resonance methods, it was shown that an aluminum chloride-catalyzed automerization of naphthalene does not occur under the conditions specified in the literature.

Abstract (German)

[1‐ 13 C]Naphthalin wurde über [1‐ 13 C]‐4‐Phenyl‐buttersäure (aus 1‐Brom‐3‐phenyl‐propan und [ 13 C] Kohlendioxid), [1‐ 13 C]Tetralon und [1‐ 13 C]Tetralin synthetisiert. 1 H‐HMR‐und 13 C‐NMR‐Spektren sowie das ESR‐Spektrum des Radikalanions werden diskutiert. Mit Hilfe der genannten drei magnetischen Resonanzmethoden wurde gezeigt, daß eine durch Aluminiumchlorid katalysierte Automerisation des Naphthalins unter den in der Literatur angegebenen 10,12 Bedingungen nicht erfolgt.

Additional details

Additional titles

Original title (German)

[1-¹³C] Naphthalin: Synthese, NMR-Spektren, ESR-Spektrum des Radikalanions und Automerisationsversuche

Identifiers

DOI
10.1002/cber.19701030413;

Publishing Information

Journal Title
Chemische Berichte
Journal Volume
103
Journal Issue
4
Series
Chem. Ber.
Journal Page Range
1095-1100
ISSN
0009-2940

INIS

Country of Publication
Germany
Country of Input or Organization
Germany
INIS RN
1000342
Subject category
S07: ISOTOPES AND RADIATION SOURCES;
Descriptors DEI
ACTIVATED CARBON; BARIUM CARBONATE; BUTOXY RADICALS; CARBON 13; CARBON DIOXIDE; CATALYSTS; CHEMICAL REACTIONS; DEHYDROGENATION; ELECTRON SPIN RESONANCE; GRIGNARD REAGENTS; HYDROGEN 1; ISOMERS; LABELLED COMPOUNDS; NAPHTHALENE; NUCLEAR MAGNETIC RESONANCE; ORGANIC BROMINE COMPOUNDS; PALLADIUM; PHENYL RADICALS; PHOSPHORIC ACID; PREPARATION; PROPANE; REDUCTION; RING CLOSURE; TETRALIN

Optional Information

Notes
22 refs.; Updated automatically by Metadata and Full-Text Enrichment Agent