2-苯基-1,2-环氧丙烷 | 2085-88-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-苯基-1,2-环氧丙烷
• 中文别名: 2-甲基-2-苯基环氧乙烷；2-苯基氧化丙烯；2-苯基环氧丙烷
• 英文名称: 2-methyl-2-phenyloxirane
• 英文别名: α-methylstyrene oxide；2-phenylpropylene oxide；α-methylstyrene epoxide；1,2-epoxy-2-phenylpropane；2-phenyl-1,2-epoxypropane；(1,2-epoxy-1-methylethyl)-benzene
• CAS: 2085-88-3
• 化学式: C₉H₁₀O
• mdl: MFCD00059156
• 分子量: 134.178
• InChiKey: MRXPNWXSFCODDY-UHFFFAOYSA-N

物化性质

• 沸点：
  82 °C / 14mmHg
• 密度：
  1,02 g/cm3
• 闪点：
  68°C
• 保留指数：
  1665.5;1666.3

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2910900090
• 储存条件：
  室温

SDS

---

Section I.Chemical Product and Company Identification
Chemical Name 2-Phenylpropylene Oxide
Portland OR
Synonym 1,2-Epoxy-2-phenylpropane
Chemical Formula C9H10O
CAS Number 2085-88-3

---

Section II. Composition and Information on Ingredients
Chemical Name CAS Number Percent (%) TLV/PEL Toxicology Data
2-Phenylpropylene Oxide 2085-88-3 ----------- Not available. Not available.

---

Section III. Hazards Identification
Acute Health Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.
CARCINOGENIC EFFECTS : Not available.
Chronic Health Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
There is no known effect from chronic exposure to this product. Repeated or prolonged exposure to this compound is
not known to aggravate existing medical conditions.

---

Section IV. First Aid Measures
Eye Contact Check for and remove any contact lenses. DO NOT use an eye ointment. Flush eyes with running water for a minimum
of 15 minutes, occasionally lifting the upper and lower eyelids. Seek medical attention. Treat symptomatically and
supportively.
Skin Contact After contact with skin, wash immediately with plenty of water. Gently and thoroughly wash the contaminated skin with
running water and non-abrasive soap. Be particularly careful to clean folds, crevices, creases and groin. Cover the
irritated skin with an emollient. Seek medical attention. Treat symptomatically and supportively. Wash any contaminated
clothing before reusing.
Inhalation If the victim is not breathing, perform artificial respiration. Loosen tight clothing such as a collar, tie, belt or waistband. If
breathing is difficult, oxygen can be administered. Seek medical attention. Treat symptomatically and supportively.
Ingestion INDUCE VOMITING by sticking finger in throat. Lower the head so that the vomit will not reenter the mouth and throat.
Loosen tight clothing such as a collar, tie, belt, or waistband. If the victim is not breathing, administer artificial respiration.
Examine the lips and mouth to ascertain whether the tissues are damaged, a possible indication that the toxic material
was ingested; the absence of such signs, however, is not conclusive. Seek immediate medical attention and, if possible,
show the chemical label. Treat symptomatically and supportively.

---

Section V. Fire and Explosion Data
Auto-Ignition Not available.
Flammability Combustible.
Flash Points Flammable Limits Not available.
68°C (154.4°F).
Combustion Products These products are toxic carbon oxides (CO, CO 2).
Fire Hazards
No specific information is available regarding the flammability of this compound in the presence of various materials.
Explosion Hazards Risks of explosion of the product in presence of mechanical impact: Not available.
Risks of explosion of the product in presence of static discharge: Not available.
No additional information is available regarding the risks of explosion.
Fire Fighting Media
SMALL FIRE: Use DRY chemicals, CO 2, water spray or foam.
and Instructions LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
Continued on Next Page
2-Phenylpropylene Oxide

---

Section VI. Accidental Release Measures
Spill Cleanup Keep away from heat and sources of ignition. Mechanical exhaust required. Stop leak if without risk. Finish cleaning the
Instructions spill by rinsing any contaminated surfaces with copious amounts of water. Consult federal, state, and/or local authorities
for assistance on disposal.

---

Section VII. Handling and Storage
Handling and Storage Keep away from heat and sources of ignition. Mechanical exhaust required. When not in use, tightly seal the container
and store in a dry, cool place. Avoid excessive heat and light. Do not breathe gas, fumes, vapor or spray. In case of
Information
insufficient ventilation, wear suitable respiratory equipment. If you feel unwell, seek medical attention and show the label
when possible. Treat symptomatically and supportively. Avoid contact with skin and eyes.
Always store away from incompatible compounds such as oxidizing agents.

