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品質等級
化驗
97%
形狀
liquid
折射率
n20/D 1.469 (lit.)
bp
94 °C/23 mmHg (lit.)
密度
0.927 g/mL at 25 °C (lit.)
SMILES 字串
C=CCC1CCCCC1=O
InChI
1S/C9H14O/c1-2-5-8-6-3-4-7-9(8)10/h2,8H,1,3-7H2
InChI 密鑰
UPGHEUSRLZSXAE-UHFFFAOYSA-N
一般說明
2-Allylcyclohexanone is a β,γ-unsaturated ketone. Selective oxidation of 2-allylcyclohexanone by benzonitrile-hydrogen peroxide has been reported. Asymmetric synthesis of 2-alkylcyclohexanones by alkylation of cyclohexanone enamines (III) of L-proline ester derivatives has been described. Oxidation of 2-allylcyclohexanone by 90% hydrogen peroxide catalyzed by arsonated polystyrene has been studied.
應用
2-Allylcyclohexanone may be used in the synthesis of the following:
- bicyclo[3.3.1]non-2-en-9-one
- R-(-)-epilachnene, an antipode of the defensive droplets from the Mexican bean beetle, Epilachna varivestis
訊號詞
Warning
危險分類
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
標靶器官
Respiratory system
儲存類別代碼
10 - Combustible liquids
水污染物質分類（WGK）
WGK 3
閃點（°F）
235.4 °F - closed cup
閃點（°C）
113 °C - closed cup
個人防護裝備
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Stereochemical Studies. IX. Asymmetric Synthesis of 2-Alkylcyclo-hexanones with Enamine Alkylation.
Hiroi K, et al.
Chemical & Pharmaceutical Bulletin, 20, 246-257 (1972)
Bridget McCarthy Cole et al.
The Journal of organic chemistry, 61(22), 7832-7847 (1996-11-01)
Mn(III)-based oxidative free-radical cyclization of unsaturated ketones is a versatile synthetic procedure with broad applicability. For example, oxidation of cyclopentanone 1a with 2 equiv of Mn(OAc)(3).2H(2)O and 1 equiv of Cu(OAc)(2).H(2)O in AcOH at 80 degrees C for 1.5 h
A Modified Thermodynamically Controlled Deracemization of 2-Allylcyclohexanone and Its Application to Asymmetric Synthesis of (R)-(-)-Epilachnene.
Kaku H, et al.
Chemistry Letters (Jpn), 33(5), 516-517 (2004)
Biphase and triphase catalysis. Arsonated polystyrenes as catalysts in the Baeyer-Villiger oxidation of ketones by aqueous hydrogen peroxide.
Jacobson SE, et al.
Journal of the American Chemical Society, 101(23), 6938-6946 (1979)
A simplified procedure for epoxidation by benzonitrile-hydrogen peroxide. Selective oxidation of 2-allylcyclohexanone.
Payne GB.
Tetrahedron, 18(6), 763-765 (1962)
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