1,4-环氧基-1,2,3,4-四氢萘 | 35185-96-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 中文名称: 1,4-环氧基-1,2,3,4-四氢萘
• 英文名称: 1,2,3,4-tetrahydro-1,4-epoxynaphthalene
• 英文别名: 1,4-epoxy-1,2,3,4-tetrahydronaphthalene；1,2,3,4-Tetrahydro-1,4-epoxynaphthalin；1,4-epoxy-1,2,3,4-tetrahydronaphtalene；1,4-epoxytetralin；1,2,3,4-tetrahydro-1,4-epoxido-naphthalene；1,2,3,4-Tetrahydro-1,4-epoxido-naphthalin；11-oxatricyclo[6.2.1.02,7]undeca-2,4,6-triene
• CAS: 35185-96-7
• 化学式: C₁₀H₁₀O
• mdl: MFCD00167980
• 分子量: 146.189
• InChiKey: SPELXJYTVLDKGB-UHFFFAOYSA-N

物化性质

• 熔点：
  14.5°C
• 沸点：
  225.81°C (rough estimate)
• 密度：
  1.0900

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

SDS

Name:	1 4-Epoxy-1 2 3 4-tetrahydronaphthalene 98% Material Safety Data Sheet
Synonym:	None known
CAS:	35185-96-7

Section 1 - Chemical Product MSDS Name:1 4-Epoxy-1 2 3 4-tetrahydronaphthalene 98% Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
35185-96-7	1,4-Epoxy-1,2,3,4-tetrahydronaphthalen	98	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. May cause chemical conjunctivitis and corneal damage.
Skin:
May cause irritation and dermatitis. May cause cyanosis of the extremities.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. 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. Aspiration may lead to pulmonary edema. Inhalation at high concentrations may cause CNS depression and asphixiation.
Chronic:
Effects may be delayed.

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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. Wash mouth out with 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. Do NOT use mouth-to-mouth resuscitation.
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. Use water spray to keep fire-exposed containers cool. Combustible liquid.
Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Containers may explode when heated.
Extinguishing Media:
Use water spray to cool fire-exposed containers. 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:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. Use a spark-proof tool. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Keep away from heat, sparks and flame.
Avoid ingestion and inhalation. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.
Storage:
Keep away from heat, sparks, and flame. Keep away from sources of ignition. 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# 35185-96-7: 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: Clear liquid
Color: colorless
Odor: naphthalene-like
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 54 deg C @ 4.00mm Hg
Freezing/Melting Point: 14 - 15 deg C
Autoignition Temperature: Not available.
Flash Point: 90 deg C ( 194.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.0940g/cm3
Molecular Formula: C10H10O
Molecular Weight: 146.19

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, ignition sources, 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# 35185-96-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,4-Epoxy-1,2,3,4-tetrahydronaphthalene - 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# 35185-96-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 35185-96-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 35185-96-7 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1,4-环氧基-1,2,3,4-四氢萘 在 萘 、 lithium 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以100%的产率得到1,2,3,4-四氢-1-萘酚
  参考文献：
  名称：

  邻苯二酚的还原亲电取代和扩环成异色满衍生物

  摘要：

  在催化量的萘的存在下，邻苯二甲酸1a与锂金属的还原裂解导致形成稳定的芳族二锂化合物。后者与CO 2，醛或酮的加成物闭环成异色满衍生物，导致原始杂环的扩环。还原亲电取代程序已成功地扩展到取代的酞菁1b和1c，以令人满意的产率提供了相应的异色满-3one。

  DOI：

  10.1016/0040-4039(95)01692-b
• 作为产物：
  描述：

  1,4-二氢-1,4-环氧萘 在 氧气 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以76%的产率得到1,4-环氧基-1,2,3,4-四氢萘
  参考文献：
  名称：

  烯烃和炔烃在氧气存在下与肼的无催化剂加氢

  摘要：

  在氧气存在下，一系列烯烃和炔烃在乙醇中用水合肼还原。开发了一种用二亚胺还原 C-C 双键和 C-C 三键的有效方法，二亚胺是由水合肼通过氧氧化原位生成的。还原过程持续 24-48 小时，具有高化学选择性和优异的产率。与金属催化氢化以及其他系统相比，这种还原过程具有合成优势。

  DOI：

  10.1055/s-0033-1340554

文献信息

• Metal Complexes
  申请人：Merck Patent GmbH

  公开号：US20150171348A1

  公开（公告）日：2015-06-18

  The present invention relates to metal complexes and to electronic devices, in particular organic electroluminescent devices, comprising these metal complexes.

