128011-28-9

Basic information

• Product Name: 8-acetylamino-p-menth-6-en-2-one
• Synonyms: 8-acetylamino-p-menth-6-en-2-one
• CAS NO: 128011-28-9
• Molecular Weight: 209.288
• Mol File: 128011-28-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 8-acetylamino-p-menth-6-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 8-acetylamino-p-menth-6-en-2-one(128011-28-9)
• EPA Substance Registry System: 8-acetylamino-p-menth-6-en-2-one(128011-28-9)

Safety Data

• Hazardous Substances Data: 128011-28-9(Hazardous Substances Data)

Upstream product

• 6485-40-1 (R)-Carvone 
• 75-05-8 acetonitrile 
• 29333-17-3 2α-hydroxy-2,6,6-trimethylbicyclo<3.1.1>heptan-3-one 

Relevant articles and documents

The Ritter reaction of terpenes. Part 3. Investigation of carvone and related compounds

The Ritter reaction of (R)-carvone (1), cis-carveol (2) and carvyl ethers 3 and 4 was investigated. For ketone 1 formation of 8-amido-6-p-menthen-2-ones (7-12) in moderate yields was observed. Alcohol 2 gave, depending on the reaction conditions, 2-amido-6,8(9)-p-menthadienes, 2-amido-4(8),6-p-menthadienes and/or 2,8-diamido-6-p-menthenes. Ethers 3 and 4 underwent cleavage to almost the same amides as it was observed for cis-carveol (2). Additionally, tertiary phenylcarveol (5) under similar conditions furnished 6-acetamido-2-phenyl-1,8(9)-p-menthadiene (28) as a result of dehydration, followed by migration of a double bond. The proposed mechanisms of the reactions are presented.

TRANSFORMATIONS OF 2α-HYDROXY-2,6,6-TRIMETHYLBICYCLO-HEPTAN-3-ONE UNDER CONDITIONS OF ACID CATALYSIS

The transformation of 2α-hydroxy-2,6,6-trimethylbicycloheptan-3-one under the conditions of acid catalysis have been studied.It has been shown that this compound can be used for the synthesis of products of various structures: a bridged bicyclic lactone (1,8,8-trimethyl-2-oxabicyclooctan-3-one), an aromatic compound (carvacrol), and nitrogen-containing derivatives of p-menthane such as 8-acylamino-p-menth-6-en-2-ones.The structures of the compounds synthesized were shown by the results of 1H and 13C NMR spectroscopies.