三氯化-1,1,2-三甲基丙基化硅烷 | 18151-53-6

• 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: 三氯化-1,1,2-三甲基丙基化硅烷
• 中文别名: 叔己基三氯硅烷；1,1,2-三甲基丙基三氯硅烷；己基三氯代硅烷
• 英文名称: trichloro(2,3-dimethylbutan-2-yl)silane
• 英文别名: thexyltrichlorosilane；(pr-1.1.2-me2)SiCl3；trichloro-(1,1,2-trimethyl-propyl)-silane；Trichlor-(1,1,2-trimethyl-propyl)-silan；2-Trichlorsilyl-2.3-dimethyl-butan；1,1,2-trimethylpropyltrichlorosilane
• CAS: 18151-53-6
• 化学式: C₆H₁₃Cl₃Si
• mdl: MFCD09953184
• 分子量: 219.614
• InChiKey: OMLLOLAFIFULFX-UHFFFAOYSA-N

物化性质

• 熔点：
  <0
• 沸点：
  70-72°C 15mm
• 密度：
  1.16
• 闪点：
  74

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  10
• 可旋转键数：
  1
• 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：
  8
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R34,R36/37/38
• 危险品运输编号：
  UN 2987
• 海关编码：
  2931900090
• 包装等级：
  II
• 危险类别：
  8
• 储存条件：
  室温

SDS

Thexyltrichlorosilane Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: Thexyltrichlorosilane

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS
Category 4
Flammable liquids
Corrosive to metals Category 1
HEALTH HAZARDS
Skin corrosion/irritation Category 1B
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 Combustible liquid
May be corrosive to metals
Causes severe skin burns and eye damage
Precautionary statements:
[Prevention] Keep away from flames and hot surfaces.
Keep only in original container.
Do not breathe dust/fume/gas/mist/vapours/spray.
Wash hands thoroughly after handling.
Wear protective gloves and eye/face protection.
IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for
[Response]
breathing.
IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
if present and easy to do. Continue rinsing.
IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse
skin with water/shower.
Wash contaminated clothing before reuse.
Immediately call a POISON CENTER or doctor/physician.
Absorb spillage to prevent material damage.
[Storage] Store in a well-ventilated place. Keep cool.
Store locked up.
Thexyltrichlorosilane

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Section 2. HAZARDS IDENTIFICATION
[Disposal] Dispose of contents/container through a waste management company authorized by
the local government.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: Thexyltrichlorosilane
>96.0%(GC)
Percent:
CAS Number: 18151-53-6
Trichloro(2,3-dimethyl-2-butyl)silane , Trichloro(1,1,2-trimethylpropyl)silane
Synonyms:
Chemical Formula: C6H13Cl3Si

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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.
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.
Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT
Ingestion:
induce vomiting.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, carbon dioxide.
media:
Unsuitable extinguishing Water
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
generate poisonous fume.
from the chemical:
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 extra personal protective equipment (self-contained breathing apparatus). Keep
protective equipment and people away from and upwind of spill/leak. Ensure adequate ventilation. Entry to non-
emergency procedures: involved personnel should be controlled 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.
Prevention of secondary Do not allow contact with water. Remove all sources of ignition. Fire-extinguishing
hazards: devices should be prepared in case of a fire. Use spark-proof tools and explosion-
proof equipment.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Thexyltrichlorosilane

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Section 7. HANDLING AND STORAGE
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapour or mist. Keep away from flames and hot surfaces. Take
measures to prevent the build up of electrostatic charge. Use explosion-proof
equipment. Wash hands and face thoroughly after handling.
Use a closed system, ventilation.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
May develop pressure. Open carefully.
Use corrosive resistant equipment.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool, dark and well-ventilated place.
Store under inert gas.
Protect from moisture.
Store locked up.
Store away from incompatible materials such as oxidizing agents.
Moisture-sensitive
Comply with laws. Keep only in original container.
Packaging material:

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Half or full facepiece respirator, self-contained breathing apparatus(SCBA), supplied
air respirator, etc. Use respirators approved under appropriate government standards
and follow local and national regulations.
Impervious gloves.
Hand protection:
Eye protection: Safety goggles. A face-shield, if the situation requires.
Skin and body protection: Impervious protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Liquid
Form: Clear
Colorless - Very pale yellow
Colour:
Odour: No data available
pH: No data available
Melting point/freezing point:16°C
Boiling point/range: 187°C
Flash point: 74°C
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: 1.16
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 Decomposes in contact with water and liberates toxic gases.
reactions:
Open flame, Moisture
Conditions to avoid:
Incompatible materials: Oxidizing agents, Bases
Hazardous decomposition Carbon monoxide, Carbon dioxide, Hydrogen chloride, Silicon oxides
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Thexyltrichlorosilane

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Section 11. TOXICOLOGICAL INFORMATION
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
No data available
Reproductive toxicity:

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
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):

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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: 8: Corrosive.
UN-No: 2987
Proper shipping name: Chlorosilanes, corrosive, n.o.s.
Packing group: II

