一氯五甲基二硅烷 | 1560-28-7

• 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: 一氯五甲基二硅烷
• 中文别名: 五甲基一氯二硅烷
• 英文名称: pentamethylchlorodisilane
• 英文别名: chloropentamethyldisilane；1-chloro-1,1,2,2,2-pentamethyldisilane；chloro-dimethyl-trimethylsilylsilane
• CAS: 1560-28-7
• 化学式: C₅H₁₅ClSi₂
• mdl: MFCD00456692
• 分子量: 166.798
• InChiKey: GJCAUTWJWBFMFU-UHFFFAOYSA-N

物化性质

• 熔点：
  <0°C
• 沸点：
  134-136 °C(lit.)
• 密度：
  0.862 g/mL at 25 °C(lit.)
• 闪点：
  64 °F
• 稳定性/保质期：
  在常温常压下保持稳定

计算性质

• 辛醇/水分配系数(LogP)：
  1.93
• 重原子数：
  8
• 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：
  8/3
• 危险品标志：
  F,C
• 危险类别码：
  R11
• 危险品运输编号：
  UN 2985 3/PG 2
• WGK Germany：
  3
• 包装等级：
  II
• 危险类别：
  8/3
• 安全说明：
  S16,S26,S36/37/39,S45
• 危险标志：
  GHS02,GHS05
• 危险性描述：
  H226,H314
• 危险性防范说明：
  P280,P305 + P351 + P338,P310
• 储存条件：
  常温、避光、存放在通风干燥处。

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Chloropentamethyldisilane
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 1560-28-7

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Flammable liquids (Category 3), H226
Skin corrosion (Category 1B), H314
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
F, C Highly flammable, Corrosive R11, R14, R34
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Danger
Hazard statement(s)
Flammable liquid and vapour.
Causes severe skin burns and eye damage.
Precautionary statement(s)
Wear protective gloves/ protective clothing/ eye protection/ face
protection.
P305 + P351 + P338 IF IN EYES: 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.
Supplemental Hazard information (EU)
Reacts violently with water.
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C5H15ClSi2
Molecular Weight : 166,8 g/mol
CAS-No. : 1560-28-7
EC-No. : 216-330-5
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
Chloropentamethyldisilane
Flam. Liq. 3; Skin Corr. 1B; -
H226, H314, EUH014
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
Chloropentamethyldisilane
F, C, R11 - R14 - R34 -
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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SECTION 4: First aid measures
Description of 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
Take off contaminated clothing and shoes immediately. Wash off with soap and plenty of water. Consult a
physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with
water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Dry powder
Special hazards arising from the substance or mixture
Carbon oxides, Hydrogen chloride gas, silicon oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapours, mist or gas. Ensure adequate ventilation.
Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapours accumulating to
form explosive concentrations. Vapours can accumulate in low areas.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and
place in container for disposal according to local regulations (see section 13). Do not flush with water.
Reference to other sections
For disposal see section 13.

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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.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
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.
Never allow product to get in contact with water during storage.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Tightly fitting safety goggles. Faceshield (8-inch minimum). Use equipment for eye protection
tested and approved under appropriate government standards such as NIOSH (US) or EN
166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, Flame retardant antistatic protective clothing, The type
of protective equipment must be selected according to the concentration and amount of the
dangerous substance at the specific workplace.
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).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: liquid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and 134 - 136 °C - lit.
boiling range
g) Flash point < 40 °C - closed cup
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density 0,862 g/cm3 at 25 °C
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
Reacts violently with water.
Conditions to avoid
Heat, flames and sparks. Exposure to moisture.
Incompatible materials
Strong oxidizing agents, Water
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
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
Additional Information
RTECS: Not available
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., spasm, inflammation and edema of the larynx, spasm, inflammation and edema of the bronchi,
pneumonitis, pulmonary edema, burning sensation, Cough, wheezing, laryngitis, Shortness of breath,
Headache, Nausea

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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
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting
as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal
company.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: 2985 IMDG: 2985 IATA: 2985
UN proper shipping name
ADR/RID: CHLOROSILANES, FLAMMABLE, CORROSIVE, N.O.S.
IMDG: CHLOROSILANES, FLAMMABLE, CORROSIVE, N.O.S.
IATA: Chlorosilanes, flammable, corrosive, n.o.s.
Passenger Aircraft: Not permitted for transport
Transport hazard class(es)
ADR/RID: 3 (8) IMDG: 3 (8) IATA: 3 (8)
Packaging group
ADR/RID: II IMDG: II IATA: II
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
Skin Corr. Skin corrosion
Full text of R-phrases referred to under sections 2 and 3
C Corrosive
F Highly flammable
R11 Highly flammable.
R14 Reacts violently with water.
R34 Causes burns.
Further information
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  一氯五甲基二硅烷 在 calcium 作用下， 以 水 为溶剂， 反应 1.0h， 以15%的产率得到六甲基二硅氧烷
  参考文献：
  名称：