---

Section VIII. Exposure Controls/Personal Protection
Engineering Controls Provide exhaust ventilation or other engineering controls to keep the airborne concentrations of vapors below their
respective threshold limit value. Ensure that eyewash station and safety shower is proximal to the work-station location.
Personal Protection Splash goggles. Lab coat. Vapor respirator. Boots. Gloves. A MSHA/NIOSH approved respirator must be used to avoid
inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist BEFORE handling
this product.
Exposure Limits Not available.

---

Section IX. Physical and Chemical Properties
Physical state @ 20°C Liquid. Solubility
Not available.
1.02
Specific Gravity
Molecular Weight 134.18 Partition Coefficient
Not available.
Boiling Point 43°C (109.4°F) Vapor Pressure Not available.
Melting Point Not available. Vapor Density Not available.
Not available. Not available.
Refractive Index Volatility
Critical Temperature Not available. Odor Not available.
Viscosity Not available. Taste Not available.

---

Section X. Stability and Reactivity Data
Stability

---

This material is stable if stored under proper conditions. (See Section VII for instructions)
Conditions of Instability
Avoid excessive heat and light.
Incompatibilities
Reactive with oxidizing agents.

---

Section XI. Toxicological Information
RTECS Number RR0532400
Routes of Exposure Eye contact. Inhalation. Ingestion.
Not available.
Toxicity Data
CARCINOGENIC EFFECTS : Not available.
Chronic Toxic Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
There is no known effect from chronic exposure to this product. Repeated or prolonged exposure to this compound is not
known to aggravate existing medical conditions.
Acute Toxic Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.
Continued on Next Page
2-Phenylpropylene Oxide

---

Section XII. Ecological Information
Ecotoxicity Not available.
Environmental Fate Not available.

---

Section XIII. Disposal Considerations
Recycle to process, if possible. Consult your local or regional authorities. You may be able to dissolve or mix material with
Waste Disposal
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 this substance.

---

Section XIV. Transport Information
DOT Classification Not a DOT controlled material (United States).
PIN Number Not applicable.
Proper Shipping Name
Not applicable.
Packing Group (PG) Not applicable.
DOT Pictograms

---

Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This product is NOT on the EPA Toxic Substances Control Act (TSCA) inventory. The following notices are required by 40
CFR 720.36 (C) for those products not on the inventory list:
(EPA)
(i) These products are supplied solely for use in research and development by or under the supervision of a technically
qualified individual as defined in 40 CFR 720.0 et sec.
(ii) The health risks of these products have not been fully determined. Any information that is or becomes available will be
supplied on an MSDS sheet.
WHMIS Classification Not available.
(Canada)
EINECS Number (EEC) Not available.
EEC Risk Statements Not available.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-苯基-1,2-环氧丙烷 在 二丁基镁 、 频那醇硼烷 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以98%的产率得到2-苯基-2-丙醇
  参考文献：
  名称：

  通过选择性 CO 键活化环氧化物的区域发散性硼氢化环开环

  摘要：

  提出了镁催化的区域发散 C-O 键裂解方案。容易获得的镁催化剂实现了多种环氧化物和氧杂环丁烷的选择性硼氢化反应，以优异的产率和区域选择性得到仲醇和叔醇。实验机理研究和 DFT 计算提供了对意外区域发散的洞察，并解释了 C-O 键活化和产物形成的不同机制。

  DOI：

  10.1021/jacs.0c05917
• 作为产物：
  描述：

  2-苯基-1-丙烯 在 sodium periodate 作用下， 以 水 、 乙腈 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 0.25h， 以78%的产率得到2-苯基-1,2-环氧丙烷
  参考文献：
  名称：

  固定在羧化多壁碳纳米管上的高效且可重复使用的钌萨洛芬催化剂，用于高碘酸钠环氧化碳氢化合物

  摘要：

  本研究以含有羧酸基团的多壁碳纳米管为载体，用 1,4-二氨基苯、4-氨基苯酚和 4-氨基吡啶改性，并通过轴向配位将 Ru(salophen)Cl 配合物连接到这些载体上。 . 这些催化剂通过元素分析、UV-vis、FT-IR 和 SEM 等不同技术进行了表征。然后，这些非均相催化剂在磁力搅拌和超声辐照条件下用于烯烃的环氧化。各种供氧体如高碘酸钠、过氧化氢、叔考察了过氧化氢丁基、高碘酸四丁基铵、次氯酸钠以及乙腈、丙酮、甲醇、乙醇、氯仿、二氯甲烷等不同溶剂对产物收率的影响。结果表明，这些非均相催化剂在环氧化反应中是有效且可重复使用的。

