十八烷基硅烷 | 18623-11-5

• 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 - 碳氢化合物衍生物
• 中文名称: 十八烷基硅烷
• 中文别名: 正十八烷基三氢硅烷；正十八烷基硅烷
• 英文名称: octadecyl silane
• 英文别名: n-octadecylsilane；octadecylsilane
• CAS: 18623-11-5
• 化学式: C₁₈H₄₀Si
• mdl: MFCD00039874
• 分子量: 284.601
• InChiKey: YTJSFYQNRXLOIC-UHFFFAOYSA-N

物化性质

• 熔点：
  29 °C (lit.)
• 沸点：
  195 °C/15 mmHg (lit.)
• 密度：
  0.795 g/mL at 25 °C (lit.)
• 闪点：
  230 °F
• 稳定性/保质期：
  按规定使用不会分解，能避免与氧化剂、酸、碱接触。

计算性质

• 辛醇/水分配系数(LogP)：
  5.96
• 重原子数：
  19
• 可旋转键数：
  16
• 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：
  Yes
• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  1
• 海关编码：
  2931900090
• 危险标志：
  GHS07
• 危险性描述：
  H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338
• 储存条件：
  存放于密闭、阴凉、干燥处。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product name : Octadecylsilane

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
According to Regulation (EC) No1272/2008
Skin irritation (Category 2)
Eye irritation (Category 2)
Specific target organ toxicity - single exposure (Category 3)
According to European Directive 67/548/EEC as amended.
Irritating to eyes, respiratory system and skin.
Label elements
Pictogram
Signal word Warning
Hazard statement(s)
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Hazard symbol(s)
Xi Irritant
R-phrase(s)
R36/37/38 Irritating to eyes, respiratory system and skin.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Formula : C18H40Si
Molecular Weight : 284,6 g/mol
CAS-No. EC-No. Index-No. Classification Concentration
Octadecylsilan
18623-11-5 242-453-9 - Skin Irrit. 2; Eye Irrit. 2; STOT -
SE 3; H315, H319, H335
Xi, R36/37/38
For the full text of the H-Statements mentioned in this Section, see Section 16.

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Section 4. 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
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
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special protective equipment for fire-fighters
Wear self contained breathing apparatus for fire fighting if necessary.

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed. Normal measures for preventive fire
protection.
Conditions for safe storage
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Personal protective equipment
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher level
protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges. Use respirators
and components tested and approved under appropriate government standards such as NIOSH (US) or
CEN (EU).
Hand 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.
Eye protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested and
approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin and body protection
impervious clothing, The type of protective equipment must be selected according to the concentration
and amount of the dangerous substance at the specific workplace.
Hygiene measures
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at
the end of workday.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Appearance
Form Semi-solid melting to a liquid
Colour colourless
Safety data
pH no data available
Melting point 29 °C - lit.
Boiling point 195 °C at 20 hPa - lit.
Flash point 110 °C - closed cup
Ignition temperature no data available
Lower explosion limit no data available
Upper explosion limit no data available
Density 0,795 g/mL at 25 °C
Water solubility no data available

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Section 10. STABILITY AND REACTIVITY
Chemical stability
Stable under recommended storage conditions.
Conditions to avoid
no data available
Materials to avoid
Strong oxidizing agents, acids, Bases, Water
Hazardous decomposition products
Hazardous decomposition products formed under fire conditions. - Carbon oxides, silicon oxides

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Section 11. TOXICOLOGICAL INFORMATION
Acute toxicity
no data available
Skin corrosion/irritation
no data available
no data available
Serious eye damage/eye irritation
Eyes: no data available
no data available
Respiratory or skin sensitization
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
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Causes respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. Causes skin irritation.
Eyes Causes serious eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly
investigated.
Additional Information
RTECS: Not available

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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
PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Product
Contact a licensed professional waste disposal service to dispose of this material. Dissolve or mix the
material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and
scrubber. 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
ADR/RID
Not dangerous goods
IMDG
Not dangerous goods
IATA
Not dangerous goods

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.

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Section 16. OTHER INFORMATION
Text of H-code(s) and R-phrase(s) mentioned in Section 3
Eye Irrit. Eye irritation
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Skin Irrit. Skin irritation
STOT SE Specific target organ toxicity - single exposure
Xi Irritant
R36/37/38 Irritating to eyes, respiratory system and skin.
Further information
Copyright 2010 Co. License granted to make unlimited paper copies for internal use 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 guarantee
of the properties of the product. Co., shall not be held liable for any damage resulting from
handling or from contact with the above product. See reverse side of invoice or packing slip for additional
terms and conditions of sale.