  钙原子与 4B 族链状化合物 Me3E–E'Me2R 的反应（E, E'=Si, Ge, Sn; R=Me, Cl）

  摘要：

  钙原子被认为插入到 4B 族链的 E-E' 键中，Me3E-E'Me2R（E，E'=Si，Ge，Sn；R=Me，Cl）得到相应的 Me3E-Ca-E 'Me2R 化合物。

  DOI：

  10.1246/bcsj.60.3429
• 作为产物：
  描述：

  六甲基二硅烷 在 C₄H₁₅B₁₁Br₆Si 、 1,2-二氯乙烷 、 苯 作用下， 以> 95 %的产率得到一氯五甲基二硅烷
  参考文献：
  名称：

  芳烃离子催化全烷基化硅烷的卤代脱烷基化

  摘要：

  “有机硅”在自然界中并不存在，但现代化学很难想象没有硅与碳结合的情况。虽然含硅商品化学品（例如通过“直接工艺” 1,2,3,4产生的那些）看起来很简单，但选择性制备芳基取代和烷基取代（官能化）硅化合物（称为硅烷）并非易事。氯硅烷如 Me 4− n SiCl n ( n = 1–3) 以及 SiCl 4 ( n = 4) 是合成含硅分子的常见起点。然而这些方法常常遇到具有挑战性的分离问题5 。相反，具有四个烷基的硅烷被认为是合成的死角。在这里，我们介绍了芳烃离子催化的卤代脱烷基化反应，可有效地将 Me 4 Si 和相关的季硅烷转化为各种官能化衍生物。该反应使用烷基卤和芳烃（共）溶剂：烷基卤是卤化物源，最终与芳烃进行弗里德尔-克来福特烷基化以再生催化剂6 ，而芳烃离子则充当强布朗斯台德酸原脱烷基化步骤7 。例如，在硅药物前体的合成中，证明了自上而下的卤代烷基化方法相对于报道的自下而上程序的优势。此外，连接到烷基链上的相当惰性的Me

  DOI：

  10.1038/s41586-023-06646-9

文献信息

• Tri(tert-butyl) plumbyl derivatives of Group 14 elements multinuclear magnetic resonance studies: Determination of coupling signs
  作者：Max Herberhold、Volker Tröbs、Bernd Wrackmeyer

  DOI：10.1016/s0022-328x(97)00090-9

  日期：1997.8

  coupling constants nJ(207Pb,13C) (n = 1, 2), 1J(207Pb,29Si), 1J(207Pb, 19Sn) and 1J(207Pb, 207Pb) were determined by appropriate 1D heteronuclear double resonance experiments and 2D heteronuclear shift correlations. The influence of the tBu3Pb group on the bonding situation is reflected by sign changes of several coupling constants when compared with analogous trimethyllead derivatives.

  通过使六（叔丁基）二lum烷（1）与过量的锂反应来制备三（叔丁基）铅基锂在THF（2）中的溶液。用多种第14组亲电试剂处理该试剂可得到四有机油酸酯化合物t Bu 3 Pb-R（3，R = Me（a），Et（b），n Pr（c），n Bu（d），CH 2 Ph （e），CH 2 SiMe 3（f）），铅基硅烷t Bu 3Pb-SiR 2 1 R 2（4，R 1 = R 2 = Me（a），R 1 = Me，R 2 = t Bu（b），R 1 = Me，R 2 = SiMe 3（c），R 1 = Me，R 2 = Ph（d），R 1 = R 2 = Ph（e）），1铅ger锗烷t Bu 3 Pb-GeMe 3（5a），铅stan庚烷t Bu3 Pb-SnR 3 3（6，R 3 = Me（a），Et（b），n Bu（c），t Bu（d），Ph（e），1,1'-二茂铁基（f）），和hexaorganodiplumbanes
• Evaluation of β- and γ-Effects of Group 14 Elements Using Intramolecular Competition
  作者：Masanobu Sugawara、Jun-ichi Yoshida