  DOI：

  10.1007/s13738-022-02553-4
• 作为试剂：
  描述：

  3-甲基-3-丁烯-1-醇 在 吡啶 、 2-苯基-1,2-环氧丙烷 、 五羰基铁 、 一氧化碳 作用下， 70.0 ℃ 、500.01 kPa 条件下， 反应 42.0h， 生成 异戊烯醇
  参考文献：
  名称：

  一种制备3-甲基-2-丁烯醇的方法

  摘要：

  本发明提供一种由3‑甲基‑3‑丁烯醇异构制备3‑甲基‑2‑丁烯醇(异戊烯醇)的方法。催化剂反应体系包含:1)羰基铁化合物；2)有机碱；3)环氧基配体。异构化反应中加入具有醚类结构的溶剂能够提高催化剂活性，提高产物选择性。在催化过程及分离中通入一氧化碳(CO)与氮气(N2)的混合气，其中CO的体积含量为100ppm‑100000ppm。催化剂和原料3‑甲基‑3‑丁烯醇通过精馏方式与产物异戊烯醇分离，不需额外分离催化剂。催化剂保持高活性、长寿命运行。

  公开号：

  CN107141197B

文献信息

• 1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane: An efficient and high oxygen content oxidant in various oxidative reactions
  作者：Kaveh Khosravi、Shirin Naserifar

  DOI：10.1016/j.tet.2018.09.041

  日期：2018.11

  Several oxidative approaches namely thiocyanation of aromatic compounds, epoxidation of alkenes, amidation of aromatic aldehydes, epoxidation of α, β-unsaturated ketones, oxidation of sulfides to sulfoxides and sulfones, bayer-villeger reaction, bromination and iodation of aniline and phenol derivatives oxidative esterification, oxidation of pyridines and oxidation of secondary, allylic and benzyllic

  几种氧化方法分别是芳族化合物的硫氰化，烯烃的环氧化，芳族醛的酰胺化，α，β-不饱和酮的环氧化，硫化物氧化为亚砜和砜，拜耳-维格反应，苯胺和苯酚衍生物的溴化和碘化氧化酯化，吡啶氧化和仲，烯丙基和苄基醇的氧化反应均使用1,1,2,2-四氢过氧-1,2-二苯乙烷作为潜在的固体氧化剂进行，可储存数月而不会损失其活性。所有步骤均通过温和的反应条件完成，并以高收率和较短的反应时间提供了产物。
• Spectroscopy and catalytic activity study of gold supported on barium titanate nanotubes for styrene epoxidation
  作者：Devadutta Nepak、Darbha Srinivas

  DOI：10.1016/j.apcata.2016.05.014

  日期：2016.8

  5–5 wt.%) supported on barium titanate nanotubes (Au/BaTNT) were prepared, characterized and for the first time, investigated as catalysts for selective oxidation of styrene with oxygen (O2 or H2 + O2) and peroxides (H2O2 or TBHP). Conversion of styrene enhanced when H2 was co-added to O2 in the reactions. Au/BaTNT activated O2 and H2 and produced H2O2 in situ for use in oxidations. Peroxides were found

  制备了负载在钛酸钡纳米管（Au / BaTNT）上的金（0.5-5 wt。％），并进行了表征，并首次进行了研究，将其用作用氧气（O 2或H 2  + O 2）和苯乙烯选择性氧化的催化剂。过氧化物（H 2 O 2或TBHP）。当在反应中将H 2共添加到O 2中时，苯乙烯的转化率提高。Au / BaTNT活化O 2和H 2并原位产生H 2 O 2 用于氧化。发现过氧化物比O 2更好的氧化剂。在最佳条件下，使用TBHP相对于Au（1 wt％）/ BaTNT，苯乙烯转化率为60.5 wt。％时，苯乙烯氧化物的选择性达到80.1 wt。％。金粒子（5.0–7.4 nm）分散并装饰在BaTNT的壁上。在苯乙烯氧化中，它们表现出优于已知Au催化剂的性能。在氧化反应过程中形成的活性氧具有原位光谱特征（漫反射紫外可见和傅立叶拉曼光谱）。Au / BaTNT可在四个循环中重复使用，催化活性几乎没有损失。
• Zinc(<scp>II</scp>)-catalysed transformation of epoxides to aziridines
  作者：Dorte Kühnau、Ib Thomsen、Karl Anker Jørgensen

