二苯基四甲基二硅烷 | 1145-98-8

• 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: 二苯基四甲基二硅烷
• 中文别名: 1,1,2,2-四甲基-1,2-二苯基二硅烷
• 英文名称: 1,2-diphenyltetramethyldisilane
• 英文别名: 1,1,2,2-tetramethyl-1,2-diphenyldisilane；diphenyltetramethyldisilane；1,2-diphenyl-1,1,2,2-tetramethyldisilane；tetramethyl-1,2-diphenyldisilane；1,1,2,2-tetramethyl-1,2-diphenylsilane；1,1,2,2-tetramethyldiphenyldisilane；[dimethyl(phenyl)silyl]-dimethyl-phenylsilane
• CAS: 1145-98-8
• 化学式: C₁₆H₂₂Si₂
• 分子量: 270.522
• InChiKey: IIOOIYHUTINYQO-UHFFFAOYSA-N

物化性质

• 熔点：
  33-38 °C
• 沸点：
  145-148 °C
• 密度：
  0,976 g/cm3
• 闪点：
  105 °C
• 稳定性/保质期：

  如果按照规格正确使用和储存，则不会发生分解，没有已知的危险反应。请避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• TSCA：
  No
• 危险品标志：
  Xi
• 安全说明：
  S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2931900090
• 危险性防范说明：
  P264,P302+P352,P304+P340,P305+P351+P338,P332+P313,P337+P313
• 危险性描述：
  H315,H319,H335
• 储存条件：
  请将贮藏器密封，并存放在阴凉、干燥处。同时，确保工作环境有良好的通风或排气设施。

SDS

Name:	Diphenyltetramethyldisilane 98% Material Safety Data Sheet
Synonym:
CAS:	1145-98-8

Section 1 - Chemical Product MSDS Name:Diphenyltetramethyldisilane 98% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1145-98-8	Diphenyltetramethyldisilane	98%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam. Use agent most appropriate to extinguish fire.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated 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 ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1145-98-8: 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 protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystals
Color: colorless
Odor: weak odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 145 - 148 deg C @ 7mmHg
Freezing/Melting Point: 32 - 33 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C6H5Si(CH3)2|2
Molecular Weight: 270.32

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1145-98-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Diphenyltetramethyldisilane - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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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
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
Safety Phrases:
S 28A After contact with skin, wash immediately with
plenty of water.
S 36/37 Wear suitable protective clothing and
gloves.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 1145-98-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1145-98-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1145-98-8 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

反应信息

• 作为反应物：
  描述：

  二苯基四甲基二硅烷 在 potassium tert-butylate 、 氢气 、 C₆₂H₅₁N₂Ni₂^(1-)*K⁽¹⁺⁾*2C₄H₁₀O₂ 作用下， 以 氘代四氢呋喃 为溶剂， 60.0 ℃ 、200.0 kPa 条件下， 反应 6.0h， 以53%的产率得到二甲基苯基硅烷
  参考文献：
  名称：

  低价镍配合物催化的聚硅烷的氢解。

  摘要：

  在Si-Si键形成下有机硅烷（R x SiH 4- x）的脱氢反应是引起广泛研究的导致低聚硅烷或聚硅烷的过程。对逆反应的研究很少。迄今为止，Si-Si键的氢解需要非常苛刻的条件，并且非常无选择性，导致产生多种副产物。在这里，我们描述了一种新的低聚硅烷和聚硅烷的催化加氢方法，该方法具有很高的选择性，并在温和的条件下进行。新型低价氢化镍配合物用作催化剂，仲硅烷RR'SiH 2作为高纯度产品获得。

  DOI：

  10.1002/anie.201907525
• 作为产物：
  描述：

  二甲基苯基硅烷 在 bis-triphenylphosphine-palladium(II) chloride 、 2-(苄氧基)-4,6-二甲氧基-1,3,5-三嗪 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 6.0h， 生成 二苯基四甲基二硅烷
  参考文献：
  名称：

  在氢硅烷存在下通过钯催化的C-O / C-N键裂解获得醛的策略

  摘要：

  我们报告了选择性的C（酰基）-X（X = O，N）裂解，通过钯催化的方法获得醛官能团，从而催化活性酯和酰胺的催化还原。氢化硅烷作为还原剂可以促进反应，其收率好至极好，并且对C（酰基）-N和C（酰基）-O键的裂解具有出色的化学选择性。羧酸的C（酰基）-O键被2-氯-4,6-二甲氧基-1,3,5-三嗪（CDMT）活化形成三嗪酯中间体，该中间体进一步与氢硅烷反应在一个锅中生成醛两步过程。我们证明，与在相同反应条件下进行C（酰基）-N裂解相比，C（酰基）-O裂解/甲酰化可提供更高的收率和更宽的底物范围。

  DOI：

  10.1002/adsc.202000794
• 作为试剂：
  描述：

  苄基丙酮 在 TBAHF₂ 、 二苯基四甲基二硅烷 作用下， 以 六甲基磷酰三胺 为溶剂， 以54%的产率得到4-苯基-2-丁醇
  参考文献：
  名称：

  TBAHF₂ and TBAH₂F₃ as Activating Agents of Organosilanes

  摘要：

  氟化剂TBAH2F3和TBAHF2（TBA：四丁基铵）被发现能够催化六甲基二硅烷与1,3-二烯、脂肪醛和芳香醛的反应，分别生成1,4-二硅基-2-丁烯、α-硅基醇和频哪醇。在使用等摩尔量的TBAHF2和二硅烷时，会发生羰基化合物的还原反应，取代硅基加成反应。

  DOI：

  10.1055/s-1997-3276

文献信息

• Activation of Si-Si Bonds for Copper(I)-Catalyzed Conjugate Silylation
  作者：Laura Iannazzo、Gary A. Molander

