1-tetralone
Sign in to saveAlso known as alpha-tetralone, α-tetralone
1-Tetralone is a bicyclic aromatic hydrocarbon and a ketone. In terms of its structure, it can also be regarded as benzo-fused cyclohexanone. It is a colorless oil with a faint odor. It is used as starting material for agricultural and pharmaceutical agents. The carbon skeleton of 1-tetralone is found in natural products such as Aristelegone A (4,7-dimethyl-6-methoxy-1-tetralone) from the family of Aristolochiaceae used in traditional Chinese medicine.
Wikidata facts
- Mass
- 146.073
Show 5 more facts
- chemical formula
- C₁₀H₁₀O
- canonical SMILES
- C1CC2=CC=CC=C2C(=O)C1
- melting point
- 7.0
- has characteristic
- bitterness
- Commons category
- 1-Tetralone
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Encyclopedic overview
7 sectionsContents
- Preparation
- By oxidation of 1,2,3,4-tetrahydronaphthalene
- By Friedel-Crafts reactions
- Reactions
- Applications
- Safety
- References
1-Tetralone is a bicyclic aromatic hydrocarbon and a ketone. In terms of its structure, it can also be regarded as benzo-fused cyclohexanone. It is a colorless oil with a faint odor. It is used as starting material for agricultural and pharmaceutical agents. The carbon skeleton of 1-tetralone is found in natural products such as Aristelegone A (4,7-dimethyl-6-methoxy-1-tetralone) from the family of Aristolochiaceae used in traditional Chinese medicine.
== Preparation == ===By oxidation of 1,2,3,4-tetrahydronaphthalene=== As already described in 1933 by Heinrich Hock, 1,2,3,4-tetrahydronaphthalene tends to autoxidize and gradually forms the 1-hydroperoxide with atmospheric oxygen. The heavy metal ion catalyzed air oxidation of 1,2,3,4-tetrahydronaphthalene with Cr3+ or Cu2+ in the liquid phase leads via the hydroperoxide to a mixture of the intermediate 1-tetralol and the final product 1-tetralone.
Excerpted from Wikipedia’s “1-tetralone” article, available under the CC BY-SA 4.0 licence.
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