三(三甲基硅基)硅烷 | 1873-77-4

• 物质功能分类: 化学试剂 - 有机试剂 - 硅烷
• 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: 三(三甲基硅基)硅烷
• 中文别名: 三(三甲硅基)硅烷；三(三甲硅烷基)硅烷；1,1,1,3,3,3-五甲基-2-(三甲基甲硅烷基)三硅烷
• 英文名称: tris-(trimethylsilyl)silane
• 英文别名: TTMSS；bis(trimethylsilyl)silyl-trimethyl-silane；(TMS)₃SiH；1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane；tris(trimethylsilane)silane；TTMS；Trisilane, 1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)-；bis(trimethylsilyl)silyl-trimethylsilane
• CAS: 1873-77-4
• 化学式: C₉H₂₈Si₄
• mdl: MFCD00077893
• 分子量: 248.663
• InChiKey: SQMFULTZZQBFBM-UHFFFAOYSA-N

物化性质

• 沸点：
  73 °C/5 mmHg (lit.)
• 密度：
  0.806 g/mL at 25 °C (lit.)
• 闪点：
  55 °C
• 稳定性/保质期：

  稳定性：在一般情况下，均含有稳定剂TBBP。

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• TSCA：
  No
• 危险等级：
  3
• 危险品标志：
  Xi
• 安全说明：
  S16,S26,S36
• 危险类别码：
  R10
• WGK Germany：
  3
• 海关编码：
  2931900090
• 危险品运输编号：
  UN 1993 3/PG 3
• 包装等级：
  II
• 危险类别：
  3
• 危险标志：
  GHS02,GHS07
• 危险性描述：
  H226,H315,H319,H335
• 危险性防范说明：
  P305 + P351 + P338
• 储存条件：
  flammables area

SDS

Name:	nTris(trimethylsilyl)silane 96% (gc) Material Safety Data Sheet
Synonym:	1,1,1,3,3,3-Hexamethyl-2-trimethylsilyltrisilan
CAS:	1873-77-4

Section 1 - Chemical Product MSDS Name:nTris(trimethylsilyl)silane 96% (gc) Material Safety Data Sheet
Synonym:1,1,1,3,3,3-Hexamethyl-2-trimethylsilyltrisilan

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1873-77-4	Tris(trimethylsilyl)silane	96	unlisted

Hazard Symbols: None Listed.
Risk Phrases: 10

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Flammable.Air sensitive.Moisture sensitive.
Potential Health Effects
Eye:
May cause chemical conjunctivitis and corneal damage.
Skin:
May cause irritation and dermatitis. May cause cyanosis of the extremities.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. Ingestion of large amounts may cause CNS depression.
Inhalation:
Aspiration may lead to pulmonary edema. Vapors may cause dizziness or suffocation. May cause burning sensation in the chest.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
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 immediately. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
Evacuate area and fight fire from a safe distance. As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Vapors can travel to a source of ignition and flash back. May burn with invisible flame. Will burn if involved in a fire. Use water spray to keep fire-exposed containers cool. Containers may explode in the heat of a fire. Flammable liquid and vapor. Spontaneously ignitable in air. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas.
Extinguishing Media:
Do NOT use water directly on fire. Use water spray to cool fire-exposed containers. Do NOT get water inside containers. Contact professional fire-fighters immediately. In case of fire, use carbon dioxide, dry chemical powder 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:
Remove all sources of ignition. Absorb spill using an absorbent, non-combustible material such as earth, sand, or vermiculite. Do not use combustible materials such as sawdust. Use a spark-proof tool.
Place under an inert atmosphere. Do not get water inside containers.
Do not use combustible materials such as paper towels to clean up spill. A vapor suppressing foam may be used to reduce vapors.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use only in a well-ventilated area. Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Avoid contact with skin and eyes. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep away from heat, sparks and flame. Avoid ingestion and inhalation. Use and store under nitrogen. Do not allow contact with water. Store and handle protected from air. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames. Keep from contact with moist air and steam. Do not breathe vapor.
Storage:
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Flammables-area. Keep containers tightly closed. Do not expose to air. Store protected from moisture. Store under an inert atmosphere. Store in a cool, dry area away from incompatible substances.

