61899-98-7

Basic information

• Product Name: Methanone, (2,6,6-trimethyl-2-cyclohexen-1-ylidene)-
• Synonyms: 2,6,6-trimethyl-1-carbonyl-2-cyclohexene;2,6,6-Trimethyl-1-carbonylcyclohex-2-en;(2,6,6-trimethyl-1-cyclohex-2-enylidene)-methanone;2,6,6-trimethylcyclohex-2-en-1-ylidene ketene;(2,6,6-trimethyl-2-cyclohexen-1-ylidene)methanone;Methanone,(2,6,6-trimethyl-2-cyclohexen-1-ylidene)
• CAS NO: 61899-98-7
• Molecular Formula: C10H14O
• Molecular Weight: 150.221
• Mol File: 61899-98-7.mol

Chemical Properties

• Boiling Point: 185.5±7.0 °C(Predicted)
• Density: 0.90±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Methanone, (2,6,6-trimethyl-2-cyclohexen-1-ylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, (2,6,6-trimethyl-2-cyclohexen-1-ylidene)-(61899-98-7)
• EPA Substance Registry System: Methanone, (2,6,6-trimethyl-2-cyclohexen-1-ylidene)-(61899-98-7)

Safety Data

• Hazardous Substances Data: 61899-98-7(Hazardous Substances Data)

Upstream product

• 61899-99-8 2,6,6-trimethyl-2-hexene-1-carbonyl chloride 
• 459-80-3 geranic acid 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 4698-08-2 (E)-geranic acid 
• 564-24-9 (+/-)-α-cyclogeranic acid 

Downstream Products

• 49815-62-5 4-(2',6',6'-trimethyl-2'-cyclohexenyl)-1,6-heptadien-4-ol 
• 24720-09-0 α-damascone 
• 31089-90-4 1-(2',6',6'-trimethyl-2'-cyclohexenyl)-3-buten-1-one 
• 108893-70-5 C₁₃H₁₉⁽²⁾HO 
• 28102-28-5 (+)-(R)-α-damascone 
• 116497-11-1 (2E)-1-[(S)-2,6,6-trimethylcyclohex-2-enyl]but-2-en-1-one 
• 152428-66-5 (R)-2,6,6-Trimethyl-cyclohex-2-enecarbothioic acid S-phenyl ester 
• 151725-96-1 (S)-2,6,6-Trimethyl-cyclohex-2-enecarbothioic acid S-phenyl ester 
• 117760-32-4 vinyl 2,6,6-trimethylcyclohex-2-enoate carboxylate 
• 127036-15-1 n-butyl 2,6,6-trimethylcyclohex-2-enoate carboxylate 
• 14505-74-9 α-cyclocitral 
• 564-24-9 (+/-)-α-cyclogeranic acid 
• 471-90-9 2,6,6-trimethyl-cyclohex-1-enecarboxylic acid 
• 23696-85-7 1-(2,6,6-trimethyl-1,3-cyclohexadiene-1-yl)-2-butene-1-one 

Relevant articles and documents

Method for synthesizing beta-damascenone

The invention discloses a method for synthesizing beta-damascenone. The method mainly comprises the following steps: oxidizing citral through sodium chlorite; carrying out catalytic cyclization through concentrated phosphoric acid to obtain alpha-cyclogeranic acid; eliminating the alkalinity of the alpha-cyclogeranic acid under the action of thionyl chloride to obtain cyclogeranenone; carrying outaddition on the cyclogeranenone and allylmagnesium chloride and carrying out acidic isomerization to obtain alpha-damascenone; carrying out epoxidation on the alpha-damascenon through peroxyacetic acid, and carrying out alkaline ring opening through potassium carbonate; catalytically heating and dehydrating through para-toluenesulfonic acid to obtain the beta-damascenone. The method disclosed bythe invention has the advantages that raw materials are cheap and easy to obtain, reaction conditions are moderate and the operation is simple and convenient; another useful spice alpha-damascenone can be synchronously synthesized and the method is a method which is suitable for industrial production of the beta-damascenone.

HETEROCUMULENES IN ACYLATION REACTIONS. 1. MECHANISM OF ACID HYDROLYSIS OF 2,6,6-TRIMETHYL-1-CARBONYLCYCLOHEX-2-ENE AND ITS THIO AND N-ISOPROPYLIMINO ANALOGS

It was established that γ-protonation of the substrate takes place preferentially during the acid hydrolysis of 2,6,6-trimethyl-1-carbonylcyclohex-2-ene and its thio and N-isopropylimino analogs.The contribution from γ-protonation increases with increase in the polarity of the medium, the activity of H+, and the electronegativity of the heteroatom.The experimental results were confirmed by theoretical calculations (MNDO).