  DOI：10.1021/jo991977t

  日期：2000.5.1

  gamma-elimination of tin is faster than the beta-elimination of silicon, but slower than the beta-elimination of germanium and tin. The theoretical studies using ab initio molecular orbital calculations of the carbocation intermediates are consistent with the experimental results. The effect of substituents on silicon was also studied. The introduction of sterically demanding substituents on silicon disfavored

  为了评估第14组元素的β效应和γ效应，我们设计了一种系统，可以检测锡的γ消除与硅，锗和锡的β消除之间的分子内竞争。因此，在BF（3）.OEt（2）存在下，进行了α-乙酰氧基（芳基甲基）锡烷与烯丙基金属（金属= Si，Ge，Sn）的反应。反应似乎是通过α-锡烷基取代的碳阳离子的初步形成而进行的，α-锡烷基取代的碳阳离子会添加到烯丙基金属中，以生成金属碳原子为β的碳阳离子和金属锡为碳的阳离子。金属的β消除反应生成相应的烯丙基化产物，锡的γ消除反应生成环丙烷衍生物。就烯丙基硅烷而言，环丙烷衍生物是主要产物，而在烯丙基锗烷的情况下，主要形成烯丙基化产物。在烯丙基锡烷的情况下，烯丙基化产物仅形成。这些结果表明锡的γ-消除比硅的β-消除快，但比锗和锡的β-消除慢。使用碳正离子中间体的从头算分子轨道计算的理论研究与实验结果一致。还研究了取代基对硅的影响。在硅上引入空间上要求的取代基不利于硅的β-消除，这
• Stereoselective intramolecular bis-silylation of alkenes promoted by a palladium-isocyanide catalyst leading to polyol synthesis
  作者：Masahiro Murakami、Michinori Suginome、Kenzo Fujimoto、Hiroshi Nakamura、Pher G. Andersson、Yoshihiko Ito

  DOI：10.1021/ja00068a003

  日期：1993.7

  Stereoselective Intramolecular Bis-Silylation of Alkenes Promoted by a Palladium-Isocyanide Catalyst Leading to Polyol Synthesis

  钯-异氰化物催化剂促进烯烃的立体选择性分子内双-甲硅烷基化导致多元醇合成
• Direct <i>Syn</i> Addition of Two Silicon Atoms to a C≡C Triple Bond by Si−Si Bond Activation: Access to Reactive Disilylated Olefins
  作者：Maha Ahmad、Annie-Claude Gaumont、Muriel Durandetti、Jacques Maddaluno

  DOI：10.1002/anie.201611719

  日期：2017.2.20

  stereoselectively, syn‐disilylated heterocycles of different chemical structure and size. When applied to silylethers, this reaction leads to vinylic silanols that undergo a rhodium‐catalyzed addition to activated olefins, providing the oxa‐Heck or oxa‐Michael products, depending on the reaction conditions.

  炔烃的催化分子内silapalladation可提供高收率和立体选择性地合成具有不同化学结构和大小的合成二甲硅烷基杂环。当将其应用于甲硅烷基醚时，该反应会导致乙烯基硅烷醇经过铑催化加成到活化烯烃中，从而根据反应条件提供oxa-Heck或oxa-Michael产物。
• Design, Synthesis, and Implementation of Sodium Silylsilanolates as Silyl Transfer Reagents
  作者：Hiroki Yamagishi、Hayate Saito、Jun Shimokawa、Hideki Yorimitsu

  DOI：10.1021/acscatal.1c02733

  日期：2021.8.20

  There is an increasing demand for facile delivery of silyl groups onto organic bioactive molecules. One of the common methods of silylation via a transition-metal-catalyzed coupling reaction employs hydrosilane, disilane, and silylborane as major silicon sources. However, the labile nature of the reagents or harsh reaction conditions sometimes render them inadequate for the purpose. Thus, a more versatile

  对将甲硅烷基轻松传递到有机生物活性分子上的需求不断增加。通过过渡金属催化偶联反应进行硅烷化的一种常用方法是使用氢硅烷、乙硅烷和甲硅烷基硼烷作为主要的硅源。然而，试剂的不稳定性质或苛刻的反应条件有时使其不适合该目的。因此，需要更通用的甲硅烷基替代来源。我们在此报告了可储存的甲硅烷基硅烷醇钠的设计、合成和实施，该钠可用于在钯催化剂存在下芳基卤化物和拟卤化物的甲硅烷基化。所开发的方法允许对具有各种甲硅烷基的多官能化合物进行后期官能化。