  DOI：10.1039/p19960001167

  日期：——

  The Lewis acid-catalysed transformation of epoxides to aziridines with iminophosphoranes as the nitrogen-fragment donor has been investigated. Of the Lewis acids tested, zinc(II) complexes had the best catalytic properties. The method works best for terminal and cyclic epoxides, internal epoxides being less reactive. Of the various iminophosphoranes employed N-(triphenylphosphoranylidene)-aniline and

  已经研究了路易斯酸催化的以亚氨基正膦为氮片段供体的环氧化物向氮丙啶的转化。在测试的路易斯酸中，锌（II）配合物具有最佳的催化性能。该方法最适用于末端和环状环氧化物，内部环氧化物的反应性较低。在使用的各种亚氨基正膦中，最成功的是N-（三苯基正膦亚基）-苯胺和-异丙胺。对于手性苯乙烯氧化物，已经研究了锌（II）催化的反应，对于该手性氧化苯乙烯，所生成的氮丙啶的对映体过量取决于反应时间。非手性和手性氧化苯乙烯与N-（三苯基磷酰亚烷基）苯胺在锌（为了获得有关反应的立体化学结果的信息，已经研究了具有手性配体的II）配合物，以及针对顺式-氘代环氧乙烷的反应。根据实验结果讨论了标题反应的机理。
• Kinetics of C–H bond and alkene oxidation by trans-dioxoruthenium(<scp>VI</scp>) porphyrins
  作者：Clare Ho、Wa-Hung Leung、Chi-Ming Che

  DOI：10.1039/dt9910002933

  日期：——

  characterized, and the kinetics and mechanism of oxidation of the C–H bond and alkenes investigated. The complexes were selective towards tertiary C–H bonds in saturated alkanes but were almost inactive towards secondary C–H bonds. However, they were reactive towards aromatic hydrocarbons and the second-order rate constants (k2) for the oxidation of ethylbenzene and cumene by [Ru(tpp)O2](tpp = 5, 10, 15, 20-te

  A.合成并表征了一系列[Ru VI LO 2 ]配合物（H 2 L =对位取代的四苯基卟啉），并研究了C–H键和烯烃的氧化动力学和机理。该络合物对饱和烷烃中的C–H键具有选择性，但对C–H二级键几乎没有活性。但是，它们对芳烃有反应性，[Ru（tpp）O 2 ]（tpp = 5，10，15，20-四苯基卟啉）氧化乙苯和枯烯的二级速率常数（k 2）为2.21。 ×10 –4和3.16×10 –4 dm 3 mol –1s –1分别。发现环己烯被[Ru（tpp）O 2 ]烯丙基氧化的动力学同位素效应（K H / K D）为11.7 。CH 2 Cl 2 -MeOH混合物中烯烃氧化的主要有机产物是环氧化物，[Ru（tpp）O 2 ]得到的单体产物为[Ru IV（tpp）O]·EtOH。或[Ru IV（tpp）（OH）2 ·] EtOH。与[Ru VI（oep）O 2 ]（oep = 2,3,7,8
• Mild Iridium‐Catalysed Isomerization of Epoxides. Computational Insights and Application to the Synthesis of β‐Alkyl Amines
  作者：Albert Cabré、Juanjo Cabezas‐Giménez、Giuseppe Sciortino、Gregori Ujaque、Xavier Verdaguer、Agustí Lledós、Antoni Riera

  DOI：10.1002/adsc.201900372

  日期：2019.8.5

  The isomerization of epoxides to aldehydes using the readily available Crabtree's reagent is described. The aldehydes were transformed into synthetically useful amines by a one‐pot reductive amination using pyrrolidine as imine‐formation catalyst. The reactions worked with low catalyst loadings in very mild conditions. The procedure is operationally simple and tolerates a wide range of functional groups

  描述了使用容易获得的Crabtree试剂将环氧化物异构化为醛的方法。使用吡咯烷作为亚胺形成催化剂，通过一锅还原胺化将醛转化为合成有用的胺。该反应在非常温和的条件下以较低的催化剂负载量进行。该过程操作简单，并且可以接受各种功能组。DFT对其机理的研究表明，异构化是通过具有低能垒的氢化铱机理进行的，与温和的反应条件相符。

表征谱图