β,β-双(三甲基甲硅烷氧基)苯乙烯 | 31491-21-1

• 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: β,β-双(三甲基甲硅烷氧基)苯乙烯
• 英文名称: 2-phenyl-1,1-bis(trimethylsilyloxy)ethene
• 英文别名: β,β-[bis-(trimethylsiloxy)]styrene；Bis(trimethylsilyl)-phenylketenacetal；Trimethyl-(2-phenyl-1-trimethylsilyloxyethenoxy)silane
• CAS: 31491-21-1
• 化学式: C₁₄H₂₄O₂Si₂
• 分子量: 280.514
• InChiKey: HMHSNGLUZWVXQY-UHFFFAOYSA-N

物化性质

• 沸点：
  85 °C (20 mmHg)
• 密度：
  0.944±0.06 g/cm3(Predicted)
• 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)：
  4.69
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2931900090
• 安全说明：
  S24/25
• 储存条件：
  应将产品存放在0至6°C的阴凉干燥处。

SDS

Name:	BETA BETA-BIS(TRIMETHYLSILYLOXY)-STYRENE Material Safety Data Sheet
Synonym:
CAS:	31491-21-1

Section 1 - Chemical Product MSDS Name:BETA BETA-BIS(TRIMETHYLSILYLOXY)-STYRENE Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
31491-21-1	BETA,BETA-BIS(TRIMETHYLSILYLOXY)-STYRE		unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
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.
Chronic:
Not available.

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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.
Ingestion:
Get medical aid. 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.
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.
Extinguishing Media:
Use extinguishing media most appropriate for the surrounding fire.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a tightly closed container. Keep refrigerated. (Store below 4C/39F.)

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 31491-21-1: Personal Protective Equipment Eyes: Not available.
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: Liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 85 deg C @ 20.00mm
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:
Specific Gravity/Density:
Molecular Formula:
Molecular Weight: 280.51

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 31491-21-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
BETA,BETA-BIS(TRIMETHYLSILYLOXY)-STYRENE - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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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.
WGK (Water Danger/Protection)
CAS# 31491-21-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 31491-21-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 31491-21-1 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：

  β,β-双(三甲基甲硅烷氧基)苯乙烯 在 fluorine 作用下， 以 氯仿 、 水 、 乙腈 为溶剂， 以50%的产率得到扁桃酸
  参考文献：
  名称：

  使用HOF•CH 3 CN络合物有效地进行羰基的α-羟基化

  摘要：

  直接由氟和乙腈水溶液制得的HOF•CH 3 CN络合物通过三甲基甲硅烷基烯醇醚用于各种酮，酯和酸的α-羟基化反应。该反应通常在室温或低于室温的几分钟内完成，并且收率高。

  DOI：

  10.1016/s0040-4020(98)01173-9
• 作为产物：
  描述：

  苯乙酸 在 正丁基锂 、 三甲基氯硅烷 、 二异丙胺 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 生成 β,β-双(三甲基甲硅烷氧基)苯乙烯
  参考文献：
  名称：

  Synthesis of .alpha.-fluorocarbonyl compounds

  摘要：

  制备具有化学式R.sup.2 R.sup.2 CFC(O)R.sup.3的有机化合物的过程包括在一个惰性溶剂中的反应混合物中，将ROF和##STR1##在温度为-40°C至-100°C下接触和反应；其中R是1-6个碳原子的多氟聚卤烷基或FOCF.sub.2；R.sup.1是1-6个碳原子的烃基；每个R.sup.2从H，1-17个碳原子的烷基，3-6个碳原子的环烷基，芳香族，杂环芳基中选择，以及这些烷基、环烷基、芳基和杂环芳基被卤素或1-6个碳原子的烷氧基取代；R.sup.3从H，1-16个碳原子的烷基和卤代烷基，3-10个碳原子的环烷基，芳香族和卤代芳香族，OSi(R.sup.1).sub.3，OH，NH.sub.2，1-6个碳原子的烷氧基，芳氧基，NHR.sup.1和NR.sup.1.sub.2中选择，其中R.sup.1是1-6个碳原子的烷基，N-芳基氨基和4-5个碳原子的氮或硫杂环；R.sup.3和一个R.sup.2共同形成一个与C.dbd.C基团为碳环、杂环或卤杂环的二自由基，从反应混合物中回收具有化学式R.sup.2 R.sup.2 CFC(O)R.sup.3的化合物。

  公开号：

  US04215044A1

文献信息

• Power- and structure-variable fluorinating agents. The N-fluoropyridinium salt system
  作者：Teruo Umemoto、Shinji Fukami、Ginjiro Tomizawa、Kikuko Harasawa、Kosuke Kawada、Kyoichi Tomita

  DOI：10.1021/ja00179a047

  日期：1990.11

  N-Fluoropyridinium salts provide a new system of fluorinating agents by which a wide range of nucleophilic substrates differing in reactivity can be fluorinated due to the varying degree of fluorinating power and also fluorinated very selectively through structural alteration. The scope of selective fluorination should be broadened considerably on the basis of the present results. The N-fluoropyridinium