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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

反应信息

• 作为反应物：
  描述：

  三氯化-1,1,2-三甲基丙基化硅烷 在 lithium 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 37.0h， 生成
  参考文献：
  名称：

  Synthesis, Structures, and Reactions of 1,2,3-Tris(diethylamino)-1,2,3,4-tetrakis(1,1,2-trimethylpropyl)cyclotetrasilanes

  摘要：

  二氯（双乙基氨基）四烷基硅烷（四烷基 = 1,1,2-三甲基丙基）与锂的反应生成了1,2,3-三（双乙基氨基）-1,2,3,4-四四烷基环四硅烷（2），其为四种非对映体的混合物（r-1,t-2,c-3,t-4-2，r-1,t-2,t-3,t-4-2，r-1,t-2,c-3,c-4-2，以及r-1,c-2,t-3,t-4-2）。这些异构体通过1H、13C和29Si NMR、红外光谱、质谱和紫外光谱进行了分离和鉴定。r-1,t-2,c-3,t-4-2、r-1,t-2,t-3,t-4-2和r-1,t-2,c-3,c-4-2的结构通过X射线单晶衍射确认。r-1,t-2,c-3,t-4-2的Si-Si键长为2.391(1)—2.499(2) Å，r-1,t-2,t-3,t-4-2为2.389(2)—2.478(1) Å，r-1,t-2,c-3,t-4-2为2.397(2)—2.485(2) Å。在这些分子中，Si4框架的结构发生了显著变化；r-1,t-2,c-3,t-4-2的二面角为18°，r-1,t-2,t-3,t-4-2为34°，而r-1,t-2,c-3,t-4-2为3°。通过HCl或HBr对2的氯脱胺或溴脱胺反应分别得到了1,2,3-三氯-1,2,3,4-四四烷基环四硅烷或1,2,3-三溴-1,2,3,4-四四烷基环四硅烷。此外，通过环四硅烷锂化合物获得了四氯环四硅烷，1,2,3,4-四氯-1,2,3,4-四四烷基环四硅烷。

  DOI：

  10.1246/bcsj.70.2749
• 作为产物：
  描述：

  2,3-二甲基-2-丁烯 在 偶氮二异丁腈 、 三氯硅烷 作用下， 反应 23.0h， 以77%的产率得到三氯化-1,1,2-三甲基丙基化硅烷
  参考文献：
  名称：

  Photoinduced Direct Synthesis of Silylene-Bridged Dinuclear Iron Complexes [(η⁵-C₅H₅)₂Fe₂(CO)₂(μ-CO)(μ-SiHR)] from [(η⁵-C₅H₅)Fe(CO)₂SiMe₃] and RSiH₃(R =t-Bu, (CMe₂)₂H)

  摘要：

  在RSiH3（R = t-Bu，(CMe2)2H）的存在下，光解[ CpFe(CO)2SiMe3]（Cp = η5-C5H5）生成了硅基桥联的二核配合物[ Cp2Fe2(CO)2(μ-CO)(μ-SiHR)]。配合物[ Cp2Fe2(CO)2(μ-CO)(μ-SiHBut)]的结构通过X射线晶体学确定。

  DOI：

  10.1246/cl.1987.2247

文献信息

• Dual Photoredox/Nickel‐Catalyzed Three‐Component Carbofunctionalization of Alkenes
  作者：Andrés García‐Domínguez、Rahul Mondal、Cristina Nevado

  DOI：10.1002/anie.201906692

  日期：2019.8.26

  The potential of merging photoredox and nickel catalysis to perform multicomponent alkene difunctionalizations under visible-light irradiation is demonstrated here. Secondary and tertiary alkyl groups, as well as sulfonyl moieties can be added to the terminal position of the double bond with simultaneous arylation of the internal carbon atom in a single step under mild reaction conditions. The process

  此处展示了光氧化还原和镍催化的合并在可见光照射下进行多组分烯烃双官能化的潜力。可以在温和的反应条件下一步将内部碳原子同时芳基化，将仲烷基和叔烷基以及磺酰基部分添加到双键的末端位置。该方法不含化学计量的添加剂，得益于使用台式稳定剂和易于处理的试剂，操作简单，可耐受多种官能团。
• 1,2,3-Triphenyl-1,2,3-trithexylcyclotrisilanes: Synthesis and Ring-Opening by Halogens
  作者：Masafumi Unno、Hiroyuki Masuda、Hideyuki Matsumoto

