[(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonic acid

• ChemBase编号: 107738
• 分子式: C10H16O4S
• 平均质量: 232.29664
• 单一同位素质量: 232.07692999
• SMILES: CC1(C)[C@@H]2CC[C@@]1(CS(=O)(=O)O)C(=O)C2
• Canonical SMILES: O=C1C[C@@H]2C([C@]1(CC2)CS(=O)(=O)O)(C)C
• InChI: InChI=1S/C10H16O4S/c1-9(2)7-3-4-10(9,8(11)5-7)6-15(12,13)14/h7H,3-6H2,1-2H3,(H,12,13,14)/t7-,10-/m1/s1
• InChIKey: MIOPJNTWMNEORI-GMSGAONNSA-N

名称和登记号

名称

• IUPAC标准名: [(1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl]methanesulfonic acid
• IUPAC传统名: (R)-camphorsulfonic acid
• 别名: (1S)-(+)-樟脑-10-磺酸; (±)-β-樟脑磺酸; (±)-樟脑-10-磺酸; (+)-樟脑-10-磺酸(β); (1S)-樟脑-10-磺酸; (1S)-(+)-10-樟脑磺酸; 樟脑-10-磺酸(β); (+)-β-樟脑磺酸; (1S)-(+)-樟脑-10-磺酸; (+)-樟脑-10-磺酸; (+)-CSA; (1S)-(+)-Camphor-10-sulfonic acid; (±)-β-Camphorsulfonic acid; (±)-Camphor-10-sulfonic acid; (+)-Camphor-10-sulfonic acid (β); (1S)-Camphor-10-sulfonic acid; (1S)-(+)-10-Camphorsulfonic acid; Camphor-10-sulfonic acid (β); (+)-β-Camphorsulfonic acid; (1S)-(+)-Camphor-10-sulfonic acid; (+)-Camphor-10-sulfonic acid; D-CAMPHORSULFONIC ACID

登记号

• CAS号: 3144-16-9; 5872-08-2
• EC号: 227-527-0; 221-554-1
• MDL号: MFCD00074827; MFCD00064157
• Beilstein号: 2809675; 3205973
• 默克索引号: 141734
• PubChem SID: 24848866; 24852792; 24892465; 24852789; 162094296
• PubChem CID: 65617

理论计算性质

• Acid pKa: -0.8099843
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -1.3937413
• LogD (pH = 7.4): -1.393791
• Log P: 0.9826071
• 摩尔折射率: 54.6607 cm^3
• 极化性: 22.475769 Å^3
• 极化表面积: 71.44 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: ~200 °C (dec.)(lit.); 196-200 °C (dec.)(lit.); 196-200°C dec.; 199-201 °C (dec.); 203-206 °C (dec.)(lit.)
• 比旋光度: [α]20/D +19.9°, c = 2 in H2O; [α]20/D +21.5±1°, c = 10% in H2O; +20 (c=2 in water)

安全信息

• 保存注意事项: Hygroscopic
• RTECS编号: ED1530000; ED1550000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• 联合国危险货物编号: 3261; UN3261
• 德国WGK号: 3
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): 2; III
• 危险公开号: 34
• 安全公开号: 20-26-36/37/39-45-60; 26-36/37/39-45
• TSCA收录: 是
• GHS危险品标识: GHS05
• GHS警示词: Danger
• GHS危险声明: H314; H314-H318
• GHS警示性声明: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• 个人保护装置: Eyeshields, Faceshields, 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 3261 8/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0% (T); 98%; 98+%(dry wt.), water <2%; 99%
• 级别: purum
• 杂质: ≤1% water
• Empirical Formula (Hill Notation): C10H16O4S

详细说明

Sigma Aldrich - 147923

Application
用于导电聚合物聚苯胺的质子化作用。
包装
100, 500 g in glass bottle

Sigma Aldrich - C2107

包装
5, 100, 500 g in glass bottle
Application
可作为拆分剂，1以及二肽偶联的催化剂。2

Sigma Aldrich - 21360

Other Notes
用于拆分碱的试剂；也可作为液相色谱分离的流动相添加剂1,2；用于结晶诱导的不对称转化的试剂3,4

参考文献

• Resolving agent for optically-active bases. For an improved resolution technique, using two immiscible solvents and half equivalent of resolving agent, see: Tetrahedron, 41, 2465 (1985). The procedure is claimed to lead to faster resolutions with higher optical purities than conventional methods.