甲基苯乙烯硅烷 | 17878-39-6

• 物质功能分类: 化学试剂 - 硅烷试剂
• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 甲基苯乙烯硅烷
• 中文别名: 甲基苯基乙烯基硅烷；乙烯基苯基甲基硅烷
• 英文名称: methyl-phenyl-vinyl-silane
• 英文别名: Methyl-phenyl-vinyl-silan；Ethenyl-methyl-phenylsilane
• CAS: 17878-39-6
• 化学式: C₉H₁₂Si
• 分子量: 148.28
• InChiKey: JNRFDZNGKYQSKV-UHFFFAOYSA-N

物化性质

• 沸点：
  56-57 °C (7 mmHg)
• 密度：
  0.89
• 闪点：
  58°C
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.48
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• TSCA：
  Yes
• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2931900090
• 储存条件：
  存于阴凉干燥处

SDS

Name:	Methylphenylvinylsilane Material Safety Data Sheet
Synonym:	None Known
CAS:	17878-39-6

Section 1 - Chemical Product MSDS Name:Methylphenylvinylsilane Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
17878-39-6	Methylphenylvinylsilane	ca. 100	241-830-5

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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:
Treat symptomatically and supportively.

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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. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical 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. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use only in a chemical fume hood. Wash clothing before reuse.
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# 17878-39-6: 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:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Clear liquid
Color: colorless
Odor: slight
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 56 - 57 deg C @ 7 mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Negligible.
Specific Gravity/Density: 0.89
Molecular Formula: C6H5Si(H)(CH3)CHCH2
Molecular Weight: 148.27

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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, excess heat.
Incompatibilities with Other Materials:
Acids, bases, oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, silicon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 17878-39-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Methylphenylvinylsilane - 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: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 17878-39-6: No information available.
Canada
CAS# 17878-39-6 is listed on Canada's NDSL List.
CAS# 17878-39-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 17878-39-6 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  甲基苯乙烯硅烷 在 硅酸四乙酯 、 三(五氟苯基)硼烷 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 0.12h， 以89%的产率得到tetrakis(methylphenylvinylsiloxy)silane
  参考文献：
  名称：

  Testing the functional tolerance of the Piers–Rubinsztajn reaction: a new strategy for functional silicones

  摘要：

  皮尔斯-鲁宾什坦反应，涉及B(C6F5)3催化的氢硅烷与烷氧基硅烷形成硅氧烷的过程，对多种功能性基团具有较好的兼容性，并提供了一种制备结构复杂的功能性硅酮的通用策略。

  DOI：

  10.1039/c0cc00369g
• 作为产物：
  描述：

  phenylmagnesium chloride 在 lithium aluminium tetrahydride 作用下， 生成 甲基苯乙烯硅烷
  参考文献：
  名称：

  The Synthesis and Polymerization of Organosilanes Containing Vinyl and Hydrogen Joined to the Same Silicon Atom

  摘要：

  DOI：

  10.1021/ja01589a054
• 作为试剂：
  描述：

  苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 [Fe(CO)H(NO)(PPh₃)₂] 、 甲基苯乙烯硅烷 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.17h， 生成 (Z)-N-(4-styrylphenyl)acetamide
  参考文献：
  名称：

  Aryl–aryl interactions as directing motifs in the stereodivergent iron-catalyzed hydrosilylation of internal alkynes

  摘要：

  定义的氢化铁络合物 FeH(CO)(NO)(Ph3P)2 作为催化剂在选择性氢硅化内部炔烃转化为乙烯硅烷方面具有很高的活性。根据所用的硅烷，产生了 E- 或 Z- 选择性的氢硅化产物，产率优异，立体选择性良好到优异。

  DOI：

  10.1039/c2cc31395b

文献信息

• PREPARATION OF SI-SI BOND-BEARING COMPOUNDS
  申请人：Nakazawa Hiroshi

  公开号：US20090112013A1

  公开（公告）日：2009-04-30

  Si—Si bond-bearing compounds are effectively prepared by irradiating with radiation or heating Si—H group-bearing silicon compounds in organic solvents in the presence of iron complex catalysts. The Si—Si bond-bearing compounds are useful as a base material in photoresist compositions, ceramic precursor compositions, and conductive compositions.

