三(叔丁氧基)硅烷醇 | 18166-43-3

• 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: 三(叔丁氧基)硅烷醇
• 中文别名: 三叔丁氧基硅醇；三(叔-丁氧基)硅烷醇；叔丁基二甲基硅烷醇
• 英文名称: tris(tert-butoxy)silanol
• 英文别名: hydroxy-tris[(2-methylpropan-2-yl)oxy]silane
• CAS: 18166-43-3
• 化学式: C₁₂H₂₈O₄Si
• 分子量: 264.437
• InChiKey: HLDBBQREZCVBMA-UHFFFAOYSA-N

物化性质

• 熔点：
  63-65 °C(lit.)
• 沸点：
  205-210 °C(lit.)
• 密度：
  0,92 g/cm3
• 闪点：
  >65°C
• 稳定性/保质期：
  按规定使用不会分解，避免接触氧化剂和潮湿环境。

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• TSCA：
  No
• 安全说明：
  S22,S24/25
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2915900090
• 储存条件：
  应储存在密闭、阴凉、干燥处，并置于惰性气体中。

SDS

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Section 1: Product Identification
Chemical Name: Tri-t-butoxysilanol (99.999%-Si) PURATREM
CAS Registry Number: 18166-43-3
Formula: [(CH3)3CO]3SiOH
EINECS Number: none
Chemical Family: organosilicon compound
Synonym: Tris(tert-butoxy)silanol

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 18166-43-3 100% no data no data

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Section 3: Hazards Identification
Emergency Overview: Irritating to skin, eyes and respiratory tract.
Primary Routes of Exposure: Ingestion, inhalation, eyes
Eye Contact: Causes slight to mild irritation of the eyes.
Skin Contact: Causes slight to mild irritation of the skin.
Inhalation: Irritating to the nose, mucous membranes and respiratory tract.
Ingestion: No information available on the physiological effects of ingestion. May be harmful if swallowed.
Acute Health Affects: Irritating to skin, eyes and respiratory tract.
No information on long-term chronic effects. Contact with moisture, as resulting from human contact, will
Chronic Health Affects:
produce n-butanol which shows reproductive effects in animal studies.
NTP: No
IARC: No
OSHA: No

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SECTION 4: First Aid Measures
Immediately flush the eyes with copious amounts of water for at least 10-15 minutes. A victim may need
Eye Exposure:
assistance in keeping their eye lids open. Get immediate medical attention.
Wash the affected area with water. Remove contaminated clothes if necessary. Seek medical assistance if
Skin Exposure:
irritation persists.
Remove the victim to fresh air. Closely monitor the victim for signs of respiratory problems, such as difficulty
Inhalation:
in breathing, coughing, wheezing, or pain. In such cases seek immediate medical assistance.
Seek medical attention immediately. Keep the victim calm. Give the victim water (only if conscious). Induce
Ingestion:
vomiting only if directed by medical personnel.

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SECTION 5: Fire Fighting Measures
Flash Point: no data
Autoignition Temperature: none
Explosion Limits: none
Extinguishing Medium: carbon dioxide, dry powder or foam
If this product is involved in a fire, fire fighters should be equipped with a NIOSH approved positive pressure
Special Fire Fighting Procedures:
self-contained breathing apparatus and full protective clothing.
Hazardous Combustion and If involved in a fire this material may emit irritating fumes.
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards.

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SECTION 6: Accidental Release Measures
Small spills can be mixed with vermiculite, sodium carbonate or other suitable non-combustible adsorbent and
Spill and Leak Procedures:
swept up.

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SECTION 7: Handling and Storage
Store in a tightly sealed container under an inert atmosphere of nitrogen or argon. Keep in a cool, dry,
Handling and Storage:
well-ventillated area.

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SECTION 8: Exposure Controls and Personal Protection
Eye Protection: Always wear approved safety glasses when handling a chemical substance in the laboratory.
Skin Protection: Wear protective clothing and gloves.
Ventilation: Handle the material in an efficient fume hood.
If ventilation is not available a respirator should be worn. The use of respirators requires a Respirator
Respirator:
Protection Program to be in compliance with 29 CFR 1910.134.
Ventilation: Handle the material in an efficient fume hood.
Additional Protection: No additional protection required.