  这项发明涉及金属配合物以及包括这些金属配合物的电子设备，特别是有机电致发光器件。
• Reduced graphene oxide supported nickel–palladium alloy nanoparticles as a superior catalyst for the hydrogenation of alkenes and alkynes under ambient conditions
  作者：Yasin Çetinkaya、Önder Metin、Metin Balci

  DOI：10.1039/c5ra25376d

  日期：——

  rGO–Ni₃₀Pd₇₀ catalyst showed a superior catalytic performance surpassing the commercial Pd/C catalyst both in activity and stability for the hydrogenation of alkenes and alkynes to alkanes.

  rGO-Ni30Pd70催化剂在烯烃和炔烃加氢制烷烃反应中表现出优越的催化性能，超过了商业化的Pd/C催化剂，无论是在活性还是稳定性方面。
• [EN] A VERSATILE LIGAND FOR PALLADIUM-CATALYZED META-C-H FUNCTIONALIZATIONS<br/>[FR] LIGAND POLYVALENT POUR DES FONCTIONNALISATIONS DE MÉTA-C-H CATALYSÉES PAR DU PALLADIUM
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2017184589A1

  公开（公告）日：2017-10-26

  A class of mono-protected 3-amino-2- hydroxypyridine (MPAHP) ligands that enable the meta- C-H arylation of anilines, phenols, phenylacetic acids, and biologically relevant heterocyclic compounds using norbornene as a transient mediator is disclosed. The applicability of this meta-arylation methodology in the pharmaceutical industry is illustrated for heteroaryl substrates and heteroaryl iodide coupling partners, a feat made possible by using the MPAHP ligand. The enabling nature of MPAHP ligands to achieve other meta-C-H functionalization processes is also illustrated by the development of a meta-C-H amination reaction and a meta-C-H alkynylation reaction.

  一种单保护的3-氨基-2-羟基吡啶（MPAHP）配体类别，能够利用去环戊烯作为瞬时介质，实现苯胺、酚、苯乙酸和生物相关杂环化合物的间位C-H芳基化。该间位芳基化方法在制药行业中的适用性通过对杂环底物和杂环碘化合物的示例进行说明，这一成就得益于使用MPAHP配体。MPAHP配体的启用性质还通过开发间位C-H氨化反应和间位C-H炔基化反应来展示其实现其他间位C-H官能化过程的能力。
• The dechlorination of some highly chlorinated naphthalene derivatives
  作者：Neil J Hales、Harry Heaney、John H Hollinshead、Steven Mf Lai、Pritpal Singh

  DOI：10.1016/0040-4020(95)00396-p

  日期：1995.7

  The [4+2]cycloadducts formed between tetrachlorobenzyne and a variety of arenes and cyclic 1,3-dienes have been reductively dechlorinated. The products are formally benzyne cycloadducts, many of which are difficult to make by other routes. High yields are obtained when sodium and t-butanol in boiling THF are used for the reduction. THF serves as a solvent but t-butanol not only acts as a proton donor

  在四氯苯并与各种芳烃和环状1,3-二烯之间形成的[4 + 2]环加合物已被还原脱氯。该产品是正式的苯并环加合物，其中许多很难通过其他途径制备。当使用沸腾的THF中的钠和叔丁醇进行还原时，可获得高收率。THF用作溶剂，但叔丁醇不仅充当质子供体，而且似乎开始还原。每当需要苯并本身时，就应考虑将四氯苯甲酮视为替代试剂。
• [EN] LIGAND-ENABLED META-C-H ACTIVATION USING A TRANSIENT MEDIATOR<br/>[FR] ACTIVATION DE MÉTA-C-H PERMISE PAR UN LIGAND UTILISANT UN MÉDIATEUR TRANSITOIRE
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2016123361A1

  公开（公告）日：2016-08-04

  An alternative approach to formation of a C-C bond at a meta-position of an aromatic compound is disclosed that employs an ethylenically unsaturated bicyclic compound as a transient mediator to achieve meta-selective C-H activation with a simple and common ortho-directing group. The use of a pyridine-based ligand assists in relaying the palladium catalyst to the meta-position by the unsaturated bicyclic compound following initial ortho-C-H activation.

  披露了一种在芳香化合物的间位形成C-C键的替代方法，该方法利用乙烯不饱和的双环化合物作为瞬时介质，通过简单常见的邻向导向基团实现间选择性C-H活化。使用以吡啶为基础的配体有助于通过不饱和的双环化合物将钯催化剂传递到间位，从而实现最初的邻位C-H活化。

表征谱图