1,2-二乙氧基-1,1,2,2-四甲基二硅烷 | 18419-84-6

• 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: 1,2-二乙氧基-1,1,2,2-四甲基二硅烷
• 中文别名: 1,2-二乙氧基四甲基二硅烷
• 英文名称: 1,2-diethoxy-1,1,2,2-tetramethyldisilane
• 英文别名: 1,2-Diethoxy-tetramethyl-disilan；ethoxy-[ethoxy(dimethyl)silyl]-dimethylsilane
• CAS: 18419-84-6
• 化学式: C₈H₂₂O₂Si₂
• mdl: MFCD08276886
• 分子量: 206.432
• InChiKey: GWIVSKPSMYHUAK-UHFFFAOYSA-N

物化性质

• 沸点：
  84℃/50mmHg
• 密度：
  0.836g/mLat 25℃
• 闪点：
  42°C

计算性质

• 辛醇/水分配系数(LogP)：
  0.91
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险类别码：
  R10
• 危险品运输编号：
  UN 1993 3/PG 3
• 海关编码：
  2931900090
• WGK Germany：
  3

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product name : 1,2-Diethoxy-1,1,2,2-tetramethyldisilane

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
According to Regulation (EC) No1272/2008
Flammable liquids (Category 3)
According to European Directive 67/548/EEC as amended.
Flammable.
Label elements
Pictogram
Signal word Warning
Hazard statement(s)
H226 Flammable liquid and vapour.
Precautionary statement(s) none
Hazard symbol(s) none
R-phrase(s)
R10 Flammable.
S-phrase(s) none
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Formula : C8H22Si2O2
Molecular Weight : 206,43 g/mol
CAS-No. EC-No. Index-No. Classification Concentration
1,2-Diethoxy-1,1,2,2-tetramethyldisilane
--- Flam. Liq. 3; H226 -
R10
For the full text of the H-Statements mentioned in this Section, see Section 16.

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Section 4. FIRST AID MEASURES
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing give artificial respiration Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with water.
Consult a physician.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing media
For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires,
apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or spray;
solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water.
Special protective equipment for fire-fighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
Use water spray to cool unopened containers.

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions
Avoid breathing vapors, mist or gas. Remove all sources of ignition. Beware of vapours accumulating to form
explosive concentrations. Vapours can accumulate in low areas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Contain spillage, and then collect with non-combustible absorbent material, (e.g. sand, earth, diatomaceous
earth, vermiculite) and place in container for disposal according to local / national regulations (see section
13). Keep in suitable, closed containers for disposal.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid inhalation of vapour or mist.
Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic
charge.
Conditions for safe storage
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Handle and store under inert gas.

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Personal protective equipment
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with
multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to
engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. Use respirators and components tested and approved under appropriate government
standards such as NIOSH (US) or CEN (EU).
Hand protection
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the
standard EN 374 derived from it.
Handle with gloves.
Eye protection
Face shield and safety glasses
Skin and body protection
Choose body protection according to the amount and concentration of the dangerous substance at the
work place.
Hygiene measures
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at
the end of workday.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Appearance
Form liquid
Colour colourless
Safety data
pH no data available
Melting point no data available
Boiling point 84 °C at 67 hPa
Flash point 42 °C
Ignition temperature no data available
Lower explosion limit no data available
Upper explosion limit no data available
Density 0,836 g/cm3 at 25 °C
Water solubility no data available

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Section 10. STABILITY AND REACTIVITY
Chemical stability
Stable under recommended storage conditions.
Conditions to avoid
Heat, flames and sparks.
Materials to avoid
Strong oxidizing agents
Hazardous decomposition products
Hazardous decomposition products formed under fire conditions. - Carbon oxides, silicon oxides

