1,2-二(三乙氧基硅基)乙烷 | 16068-37-4

• 物质功能分类: 化学试剂 - 有机试剂 - 硅氧烷
• 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: 1,2-二(三乙氧基硅基)乙烷
• 中文别名: 亚乙基二(三乙氧基硅烷)；1,2-双(三乙氧基硅基)乙烷；1,2-二(三乙氧基甲硅烷基)乙烷
• 英文名称: 1,2-bis(triethoxysilyl)ethane
• 英文别名: bis(triethoxysilyl)ethane；1,2-bis(triethoxysilyl)ethan；triethoxy(2-triethoxysilylethyl)silane
• CAS: 16068-37-4
• 化学式: C₁₄H₃₄O₆Si₂
• 分子量: 354.591
• InChiKey: IZRJPHXTEXTLHY-UHFFFAOYSA-N

物化性质

• 熔点：
  -20-10°C
• 沸点：
  119 °C(lit.)
• 密度：
  0.958 g/mL at 25 °C(lit.)
• 闪点：
  >230 °F
• LogP：
  -4-2.7 at 20-25℃
• 物理描述：
  Liquid
• 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)：
  3.08
• 重原子数：
  22
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• TSCA：
  Yes
• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38,R41
• WGK Germany：
  3
• 海关编码：
  2931900090
• 危险品运输编号：
  UN 2810
• RTECS号：
  JG7755000
• 危险性防范说明：
  P264,P270,P280,P301+P310,P302+P352,P312,P330,P363,P405,P501
• 危险性描述：
  H301,H312,H372,H412
• 储存条件：
  请将药品存放在密闭、阴凉、干燥的地方。

SDS

1,2-Bis(triethoxysilyl)ethane
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 1,2-Bis(triethoxysilyl)ethane

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Skin corrosion/irritation Category 2
Category 1
Serious eye damage/eye irritation
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Danger
Hazard statements Causes skin irritation
Causes serious eye damage
Precautionary statements:
Wash hands thoroughly after handling.
[Prevention]
Wear protective gloves/eye protection/face protection.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
[Response]
if present and easy to do. Continue rinsing.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.
Immediately call a POISON CENTER or doctor/physician.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 1,2-Bis(triethoxysilyl)ethane
Percent: >95.0%(GC)
CAS Number: 16068-37-4
Synonyms: Ethylenebis(triethoxysilane)
C14H34O6Si2
Chemical Formula:

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Immediately call a POISON CENTER or doctor/physician.
1,2-Bis(triethoxysilyl)ethane

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Section 4. FIRST AID MEASURES
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. Immediately call a POISON CENTER or doctor/physician.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing.Immediately call a POISON CENTER or
doctor/physician.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, carbon dioxide.
media:
Unsuitable extinguishing Water (It may scatter and spread fire.)
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Ensure adequate ventilation. Entry to non-involved personnel should be controlled
emergency procedures: around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Absorb spilled material in a suitable absorbent (e.g. rag, dry sand, earth, saw-dust).
containment and cleaning In case of large amount of spillage, contain a spill by bunding. Adhered or collected
up: material should be promptly disposed of, in accordance with appropriate laws and
regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapour or mist. Wash hands and face thoroughly after
handling.
Use a ventilation, local exhaust if vapour or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store under inert gas.
Protect from moisture.
Store away from incompatible materials such as oxidizing agents.
Moisture-sensitive
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Vapor respirator. Follow local and national regulations.
Protective gloves.
Hand protection:
Eye protection: Safety glasses. A face-shield, if the situation requires.
1,2-Bis(triethoxysilyl)ethane

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Liquid
Clear
Form:
Colour: Colorless - Almost colorless
No data available
Odour:
pH: No data available
Melting point/freezing point:No data available
Boiling point/range: 88°C/0.003kPa
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: 0.97
Solubility(ies):
[Water] No data available
[Other solvents] No data available

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Silicon oxides
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
No data available
IARC =
NTP = No data available
Reproductive toxicity: No data available
RTECS Number: JG7755000

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
No data available
Fish:
Crustacea: No data available
No data available
Algae:
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobility in soil
Log Pow: No data available
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):
1,2-Bis(triethoxysilyl)ethane

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to burn in a chemical
incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when
disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: Does not correspond to the classification standard of the United Nations
UN-No: Not listed

