exo-2,3-epoxynorbornane | 278-74-0

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 环烃
• 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
• 英文名称: exo-2,3-epoxynorbornane
• 英文别名: endo-2,3-epoxynorbornene；endo-norbornene epoxide；endo-norbornane oxide；endo-norbornene oxide；endo-epoxynorbornane；2endo,3endo-epoxy-norbornane；(1S,2S,4R,5R)-3-oxatricyclo[3.2.1.02,4]octane
• CAS: 278-74-0；3146-39-2；57378-36-6
• 化学式: C₇H₁₀O
• 分子量: 110.156
• InChiKey: OHNNZOOGWXZCPZ-UMRXKNAASA-N

物化性质

• 熔点：
  126 °C
• 沸点：
  170.2±8.0℃ (760 Torr)
• 密度：
  1.159±0.06 g/cm3 (20 ºC 760 Torr)
• 闪点：
  10.0±0.0℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  4.1
• 海关编码：
  2932999099
• 危险品运输编号：
  UN 1325

SDS

2,3-Epoxynorbornane
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 2,3-Epoxynorbornane

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS
Category 1
Flammable solids
HEALTH HAZARDS
Category 2
Skin corrosion/irritation
Serious eye damage/eye irritation Category 2A
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Danger
Hazard statements Flammable solid
Causes skin irritation
Causes serious eye irritation
Precautionary statements:
Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
[Prevention]
Use explosion-proof electrical/ventilating/lighting equipment.
Wash hands thoroughly after handling.
Wear protective gloves/eye protection/face protection.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
[Response]
if present and easy to do. Continue rinsing.
If eye irritation persists: Get medical advice/attention.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 2,3-Epoxynorbornane
Percent: >95.0%(GC)
278-74-0
CAS Number:
Synonyms: 2,3-Epoxybicyclo[2.2.1]heptane , 3-Oxatricyclo[3.2.1.0(2,4)]octane
Chemical Formula: C7H10O
2,3-Epoxynorbornane

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.
Prevention of secondary Remove all sources of ignition. Fire-extinguishing devices should be prepared in
hazards: case of a fire. Use spark-proof tools and explosion-proof equipment.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Keep away from heat/sparks/open flame/hot surfaces. -
No smoking. Take measures to prevent the build up of electrostatic charge. Wash
hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Comply with laws.
Packaging material:

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Protective gloves.
Hand protection:
Eye protection: Safety glasses. A face-shield, if the situation requires.
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
2,3-Epoxynorbornane

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Form: Crystal- Powder
Colour: White - Very pale yellow
Odour: No data available
pH: No data available
Melting point/freezing point:126°C
Boiling point/range: No data available
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: No data available
Solubility(ies):
[Water] No data available
[Other solvents]
Soluble: Methanol

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Section 10. STABILITY AND REACTIVITY
Stable under proper conditions.
Chemical stability:
Possibility of hazardous No special reactivity has been reported.
reactions:
Conditions to avoid: Spark, Open flame, Static discharge
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
NTP = No data available
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
No data available
Fish:
Crustacea: No data available
No data available
Algae:
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobility in soil
Log Pow: No data available
No data available
Soil adsorption (Koc):
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.
2,3-Epoxynorbornane

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Section 14. TRANSPORT INFORMATION
Hazards Class: 4.1: Flammable solid.
UN-No: 1325
Proper shipping name: Flammable solid, organic, n.o.s.
Packing group: II

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  exo-2,3-epoxynorbornane 在 三苯基膦 作用下， 反应 8.5h， 以84%的产率得到降冰片烯
  参考文献：
  名称：

  Kas'yan, L. I.; Gorb, L. G.; Stepanova, N. V., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, # 4, p. 797 - 801

  摘要：

  DOI：
• 作为产物：
  描述：

  降冰片烯 在 氧气 、 特戊醛 作用下， 以 乙腈 为溶剂， 40.0 ℃ 、101.33 kPa 条件下， 生成 exo-2,3-epoxynorbornane
  参考文献：
  名称：