  N-氟吡啶鎓盐提供了一种新的氟化剂系统，通过该系统，由于氟化能力的不同程度，反应性不同的各种亲核底物可以被氟化，并且还可以通过结构改变非常有选择性地氟化。在现有结果的基础上，选择性氟化的范围应该大大拓宽。因此，N-氟吡啶鎓盐系统应该可以制备许多有用的有机氟化合物
• The Mukaiyama reaction of ketene bis(trimethylsilyl) acetals with α-halo acetals
  作者：F.W.J. Demnitz

  DOI：10.1016/s0040-4039(01)93317-9

  日期：——

  Ketene bis(trimethylsilyl) acetals were reacted with α-halo acetals giving β-alkoxy-γ-halo acids which were converted to butenolides by reaction with two equivalents of base. This constitutes a novel and short butenolide synthesis.

  使乙烯酮双（三甲基甲硅烷基）乙缩醛与α-卤代乙缩醛反应，得到β-烷氧基-γ-卤代酸，通过与两当量的碱反应将其转化为丁烯化物。这构成了新颖且短的丁烯内酯合成。
• Transition-metal catalyzed synthesis of δ-hydroxy-γ-lactones from bis(trimethylsilyl) ketene acetals and allylic acetates via γ-unsaturated carboxylic acids. Comments on the formation of α-cyclopropyl carboxylic acids
  作者：Henri Rudler、Paul Harris、Andrée Parlier、Frédéric Cantagrel、Bernard Denise、Moncef Bellassoued、Jacqueline Vaissermann

  DOI：10.1016/s0022-328x(00)00905-0

  日期：2001.4

  Bis(trimethylsilyl)ketene acetals react with allylic acetates in the presence of Pd(0) complexes to give γ-unsaturated carboxylic acids together with α-cyclopropyl carboxylic acids. The unsaturated acids can be converted catalytically to δ-hydroxy-γ-lactones by the H2O2/MTO system (methyltrioxorhenium) and to butenolides by Pd(II) catalyzed intramolecular cyclization reactions. The structure of two

  双（三甲基甲硅烷基）乙烯酮缩醛在Pd（0）配合物的存在下与乙酸烯丙酯反应生成γ-不饱和羧酸与α-环丙基羧酸。H 2 O 2 / MTO系统（甲基三氧or）可将不饱和酸催化转化为δ-羟基-γ-内酯，而Pd（II）催化的分子内环化反应则可将其转化为丁烯化物。这些内酯中的两个的结构已经通过X射线分析确定。将讨论环丙酸的形成机理。
• ketene bis(trialkylsilyl) acetals: synthesis, pyrolysis and spectral studies
  作者：C. Ainsworth、Yu-Neng Kuo

  DOI：10.1016/s0022-328x(00)90476-5

  日期：1972.12

  methods are described for the preparation of alkyl, dialkyl, aryl and diaryl ketene bis(trialkylsilyl)acetals. One is by reaction of αmetalated trimethylsilyl carboxylates with trimethylchlorosilane (TMCS) and the otehr is by inteaction of dianions of carboxylic acids and TMCS. The dianion of cyclopropane carboxylic acid and TMCS gave C-silated ester in 90% yield. Pyrolysis of diphenyl ketene bis(trialkylsilyl)

  描述了两种高产率的合成方法，用于制备烷基，二烷基，芳基和二芳基乙烯酮双（三烷基甲硅烷基）缩醛。一种是通过α金属化的三甲基甲硅烷基羧酸盐与三甲基氯硅烷（TMCS）的反应，而另一种是通过羧酸与TMCS的二价阴离子的相互键合。环丙烷羧酸和TMCS的二价阴离子以90％的收率得到C-硅酸酯。交叉实验表明，二苯基乙烯酮双（三烷基甲硅烷基）缩醛热解为二苯基乙烯酮和双（三烷基甲硅烷基）醚在分子间进行。单取代的和二烷基酮烯（三甲基甲硅烷基）缩醛的热解得到了酮烯-酮缩醛的加成产物（III），其在溶剂分解时以高收率提供了β-酮酸。给出了许多化合物的NMR和质谱数据。
• Metal reductions of malonates and oxalates. A covenient decarboxylation route for disubstituted malonates and synthesis of keten acetals
  作者：Yu-Neng Kuo、Francis Chen、C. Ainsworth、Jordan J. Bloomfield

  DOI：10.1039/c29710000136

  日期：——

  Alkali-metal reduction of disubstituted malonates or treatment of esters with base in the presence of trimethylchlorosilane gives high yields of the reactive disubstituted keten alkyl trimethylsilyl acetals, while diethyl oxalate, under similar conditions is reduced to 1,2-diethyl-1,2-bis(trimethylsilyloxy)ethylene.

  二取代丙二酸酯的碱金属还原或在三甲基氯硅烷存在下用碱处理酯类可得到高产率的反应性二取代缩酮烷基三甲基甲硅烷基缩醛，而草酸二乙酯在类似条件下可还原为1,2-二乙基-1,2-双（三甲基甲硅烷氧基）乙烯。