樟脑磺酸钠 | 21791-94-6

• 物质功能分类: 化学试剂 - 有机试剂 - 磺酸盐/亚磺酸盐
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 樟脑磺酸钠
• 中文别名: D-樟脑-10-磺酸钠盐；D-樟脑-10-磺酸钠；D-樟脑-1-磺酸钠
• 英文名称: sodium (+)-camphorsulfonate
• 英文别名: Sodium (+)-10-camphorsulfonate；Sodium ((1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonate；sodium;[(1S,4R)-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonate
• CAS: 21791-94-6
• 化学式: C₁₀H₁₅O₄S*Na
• 分子量: 254.282
• InChiKey: AWMAOFAHBPCBHJ-YZUKSGEXSA-M

物化性质

• 比旋光度：
  [α]D20 +17～+20° (c=5, H2O)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.07
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  82.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xn,Xi
• WGK Germany：
  2
• RTECS号：
  DG4925000
• 海关编码：
  2933990090
• 安全说明：
  S26,S36
• 危险类别码：
  R22,R36/37/38
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Sodium (+)-10-Camphorsulfonate
Synonyms: Sodium (1S)-(+)-10-Camphorsulfonate

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: Sodium (+)-10-Camphorsulfonate
CAS number: 21791-94-6

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C10H15O4S.Na
Molecular weight: 254.3

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, sulfur oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

制备方法用于治疗中枢抑制药中毒和肺炎等导致的呼吸及循环系统抑制。

反应信息

• 作为反应物：
  描述：

  樟脑磺酸钠 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 32.0h， 生成 (1R,4S)-7,7-dimethyl-1-(((phenylethynyl)sulfonyl)methyl)bicyclo[2.2.1]heptan-2-one
  参考文献：
  名称：

  以 2-halo-1-methylpyridinium iodides 为试剂的 α-酰基甲基化物的卤化物促进吡啶基化

  摘要：

  描述了在无过渡金属方案中卤化物促进的 α-酰基磺酰甲基化物和 2-halo-1-甲基吡啶碘化物之间的吡啶基化。多种 α-酰基磺酰基甲基化物以中等至良好的收率转化为双官能化乙烯基砜，从而为构建甲硫基和吡啶氧基取代的乙烯基砜提供了一种简便实用的方法。底物可以扩展到其他酰基甲基化物。该反应表明需要形成 C-O 键和 C-S、C-Cl 和 C-N 键的连续断裂。

  DOI：

  10.1039/d2ob02078e
• 作为产物：
  描述：

  D(+)-10-樟脑磺酸 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 樟脑磺酸钠
  参考文献：
  名称：

  具有阴离子依赖性 fac/mer 异构体比率的全氟烷基接头的三足 2,2´-联吡啶的铁 (II) 配合物

  摘要：

  带有全氟烷基接头的新型三足 2,2´-联吡啶配体的铁 (II) 配合物显示出阴离子依赖性fac / mer异构化。在与溴化物和三氟甲磺酸盐阴离子的配合物中，优先形成mer异构体。bistrilimide 阴离子将平衡转移到fac异构体。不同的异构化行为可能是由于异构体与阴离子的氢键模式不同造成的。

  DOI：

  10.1246/cl.220314
• 作为试剂：
  描述：

  2-氨基-5-溴苯甲醇 在 吡啶 、 氯化亚砜 、 D(+)-10-樟脑磺酸 、 palladium diacetate 、 樟脑磺酸钠 、 对苯醌 作用下， 以 四氢呋喃 、 氯仿 、 苯 为溶剂， 反应 66.5h， 生成 (S)-5-bromo-2-(prop-1-en-2-yl)-1-tosylindoline 、 (R)-5-bromo-2-(prop-1-en-2-yl)-1-tosylindoline
  参考文献：
  名称：

  利用（+）-樟脑磺酸催化钯（II）对映体选择性分子内氧化胺化

  摘要：

  利用市售的手性X型配体（1 S）-（+）-樟脑磺酸开发了对映选择性Pd（II）催化的分子内氧化胺化反应。Wacker型环化生产对映体选择性高达ee达45％的手性二氢吲哚。使用密度泛函理论的电子结构计算支持反式氨基缩合机理。

  DOI：

  10.1016/j.tetlet.2017.07.090

文献信息

• Syntheses and Properties of<i>N</i>-Fluoropyridinium Salts
  作者：Teruo Umemoto、Kikuko Harasawa、Ginjiro Tomizawa、Kosuke Kawada、Kyoichi Tomita

  DOI：10.1246/bcsj.64.1081

  日期：1991.4

  counter anion displacement reactions of unstable pyridine-F2 compounds, fluorination of salts of pyridines with protonic acids or silyl esters with F2, and/ or fluorination of Lewis acid complexes of pyridines. The scope of each method was examined in detail. Each of the N-fluoropyridinium salts was assigned as the first stable 1 : 1 salt structure of the pyridine nucleus and halogen atom on the basis

  各种稳定的 N-氟吡啶鎓盐，带有非亲核性或弱亲核性抗衡阴离子，例如 TfO−、FSO3−、BF4−、SbF6−、ClO4−、CH3SO3− 等，或带有给电子或吸电子取代基合成了吡啶环上的化合物并研究了它们的性质。还合成了 N-氟吡啶鎓-2-磺酸盐、N-氟喹啉鎓三氟甲磺酸盐和高度受阻的 N-氟-2,6-二-叔丁基吡啶鎓盐。它们是通过不稳定的吡啶-F2 化合物的抗衡阴离子置换反应、吡啶盐与质子酸或甲硅烷基酯与 F2 的氟化和/或吡啶的路易斯酸络合物的氟化来合成的。详细检查了每种方法的范围。每种 N-氟吡啶鎓盐都被指定为第一个稳定的 1：1 基于光谱和元素分析的吡啶核和卤素原子的盐结构。稳定性取决于抗衡阴离子的亲核性或碱性以及环的电子性质或位置...
• Pd2+⋯O3SR− interaction encourages anion encapsulation of a quadruply-stranded Pd complex to achieve chirality or high solubility
  作者：Ryo Sekiya、Reiko Kuroda

  DOI：10.1039/c1cc14982b

  日期：——

  Pd2+⋯O3SR− and CH⋯O3SR− interactions were found to play a crucial role in the encapsulation of organic sulfonates in a quadruply-stranded complex of Pd2L4-type. We have successfully employed this feature to achieve chirality induction by complexation with chiral guests as well as solubility increase by dendronization.

