(2S)-3,3-二甲基-2'H-螺[双环[2.2.1]庚烷-2,4'-[1,3]恶唑烷]-2'-酮 | 155323-17-4

• 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: (2S)-3,3-二甲基-2'H-螺[双环[2.2.1]庚烷-2,4'-[1,3]恶唑烷]-2'-酮
• 英文名称: spiro-oxazolidin-2-one
• 英文别名: (5S)-4-aza-2-oxa-6,6-dimethyl-7,10-methylene-5-spiro<4.5>decan-3-one；(1'S,4S,4'R)-2',2'-dimethylspiro[1,3-oxazolidine-4,3'-bicyclo[2.2.1]heptane]-2-one
• CAS: 155323-17-4
• 化学式: C₁₁H₁₇NO₂
• 分子量: 195.261
• InChiKey: IIRXFQFVVUAFGC-RNSXUZJQSA-N

物化性质

• 熔点：
  227-231 °C
• 沸点：
  375.2±9.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 安全说明：
  S22,S24/25
• WGK Germany：
  3

SDS

Name:	(+)-Chiracamphox Material Safety Data Sheet
Synonym:	5S-4-Aza-2-Oxa-6,6-Dimethyl-7,10-Methylene-5-Spiro[4.5]decan-3-one.
CAS:	155323-17-4

Section 1 - Chemical Product MSDS Name: (+)-Chiracamphox Material Safety Data Sheet
Synonym: 5S-4-Aza-2-Oxa-6,6-Dimethyl-7,10-Methylene-5-Spiro[4.5]decan-3-one.

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
155323-17-4	(+)-Chiracamphox	ca 100	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW The toxicological properties of this material have not been fully investigated. Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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SECTION 4 - FIRST AID MEASURES
Eyes:
Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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SECTION 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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SECTION 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions. Provide ventilation.

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SECTION 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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SECTION 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 155323-17-4: Personal Protective Equipment
Eyes:
Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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SECTION 9 - PHYSICAL AND CHEMICAL PROPERTIES
Physical State: Powder
Color: white
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 223 - 224 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C11H17NO2
Molecular Weight: 195.26

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SECTION 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 155323-17-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(+)-Chiracamphox - Not listed by ACGIH, IARC, or NTP.

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SECTION 12 - ECOLOGICAL INFORMATION

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SECTION 13 - DISPOSAL CONSIDERATIONS Dispose of in a manner consistent with federal, state, and local regulations.

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SECTION 14 - TRANSPORT INFORMATION IATA Not regulated as a hazardous material. IMO Not regulated as a hazardous material. RID/ADR Not regulated as a hazardous material.

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SECTION 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases: S 24/25 Avoid contact with skin and eyes. S 28A After contact with skin, wash immediately with plenty of water. S 37 Wear suitable gloves. S 45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). WGK (Water Danger/Protection) CAS# 155323-17-4: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 155323-17-4 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 155323-17-4 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 9/02/1997 Revision #6 Date: 3/18/2003 The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (2S)-3,3-二甲基-2'H-螺[双环[2.2.1]庚烷-2,4'-[1,3]恶唑烷]-2'-酮 在 sodium hydroxide 、 乙醇 、 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 108.0h， 生成 (+)-camphoxyl radical
  参考文献：
  名称：

  几种新型旋光活性硝酰基自由基的合成

  摘要：

  由对映体纯的双环萜类化合物制备旋光的硝酰基自由基。可以容易地制备衍生自市售恶唑烷酮（（-）-1）的（-）-樟脑基自由基（-）-4和衍生自（-）-hen烯的（+）-樟脑氧基自由基（+）-4，构象刚性，对映异构体硝氧基自由基。（-）-樟脑磺酸用于制备两个另外的光学活性硝酰基自由基9和12。

  DOI：

  10.1016/0040-4039(96)01800-x
• 作为产物：
  描述：

  (-)-莰烯 在 氢氧化钾 、 sodium azide 、 硼烷 、 双氧水 、 三乙胺 作用下， 以 various solvent(s) 为溶剂， 生成 (2S)-3,3-二甲基-2'H-螺[双环[2.2.1]庚烷-2,4'-[1,3]恶唑烷]-2'-酮
  参考文献：
  名称：

  Banks, Malcolm R.; Cadogan, J. I. G.; Gosney, Ian, Heterocycles, 1994, vol. 37, # 1, p. 199 - 206

  摘要：

  DOI：

文献信息

• Exploiting steric shielding: Tuning terpenoid-derived oxazolidin-2-ones as chiral auxiliaries for the Diels-Alder reaction
  作者：Malcolm R. Banks、Alexander J. Blake、Angus R. Brown、J.I.G. Cadogan、Suneel Gaur、Ian Gosney、Philip K.G. Hodgson、Paul Thorburn

  DOI：10.1016/0040-4039(94)85088-7

  日期：1994.1

  Preparative methodology is described for access to three different terpenoid-derived oxazolidin-2-ones 4, 8, and 11, of which the latter, obtained from camphene in four steps, provides virtually complete asymmetric induction when acting as a chiral auxiliary in Diels-Alder cycloaddition reactions with cyclopentadiene.

  制备方法是用于访问描述三个不同的类萜衍生的恶唑烷-2-酮4，8，和11，其中的后者，在四个步骤从莰获得，如手性助剂在狄尔斯作用时提供几乎完全的不对称诱导der木与环戊二烯的环加成反应。
• Synthesis of several novel optically active nitroxyl radicals
  作者：Rebecca Braslau、Heiko Kuhn、Leland C. Burrill、Kenneth Lanham、Chris J. Stenland

  DOI：10.1016/0040-4039(96)01800-x

  日期：1996.10

  Optically active nitroxyl radicals are prepared from enantiomerically pure bicyclic terpenoids. (−)-Camphoxyl radical (−)-4 derived from commercially available oxazolidinone ((−)-1) and (+)-camphoxyl radical (+)-4 derived from (−)-camphene are readily prepared, conformationally rigid, enantiomeric nitroxyl radicals. (−)-Camphorsulphonic acid is used to prepare two additional optically active nitroxyl

  由对映体纯的双环萜类化合物制备旋光的硝酰基自由基。可以容易地制备衍生自市售恶唑烷酮（（-）-1）的（-）-樟脑基自由基（-）-4和衍生自（-）-hen烯的（+）-樟脑氧基自由基（+）-4，构象刚性，对映异构体硝氧基自由基。（-）-樟脑磺酸用于制备两个另外的光学活性硝酰基自由基9和12。
• Banks, Malcolm R.; Cadogan, J. I. G.; Gosney, Ian, Heterocycles, 1994, vol. 37, # 1, p. 199 - 206
  作者：Banks, Malcolm R.、Cadogan, J. I. G.、Gosney, Ian、Grant, Keith J.、Hodgson, Philip K. G.、Thorburn, Paul

  DOI：——

  日期：——