  Cu-BTC MOF在树枝状大分子多孔二氧化硅纳米球上的生长，用于烯烃的需氧环氧化

  摘要：

  金属有机骨架（MOF）和多孔载体的组成可用于多种材料应用。在这项研究中，DPSNs @ Cu-BTC纳米复合材料是通过模板介导的自组装机制，利用树状聚合物状多孔二氧化硅纳米颗粒（DPSN）作为载体而获得的。制备过程始于在DPSNs的中心径向多孔通道中Cu 2 O纳米颗粒（NPs）的可控生长，从而形成DPSNs @ Cu 2 O纳米复合材料。在DPSN的保护下，负载的Cu 2O NP逐渐溶解在弱酸溶液中，从而提供铜离子来引导Cu-BTC纳米晶体的形成和生长。此外，Cu-BTC NP被限制在DPSN的中心径向多孔通道中，从而导致尺寸较小和分布均匀。具有可调量的Cu-BTC的DPSNs @ Cu-BTC纳米复合材料的形成主要取决于负载的Cu 2 O NP的数量和所添加的有机配体的数量。此外，纳米复合材料显示出高催化性能和良好的可回收性，这是由于在DPSN的可到达的中心径向多孔通道中均匀负载了小尺寸的Cu-BTC

  DOI：

  10.1039/d0nj02672g

文献信息

• Nanomagnet‐Supported Partially Brominated Manganese–Porphyrin as a Promising Catalyst for the Selective Heterogeneous Oxidation of Hydrocarbons and Sulfides in Water
  作者：Abdolreza Rezaeifard、Maasoumeh Jafarpour、Parisa Farshid、Atena Naeimi

  DOI：10.1002/ejic.201200753

  日期：2012.11

  excellent selectivity under the influence of the magnetically separable catalyst. Sulfoxides could also be selectively produced in a mixture of water and ethanol, which makes the title methodology a good alternative for both sulfoxide and sulfone production. The separation and recycling of the catalyst and the byproduct of the oxidant were simple, effective, and economic in this clean oxidation method

  通过胺官能团将 [Mn(Br2TPP)OAc] 配合物配位锚定在二氧化硅包覆的磁性纳米粒子 (Fe3O4@SiO2, SMNP) 上，制备了一种新型的磁性可回收卟啉催化剂。通过粉末 X 射线衍射、透射电子显微镜、扫描电子显微镜和 FTIR 光谱对多相催化剂进行了表征。通过热重 (TG) 分析和电感耦合等离子体原子发射光谱测定磁性载体上的催化剂负载。据估计，催化剂纳米颗粒的直径小于 10 nm。TG 曲线表明纳米催化剂在高达近 350 °C 的温度下是热稳定的，表现出很高的热稳定性。在过氧化单硫酸四正丁基铵（n-Bu4NHSO5，TBAOX）的水溶液中，烯烃的环氧化和饱和烃氧化成相应的酮以及硫化物氧化成砜，在磁性的影响下以优异的选择性得到有效增强。可分离的催化剂。亚砜也可以在水和乙醇的混合物中选择性地生产，这使得标题方法成为亚砜和砜生产的良好替代方案。在这种清洁氧化方法中，催化剂和氧化剂副产
• Highly selective olefin epoxidation with the bicarbonate activation of hydrogen peroxide in the presence of manganese(III) meso-tetraphenylporphyrin complex: Optimization of effective parameters using the Taguchi method
  作者：Hassan Hosseini Monfared、Vahideh Aghapoor、Massomeh Ghorbanloo、Peter Mayer

  DOI：10.1016/j.apcata.2009.10.033

  日期：2010.1.15

  A MnIII-porphyrin-based catalytic system was explored for olefin epoxidations under mild reaction conditions using sodium bicarbonate–hydrogen peroxide as an oxidant. The Mn(TPP)OAc/imidazol/NaHCO3 system efficiently catalyzed the epoxidation of olefins with H2O2. Cyclic olefins were transformed in excellent yield (80–100%) and selectivity (87–100%), the obtained selectivity and yields being much better