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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 general or local explosion-proof ventilation to keep airborne levels to acceptable levels.
Exposure Limits CAS# 1873-77-4: United Kingdom, WEL - TWA: (listed as silica, amorphous): 6 mg/m3 (inhalable dust); 2.4 mg/m3 TWA (respirable dust) United Kingdom, WEL - STEL: (listed as silica, amorphous): 18 mg/ STEL (inhalable dust); 7.2 mg/m3 STEL (respirable dust) Russia: (listed as silica, amorphous): 1 mg/m3 TWA 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 gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Clear liquid
Color: clear, colorless
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 82.0 - 84.0 deg C @ 12.00mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: 55 deg C ( 131.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water: May decompose.
Specific Gravity/Density: .8060g/cm3
Molecular Formula: C9H28Si4
Molecular Weight: 248.66

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures. Powder or liquid is pyrophoric.
Conditions to Avoid:
Incompatible materials, ignition sources, moisture, exposure to air, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Moisture, strong oxidizing agents, air.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, silicon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1873-77-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Tris(trimethylsilyl)silane - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Other No information available.

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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
Shipping Name: FLAMMABLE LIQUID, N.O.S.*
Hazard Class: 3
UN Number: 1993
Packing Group: III
IMO
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3.3
UN Number: 1993
Packing Group: III
RID/ADR
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
R 10 Flammable.
Safety Phrases:
S 16 Keep away from sources of ignition - No
smoking.
WGK (Water Danger/Protection)
CAS# 1873-77-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1873-77-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1873-77-4 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

制备方法与用途

用途：
还原试剂

反应信息

• 作为反应物：
  描述：

  三(三甲基硅基)硅烷 在 正丁基锂 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 (Z)-2-chloro-1-tris(trimethylsilyl)siloxyethene
  参考文献：
  名称：

  Rapid, One-Pot Synthesis of β-Siloxy-α-haloaldehydes

  摘要：

  The Mukaiyama cross-aldol reaction of alpha-fluoro-, alpha-chloro-, and alpha-bromoacetaldehyde-derived (Z)tris(trimethylsilyl)silyl enol ethers is described, furnishing anti-beta-siloxy-alpha-haloaldehydes. A highly diastereoselective, one-pot, sequential double-aldol process is developed, affording novel beta,delta-bissiloxy-alpha,gamma-bishaloaldehydes. Reactions are catalyzed by C(6)F(5)CHTf(2) and C(6)F(5)CTf(2)AlMe(2) (0.5-1.5 mol %) and provide access to halogenated polyketide fragments.

  DOI：

  10.1021/ja2066169
• 作为产物：
  描述：

  tris(trimethylsilyl)silyl yttrium diiodide tris(tetrahydrofuran) 在 叔丁醇 作用下， 生成 三(三甲基硅基)硅烷
  参考文献：
  名称：

  Synthesis, characterization and reactivity of yttrium and gadolinium silyl complexes

  摘要：

  The syntheses of yttrium and gadolinium-silyl complexes of the form R(Me3Si)(2)SiMI2(THF)(3) (M = Y, Gd; R = Et, SiMe3) through reactions of potassium silyl reagents, KSiR(SiMe3)(2)(THF)(n) (R = SiMe3, n = 2; R = Et, n = 0.5), with the appropriate metal halide precursors are described. The complexes are shown to react with protic compounds, HX (X = H, OH, OtBu), in protonolysis reactions releasing the respective silane. The metal-silyl complexes also react with 2,6-dimethylphenyl isocyanide to yield the metallazirine products and with carbodiimides to generate amidinate complexes. Eleven of the twelve complexes have been characterized using X-ray diffraction, with three exceedingly rare non-Cp containing rare earth metal-silyl structures among those described. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2014.04.030
• 作为试剂：
  描述：

  8-acetyl-2-ethylsulfanyl-3,6-dimethylchromen-4-one 在 2,6-二甲基吡啶 、 4-二甲氨基吡啶 、 甲酸 、 三(三甲基硅基)硅烷 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 3.03h， 生成 8-[(1S)-1-[tert-butyl(dimethyl)silyl]oxyethyl]-3,6-dimethyl-2-(oxetan-3-yl)chromen-4-one
  参考文献：
  名称：

  WO2024097172A1

  摘要：

  公开号：

文献信息

• Free radical reactions for heterocycle synthesis. Part 7: 2-Bromobenzoic acids as building blocks in the construction of spirobenzolactones and spirobenzolactams
  作者：Wei Zhang、Georgia Pugh

  DOI：10.1016/s0040-4020(03)00655-0

  日期：2003.6

  A straightforward 2-step parallel synthesis for structurally diversified spiro compounds is developed. 2-Bromobenzoic acids are used as common building blocks to couple with a series of conjugated enoles or enamines. Sequential intramolecular free radical Michael additions lead to formation of spirobenzolactones, spirobenzolactams, spirobenzolactone-lactams, spiorbenzolactone-thiolactones, spiordilactones