反应信息

• 作为反应物：
  描述：

  十八烷基硅烷 在 iron(II)β-diketiminate complex 、 氘 作用下， 20.0 ℃ 、405.33 kPa 条件下， 反应 16.0h， 以86%的产率得到
  参考文献：
  名称：

  伯硅烷、仲硅烷和叔硅氧烷的铁催化 H/D 交换

  摘要：

  对 1° 硅烷、2° 硅烷和 3° 硅氧烷的催化氢/氘 (H/D) 交换进行了综合研究，由铁-β-二酮亚胺配合物 ( 1a和1b ) 促进。对于各种含芳基和烷基的氢化硅烷和氢化硅氧烷，观察到几乎完全的 H/D 交换。该反应容许替代氢化物源频哪醇硼烷 (HBpin)，具有定量 H/D 交换。合成和密度泛函理论 (DFT) 研究表明单体氘化铁负责 H/D 交换。

  DOI：

  10.1021/acscatal.2c00224
• 作为产物：
  描述：

  十八烷基三甲氧基硅烷 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以86%的产率得到十八烷基硅烷
  参考文献：
  名称：

  铁催化烯烃的高对映选择性加氢

  摘要：

  在这里，我们首次报道了铁催化的高度对映选择性氢化的最低限度官能化的 1,1-二取代烯烃，以获得具有完全转化率和优异ee 的手性烷烃。设计并合成了一种新型手性8-恶唑啉亚氨基喹啉配体及其铁配合物。该协议通过使用 1 个大气压的氢气操作简单，并显示出良好的官能团耐受性。氘标记实验提出了一种主要机制。

  DOI：

  10.1021/jacs.1c04773
• 作为试剂：
  描述：

  苯己酮 在 氢气 、 C₂₉H₃₅Cl₂FeN₃O 、 sodium hydride 、 三乙基硼氢化钠 、 乙腈 、 十八烷基硅烷 作用下， 以 四氢呋喃 、 甲苯 、 mineral oil 为溶剂， 反应 12.0h， 生成 2-phenylhept-2-ene 、 (R)-(-)-(2-methylhexyl)benzene
  参考文献：
  名称：

  铁催化烯烃的高对映选择性加氢

  摘要：

  在这里，我们首次报道了铁催化的高度对映选择性氢化的最低限度官能化的 1,1-二取代烯烃，以获得具有完全转化率和优异ee 的手性烷烃。设计并合成了一种新型手性8-恶唑啉亚氨基喹啉配体及其铁配合物。该协议通过使用 1 个大气压的氢气操作简单，并显示出良好的官能团耐受性。氘标记实验提出了一种主要机制。

  DOI：

  10.1021/jacs.1c04773

文献信息

• Integrated Palladium-Catalyzed Arylation of Heavier Group 14 Hydrides
  作者：Aldes Lesbani、Hitoshi Kondo、Yusuke Yabusaki、Misaki Nakai、Yoshinori Yamanoi、Hiroshi Nishihara

  DOI：10.1002/chem.201001437

  日期：2010.12.3

  A convenient procedure has been developed for the preparation of Group 14 compounds by integrated palladium‐catalyzed cross‐coupling of aromatic iodides with the corresponding Group 14 hydrides in the presence of a base. The reaction conditions can be applied to the cross‐coupling of tertiary, secondary, and primary Group 14 compounds. In most cases, the desired arylated products were obtained in synthetically

  在碱的存在下，通过钯催化的芳族碘化物与相应的14族氢化物的交叉偶联，已经开发出了一种方便的制备14族化合物的方法。该反应条件可用于第14组叔，仲和伯化合物的交叉偶联。在大多数情况下，所需的芳基化产物以合成有用的产率获得。即使在含OH，NH芳基碘的情况下2，CN或CO 2 R基团，具有良好的取得高产量的这些反应性官能团的耐受性进行的反应。这种方法的一个可能的应用是一个杀真菌二芳基（1的唯一合成ħ -1,2,4-三唑-1-基甲基）硅烷衍生物。
• Acceleration of the Substitution of Silanes with Grignard Reagents by Using either LiCl or YCl3/MeLi
  作者：Naoki Hirone、Hiroaki Sanjiki、Ryoichi Tanaka、Takeshi Hata、Hirokazu Urabe

  DOI：10.1002/anie.201003174

  日期：2010.10.11

  Getting up to speed: Both LiCl and the YCl3/MeLi catalyst system have an acceleration effect upon the substitution of silanes using Grignard reagents (see scheme). The method provides access to benzyl‐, allyl‐, and arylsilanes in good yields from the starting silanes.

