1,1-双(三甲基硅基氧化)-3-甲基-1-丁烯 | 88246-66-6

• 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: 1,1-双(三甲基硅基氧化)-3-甲基-1-丁烯
• 中文别名: 1,1-双(三甲基甲硅烷基氧基)-3-甲基-1-丁烯
• 英文名称: 1,1-bis(trimethylsilyloxy)-3-methyl-1-butene
• 英文别名: 2-isopropyl-1,1-bis(trimethylsiloxy)ethene；3-methyl-1,1-bis(trimethylsiloxy)-1-butene；trimethyl-(3-methyl-1-trimethylsilyloxybut-1-enoxy)silane
• CAS: 88246-66-6
• 化学式: C₁₁H₂₆O₂Si₂
• 分子量: 246.497
• InChiKey: LUDJENUUFWPHPJ-UHFFFAOYSA-N

物化性质

• 沸点：
  75 °C (12 mmHg)
• 闪点：
  25 °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)：
  4.19
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R10,R36/37/38
• 海关编码：
  2931900090
• 储存条件：
  存储在0至6℃阴凉干燥处。

SDS

Name:	1 1-Bis(trimethylsilyloxy)-3-methyl-1-butene Material Safety Data Sheet
Synonym:	None Known
CAS:	88246-66-6

Section 1 - Chemical Product MSDS Name:1 1-Bis(trimethylsilyloxy)-3-methyl-1-butene Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
88246-66-6	1,1-Bis(trimethylsilyloxy)-3-methyl-1-	100	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.
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. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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 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. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
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:
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# 88246-66-6: 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: Liquid
Color: colorless to light yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 75 deg C @ 12.00mmHg
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: C11H26O2Si2
Molecular Weight: 246.50

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not currently available.
Conditions to Avoid:
Excess heat.
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# 88246-66-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,1-Bis(trimethylsilyloxy)-3-methyl-1-butene - 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.
WGK (Water Danger/Protection)
CAS# 88246-66-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 88246-66-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 88246-66-6 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：

  1,1-双(三甲基硅基氧化)-3-甲基-1-丁烯 在 fluorine 作用下， 以 氯仿 、 水 、 乙腈 为溶剂， 以60%的产率得到2-羟基-3-甲基丁酸
  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：

  异戊酸 、 三甲基氯硅烷 在 lithium diisopropyl amide 作用下， 生成 1,1-双(三甲基硅基氧化)-3-甲基-1-丁烯
  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

文献信息

• 一种三氟甲基丁烯酮类衍生物的连续制备方法
  申请人：浙江蓝天环保高科技股份有限公司

  公开号：CN112979443A

  公开（公告）日：2021-06-18

  本发明公开了一种三氟甲基丁烯酮类衍生物的连续制备方法，所述连续制备方法采用下述反应式中结构(I)所示的原料1与作为原料2的三氟乙酰卤在微通道反应器中反应制备获得结构(II)所示的三氟甲基丁烯酮类衍生物：其中，R为供电子基团，且能与烯烃双键共轭；R1、R2独立地选自氢、C1～C20烷基、芳基或取代芳基或硅烷基；X为卤素，选自氟、氯、溴或碘。本发明具有工艺普适性好、原子经济性好、收率高、副产少、产品纯度高等优点。
• 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。
• Bis(trimethylsilyl)ketene Acetals as C,O-Dinucleophiles: One-Pot Formation of Polycyclic γ- and δ-Lactones from Pyridines and Pyrazines
  作者：Henri Rudler、Bernard Denise、Yiming Xu、Andrée Parlier、Jacqueline Vaissermann

  DOI：10.1002/ejoc.200500162

  日期：2005.9

  interaction with both nitrogen atoms, of polycyclic γ-lactones, a reaction formally reminiscent of the double nucleophilic addition of the same ketene acetals to (arene)tricarbonylchromium complexes. Most of the new structures were assigned through X-ray crystal structure determinations. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

  双（三甲基甲硅烷基）烯酮缩醛在化学计量量的氯甲酸甲酯存在下与吡啶、喹啉和异喹啉反应，以令人满意的产率得到相应的二氢吡啶-、二氢喹啉-和二氢异喹啉-取代的羧酸。加成反应的区域选择性和非对映选择性以及旋转异构体的存在或不存在都已确定。分离出的酸与过酸反应，通过分子内反应生成 β-羟基-δ-内酯。类似的内酯化也可以直接从氮杂芳族化合物与硅胶、碘或溴的一锅反应中产生。在这些情况下，产生了δ-内酯或β-卤代-δ-内酯。吡嗪在这些转变中的行为是奇特的，由于氯甲酸甲酯本身通过与两个氮原子的相互作用诱导多环γ-内酯的形成，这种反应形式上让人想起相同的烯酮缩醛与（芳烃）三羰基铬配合物的双亲核加成反应。大多数新结构是通过 X 射线晶体结构测定确定的。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
• Double nucleophilic addition of bis(trimethylsilyl)ketene acetals to carbon–carbon double bonds of pyrazines: formation of polycyclic γ-lactones
  作者：Henri Rudler、Bernard Denise、Yiming Xu、Jacqueline Vaissermann

  DOI：10.1016/j.tetlet.2005.03.131

  日期：2005.5

  The double activation of pyrazines upon their interaction with methyl chloroformate leading in the presence of bis(TMS)ketene acetals to polycyclic N-containing γ-lactones parallels the interaction of the same ketene acetals with metal-activated aromatics. The fundamental role of the two oxygen–silicon bonds is outlined. This result broadens the scope of application of these ketene acetals as potential

  吡嗪与氯甲酸甲酯相互作用时的双活化导致双（TMS）乙烯酮缩醛在双环含N的γ-内酯的存在下与相同的乙烯酮缩醛与金属活化的芳族化合物的相互作用平行。概述了两个氧-硅键的基本作用。该结果拓宽了这些烯酮缩醛作为潜在的1，3-二亲核试剂的应用范围。