Levodione

HCID 10176229

基本情報

CAS: 60046-49-3
標準SMILES: C[C@@H]1CC(=O)CC(C)(C)C1=O
InChIKey: HVHHZSFNAYSPSA-ZCFIWIBFSA-N
分子式: C9H14O2
平均分子量: 154.21 g/mol
単同位体質量: 154.09937969

概要

Levodione is a member of the class of cyclohexanones that is cyclohexane-1,4-dionecarrying a gem-dimethyl group at position 2 and an additional methyl substituent at position 6 (the R-enantiomer). It has a role as a bacterial metabolite. It is functionally related to a cyclohexane-1,4-dione.

名称と識別子

優先名称: Levodione
IUPAC: (6R)-2,2,6-trimethylcyclohexane-1,4-dione
英語名: 2,2,6-Trimethyl-1,4-cyclohexandion
分子式: C9H14O2
分子量: 154.21

名称と別名

Levodione60046-49-3dihydrooxoisophorone(6r)-2,2,6-trimethylcyclohexane-1,4-dione(R)-2,2,6-TRIMETHYL-1,4-CYCLOHEXANEDIONECHEBI:86400DTXSID601335381DOIP CPDRefChem:153198DTXCID201765138(6R)-Levodione(6r)-2,2,6-trimethyl-1,4-cyclohexanedione

名称をさらに表示

2,2,6-Trimethyl-1,4-cyclohexandion1,4-Cyclohexanedione, 2,2,6-trimethyl-, (6R)-

(r)-2,2,6-trimethylcyclohexane-1,4-dione(-)-(6R)-2,2,6-trimethyl-1,4-cyclohexandione[6R]-2,2,6-trimethyl-1,4-cyclohexanedioneLevodione; (6R)-2,2,6-Trimethyl-1,4-cyclohexanedione; (-)-(6R)-2,2,6-Trimethyl-1,4-cyclohexanedione; (6R)-2,2,6-Trimethylcyclohexane-1,4-dione; (R)-2,2,6-Trimethyl-1,4-cyclohexanedione;SCHEMBL774113HVHHZSFNAYSPSA-ZCFIWIBFSA-NDB-235234Q27159134

データベース識別子

CAS: 60046-49-3
PubChem CID: 10176229
DTXSID: DTXSID601335381
ChEBI: CHEBI:86400
Nikkaji: J946.010A

物性

構造計算による物性

XLogP: 0.9
極性表面積: 34.1 Å²
水素結合供与体数: 0
水素結合受容体数: 2
回転可能結合数: 0
重原子数: 11
形式電荷: 0
複雑度: 204

物理化学的性質

融点: 91 · 91-92 °C
沸点: 236.406 · 236.406±33.00 °C(Press: 760.00 Torr)(predicted)
比重(密度): 0.977 · 0.977±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
溶解性: ジクロロメタン;メタノール;酢酸エチル;
外見: 個体
色: オフホワイト

化学と産業

応用分野

使用(6R)-Levodione is an intermediate used in the synthesis of Xanthoxin (X742550), which is a growth inhibitor in plants.

調製方法 · 1 件

純化方法It is obtained from fermentation and is purified by recrystallisation from diisopropyl ether. [ORD: Leuenberger et al. Helv Chim Acta 59 1832 1976.] The racemate has m 65-67o, and the 4-(4-phenyl)semicarbazone has m 218-220o (from CH2Cl2/MeOH) [Isler et al. Helv Chim Acta 39 2041 1956, Beilstein 7 IV 2032.]