  DOI：10.1002/ejoc.201200767

  日期：2012.9

  silylation of α,β-unsaturated compounds. Optimal reaction conditions were first investigated to realize the conjugate addition of a nucleophilic silicon species to poorly electrophilic acceptors such as phenylvinyl sulfone by cleavage of the Si-Si bond of a disilane reagent. The scope of this reaction was extended to various electrophiles bearing different electron-withdrawing groups and afforded the

  通过铜（I）催化的α，β-不饱和化合物的共轭硅烷化制备了几种烷基和乙烯基硅烷。首先研究了最佳反应条件，以通过乙硅烷试剂的 Si-Si 键断裂实现亲核硅物质与弱亲电子受体（如苯基乙烯基砜）的共轭加成。该反应的范围扩展到各种带有不同吸电子基团的亲电子试剂，并提供所需的取代烷基和乙烯基硅烷。在广泛的市售乙硅烷中，还研究了烷基-、芳基-和乙氧基乙硅烷的反应性。
• TPGS-750-M: A Second-Generation Amphiphile for Metal-Catalyzed Cross-Couplings in Water at Room Temperature
  作者：Bruce H. Lipshutz、Subir Ghorai、Alexander R. Abela、Ralph Moser、Takashi Nishikata、Christophe Duplais、Arkady Krasovskiy、Ricky D. Gaston、Robert C. Gadwood

  DOI：10.1021/jo101974u

  日期：2011.6.3

  prepared as an effective nanomicelle-forming species for general use in metal-catalyzed cross-coupling reactions in water. Several “name” reactions, including Heck, Suzuki−Miyaura, Sonogashira, and Negishi-like couplings, have been studied using this technology, as have aminations, C−H activations, and olefin metathesis reactions. Physical data in the form of DLS and cryo-TEM measurements suggest that

  一种环境友好的表面活性剂 (TPGS-750-M)，一种由外消旋 α-生育酚、MPEG-750 和琥珀酸组成的二酯，已被设计并易于制备为一种有效的纳米胶束形成物质，通常用于金属催化交叉- 水中的偶联反应。已经使用该技术研究了几种“名称”反应，包括 Heck、Suzuki-Miyaura、Sonogashira 和 NEGishi-like 偶联，以及胺化、CH 活化和烯烃复分解反应。DLS 和冷冻 TEM 测量形式的物理数据表明，颗粒大小和形状是实现高水平转化的关键因素，因此，产品的分离产率很高。这种新的两亲物将很快上市。
• Electroreductive Synthesis of Polysilanes, Polygermanes, and Related Polymers with Magnesium Electrodes¹
  作者：Shigenori Kashimura、Manabu Ishifune、Natsuki Yamashita、Hang-Bom Bu、Masakatsu Takebayashi、Satsuki Kitajima、Daisuke Yoshiwara、Yasuki Kataoka、Ryoichi Nishida、Shin-ichi Kawasaki、Hiroaki Murase、Tatsuya Shono

  DOI：10.1021/jo990180z

  日期：1999.9.1

  poly(alkylarylsilane) (M(n) = 5200-31000, M(w)/M(n) = 1.4-1.8) in 5-79% yield. The effects of electrode material, monomer concentration, amount of supplied electricity, and ultrasound were investigated. This electroreductive method was also successfully applied to the synthesis of polygermanes, silane-geramane copolymers, and also poly[p-(disilanylene)phenylenes].

  在单个隔室中用Mg阴极和阳极对烷基芳基二氯硅烷进行电还原，得到5中的高分子量聚（烷基芳基硅烷）（M（n）= 5200-31000，M（w）/ M（n）= 1.4-1.8） -79％的产率。研究了电极材料，单体浓度，供电量和超声的影响。这种电还原方法也已成功地用于合成聚锗烷，硅烷-天竺葵共聚物以及聚[对-（二亚二甲苯基）亚苯基]。
• Direct construction of silicon–silicon bond by using the low-valent titanium reagent
  作者：Guoqiao Lai、Zhifang Li、Jiabang Huang、Jianxiong Jiang、Huayu Qiu、Yongjia Shen

  DOI：10.1016/j.jorganchem.2007.04.008

  日期：2007.7

  The reductive dimerization or polymerization of organochlorosilanes has been achieved by using the low-valent titanium reducing agent other than the alkali metals that are invariable used in the Wurtz-type coupling reaction. Applying this method, the corresponding disilanes or poly(methylvinylsilane) was obtained in good yields. The poly(methylvinylsilane) synthesized by this method is highly pure

  有机氯硅烷的还原二聚反应或聚合反应是通过使用除了在Wurtz型偶联反应中始终使用的碱金属以外的低价钛还原剂来实现的。应用该方法，以良好的产率获得了相应的乙硅烷或聚（甲基乙烯基硅烷）。通过这种方法合成的聚（甲基乙烯基硅烷）是高纯度的，具有高分子量和窄分子量分布（M w / M n  ＝ 1.6，M n  ＝ 16,860）。
• Reactions of Molybdenum Hydrides with Organochlorosilanes: Silicon–Silicon Bond Formation under Mild Conditions
  作者：Takahiro Asaeda、Joo Yeon Lee、Kyosuke Watanabe、Makoto Minato

  DOI：10.1246/cl.140203

  日期：2014.7.5

  Reactions of molybdenum hydrides containing polydentate phosphinoalkylsilyl ligands with a number of chlorosilanes have been investigated; this has led to the discovery of a novel type of a dechlorinative Si–Si coupling reaction.

  含有多齿膦烷基硅配体的钼氢化物与一系列氯硅烷的反应已得到研究；这导致发现了一种新颖的脱氯化硅硅偶联反应。

表征谱图