  开发了一种简单的两步平行合成方法，用于结构上多样化的螺环化合物。2-溴苯甲酸用作常见的结构单元，与一系列共轭的烯醇或烯胺偶联。依次的分子内自由基迈克尔加成导致形成螺苯并内酯，螺苯并内酰胺，螺苯并内酯-内酰胺，螺苯并内酯-硫代内酯，螺二内酯和桥连螺内酯。
• Iron-Catalyzed Intermolecular 1,2-Difunctionalization of Styrenes and Conjugated Alkenes with Silanes and Nucleophiles
  作者：Yuan Yang、Ren-Jie Song、Xuan-Hui Ouyang、Cheng-Yong Wang、Jin-Heng Li、Shenglian Luo

  DOI：10.1002/anie.201702349

  日期：2017.6.26

  The first iron‐catalyzed 1,2‐difunctionalization of styrenes and conjugated alkenes with silanes and either N or C, using an oxidative radical strategy, is described. Employing FeCl2 and di‐tert‐butyl peroxide allows divergent alkene 1,2‐difunctionalizations, including 1,2‐aminosilylation, 1,2‐arylsilylation, and 1,2‐alkylsilylation, which rely on a wide range of nucleophiles, namely, amines, amides

  描述了使用氧化自由基策略的首次铁催化的苯乙烯和共轭烯烃与硅烷以及N或C的1,2-双官能化。使用FeCl 2和二叔丁基过氧化物可以实现不同的烯烃1,2-双官能化，包括1,2-氨基甲硅烷基化，1,2-芳基甲硅烷基化和1,2-烷基甲硅烷基化，它们依赖于广泛的亲核试剂，即胺，酰胺，吲哚，吡咯和1,3-二羰基化合物，因此为生产各种含硅烷烃提供了强大的平台。
• Silyloxy Amino Alcohol Organocatalyst for Enantioselective 1,3-Dipolar Cycloaddition of Nitrones to α,β-Unsaturated Aldehydes
  作者：Teppei Otsuki、Jun Kumagai、Yoshihito Kohari、Yuko Okuyama、Eunsang Kwon、Chigusa Seki、Koji Uwai、Yasuteru Mawatari、Nagao Kobayashi、Tatsuo Iwasa、Michio Tokiwa、Mitsuhiro Takeshita、Atushi Maeda、Akihiko Hashimoto、Kana Turuga、Hiroto Nakano

  DOI：10.1002/ejoc.201500926

  日期：2015.11

  The catalytic activity of a simple amino alcohol that contains a bulky super silyl group [i.e., tris(trimethylsilyl)silyl (TTMSS)] bonded to the oxygen atom at the γ-position along with a primary amine moiety was examined in the enantioselective 1,3-dipolar cycloaddition of nitrones to α,β-unsaturated aldehydes. The organocatalyst successfully provided optically active isoxazolidines in good chemical

  在对映选择性 1 中检查了简单氨基醇的催化活性，该基团包含一个庞大的超级甲硅烷基 [即，三（三甲基甲硅烷基）甲硅烷基（TTMSS）] 键合到 γ 位的氧原子以及伯胺部分，硝酮与 α,β-不饱和醛的 3-偶极环加成反应。该有机催化剂以良好的化学产率（高达 86%）成功地提供了具有优异非对映选择性（内/外，高达 96:4）和对映选择性（高达 97% ee）的光学活性异恶唑烷。此外，获得的异恶唑烷很容易转化为含有三个连续立体中心的 γ-氨基二醇。
• Silver(<scp>i</scp>)-promoted insertion into X–H (X = Si, Sn, and Ge) bonds with N-nosylhydrazones
  作者：Zhaohong Liu、Qiangqiang Li、Yang Yang、Xihe Bi

  DOI：10.1039/c6cc09650f

  日期：——

  Silver(I)-promoted carbene insertion into X-H (X = Si, Sn, and Ge) bonds has been realized by using unstable diazo compounds, which are generated in situ from N-nosylhydrazones as carbene precursors.

  已经通过使用不稳定的重氮化合物实现了银（I）促进的卡宾插入XH键（X = Si，Sn和Ge），这些重氮化合物是由N-壬基hydr酮作为卡宾前体原位生成的。
• Alkyl isocyanides as precursors for the formation of carbon-carbon bonds
  作者：C. Chatgilialoglu、B. Giese、B. Kopping

  DOI：10.1016/s0040-4039(00)98016-x

  日期：1990.1

  Tris(trimethylsilyl)silane is an effective mediator for the formation of carbon-carbon bonds via radicals using alkyl isocyanides as precursors.

  三（三甲基甲硅烷基）硅烷是通过使用烷基异氰化物作为前体的自由基形成碳-碳键的有效介体。

表征谱图