(5R)-5-methyl-2-(propan-2-ylidene)cyclohexan-1-one

• ChemBase编号: 119045
• 分子式: C10H16O
• 平均质量: 152.23344
• 单一同位素质量: 152.12011513
• SMILES: C1(=C(C)C)C(=O)C[C@@H](CC1)C
• Canonical SMILES: C[C@@H]1CCC(=C(C)C)C(=O)C1
• InChI: InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1
• InChIKey: NZGWDASTMWDZIW-MRVPVSSYSA-N

名称和登记号

名称

• IUPAC标准名: (5R)-5-methyl-2-(propan-2-ylidene)cyclohexan-1-one
• IUPAC传统名: (+)-pulegone
• 别名: (+)-蒲勒酮; (+)-蒲勒酮; (R)-(+)-长叶薄荷酮; (R)-2-异亚丙基-5-甲基环己酮; 长叶薄荷酮; (R)-(+)-蒲勒酮; (R)-5-methyl-2-(propan-2-ylidene)cyclohexanone; p-Menth-4(8)-en-3-oneδ-4(8)-p-menthen-3-one(R)-2-Isopropylidene-5-methylcyclohexanone(R)-p-Menth-4(8)-en-3-one(R)-(+)-Pulegone; Pulegone; (+)-Pulegone; (+)-Pulegone; (R)-p-Menth-4(8)-en-3-one; (R)-2-Isopropylidene-5-methylcyclohexanone; p-Menth-4(8)-en-3-one; (R)-(+)-Pulegone; (5R)-5-Methyl-2-(1-methylethylidene)cyclohexanone; (R)-(+)-p-Menth-4(8)-en-3-one; Pulegon; Pulegone; d-Pulegone; NSC 15334; (R)-Pulegone

登记号

• CAS号: 89-82-7
• EC号: 201-943-2
• MDL号: MFCD00063000
• Beilstein号: 2040703
• PubChem SID: 24887985; 162102837; 24901423; 24898670; 24863438
• PubChem CID: 442495
• CHEBI ID: 35596
• Chemspider ID: 390923
• FEMA编号: 2963
• 美国药典/FDA物质标识码: 4LF2673R3G
• 维基百科标题: Pulegone
• 欧洲委员会编号: 2050c

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 2.8565173
• LogD (pH = 7.4): 2.8565173
• Log P: 2.8565173
• 摩尔折射率: 47.1294 cm^3
• 极化性: 18.259748 Å^3
• 极化表面积: 17.07 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Insoluble in water; Miscible in Ethanol; Ether; Chloroform
• 外观: Colorless oil
• 沸点: 223-224 °C(lit.); 224 °C(lit.); 224°C
• 闪点: 179.6 °F; 82 °C
• 密度: 0.9346 g/cm^3; 0.935 g/mL at 20 °C(lit.); 0.937 g/mL at 25 °C(lit.)
• 折射率: n20/D 1.486; n20/D 1.486(lit.); n20/D 1.487; n20/D 1.488
• 蒸汽压: 138 mmHg ( 25 °C)
• 比旋光度: [α]20/D +22°, neat; [α]20/D +23.5±1°, neat; [α]20/D +23.5°, neat; [α]20/D +23±1.5°, neat
• 感官: cinnamon; lime; minty; fruity; herbaceous; vanilla; spicy

安全信息

• RTECS编号: OT0261000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• 安全公开号: 23-24/25; R
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ~85% (sum of enantiomers, GC); ≥85%; ≥95.0% (sum of enantiomers, GC); ≥98.5% (sum of enantiomers, GC); 85%; 97%
• 级别: analytical standard, for terpene analysis; NI; purum; technical; technical grade
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C10H16O
• 分类: Genuine Natural Compounds

详细说明

Sigma Aldrich - P55708

包装
100 mL in poly bottle
5 mL in glass bottle

Sigma Aldrich - 376388

包装
100 g in poly bottle
5 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 376388.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - W296309

Biochem/physiol Actions
20ppm 时的味道
Other Notes
天然存在：布枯油、天然留兰香、胡薄荷、胡椒薄荷、苏格兰薄荷和百里香。
包装
1 kg in glass bottle
1 sample in glass bottle
100 g in poly bottle
5 kg in poly drum

Sigma Aldrich - 82570

Other Notes
手性结构单元，1,2合成 (-)-8-苯基薄荷醇3,4

Toronto Research Chemicals - P840140

A monoterpene, commonly found in the essential oils of Nepeta cataria (Catnip).

参考文献

• Sonboli, A., et al.: Chem. Biodivers., 7, 1784 (2010)
• Ntalli, N., et al.: J. Agric. Food Chem., 58, 7856 (2010)
• Chun, M., et al.: Microchem. J., 95, 25 (2010)