  在温和的反应条件下，使用碳酸氢钠-过氧化氢作为氧化剂，探索了基于Mn III-卟啉的催化体系进行烯烃环氧化。Mn（TPP）OAc /咪唑/ NaHCO 3体系有效地催化了H 2 O 2对烯烃的环氧化。环烯烃以优异的收率（80–100％）和选择性（87–100％）转化，获得的选择性和收率比没有碳酸氢盐时观察到的要好得多。在过量的底物存在下，用Mn（TPP）OAc / Im / NaHCO 3 / H 2 O 2获得转换数42862小时后系统。碳酸氢盐活化的氧化系统是其他氧化剂和过氧酸的一种简单，便宜且相对无毒的替代品，可用于需要中性，中性pH氧化剂的各种氧化反应中。 由于溶剂，反应温度，咪唑/ NaHCO 3 / H 2 O 2的化学计量比，烯烃的氧化等多种因素的影响，采用Taguchi系统优化方法确定了贡献率（％P）。每个因素。发现该溶剂对氧化的影响最大（30.051％），并且咪唑的量排在第二位（22
• A heterogenized vanadium oxo-aroylhydrazone catalyst for efficient and selective oxidation of hydrocarbons with hydrogen peroxide
  作者：Hassan Hosseini Monfared、Vahideh Abbasi、Adineh Rezaei、Massomeh Ghorbanloo、Alireza Aghaei

  DOI：10.1007/s11243-011-9561-4

  日期：2012.2

  A hydrazone Schiff base ligand derived from salicylaldehyde and benzhydrazide has been synthesized and reacted with vanadium(IV) leading to the corresponding vanadium(V) complex. The complex has been anchored on the surface of functionalized silica gel by N,O-coordination to the covalently Si–O bound modified salicylaldiminato ligand. The supported complex has been evaluated as a catalyst for hydrocarbon

  已经合成了衍生自水杨醛和苯甲酰肼的腙席夫碱配体，并与钒 (IV) 反应生成相应的钒 (V) 络合物。该复合物已通过 N,O 与共价 Si-O 键合的改性水杨醛基配体的 N,O 配位锚定在功能化硅胶表面。负载型络合物已被评估为在乙腈中用过氧化氢氧化烃的催化剂。多相系统被证明是一种有效的催化剂，并且能够激活过氧化氢以氧化烯烃、烷烃、苯和烷基芳族化合物，活性超过 2,500 h-1。
• [EN] HEPATITIS C VIRUS INHIBITORS<br/>[FR] INHIBITEURS DU VIRUS DE L'HÉPATITE C
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2012021591A1

  公开（公告）日：2012-02-16

  The present disclosure relates to compounds, compositions and methods for the treatment of hepatitis C virus (HCV) infection. Also disclosed are pharmaceutical compositions containing such compounds and methods for using these compounds in the treatment of HCV infection.

  本公开涉及化合物、组合物和治疗丙型肝炎病毒（HCV）感染的方法。还公开了含有这些化合物的药物组合物以及使用这些化合物治疗HCV感染的方法。
• Nanoscaled Copper Metal-Organic Framework (MOF) Based on Carboxylate Ligands as an Efficient Heterogeneous Catalyst for Aerobic Epoxidation of Olefins and Oxidation of Benzylic and Allylic Alcohols
  作者：Yue Qi、Yi Luan、Jie Yu、Xiong Peng、Ge Wang

  DOI：10.1002/chem.201405685

  日期：2015.1.19

  reaction. The utilization of a copper metal–organic framework catalyst was further extended to the aerobic oxidation of aromatic alcohols. The shape and size selectivity of the catalyst in olefin epoxidation and alcohol oxidation was investigated. Furthermore, the as‐synthesized copper catalyst can be easily recovered and reused several times without leaching of active species or significant loss of activity

  通过使用[Cu 3（BTC）2的纳米形态]（BTC = 1,3,5-苯三羧酸酯）通过简单的合成策略作为高性能催化剂。芳族羧酸盐配体用于提供多相铜催化剂，并且还用作在催化反应中增强催化活性的配体。铜金属有机骨架催化剂的应用进一步扩展到芳香醇的需氧氧化。研究了催化剂在烯烃环氧化和醇氧化中的形状和尺寸选择性。此外，合成后的铜催化剂可轻松回收并重复使用数次，而不会渗出活性物质或明显丧失活性。