三甲基(1,2,3,4,5-五甲基环戊二烯基)硅烷 | 87778-95-8

• 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 - 碳氢化合物衍生物
• 中文名称: 三甲基(1,2,3,4,5-五甲基环戊二烯基)硅烷
• 中文别名: 5-(三甲基硅基)-1,2,3,4,5-五甲基-1,3-环戊二烯
• 英文名称: pentamethylcyclopentadienyltrimethylsilane
• 英文别名: trimethyl-1,2,3,4,5-pentamethyl-2,4-cyclopentadien-1-yl-silan；SiMe3(C5Me5)；5-(Trimethylsilyl)-1,2,3,4,5-pentamethyl-1,3-cyclopentadiene；trimethyl-(1,2,3,4,5-pentamethylcyclopenta-2,4-dien-1-yl)silane
• CAS: 87778-95-8
• 化学式: C₁₃H₂₄Si
• mdl: MFCD00151193
• 分子量: 208.419
• InChiKey: WNTWQEUDFDAMBF-UHFFFAOYSA-N

物化性质

• 沸点：
  100-101 °C10 mm Hg(lit.)
• 密度：
  0.864 g/mL at 25 °C(lit.)
• 闪点：
  169 °F
• 稳定性/保质期：
  按规定使用和贮存的不会分解，应避免接触氧化物、热源及明火。

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.692
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 安全说明：
  S24/25
• WGK Germany：
  3
• 海关编码：
  2931900090
• 危险性防范说明：
  P501,P210,P264,P280,P302+P352,P370+P378,P337+P313,P305+P351+P338,P362+P364,P332+P313,P403+P235
• 危险性描述：
  H315,H319,H227
• 储存条件：
  在干燥、阴凉且密闭的环境中，并宜存放在惰性气体中。

SDS

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Section 1: Product Identification
Chemical Name: Trimethylsilyl pentamethylcyclopentadiene
CAS Registry Number: 87778-95-8
Formula: [C5(CH3)5]Si(CH3)3
EINECS Number: none
Chemical Family: organosilicon compounds
Synonym: Cyclopentadienyltrimethylsilane

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title Compound 87778-95-8 100% no data no data

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Section 3: Hazards Identification
Emergency Overview: May be irritating to skin, eyes, and respiratory tract.
Primary Routes of Exposure: Inhalation, skin, eyes.
Eye Contact: May cause moderate irritation of the eyes.
Skin Contact: May cause slight to mild irritation of the skin.
Inhalation: May cause irritation to the nose, mucous membranes and respiratory tract.
Ingestion: Ingestion may result in the release of a large amount of acetylene gas.
Acute Health Affects: May be irritating to skin, eyes, and respiratory tract.
Chronic Health Affects: No information available on long-term chronic effects.
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: no data
Explosion Limits: no data
Extinguishing Medium: carbon dioxide or dry powder
Fire fighters should be equipped with a NIOSH approved positive pressure self-contained breathing apparatus
Special Fire Fighting Procedures:
and full protective clothing.
Hazardous Combustion and If involved in a fire this material may emit carbon monoxide, carbon dioxide and t
Decomposion Products:
Unusual Fire or Explosion Hazards: Highly flammable. Formation of explosive air/vapor mixtures is possible.

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SECTION 6: Accidental Release Measures
Spill and Leak Procedures: Small spills can be absorbed into vermiculite or other suitable adsorbent. Sweep up and dispose of properly.

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SECTION 7: Handling and Storage
Handling and Storage: Store the material in a cool, dry place in a tightly sealed container.

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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. Consult with glove manufacturer to determine the proper type of glove.
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: light yellow liq.
Molecular Weight: 208.42
Melting Point: no data
Boiling Point: 100°C/10 mm
Vapor Pressure: no data
Specific Gravity: no data
Odor: not determined
Solubility in Water: insoluble

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SECTION 10: Stability and Reactivity
Stability: moisture sensitive, (store cold)
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: contact with heat and ignition sources.
Incompatibility: Strong oxidizing agents and halogens
Decomposition Products: carbon monoxide, carbon dioxide, silicon dioxide, and organic fumes.

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

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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 federal, state, and local regulations.