  Si—Si键含有化合物通过在有机溶剂中存在铁配合物催化剂的情况下，通过辐射或加热Si—H基团含有的硅化合物有效制备。这些Si—Si键含有的化合物可用作光刻胶组合物、陶瓷前驱体组合物和导电组合物的基材料。
• Rapid assembly of explicit, functional silicones
  作者：John B. Grande、Ferdinand Gonzaga、Michael A. Brook

  DOI：10.1039/c0dt00400f

  日期：——

  groups and polymers. Traditional routes to such compounds, which typically involve platinum-catalyzed hydrosilylation, suffer from incompatibility with certain functional groups. B(C6F5)3-catalyzed condensation of hydrosilanes with alkoxysilanes offers new opportunities to prepare explicit silicone structures. We demonstrate here that conversion of alcohols to silyl ethers competes unproductively with

  硅氧烷的令人印象深刻的表面活性可以通过引入亲水性有机官能团和聚合物来增强。这类化合物的传统路线，通常涉及铂-催化的氢化硅烷化，与某些官能团不相容。B（C 6 F 5）3催化的氢硅烷与烷氧基硅烷的缩合反应为制备明确的有机硅结构提供了新的机会。我们在这里证明，醇向甲硅烷基醚的转化与烷氧基硅烷转化为二硅氧烷。相比之下，可以容易地以高收率制备各种结构复杂的烷基卤化物和低聚谷氨酰化合物。热3 + 2-环加成和硫醇-烯 点击反应用于将这些化合物转化为表面活性物质。
• Nanostructured Materials as Catalysts: Nanoporous-Gold-Catalyzed Oxidation of Organosilanes with Water
  作者：Naoki Asao、Yoshifumi Ishikawa、Naoya Hatakeyama、Menggenbateer、Yoshinori Yamamoto、Mingwei Chen、Wei Zhang、Akihisa Inoue

  DOI：10.1002/anie.201005138

  日期：2010.12.27

  Pores to the fore: Nanoporous gold shows a remarkable catalytic activity for the oxidation of organosilane compounds with water. The catalyst is easily recoverable and can be reused several times without leaching and loss of activity.

  最重要的问题：纳米多孔金对有机硅烷化合物与水的氧化显示出显着的催化活性。该催化剂易于回收并且可以重复使用多次而不会浸出和失去活性。
• A discrete octahedrally shaped [Ag₆]⁴⁺cluster encapsulated within silicotungstate ligands
  作者：Yuji Kikukawa、Yoshiyuki Kuroda、Kosuke Suzuki、Mitsuhiro Hibino、Kazuya Yamaguchi、Noritaka Mizuno

  DOI：10.1039/c2cc37591e

  日期：——

  By the reaction of TBA4H4[γ-SiW10O36] (TBA = tetra-n-butylammonium) with AgOAc (OAc = acetate) using dimethylphenylsilane as a reductant in acetone, a unique polyoxometalate containing a discrete octahedrally shaped [Ag6]4+ cluster, TBA8[Ag6(γ-H2SiW10O36)2]·5H2O, could be synthesized, and the molecular structure was determined.

  通过四丁基铵（TBA）的反应物TBA4H4[γ-SiW10O36]与AgOAc（OAc为乙酸盐）在丙酮中使用二甲基苯基硅烷作为还原剂，可以合成一种独特的含有一个离散的八面体形[Ag6]4+簇的聚多金属氧酸盐，TBA8[Ag6(γ-H2SiW10O36)2]·5H2O，并确定了其分子结构。
• Highly selective oxidation of organosilanes with a reusable nanoporous silver catalyst
  作者：Zhiwen Li、Congcong Zhang、Jing Tian、Zhonghua Zhang、Xiaomei Zhang、Yi Ding

  DOI：10.1016/j.catcom.2014.04.009

  日期：2014.8

  Room temperature highly selective oxidation of organosilanes to organosilanols and organosilyl ethers is achieved in liquid-phase with dealloyed nanoporous silver catalysts. In both cases, aromatic and aliphatic silanes can be effectively converted into the corresponding silanols and silyl ethers by using water and alcohols as oxidant, respectively. Moreover, hydrogen gas is the only by-product and

  使用脱合金纳米多孔银催化剂，可以在室温下实现有机硅烷在室温下高度选择性地氧化为有机硅烷醇和有机甲硅烷基醚。在两种情况下，通过分别使用水和醇作为氧化剂，可以将芳族和脂族硅烷有效地转化为相应的硅烷醇和甲硅烷基醚。此外，氢气是唯一的副产物，催化剂可以循环使用几次而不会明显降低活性和选择性。