{7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl}methanesulfonic acid

• ChemBase编号: 103092
• 分子式: C10H16O4S
• 平均质量: 232.29664
• 单一同位素质量: 232.07692999
• SMILES: CC1(C)C2CCC1(CS(=O)(=O)O)C(=O)C2
• Canonical SMILES: O=C1CC2C(C1(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)
• InChIKey: MIOPJNTWMNEORI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: {7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl}methanesulfonic acid
• IUPAC传统名: camphorsulfonic acid
• 别名: (+/-)-樟脑-10-磺酸; DL-CAMPHORSULFONIC ACID; (1S,4R)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-methanesulfonic Acid; (+)-Camphor-10-sulfonic Acid; (+)-β-Camphorsulfonic Acid; d-10-Camphorsulfonic Acid; (1S)-(+)-10-Camphorsulfonic Acid; (1R,4S)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-methanesulfonic Acid; (-)-Camphor-10-sulfonic Acid; (R)-Camphor-10-sulfonic Acid; L(-)-Camphor-10-sulfonic Acid; l-10-Camphorsulfonic Acid; (1R)-(-)-10-Camphorsulfonic Acid; D,L-Camphor sulphonic acid; (±)-CSA; (±)-Camphor-10-sulfonic acid; (7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonic acid; (7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl)methanesulfonic acid; (1S)-(+)-10-Camphorsulfonic acid; (1S)-Camphor-10-sulfonic acid; (+)-10-CAMPHORSULFONIC ACID; Reychler's acid; 2-Oxobornane-10-sulfonic acid; Camphorsulfonic acid

登记号

• CAS号: 5872-08-2; 35963-20-3; 3144-16-9
• EC号: 227-527-0; 221-554-1
• MDL号: MFCD00074827
• Beilstein号: 3205973; 2216194
• PubChem SID: 162090541
• PubChem CID: 18462
• CHEBI ID: 55379
• Chemspider ID: 17438
• 医学主题词(MeSH): 10-Camphorsulfonic+acid
• 维基百科标题: Camphorsulfonic_acid

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

• 溶解度: DMSO; Methanol; Water
• 外观: White Solid; White to Off-White Solid
• 熔点: >192°C (dec.); 194°C; 195-199°C; 203 - 206°C; ca 200°C dec.
• 疏水性(logP): 0.636
• pKa: 1.2

安全信息

• 保存条件: 2-8°C, Desiccate; Refrigerator
• 保存注意事项: Hygroscopic
• RTECS编号: DT5077100; ED1550000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• 联合国危险货物编号: 1759; UN3261
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): II; III
• 澳大利亚Hazchem: 2X
• 危险公开号: 34; R:34
• 安全公开号: 20-26-36/37/39-45-60; S:26-27/28-36/37/39-46-64
• 欧盟危险货物分类: C10
• 欧盟危险识别号(EUHIN): 8B
• 美国ERG指导号: 154
• TSCA收录: 是
• GHS危险品标识: GHS05
• GHS危险声明: H314-H318
• GHS警示性声明: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A

产品相关信息

• 纯度: 95%; 95+%; 98%

详细说明

MP Biomedicals - 05203796

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02150551

Resolving agent.

Toronto Research Chemicals - C175045

A chiral derivative of Camphor. Used in the preparation of a chiral recognition polymer that is used in the chiral separation of amino acids. A catalyst in direct animation of α-branched aldehydes (including important biological molecules such as α-Me phe

Toronto Research Chemicals - C175050

Used as a resolving agent, and as a catalyst for coupling dipeptides.

参考文献

• Guo, H. et al.: Polym. Preprints Am. Chem. Soc., 40, 506 (1999)
• Liu, C. et al.: Org. Lett., 13, 2638 (1999)
• Useful acid catalyst, giving high yields in the formation of THP ethers from alcohols; see, e.g.: J. Chem. Soc., Chem. Commun., 413 (1986); Org. Synth., 76, 178 (1998). Catalyst for cycloprotection of 1,2-diols with 1,2-Cyclohexanedione, A14401: Synlett, 793 (1996); Org. Synth., 75, 170 (1997). Preferred catalyst for the intramolecular cyclization of hydroxy epoxides to tetrahydrofurans or tetrahydropyrans: J. Am. Chem. Soc., 111, 5330 (1989).