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SECTION 14: Transportation
Shipping Name (CFR): Flammable liquids, N.O.S.
Hazard Class (CFR): 3
Additional Hazard Class (CFR): NA
Packaging Group (CFR): II
UN ID Number (CFR): UN# 1993
Shipping Name (IATA): Flammable liquid, N.O.S.
Hazard Class (IATA): 3
Additional Hazard Class (IATA): NA
Packaging Group (IATA): II
UN ID Number (IATA): UN# 1993

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SECTION 15: Regulatory Information
TSCA: Listed in the TSCA inventory.
SARA (Title 313): Title compound not listed.
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  三甲基(1,2,3,4,5-五甲基环戊二烯基)硅烷 以 二氯甲烷 为溶剂， 生成 methyl-bis(1,2,3,4,5-pentamethylcyclopenta-2,4-dienyl)borane
  参考文献：
  名称：

  Jutzi, Peter; Krato, Bruno; Hursthouse, Mike, Chemische Berichte, 1987, vol. 120, p. 565 - 574

  摘要：

  DOI：
• 作为产物：
  描述：

  三甲基氯硅烷 、 pentamethylcyclopentadienyllithium 反应 96.0h， 以89%的产率得到三甲基(1,2,3,4,5-五甲基环戊二烯基)硅烷
  参考文献：
  名称：

  合成和动力学Verhalten von Einigen五甲基环戊二烯基硅烷和Germanen

  摘要：

  通过使五甲基环戊二烯基锂（pcpLi）与相应的氯硅烷和-锗烷反应，可以合成h 1 -pcp-硅烷和-锗烷I-IX。pcp- chlorogermane VII的亲核取代反应导致h 1 -pcp-germanes X–XIII。从1 H DNMR数据评估了这些化合物中σ重排的活化参数。它们显示出硅或锗上剩余配体对这些动态过程速度的影响很小。

  DOI：

  10.1016/0022-328x(83)80055-2

文献信息

• Synthesis and catalysis of novel mono- and bis(diene) complexes of niobium and x-ray structures of binuclear [Nb(.mu.-Cl)(C5H5)(s-cis-butadiene)]2 and mononuclear Nb(C5H5)(s-cis-2,3-dimethylbutadiene)2
  作者：Takuji. Okamoto、Hajime. Yasuda、Akira. Nakamura、Yasushi. Kai、Nobuko. Kanehisa、Nobutami. Kasai

  DOI：10.1021/ja00223a018

  日期：1988.7

  Preparation des composes du titre a partir de NbCl 4 (C 5 R 5 ) ou R=H, CH 3 et de butene-2diyl-1,4 magnesium. Les dienes coordinats de ces complexes sont le dimethyl-2,3 butadiene, l'isoprene et le butadiene

  制备物由滴定 NbCl 4 (C 5 R 5 ) 或 R=H、CH 3 和丁烯-2二基-1,4 镁组成。Les diene coordinats de ces complexes sont le dimethyl-2,3 butadiene, l'isoprene et le butadiene
• Sodium–Potassium Alloy for the Reduction of Monoalkyl Aluminum(III) Compounds
  作者：Mark Schormann、Klaus S. Klimek、Hagen Hatop、Saji P. Varkey、Herbert W. Roesky、Christopher Lehmann、Cord Röpken、Regine Herbst-Irmer、Mathias Noltemeyer

  DOI：10.1006/jssc.2001.9278

  日期：2001.12

  RAlX2 R=Cp* (C5Me5), X=Cl, Br, I (1–3); (BisAlCl2)2 (Bis=(Me3Si)2CH) (5); TrisSi [(Me3Si)3Si], X=Cl, Br, I (6–8); CycTris [(CycMe2Si)(Me3Si)2C], X=Me, F, Cl, Br, I (11–15)} were prepared and characterized by NMR-, IR-, and mass spectroscopy as well as elemental analysis. The single-crystal X-ray structures of Cp*AlBr2, TrisSiAlX2·THF (X=Cl, Br, I), CycTrisAlX2·THF (X=Me, Cl, Br, I), and [CycTrisAl(μ-O(CH2)3CH2)]2

  的类型的单烷基（III）的化合物[R的Al X 2 - [R =的Cp *（C 5我5），X =氯，溴，I（1-3）; （BisAlCl 2）2（Bis =（Me 3 Si）2 CH）（5）; TrisSi [（Me 3 Si）3 Si]，X = Cl，Br，I（6-8）；制备了CycTris [（CycMe 2 Si）（Me 3 Si）2 C]，X = Me，F，Cl，Br，I（11-15）}，并通过NMR，IR和质谱进行了表征，以及元素分析。Cp的单晶X射线结构* AlBr 2，TrisSiAl X 2 ·THF（X = Cl，Br，I），CycTrisAl X 2 ·THF（X = Me，Cl，Br，I）和[CycTrisAl（μ- O（CH 2）3 CH 2）]报告了2个。使用Na / K合金还原Cp * Al X 2（X = Cl，Br，I）后，分离出单烷基铝（I）化合物（Cp
• Synthesis, Structural Characterisation and Reactivity of New Dinuclear Monocyclopentadienyl Imidoniobium and ‐tantalum Complexes − X‐ray Crystal Structures of [{Nb(η ⁵ ‐C ₅ H ₄ SiMe ₃ )Cl ₂ } ₂ (μ‐1,4‐NC ₆ H ₄ N)], [{Ta(η ⁵ ‐C ₅ Me ₅ )Cl ₂ } ₂ (μ‐1,4‐NC ₆ H ₄ N)] and [{Ta(η ⁵ ‐C ₅ Me ₅ )(CH ₂ SiMe ₃ ) ₂ } ₂ (μ‐1,4‐NC ₆ H ₄ N)]
  作者：Antonio Antiñolo、Iván Dorado、Mariano Fajardo、Andrés Garcés、Isabel López‐Solera、Carmen López‐Mardomingo、Marek M. Kubicki、Antonio Otero、Sanjiv Prashar