  起床速度：两个LiCl和所述YCL 3 /的MeLi的催化剂体系具有在使用时的格氏试剂的硅烷的取代的加速效果（参见方案）。该方法可从起始硅烷中获得较高收率的苄基，烯丙基和芳基硅烷。
• B(C ₆ F ₅ ) ₃ /Amine‐Catalyzed C(sp)−H Silylation of Terminal Alkynes with Hydrosilanes: Experimental and Theoretical Studies
  作者：Yuanhong Ma、Shao‐Jie Lou、Gen Luo、Yong Luo、Gu Zhan、Masayoshi Nishiura、Yi Luo、Zhaomin Hou

  DOI：10.1002/anie.201809533

  日期：2018.11.12

  C(sp)−H silylation of a wide range of terminal alkynes with hydrosilanes by using a combination of B(C6F5)3 and an organic base such as triethylenediamine (DABCO). This protocol constitutes the first example of boron‐catalyzed C(sp)−H functionalization, offering a convenient route for the synthesis of a variety of alkynylsilanes. Experimental and computational studies have revealed that DABCO plays two

  过渡金属催化的有机化合物的CH官能化已被证明是有机合成中有用的原子效率策略。相比之下，迄今为止，对于CHH功能化的基于主族元素的催化过程仍未得到充分研究。本文报道的是通过使用B（C 6 F 5）3的组合，各种末端炔烃与氢硅烷的催化C（sp）-H甲硅烷基化反应和有机碱，例如三乙二胺（DABCO）。该协议构成了硼催化的C（sp）-H功能化的第一个例子，为合成各种炔基硅烷提供了一条便捷的途径。实验和计算研究表明，DABCO在此催化转化中起着两个至关重要的作用（刘易斯碱和布朗斯台德碱）。
• Rare‐Earth‐Catalyzed C−H Silylation of Aromatic Heterocycles with Hydrosilanes
  作者：Wenxuan Xu、Huailong Teng、Yong Luo、Shaojie Lou、Masayoshi Nishiura、Zhaomin Hou

  DOI：10.1002/asia.202000089

  日期：2020.3.16

  of a variety of aromatic heterocycles such as furan, pyrrole and thiophene derivatives with secondary hydrosilanes has been achieved by using an yttrium metallocene complex. This protocol provides an efficient and straightforward way for the synthesis of a series of silylated heteroaromatic compounds containing tertiary silane moieties without the need for an additive or H2 acceptor.

  通过使用钇金属茂配合物，已实现了多种芳香族杂环（例如呋喃，吡咯和噻吩衍生物）与仲氢硅烷的催化CH甲硅烷基化反应。该方案为合成一系列含叔硅烷部分的甲硅烷基化杂芳族化合物提供了一种有效而直接的方法，而无需添加添加剂或H2受体。
• Proteinase inhibitor
  申请人：Suntory Limited

  公开号：US05081284A1

  公开（公告）日：1992-01-14

  A novel N-substituted peptidyl compound represented by the general formula (1): ##STR1## where R.sub.1 is a straight-chained or branched acyl group having 2-10 carbon atoms, a branched, cyclic or partly branched cyclic alkyloxycarbonyl group having 4-15 carbon atoms, a substituted or unsubstituted benzyloxycarbonyl group, a 2,2,2-trichloroethyloxycarbonyl group, a 2-(trimethylsilyl)ethyloxycarbonyl group, a p-toluensulfonyl group, an o-nitrophenylsulfenyl group, a diphenylphosphonothioyl group, a triphenylmethyl group, a 2-benzoyl-1-methylvinyl group or a 4-phenylbutyryl group; R.sub.2 is a hydrogen atom or when taken together with R.sub.1, may form a phthaloyl group; R.sub.3 is an isobutyl group, a n-butyl group or an isopropyl group; R.sub.4 is a butyl group, a benzyl group or a methylthioethyl group; and R.sub.5 is a hydrogen atom or a chloromethyl group, which inhibits the activity of cysteine proteinases.

  一种由通式（1）表示的新型N-取代肽类化合物：其中R.sub.1是具有2-10个碳原子的直链或支链酰基，具有4-15个碳原子的支链、环状或部分支链环状烷氧羰基，取代或未取代的苄氧羰基，2,2,2-三氯乙氧羰基，2-(三甲基硅基)乙氧羰基，对甲苯磺酰基，邻硝基苯基磺酰基，二苯基磷硫基，三苯甲基基，2-苯甲酰-1-甲基乙烯基基或4-苯基丁酰基；R.sub.2是氢原子或与R.sub.1一起形成邻苯二甲酰基；R.sub.3是异丁基、正丁基或异丙基；R.sub.4是丁基、苄基或甲硫乙基基；R.sub.5是氢原子或氯甲基基，可抑制半胱氨酸蛋白酶的活性。