(1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

• ChemBase编号: 1518
• 分子式: C10H16O
• 平均质量: 152.23344
• 单一同位素质量: 152.12011513
• SMILES: CC1(C)[C@H]2CC[C@]1(C)C(=O)C2
• Canonical SMILES: O=C1C[C@H]2C([C@]1(C)CC2)(C)C
• InChI: InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m0/s1
• InChIKey: DSSYKIVIOFKYAU-OIBJUYFYSA-N

名称和登记号

名称

• IUPAC标准名: (1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
• IUPAC传统名: l-camphor
• 别名: (-)-樟脑; (1S)-1,7,7-三甲基二环[2.2.1]庚烷-2-酮; (1S)-(-)-樟脑; (-)-樟脑; (-)-Camphor; (1S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one; (1S)-(-)-Camphor; Camphor; (-)-Camphor; (1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

登记号

• CAS号: 76-22-2; 464-48-2
• EC号: 207-354-7
• MDL号: MFCD00064148
• Beilstein号: 1907612
• PubChem SID: 46508429; 24852755; 24892622; 24856901; 160964975
• PubChem CID: 444294

理论计算性质

JChem

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 2.5529857
• LogD (pH = 7.4): 2.5529857
• Log P: 2.5529857
• 摩尔折射率: 44.492 cm^3
• 极化性: 17.763361 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

ALOGPS 2.1

• Log P: 2.85
• LOG S: -2.24
• 溶解度: 8.80e-01 g/l

分子性质

理化性质

• 溶解度: 1.6 mg/mL at 25 oC [YALKOWSKY,SH & HE,Y (2003)]
• 熔点: 177 - 179°C; 177-179 °C(lit.)
• 沸点: 204 °C(lit.)
• 闪点: 149 °F; 65 °C
• 自燃点: 870 °F
• 蒸汽压: 4 mmHg ( 70 °C)
• 蒸汽密度: 5.24 (vs air)
• 比旋光度: [α]20/D -43±1°, c = 10% in ethanol; [α]20/D -43±2°, c = 10% in ethanol; [α]20/D -43°, c = 10 in ethanol
• 疏水性(logP): 2.177; 2.38 [DAYLIGHT (1999)]

安全信息

• RTECS编号: EX1250000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 2717
• 德国WGK号: 1
• 联合国危险货物等级: 4.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 11-36/37/38
• 安全公开号: 16-26
• GHS危险品标识: GHS02; GHS07
• GHS警示词: Warning
• 爆炸极限: 3.5 %
• GHS危险声明: H228-H315-H319-H335
• GHS警示性声明: P210-P261-P305 + P351 + P338
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2717 4.1/PG 3

产品相关信息

• 纯度: ≥95.0% (sum of enantiomers, GC); ≥99.0% (GC); 95%; 99%
• 级别: analytical standard; purum
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C10H16O

详细说明

DrugBank - DB01744

• Drug Groups: experimental
• Description: A bicyclic monoterpene ketone found widely in plants, especially cinnamomum camphora. It is used topically as a skin antipruritic and as an anti-infective agent. [PubChem]
• External Links: Wikipedia; Drugs.com

Sigma Aldrich - 279676

包装
5 g in glass bottle
Application
手性中间体1和手性助剂前体。2用于合成高效甜味剂。3

Sigma Aldrich - C352

包装
10 g in glass bottle

Sigma Aldrich - 21295

Other Notes
(-)-樟脑与天然 (+)-樟脑有类似的用途。以 (-)-樟脑为原料的特定合成包括 (-)-樟烯酸的制备1；cis-sativenediol 和长蠕孢醛的类似物2；类固醇3和维生素 B-12 光学异构全合成的中间体4