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CAS No.: | 79-76-5 |
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Name: | 4-(2,2-dimethyl-6-methylenecyclohexyl)-3-buten-2-one |
Article Data: | 3 |
Molecular Structure: | |
Formula: | C13H20 O |
Molecular Weight: | 192.301 |
Synonyms: | g-Ionone |
EINECS: | 201-223-8 |
Density: | 0.91 g/cm3 |
Boiling Point: | 267.8 °C at 760 mmHg |
Flash Point: | 112.3 °C |
PSA: | 17.07000 |
LogP: | 3.51410 |
(2,2-dimethyl-6-methylenecyclohexyl)methanol
1-triphenylphosphoranylidene-2-propanone
γ-ionone
Conditions | Yield |
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Stage #1: 2,2-dimethyl-6-methylenecyclohexanemethanol With oxalyl dichloride; dimethyl sulfoxide In dichloromethane at -78℃; for 3h; Inert atmosphere; Stage #2: With triethylamine In dichloromethane at -78 - 20℃; Inert atmosphere; Stage #3: 1-triphenylphosphoranylidene-2-propanone In toluene for 16h; Inert atmosphere; Reflux; | 67% |
Conditions | Yield |
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With manganese(IV) oxide In chloroform for 6h; Heating; |
γ-ionone
Conditions | Yield |
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Multi-step reaction with 2 steps 1: KOH / methanol / 20 °C 2: MnO2 / CHCl3 / 6 h / Heating View Scheme |
alpha-ionol
γ-ionone
Conditions | Yield |
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Multi-step reaction with 4 steps 1: 91 percent / pyridine / 6 h 2: propan-2-ol; xylene / 480 h / UV-irradiation 3: KOH / methanol / 20 °C 4: MnO2 / CHCl3 / 6 h / Heating View Scheme |
(2E)-1-methyl-3-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-propenyl acetate
γ-ionone
Conditions | Yield |
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Multi-step reaction with 3 steps 1: propan-2-ol; xylene / 480 h / UV-irradiation 2: KOH / methanol / 20 °C 3: MnO2 / CHCl3 / 6 h / Heating View Scheme |
methyl (+/-)-2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate
γ-ionone
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 3 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 2.3: 16 h / Inert atmosphere; Reflux View Scheme |
γ-ionone
4-(2',2'-Dimethyl-6'-methylidenecyclohexyl)butan-2-one
Conditions | Yield |
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Stage #1: γ-ionone With water; tri-n-butyl-tin hydride; ammonium chloride; 1-triphenylphosphoranylidene-2-propanone In tetrahydrofuran for 3h; Inert atmosphere; Stage #2: With sodium fluoride In water; ethyl acetate for 5h; Inert atmosphere; | 76% |
Conditions | Yield |
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(i) naphthalene/Li, THF, (ii) /BRN= 2690409/; Multistep reaction; |
γ-ionone
(E)-4-(5,5-Dimethyl-1-oxa-spiro[2.5]oct-4-yl)-but-3-en-2-one
Conditions | Yield |
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With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 4h; |
γ-ionone
Conditions | Yield |
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Multi-step reaction with 5 steps 1: MCPBA / CH2Cl2 / 4 h / 0 °C 2: 18.9 g / NaOMe / dimethylformamide / 3 h / 20 °C 3: Pseudomonas cepacia lipase PS / various solvent(s) 4: KOH / methanol / 20 °C 5: 93 percent / pyridine*SO3; Et3N / dimethylsulfoxide / 3 h View Scheme | |
Multi-step reaction with 5 steps 1: MCPBA / CH2Cl2 / 4 h / 0 °C 2: 18.9 g / NaOMe / dimethylformamide / 3 h / 20 °C 3: 28 percent / NaBH4 / methanol / 2 h / 0 °C 4: Pseudomonas cepacia lipase PS / various solvent(s) 5: pyridine*SO3; Et3N / dimethylsulfoxide / 3 h View Scheme |