  DOI：10.1002/ejic.200300530

  日期：2004.3

  R = Me, i = 3 (13); Cp′ = η5-C5H4SiMe3, M = Nb, R = CH2SiMe3, i = 3 (14); Cp′ = η5-C5H4SiMe3, M = Nb, R = CH2Ph, i = 3 (15); Cp′ = η5-C5Me5, M = Ta, R = Me, i = 4 (16); Cp′ = η5-C5Me5, M = Ta, R = CH2SiMe3, i = 4 (17); Cp′ = η5-C5Me5, M = Ta, R = CH2Ph, i = 4 (18)]. The alkylated complexes with other stoichiometries, [M(Cp′)(Me)(X)}2(μ-1,4-NC6H4N)] [Cp = η5-C5H4SiMe3, M = Nb, X = Cl (19); Cp = η5-C5H4SiMe3

  一系列双核单环戊二烯基亚氨基铌和-钽配合物的制备是通过两种不同的合成路线实现的。二亚胺配合物 [M(Cp')Cl2}2(μ-1,i-NC6H4N)] [Cp' = η5-C5H4SiMe3, M = Nb, i = 4 (1); Cp' = η5-C5H4SiMe3, M = Nb, i = 3 (2); Cp' = η5-C5H4SiMe3, M = Nb, i = 2 (3); Cp' = η5-C5Me5, M = Nb, i = 4 (4); Cp' = η5-C5Me5, M = Nb, i = 3 (5); Cp' = η5-C5H4SiMe3, M = Ta, i = 4 (6); Cp' = η5-C5H4SiMe3, M = Ta, i = 3 (7)] 由一当量的三氯前体 [MCl3}2(μ-1,i-NC6H4N)] (M = Nb, Ta, i = 4, 3 或 2)
• Preparation of titanium pentamethylcyclopentadienyl trialkyls and crystal structure of tribenzylpentamethylcyclopentadienyltitanium, showing some evidence of a CH2? Ti interaction
  作者：Miguel Mena、Maria Angela Pellinghelli、Pascual Royo、Ricardo Serrano、Antonio Tiripicchio

  DOI：10.1039/c39860001118

  日期：——

  Titanium pentamethylcyclopentadienyl trialkyls (η5-C5Me5)TiR3(R = Me, CH2SiMe3, C6F5, and CH2Ph) are easily obtained by conventional alkylation of the trichloro analogue; the structure of the tribenzyl derivative, determined by X-ray methods, shows some evidence of a CH2⋯ Ti interaction.

  五甲基环戊二烯钛三烷基（η 5 -C 5我5）TIR 3（R = Me中，CH 2森达3，C 6 ˚F 5，和CH 2 PH）很容易被三氯类似物的常规的烷基化获得的; X射线法测定的三苄基衍生物的结构显示出一些CH 2 ⋯Ti相互作用的证据。
• New Titanatranes:  Characterization and Styrene Polymerization Behavior
  作者：Youngjo Kim、Yonggyu Han、Jeong-Wook Hwang、Myong Woon Kim、Youngkyu Do

  DOI：10.1021/om0109197

  日期：2002.3.1

  they exist in the monomeric form in the solid state and the Ti atom adopts essentially an η5 bonding posture with the Cp‘ ring and a tetradentate bonding mode with the trialkanolatoamine ligand via a transannular interaction from the bridgehead N atom to Ti. All compounds show very high catalytic activity for the syndiospecific polymerization of styrene in the presence of modified methylaluminoxane

  在三乙胺的存在下，通过各种三烷醇胺与（C 5 Me 4 R）TiCl 3（Cp'= C 5 Me 4 R）的反应，制备了含有环戊二烯基配体的新的钛烷烃。X射线分析表明，它们在单体形式存在于固态和钛原子基本上采用一个η 5与CP”环接合姿势并与来自含有桥头氮的trialkanolatoamine配体经由一个跨环相互作用四齿键合方式钛原子。在改性甲基铝氧烷（MMAO）助催化剂的存在下，所有化合物均表现出很高的催化苯乙烯间间聚合反应的催化活性。

表征谱图