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SECTION 9: Physical and Chemical Properties
Color and Form: white solid
Molecular Weight: 264.43
Melting Point: 63-65°C
Boiling Point: 205-210C
Vapor Pressure: 0.4mm @ 55?
Specific Gravity: 0.89g/cc3
Odor: none
Solubility in Water: insoluble

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SECTION 10: Stability and Reactivity
Stability: moisture sensitive
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: prolonged exposure to moisture
Incompatibility: strong oxidizing agents, strong acids and halogens
Decomposition Products: carbon dioxide, carbon monoxide, organic fumes, butanol and silicon dioxide.

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SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files.
Carcinogenic Effects: no data
Mutagenic Effects: no data
Tetratogenic Effects: no data

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SECTION 12: Ecological Information
Ecological Information: No information available

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SECTION 13: Disposal Considerations
Disposal: Dispose of according to local, state and federal regulations.

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SECTION 14: Transportation
Shipping Name (CFR): Non-hazardous
Hazard Class (CFR): NA
Additional Hazard Class (CFR): NA
Packaging Group (CFR): NA
UN ID Number (CFR): NA
Shipping Name (IATA): Non-hazardous
Hazard Class (IATA): NA
Additional Hazard Class (IATA): NA
Packaging Group (IATA): NA
UN ID Number (IATA): NA

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SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory
SARA (Title 313): Not reportable under SARA 313
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  三(叔丁氧基)硅烷醇 反应 10.0h， 生成 trisilicic acid 2,2-dibutyl ester 1,1,1,3,3,3-hexa-tert-butyl ester
  参考文献：
  名称：

  烷氧基硅烷。三、烷氧基甲硅烷氧基氨基硅烷的制备及其反应

  摘要：

  双（三叔丁氧基甲硅烷氧基）二氨基硅烷是通过相应的二氯硅烷与氨反应制备的。它也由四氯化硅与三叔丁氧基硅烷醇在吡啶作为脱盐酸试剂的存在下反应，随后混合物与氨反应而获得。该化合物与正丁醇、苯酚、苯胺、正丁胺、水和乙酸的醇解、氨基转移反应、水解和乙酰解导致相应的双（三叔丁氧基甲硅烷氧基）硅烷衍生物的形成。在这些反应中，释放的氨的测量使检查反应物的相对反应性成为可能。

  DOI：

  10.1246/bcsj.42.2570
• 作为产物：
  描述：

  二-叔-丁氧基二氯硅烷 在 咪唑 、 水 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 90.0h， 生成 三(叔丁氧基)硅烷醇
  参考文献：
  名称：

  不对称三烷氧基硅烷醇的简便合成：（RO）2（R'O）SiOH

  摘要：

  三烷氧基硅烷醇（RO）3 SiOH可用作过渡金属配合物中的配体，因为它们为二氧化硅支撑的金属位点或热解前体方法的前体提供了模型。但是，它们的合成大多限于对称的，其中所有RO配体均相同。然而，不对称取代的三烷氧基硅烷醇可以通过促进络合物的结晶，降低结晶学的无序性，改变所制备的络合物的热性质以及使侧基官能团的添加而提供比其对称对应物显着的优势。本文中，使用咪唑作为促进剂，提出了一种不对称的三烷氧基硅烷醇（RO）2（R'O）SiOH的简单通用合成方法。

  DOI：

  10.1002/hlca.201700298
• 作为试剂：
  描述：

  [Ir(SIPr)(COD)Cl] 、 苄胺-D7 、 氢气 在 三(叔丁氧基)硅烷醇 作用下， 以 二氯甲烷-D2 为溶剂， 24.84 ℃ 、300.01 kPa 条件下， 反应 1.0h， 生成
  参考文献：
  名称：