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

应用

1,2-二(三乙氧基硅基)乙烷是有机合成中间体和医药中间体，可用于实验室研发过程和化工生产过程中。

合成路线

1. 通过乙醇和1,2-二(三氯甲硅基)乙烷合成1,2-双(三乙氧基硅基)乙烷。

   

2. 通过双(三乙氧基硅基)乙烯合成1,2-双(三乙氧基硅基)乙烷。

   

反应信息

• 作为反应物：
  描述：

  1,2-二(三乙氧基硅基)乙烷 在 ammonium hydrogen difluoride 作用下， 以 水 为溶剂， 以81%的产率得到
  参考文献：
  名称：

  实用且可扩展的长凳稳定型有机氟硅酸盐的合成

  摘要：

  在过去的几十年中，硅烷作为合成工具已经取得了巨大的成功。在许多使用硅烷的反应中，提出了五配位硅酸盐作为反应性中间体。尽管如此，还没有通用的方法来合成五配位的氟硅酸盐并将其用作试剂来代替有机或烷氧基硅烷。在此，我们报道了有机四氟硅酸盐的首次实用合成。该方法耐受包括亲电子体在内的许多不同的官能团，其中氟化物优先攻击硅烷而不是亲电子体。即使在摩尔规模下，这种转化也通常是高产率的。此外，我们证明有机四氟硅酸盐比相应的三烷氧基硅烷更具反应性，并且在溶剂分解条件下更稳定。有机四氟硅酸盐可用作各种偶联反应，氧化和自由基反应的底物。总体而言，有机四氟硅酸盐代表了一个新的平台，可在此平台上进行具有挑战性的转型。

  DOI：

  10.1039/d0cc05400c
• 作为产物：
  描述：

  1,2-二(三氯甲硅基)乙烷 在 C₂H₅OH 作用下， 生成 1,2-二(三乙氧基硅基)乙烷
  参考文献：
  名称：

  Nametkin, N. S.; Topchiev, A. V.; Zetkin, V. I., Doklady Akademii Nauk SSSR, 1952, vol. 87, p. 601 - 603

  摘要：

  DOI：

文献信息

• Stereoselective Synthesis of (<i>E</i>)- and (<i>Z</i>)-Triethoxy(vinyl-<i>d</i>₂)silanes by Hydrosilylation of Acetylene-<i>d</i>₂
  作者：Álvaro Gordillo、Johan Forigua、Carmen López-Mardomingo、Ernesto de Jesús

  DOI：10.1021/om101127t

  日期：2011.1.24

  acetylene with triethoxysilane can be directed to the synthesis of either cis or trans triethoxy(vinyl-d2)silanes by an appropriate choice of metal catalyst. In addition, we have demonstrated the viability of designing hydrosilylation−arylation sequential processes in which acetylene can be converted into styrenes or stilbenes using the same Pd catalyst for both reactions.

  用三乙氧基硅烷氘化乙炔的氢化硅烷化可涉及任一的合成顺式或反式三乙氧基（乙烯基- d 2通过金属催化剂的一种合适的选择）硅烷。另外，我们证明了设计氢化硅烷化-芳基化顺序过程的可行性，其中乙炔可以在两个反应中使用相同的Pd催化剂转化为苯乙烯或对苯乙烯。
• Platinum(II) complexes bearing bulky Schiff base ligands anchored onto mesoporous SBA‐15 supports as efficient catalysts for hydrosilylation
  作者：Yingpeng Huo、Jiwen Hu、Shudong Lin、Xingming Ju、Yanlong Wei、Zhenzhu Huang、Yangfei Hu、Yuanyuan Tu

  DOI：10.1002/aoc.4874

  日期：2019.6

  heterogeneous catalyst of platinum complexes bearing binary ligands of bidentate naphthalenolimine and cyclo‐1,5‐octadiene that are anchored onto mesoporous silica SBA‐15. The presence of the binary ligands not only stabilized the platinum, but also enabled the platinum atoms to form nanoclusters with diameters of ca 1 nm, and led to high platinum loading (8.69 wt%). Moreover, the platinum catalyst exhibited