  Pd2+⋯O3SR− 和 CH⋯O3SR− 相互作用在 Pd2L4 型四链配合物中有机磺酸盐的包封中起着至关重要的作用。我们成功地利用这一特性通过与手性客体配位实现手性诱导，并通过树枝状化增加溶解度。
• Liquid-crystalline behavior and ferroelectric property of viologen-based ionic liquid crystals
  作者：Yanxing Zheng、Jiwei Wang、Xinqiao Tang、Lei Zhang、Fanbao Meng

  DOI：10.1016/j.molliq.2019.112369

  日期：2020.3

  Viologen-based ionic liquid crystals (VILCs) bearing viologen cations and various counter anions (Br−1, CsO−, PF6−1, CF3COO−, TsO−, and BF4−1) were prepared using cholesterol, bromobutanoyl chloride, bipyridine and different anionic salts. The chemical structures and the SmC⁎ phase were identified, and the effect of different anions on both liquid crystalline behavior and ferroelectric property was investigated

  基于紫精的离子型液体晶体（VILCs）轴承紫精阳离子和各种抗衡阴离子（BR -1，CSO -，PF 6 -1，CF 3 COO -，TSO -和BF 4 -1），使用胆固醇制备，溴丁酰氯，联吡啶和不同的阴离子盐。的化学结构和对SMC ⁎相进行鉴定，和不同阴离子的两个液晶行为和铁电性能的影响进行了研究。这些VILCs具有不同阴离子的熔化温度是类似的，但SmC的* -isotropic相变温度在TSO的序列均升高-，CSO-，CF 3 COO -，PF 6 - ，溴-和BF 4 - 。他们显示出不同的极化值，从-9.1到9 nC / cm 2，随着电场从-10 V到10 V的变化而变化。铁电参数± E c，± P r和± P s由于不同而略有变化。抗衡阴离子。用BF的VILC 4 -阴离子显示出这些VILCs系列的最优铁电特性。不同于传统的铁电液晶，所述VILCs显示在磁滞回线的不对称性由于形成在有序SmC的双电层的⁎
• Synthesis and Stereochemical Behavior of Unsymmetrical Tetraarylbismuthonium Salts
  作者：Yoshihiro Matano、Shameem Ara Begum、Takashi Miyamatsu、Hitomi Suzuki

  DOI：10.1021/om990597v

  日期：1999.12.1

  bromide 16b coalesced in pyridine-d5, 1,2-dichlorobenzene-d4, chlorobenzene-d5, and toluene-d8. The coalescence temperature (Tc) depended on the nucleophilicity of the counteranions as well as on the polarity of the solvents; Tc decreased as the nucleophilicity of the counteranions increased or as the polarity of the solvent decreased. Thus, the configuration at bismuth in tetrafluoroborates 14 and tosylate

  研究了不对称四芳基双mut盐的合成和立体化学行为。开发了两种合成不对称取代的四芳基双mut盐的方法（锡和硼法）。在锡的方法，三芳基二氟乙烯的连续处理（1 ;的Ar 1 3 BIF 2）与氰化三甲基硅烷和aryltri- Ñ -butylstannanes（2 ;卜3 SNAR 2）在路易斯酸（BF的存在3 ·OET 2或在沸腾的二氯甲烷中的Me 3 SiOTf）得到四芳基双bis盐（3，[Ar 1 3的Ar 2的Bi + ] [BF 4 - ]，或5，[AR 1 3的Ar 2的Bi + ] [光学传递函数- ]）在44-85％的产率。相反，在硼法中，在BF 3 ·OEt 2存在下用芳基硼酸（4； Ar 2 B（OH）2）进行类似的1处理，在室温下得到的四氟硼酸酯3的收率为55-99％。两种方法均用于合成不对称的四芳基双mut盐（9 ; [Ar 1 Ar 2 Ar3的Ar 4的Bi + ] [BF
• α-Arylation by Rearrangement: On the Reaction of Enolates with Diaryliodonium Salts
  作者：Per-Ola Norrby、Tue B. Petersen、Marcin Bielawski、Berit Olofsson

  DOI：10.1002/chem.201001110

  日期：——

  Surprising equilibration: A new mechanism for the title reaction is supported by DFT calculations and experimental observations. The CI and OI intermediates are isoenergetic and equilibrate quickly. Thus, any chiral information induced in the initial complex will be destroyed. In the final CC bond‐forming step, a [2,3]‐rearrangement from the OI bonded intermediate is slightly preferred over the

  令人惊讶的平衡：DFT计算和实验观察结果支持了标题反应的新机制。的C 我和O 我中间体等能快速地平衡。因此，在初始复合物中诱导的任何手性信息将被破坏。在最后的C  C键形成步骤中，[2,3] -rearrangement从将O 我接合中间稍微优于从C [1,2]在剔除我结合异构体（参见方案）。