503-93-5

Basic information

• Product Name: 2,6,6-TRIMETHYL-2,4-CYCLOHEPTADIEN-1-ONE
• Synonyms: 2,4-Cycloheptadien-1-one, 2,6,6-trimethyl-;2,6,6-TRIMETHYL-2,4-CYCLOHEPTADIEN-1-ONE;2,4-Cycloheptadien-1-one,2;Eucarvon;2,6,6-trimethylcyclohepta-2,4-dien-1-one;2,6,6-TRIMETHYL-CYCLOHEPTA-2,4-DIENONE
• CAS NO: 503-93-5
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22
• Mol File: 503-93-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 82°C 10mm
• Flash Point: 90.3°C
• Appearance: /
• Density: 0,95 g/cm3
• Vapor Pressure: 0.08mmHg at 25°C
• Refractive Index: 1.5070-1.5100
• CAS DataBase Reference: 2,6,6-TRIMETHYL-2,4-CYCLOHEPTADIEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6,6-TRIMETHYL-2,4-CYCLOHEPTADIEN-1-ONE(503-93-5)
• EPA Substance Registry System: 2,6,6-TRIMETHYL-2,4-CYCLOHEPTADIEN-1-ONE(503-93-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 503-93-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 82, p. 4333, 1960 DOI: 10.1021/ja01501a052Tetrahedron Letters, 22, p. 645, 1981 DOI: 10.1016/S0040-4039(01)92512-2

InChI:InChI=1/C10H14O/c1-8-5-4-6-10(2,3)7-9(8)11/h4-6H,7H2,1-3H3

Upstream product

• 20536-50-9 (-)-(1S,2S,5S)-2-hydroxy-pinan-3-one 
• 144-62-7 oxalic acid 
• 67-64-1 acetone 
• 5989-27-5 D-limonene 
• 64-19-7 acetic acid 
• 13466-78-9 3-carene 
• 81800-50-2 3,7,7-trimethylbicyclo(4,1,0)hept-3-en-5-one 
• 28226-49-5 4,7,7-trimethyl-bicyclo[4.1.0]-4-hepten-3-one 
• 107493-44-7 3,7,7-trimethyl-bicyclo[4.1.0]-3-hepten-2-one 

Downstream Products

• 597-43-3 2,2-dimethylsuccinic acid 
• 499-75-2 carvacrol 
• 4395-79-3 2-chloro-p-cymene 
• 101436-18-4 3,7,7-trimethyl-2-phenyl-cyclohepta-1,3,5-triene 
• 1845-27-8 2,6,6-trimethyl-cyclohepta-2,4-dienone-(2,4-dinitro-phenylhydrazone) 
• 2952-04-7 1,4,4-Trimethyl-bicyclo<5,1,0>octen-(5)-on-(2) 
• 19380-33-7 2,6,6,8a-tetramethyl-3ξ-phenyl-(3ar,8ac)-2,3,3a,6,7,8a-hexahydro-cyclohepta[d]isoxazol-8-one 
• 81532-20-9 2,6,6-trimethyl-1-(1'-(phenylthio)cyclopropyl)-2,4-cycloheptadienol 
• 101657-21-0 Bicyclo-<4.1.0>-3,7,7-trimethyl-2-trityloxy-heptadien-(2,4) 
• 6150-43-2 asiarinol A 
• 68070-83-7 1,4,4-trimethyl-9-phenyl-8-oxa-9-azabicyclo[3.2.2]non-6-en-2-one 

Relevant articles and documents

Method of preparing 3-isopropyl-5-cresol and carvacrol with 3-carene

The invention discloses a method of preparing 3-isopropyl-5-cresol and carvacrol with 3-carene. The method comprises the following steps that 3-carene is reacted with oxygen at a room temperature to produce a product I under the catalysis of CrO3-Al2O3, wherein the product I is prepared from the main components including 5-carone, 2-carone and 4-carone with the selectivity ratio being about 10.8 to 3.5 to 1.0; the product I is distilled to recover 3-carene, wherein the recovery rate is larger than 80 percent, and the recovery purity is larger than 94 percent; the residual components are converted to a product II at 230 DEG C under catalysis of a 13X type molecular sieve, and reduced pressure distillation is performed on the product II to obtain a mixed phenol product with the purity largerthan 96 percent, wherein the product II is prepared from the main components including 3-isopropyl-5-cresol and carvacrol, the raw material conversion rate is 100 percent, the total selectivity of phenolic products can reach 98 percent, and the selectivity ratio of the two phenolic products is about 2.2 to 1.0; and column chromatography isolation is performed on the product II to obtain 3-isopropyl-5-cresol and carvacrol with the purities larger than 97 percent respectively.

Metal Catalysed Rearrangements in Monoterpene Series: Thallium(III) Oxidation of Δ3-Carene

The action of Tl(III) acetate on Δ3-carene has been studied and its mode of action correlated with that of other soft acids like Hg(II) and Pb(IV) acetates.