  本文报道的是一种易于制备的新型铂络合物多相催化剂，该络合物带有固定在中孔二氧化硅SBA-15上的双齿萘二甲胺和环-1,5-辛二烯的二元配体。二元配体的存在不仅使铂稳定，而且使铂原子形成直径约1 nm的纳米团簇，并导致高铂负载量（8.69 wt％）。此外，铂催化剂在温和无溶剂条件下，对末端烯烃和苯乙烯与硅烷的硅氢化反应表现出很高的催化活性，具有出色的区域选择性。
• Efficient magnetically separable heterogeneous platinum catalyst bearing imidazolyl schiff base ligands for hydrosilylation
  作者：Yingpeng Huo、Jiwen Hu、Yuanyuan Tu、Zhenzhu Huang、Shudong Lin、Xiaojiong Luo、Chao Feng

  DOI：10.1016/j.jorganchem.2021.121714

  日期：2021.3

  content of platinum within this catalyst were carefully characterized. This catalyst can mediate the hydrosilylation between 1-octene and hydrosilane, with the conversion of 1-octene reaching up to 99%, and it shows good regioselectivity as only β-adducts are identified. In addition, this catalyst can be reused for at least 5 cycles. The hydrosilylation reaction between different olefins and hydrosilanes

  本文报道的是一种磁性可分离的非均相纳米催化剂Fe 3 O 4 @SiO 2 -biIMI- PtCl 2，其通过首先在碱性条件下通过原硅酸四乙酯（TEOS）的水解缩合将SiO 2涂层施加到易于合成的磁铁矿纳米颗粒上而制备。 ，然后使用氨丙基三乙氧基硅烷和双（咪唑）醛进行修饰，最后加入PtCl 2通过配位化学而复杂。仔细表征了纳米催化剂的化学结构和形态以及该催化剂中的价态和铂的含量。该催化剂可介导1-辛烯与氢硅烷之间的氢化硅烷化，且1-辛烯的转化率高达99％，并且由于仅鉴定出β-加合物，因此显示出良好的区域选择性。另外，该催化剂可以重复使用至少5个循环。Fe 3 O 4 @SiO 2 -biIMI-PtCl 2还可有效地介导不同烯烃与氢硅烷之间的氢化硅烷化反应。
• Siliciumorganische verbindungen
  作者：Leonhard Birkofer、Klaus Grafen

  DOI：10.1016/0022-328x(86)82009-5

  日期：1986.1

  By hydrosilylation of triethoxyvinylsilane (1), 1,5-hexadiene (10) and 3,3-dimethyl-3-sila-1,4-pentadiene (14) with triethoxysilane (2) we obtained 1,2-bis(triethoxysilyl)ethane (3), 1,6-bis(triethoxysilyl)hexane (11) and 1,5-bis(triethoxysilyl)- 3,3-dimethyl-3-silapentane (15). The reaction of 3 with triethanolamine (4), triisopropanolamine (6) and tris(1-t-butyl-ethanol)amine (8) leads to the 1,

  通过三乙氧基乙烯基硅烷（1），1,5-己二烯（10）和3,3-二甲基-3-sila-1,4-戊二烯（14）与三乙氧基硅烷（2）的硅氢加成反应，得到1,2-双（三乙氧基甲硅烷基）乙烷（3），1，6-双（三乙氧基甲硅烷基）己烷（11）和1，5-双（三乙氧基甲硅烷基）-3,3-二甲基-3-硅戊烷（15）。的反应3用三乙醇胺（4），三异丙醇胺（6）和三（1-叔丁基-乙醇）胺（8）通到1,2- disilatranylethanes 5，7和9。1,6-二硅环戊基己烷12和13从形成11，4和6分别和15与4给出了3,3-二甲基-1,5- disilatranyl -3- silapentane（16）。
• 有機カーボネートの製造方法
  申请人：国立研究開発法人産業技術総合研究所

  公开号：JP2021183566A

  公开（公告）日：2021-12-02

  【課題】二酸化炭素を原料とし、水を副生せずに、有機カーボネートを製造する方法を提供する。【解決手段】アルコキシシラン類と二酸化炭素とを反応させることを特徴とする、有機カーボネートの製造方法。【選択図】なし

  提供一种以二氧化碳为原料，在不产生水的情况下制造有机碳酸酯的方法。该制造方法的特征是将醚硅烷类物质与二氧化碳反应。【选择图】无