  超极化 29Si 核磁共振检测硅烷醇和硅烷的反应性

  摘要：

  硅烷醇和硅烷是合成硅基材料的关键前体和中间体。虽然通过29 Si NMR 光谱对其进行表征和定量已受到极大关注，但该技术受到29 Si 自然丰度低及其灵敏度低的限制。在这里，我们描述了一种使用 p-H 2超极化29 Si 的方法。观察到的信号增强在 11.7 T 下接近 3000 倍，在玻尔兹曼条件下需要很多天的测量才能获得可比较的结果。利用所得信号来监测三（叔丁氧基）硅烷醇与三氟甲磺酸酐在T 1校正过程中的快速反应，从而实现快速定量。这些结果展示了一种量化硅材料合成中动态过程和中间体的新途径。

  DOI：

  10.1002/anie.201915098

文献信息

• Siloxyaluminum Alkyl Cations:  Syntheses, Structures, and Reactions Related to Activation of Zirconocene Catalysts on Silica Gel Surfaces
  作者：Olaf Wrobel、Frank Schaper、Ulrich Wieser、Heike Gregorius、Hans H. Brintzinger

  DOI：10.1021/om0207515

  日期：2003.3.1

  solution yields a moderately active catalyst for ethene polymerization. This reactivity of siloxyaluminum methyl cations is qualitatively similar to, although substantially lower than, that of a silica gel surface treated with trimethylaluminum and a cationizing agent.

  类型的Me双核甲硅烷氧基甲基络合物2的Al（μ-OSIR 3）2阿尔梅2与质子化反应Ñ，Ñ -dimethylanilinium四（五氟苯基）硼酸盐，用CH释放4，以形成二甲基苯胺（DMA） -稳定的甲硅烷氧基甲基阳离子我2的Al（μ-OSIR 3）2阿尔梅（NME 2（C 6 H ^ 5）+这些阳离子抽象为C1。-配体选自（C 5 H ^ 5）2的ZrCl 2，得到双核阳离子（C 5 H ^ 5）2的ZrCl} 2（μ-Cl）的+和CH 3 -从配位体（C 5 H ^ 5）2的Zr（CH 3）2，通过的方式，得到DMA稳定的阳离子（C 5 H 5）2 Zr（CH 3）NMe 2（C 6 H 5）+ CH活化产物（C 5 H 5）2 ZrCH 2 NMe（C 6 H5）+ ; 与Me 2 Si（ind）2 ZrMe 2在甲苯溶液中的反应生成用于乙烯聚合的中等活性催化剂。甲硅烷氧基铝甲基阳
• Vapor deposition of metal oxides, silicates and phosphates, and silicon dioxide
  申请人：Gordon G. Roy

  公开号：US20050277780A1

  公开（公告）日：2005-12-15

  Metal silicates or phosphates are deposited on a heated substrate by the reaction of vapors of alkoxysilanols or alkylphosphates along with reactive metal amides, alkyls or alkoxides. For example, vapors of tris(tert-butoxy)silanol react with vapors of tetrakis(ethylmethylamido)hafnium to deposit hafnium silicate on surfaces heated to 300° C. The product film has a very uniform stoichiometry throughout the reactor. Similarly, vapors of diisopropylphosphate react with vapors of lithium bis(ethyldimethylsilyl)amide to deposit lithium phosphate films on substrates heated to 250° C. Supplying the vapors in alternating pulses produces these same compositions with a very uniform distribution of thickness and excellent step coverage.

  金属硅酸盐或磷酸盐通过热底物上的热分解反应沉积在加热的底物上，反应的气相为烷氧基硅醇或烷基磷酸酯以及反应性金属胺基化合物、烷基或烷氧基化合物。例如，三(叔丁氧基)硅醇的气相与四(乙基甲基胺基)铪的气相反应，在加热至300°C的表面上沉积铪硅酸盐。生成的薄膜在整个反应器中具有非常均匀的化学计量。同样，二异丙基磷酸酯的气相与双(乙基二甲基硅基)胺的气相反应，在加热至250°C的底物上沉积磷酸锂薄膜。交替脉冲供应气相产生具有非常均匀厚度分布和优异阶梯覆盖的相同组成的薄膜。
• Silylation of Alcohols, Phenols, and Silanols with Alkynylsilanes - an Efficient Route to Silyl Ethers and Unsymmetrical Siloxanes
  作者：Krzysztof Kuciński、Hanna Stachowiak、Grzegorz Hreczycho

  DOI：10.1002/ejoc.202000573

  日期：2020.7.15

  Alkynylsilanes – a missing piece of different silylation agents, can serve as valuable substrates in the O‐silylation through a dealkynative coupling with alcohols or silanols. The described approach displays a whole array of advantages in terms of green chemistry and is a promising alternative to existing methodologies.