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Section 11. TOXICOLOGICAL INFORMATION
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Additional Information
RTECS: no data available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Product
This combustible material may be burned in a chemical incinerator equipped with an afterburner and
scrubber. Observe all federal, state, and local environmental regulations. Contact a licensed professional
waste disposal service to dispose of this material.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
ADR/RID
UN-Number: 1993 Class: 3 Packing group: III
Proper shipping name: FLAMMABLE LIQUID, N.O.S. (1,2-Diethoxy-1,1,2,2-tetramethyldisilane)
IMDG
UN-Number: 1993 Class: 3 Packing group: III EMS-No: F-E, S-E
Proper shipping name: FLAMMABLE LIQUID, N.O.S. (1,2-Diethoxy-1,1,2,2-tetramethyldisilane)
Marine pollutant: No
IATA
UN-Number: 1993 Class: 3 Packing group: III
Proper shipping name: Flammable liquid, n.o.s. (1,2-Diethoxy-1,1,2,2-tetramethyldisilane)

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途：二硅烷试剂主要用于制备二甲基硅醇交叉偶联配体。

反应信息

• 作为反应物：
  描述：

  1,2-二乙氧基-1,1,2,2-四甲基二硅烷 在 吡啶 作用下， 生成 1,2-二氯四甲基二硅烷
  参考文献：
  名称：

  Synthesis of Some Methyldisilanes Containing Functional Groups

  摘要：

  DOI：

  10.1021/jo01117a013
• 作为产物：
  描述：

  乙醇 、 1,2-二氯四甲基二硅烷 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.17h， 生成 1,2-二乙氧基-1,1,2,2-四甲基二硅烷
  参考文献：
  名称：

  二乙氧基四甲基二硅烷的提纯方法及应用

  摘要：

  本发明涉及化工技术领域，具体涉及一种二乙氧基四甲基二硅烷的提纯方法及应用。本发明提纯1,2-二乙氧基-1,1,2,2-四甲基二硅烷的方法为采用减压蒸馏法，在减压蒸馏过程中，用于减压蒸馏的精馏柱的填料添加有镁屑、氯化钙或者两者的混合。本发明1,2-二乙氧基-1,1,2,2-四甲基二硅烷提纯步骤中，在减压蒸馏使用添加有镁屑和/或氯化钙的填料有利于除去反应体系残留的氯化氢和乙醇，获得高纯度的1,2-二乙氧基-1,1,2,2-四甲基二硅烷。

  公开号：

  CN102911199B

文献信息

• Altered activity profile of a tertiary silanol analog of multi-targeting nuclear receptor modulator T0901317
  作者：Hirozumi Toyama、Shoko Sato、Hitoshi Shirakawa、Michio Komai、Yuichi Hashimoto、Shinya Fujii

  DOI：10.1016/j.bmcl.2016.02.031

  日期：2016.4

  the design, synthesis, and physicochemical/biological evaluation of novel silanol derivative 6 (sila-T) as a silanol analog of multi-target nuclear receptor modulator T0901317 (5). Compound 6 showed intermediate hydrophobicity between the corresponding alcohol 13 and perfluoroalcohol 5. While 5 exhibited potent activities toward liver X receptor α and β, farnesoid X receptor, pregnane X receptor (PXR)

  我们报告了新型硅烷醇衍生物6 (sila-T) 作为多靶点核受体调节剂 T0901317 ( 5 ) 的硅烷醇类似物的设计、合成和物理化学/生物学评估。化合物6在相应的醇13和全氟醇5之间显示出中等疏水性。而5对肝脏 X 受体 α 和 β、法尼醇 X 受体、孕烷 X 受体 (PXR) 和视黄酸受体相关孤儿受体 (ROR) γ、硅醇6表现出强效活性仅对 PXR 和 ROR 表现出活性。加入硅烷醇代替全氟醇是开发新型靶向选择性生物活性化合物的有希望的选择。
• [EN] TRISUBSTITUTEDSILYLMETHYLPHENOXYQUINOLINES AND ANALOGUES<br/>[FR] SILYLMÉTHYLPHÉNOXYQUINOLÉINES TRISUBSTITUÉS ET ANALOGUES
  申请人：BAYER AG

  公开号：WO2018202712A1

  公开（公告）日：2018-11-08

  The present disclosure relates to fungicidal active compounds, more specifically to trisubstitutedsilylmethylphenoxyquinolines and analogues thereof, processes and, intermediates for their 5 preparation and use thereof as fungicidal active compound, particularly in the form of fungicide compositions. The present disclosure also relates to methods for the control of phytopathogenic fungi of plants using these compounds or compositions comprising thereof.