  DOI：10.1246/bcsj.71.2449

  日期：1998.10

  Reaction of dichlorophenylthexylsilane (thexyl = 1,1,2-trimethylpropyl) with lithium naphthalenide in tetrahydrofuran at −65 °C gave cis,cis- and cis,trans-1,2,3-triphenyl-1,2,3-trithexylcyclotrisilane 1 (cis,cis-1 and cis,trans-1) in yields of 19 and 52%, respectively. The structures of both isomers were determined by X-ray crystallography. The ring-opening reaction of each isomer with bromine leads to the formation of 1,3-dibromo-1,2,3-triphenyl-1,2,3-trithexyltrisilane (2); cis,cis-1 gave only (1R,3R)/(1S,3S)-1,3-dibromo-1,2,3-triphenyl-1,2,3-trithexyltrisilane ((1R,3R)/(1S,3S)-2) (87% yield). While cis,trans-1 formed (1R,2s,3S)- and (1R,2r,3S)-1,3-dibromo-1,2,3-triphenyl-1,2,3-trithexyltrisilane ((1R,2s,3S)-2 and (1R,2r,3S)-2, in 13 and 31% yields) as well as (1R,3R)/(1S/3S)-2 (44% yield). The structures of (1R,3R)/(1S,3S)-2 and (1R,2r,3S)-2 were confirmed by X-ray crystallography. From the stereochemical results observed in the ring-opening reactions, it is concluded that the cleavage of the Si–Si bonds occurs with retention–inversion of the configuration of the silicon atoms. In the chlorination, cis,cis-1 gave (1R,3R)/(1S,3S)-1,3-dichloro-1,2,3-triphenyl-1,2,3-trithexyltrisilane ((1R,3R)/(1S,3S)-3, 40% yield) and (1R,2r,3S)-1,3-dichloro-1,2,3-triphenyl-1,2,3-trithexyltrisilane ((1R,2r,3S)-3, 30% yield); cis,trans-1 gave (1R,3R)/(1S,3S)-3 (33% yield), (1R,2r,3S)-3 (14% yield), and (1R,2s,3S)-1,3-dichloro-1,2,3-triphenyl-1,2,3-trithexyltrisilane in 40% yield. The structure of (1R,2r,3S)-3 was confirmed by X-ray crystallography. The result indicates that stereoselectivity was lower in the ring-opening by chlorine than in that by bromine.

  在−65°C下，二氯苯基三乙基硅烷（thexyl = 1,1,2-三甲基丙基）与萘基锂在四氢呋喃中反应，得到了cis,cis-和cis,trans-1,2,3-三苯基-1,2,3-三乙基环三硅烷1（cis,cis-1和cis,trans-1），其产率分别为19%和52%。通过X射线晶体学确定了两种异构体的结构。每个异构体与溴的开环反应形成了1,3-二溴-1,2,3-三苯基-1,2,3-三乙基三硅烷（2）；cis,cis-1仅生成(1R,3R)/(1S,3S)-1,3-二溴-1,2,3-三苯基-1,2,3-三乙基三硅烷（(1R,3R)/(1S,3S)-2，产率87%）。而cis,trans-1则生成(1R,2s,3S)-和(1R,2r,3S)-1,3-二溴-1,2,3-三苯基-1,2,3-三乙基三硅烷（(1R,2s,3S)-2和(1R,2r,3S)-2，产率分别为13%和31%），以及(1R,3R)/(1S,3S)-2（产率44%）。(1R,3R)/(1S,3S)-2和(1R,2r,3S)-2的结构通过X射线晶体学得到了确认。通过在开环反应中观察到的立体化学结果，可以得出结论：Si–Si键的断裂发生时硅原子的构型保持–反转。在氯化反应中，cis,cis-1生成了(1R,3R)/(1S,3S)-1,3-二氯-1,2,3-三苯基-1,2,3-三乙基三硅烷（(1R,3R)/(1S,3S)-3，产率40%）和(1R,2r,3S)-1,3-二氯-1,2,3-三苯基-1,2,3-三乙基三硅烷（(1R,2r,3S)-3，产率30%）；cis,trans-1生成了(1R,3R)/(1S,3S)-3（产率33%）、(1R,2r,3S)-3（产率14%）和(1R,2s,3S)-1,3-二氯-1,2,3-三苯基-1,2,3-三乙基三硅烷（产率40%）。(1R,2r,3S)-3的结构通过X射线晶体学得到了确认。这一结果表明，在氯的开环反应中，立体选择性低于溴的开环反应。
• Tertiary alkylsilane
  申请人：Nippon Oil Co., Ltd.

  公开号：US06046350A1

  公开（公告）日：2000-04-04

  A novel tertiary alkylsilane is disclosed, which is useful as a variety of starting materials such as for photoreactive materials including semiconductor materials, insulative materials and photoresists, polymerization initiators and silicone-based ceramics precursors and is contributive to the safe and efficient production of high grade semiconductors.

  本发明揭示了一种新型的三级烷基硅烷，可用作各种起始材料，如光敏材料，包括半导体材料、绝缘材料和光刻胶、聚合引发剂和基于硅的陶瓷前体，有助于高级半导体的安全高效生产。
• Pietrusza; Sommer; Whitmore, Journal of the American Chemical Society, 1948, vol. 70, p. 485
  作者：Pietrusza、Sommer、Whitmore

  DOI：——

  日期：——
• Voronkov et al., Chemicke Listy, 1958, vol. 52, p. 640,641,648
  作者：Voronkov et al.

  DOI：——

  日期：——