  炔基硅烷–缺少的一种不同的甲硅烷基化剂，可以通过与醇或硅烷醇的脱炔基偶联而成为O-硅烷化中的重要底物。所描述的方法在绿色化学方面显示了一系列优势，并且是现有方法的有希望的替代方法。
• Silica‐Supported Mn^IISites as Efficient Catalysts for Carbonyl Hydroboration, Hydrosilylation, and Transesterification
  作者：Behnaz Ghaffari、Jorge Mendes‐Burak、Ka Wing Chan、Christophe Copéret

  DOI：10.1002/chem.201903638

  日期：2019.11.4

  homogeneous catalyst in numerous reactions. Herein, the preparation of silica-supported MnII sites is reported using Surface Organometallic Chemistry (SOMC), combined with tailored thermolytic molecular precursors approach based on Mn2 [OSi(OtBu)3 ]4 and MnN(SiMe3 )2 }2 ⋅THF. These supported MnII sites, free of organic ligands, efficiently catalyze numerous reactions: hydroboration and hydrosilylation of ketones

  锰是仅次于铁和钛的第三大过渡金属元素，最近已证明在许多反应中都是有效的均相催化剂。本文中，报道了使用表面有机金属化学（SOMC）结合基于Mn2 [OSi（OtBu）3] 4和Mn N（SiMe3）2} 2⋅THF的量身定制的热解分子前体方法，制备了二氧化硅负载的MnII位点的方法。 。这些支持的MnII位点没有有机配体，可有效催化众多反应：酮和醛的硼氢化和氢化硅烷化以及工业相关底物的酯交换反应。
• Reactivity Studies, Structural Characterization, and Thermolysis of Cubic Titanosiloxanes:  Precursors to Titanosilicate Materials Which Catalyze Olefin Epoxidation
  作者：Ramaswamy Murugavel、Paul Davis、Vivekanand S. Shete

  DOI：10.1021/ic034317m

  日期：2003.7.1

  titanosiloxane [RSiO(3)Ti(OPr(i))](4) (R = 2,6-Pr(2)(i)C(6)H(3)NSiMe(3)) (1) is found to be relatively inert in its attempted reactions with alcohols and other acidic hydrogen containing compounds. The reaction of 1 with silanol (Bu(t)O)(3)SiOH however proceeds over a period of approximately 3 months to result in the hydrolysis of (Bu(t)O)(3)SiOH and yield the transesterification product [RSiO(3)Ti(OBu(t))](4)

  立方钛钛硅氧烷[RSiO（3）Ti（OPr（i））]（4）（R = 2,6-Pr（2）（i）C（6）H（3）NSiMe（3））（1）为被发现在与醇类和其他酸性氢化合物的反应中表现出相对惰性。1与硅烷醇（Bu（t）O）（3）SiOH的反应进行大约3个月，导致（Bu（tO））（3）SiOH水解并生成酯交换产物[RSiO （3）Ti（OBu（t））]（4）（2），而不是预期的[RSiO（3）Ti（OSi（OBu（t））（3））]（4）。产品1和2已通过元素分析，热分析和光谱技术（IR，EI-MS和NMR）进行了表征。1和2的固态结构已通过单晶X射线衍射研究确定。化合物1和2是同构的，并且在具有中心立方Ti（4）Si（4）O（12）核的立方空间组中结晶。1在450、600、800、900、1000和1200℃的空气中进行固态热解，所得的钛硅酸盐材料1a-f通过光谱（红外和DR紫外），粉末XRD和电