  本公开涉及杀真菌活性化合物，更具体地涉及三取代硅甲基苯氧喹啉及其类似物，以及它们的制备过程、中间体和用作杀真菌活性化合物的用途，特别是以杀真菌剂组合物的形式。本公开还涉及使用这些化合物或包含其的组合物控制植物病原真菌的方法。
• Cross-Coupling Reactions of Aromatic and Heteroaromatic Silanolates with Aromatic and Heteroaromatic Halides
  作者：Scott E. Denmark、Russell C. Smith、Wen-Tau T. Chang、Joseck M. Muhuhi

  DOI：10.1021/ja8091449

  日期：2009.3.4

  use of bis(tri-tert-butylphosphine)palladium. Under the optimized conditions, electron-rich, electron-poor, and sterically hindered arylsilanolates afford cross-coupling products in good yields. Many functional groups are compatible with the coupling conditions such as esters, ketones, acetals, ethers, silyl ethers, and dimethylamino groups. Two particularly challenging substrates, (2-benzofuranyl)dimethylsilanolate

  大量芳基和杂芳基硅烷醇的碱金属盐（钾和钠）在温和条件下与多种芳香族溴化物和氯化物进行有效交叉偶联，形成多取代联芳基化合物。这些偶联反应成功的关键特征及其相当大的范围是使用双（三叔丁基膦）钯。在优化条件下，富电子、缺电子和空间位阻芳基硅烷醇化物以良好的产率提供交叉偶联产物。许多官能团与偶联条件相容，例如酯、酮、缩醛、醚、甲硅烷基醚和二甲氨基。两种特别具有挑战性的底物，(2-苯并呋喃基)二甲基硅烷醇盐和 (2, 以钠盐形式制备的 6-二氯苯基）二甲基硅烷醇化物在偶联反应中表现出优异的活性，在前一种情况下也与芳族氯化物。还描述了有效合成范围广泛的芳族硅烷醇的一般方法。
• Palladium-Catalyzed Silylation of Aryl Chlorides with Bulky Dialkoxydisilanes
  作者：Jun Shimokawa、Hideki Yorimitsu、Keitaro Fukui、Hayate Saito

  DOI：10.1055/s-0039-1690877

  日期：2020.8

  group on the silicon were synthesized from aryl chlorides and dialkoxydisilanes under reaction conditions utilizing SingaCycle-A3 as a palladium precatalyst and lithium benzoate in wet DMA. This report proposes the first direct and catalytic method for introducing tert-butoxy- or 1-adamantyloxysilyl groups onto various aryl moieties through the silylation reaction.

  在反应条件下，使用 SingaCycle-A3 作为钯预催化剂和苯甲酸锂在湿 DMA 中由芳基氯和二烷氧基乙硅烷合成在硅上带有大烷氧基的芳基硅烷。该报告提出了第一种通过甲硅烷基化反应将叔丁氧基或 1-金刚烷氧基甲硅烷基引入各种芳基部分的直接催化方法。
• Rhodium-Catalyzed Intermolecular <i>trans</i> -Disilylation of Alkynones with Unactivated Disilanes
  作者：Tao He、Li-Chuan Liu、Le Guo、Bin Li、Qing-Wei Zhang、Wei He

  DOI：10.1002/anie.201804223

  日期：2018.8.20

  of alkynes could provide rapid entry to synthetically useful 1,2‐bissilyl‐alkenes, but is currently limited to activated disilanes reacting in an intramolecular fashion. Reported herein is an efficient rhodium(I)‐catalyzed intermolecular disilylation of a wide array of alkynones with unactivated disilanes. Importantly, this reaction produces exclusively trans‐disilylation products, selectivity that

  炔烃的二甲硅烷基化可以快速进入合成上有用的1,2-双甲硅烷基-烯烃，但目前仅限于以分子内方式反应的活化乙硅烷。本文报道的是大量的炔烃与未活化的乙硅烷的高效铑（I）催化的分子间二烯化反应。重要的是，该反应仅产生反式二甲硅烷基化产物，其选择性鲜见报道。这些二甲硅烷基化产物被转化为令人感兴趣的五环乙烯基硅烷醚，以及其他附加的合成操作。机理研究发现，未反应的乙硅烷在反应条件下容易发生Si-Si活化和交叉反应。