1,1,1-三甲基-N-2-丙烯丙胺基硅烷 | 10519-97-8

• 物质功能分类: 有机原料 - 氨基化合物 - 无环单胺、多胺及其衍生物和盐
• 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: 1,1,1-三甲基-N-2-丙烯丙胺基硅烷
• 中文别名: 烯丙胺基三甲基硅烷；1,1,1-三甲基-N-2-烯丙胺基硅烷；三甲基硅烷基-N-2-丙烯；1-亚氨基-丙-2-烯基三甲硅烷；烯丙胺氨基三甲基硅烷
• 英文名称: allylamino-trimethyl-silane
• 英文别名: N-(trimethylsilyl)allylamine；Allyl-trimethylsilylamin；Allylaminotrimethylsilane；N-trimethylsilylprop-2-en-1-amine
• CAS: 10519-97-8
• 化学式: C₆H₁₅NSi
• mdl: MFCD00053866
• 分子量: 129.277
• InChiKey: FFJKAASRNUVNRT-UHFFFAOYSA-N

物化性质

• 熔点：
  <0°C
• 沸点：
  110-112 °C
• 密度：
  0,77 g/cm3
• 闪点：
  10 °C
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• TSCA：
  No
• 危险品标志：
  C
• 安全说明：
  S16,S23,S25,S26,S36/37/39,S45
• 危险类别码：
  R34
• 海关编码：
  2931900090
• 危险品运输编号：
  UN 2924
• 储存条件：
  应将产品存放在阴凉干燥的环境中。

SDS

Name:	N-(Trimethylsilyl)Allylamine 95% Material Safety Data Sheet
Synonym:	Allylaminotrimethylsilane
CAS:	10519-97-8

Section 1 - Chemical Product MSDS Name:N-(Trimethylsilyl)Allylamine 95% Material Safety Data Sheet
Synonym:Allylaminotrimethylsilane

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
10519-97-8	N-(Trimethylsilyl)Allylamine	95%	unlisted

Hazard Symbols: F C
Risk Phrases: 11 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Highly flammable. Causes burns.Moisture sensitive.Corrosive.Highly flammable.
Potential Health Effects
Eye:
Causes eye burns. May cause conjunctivitis. Contact with the eyes may cause corneal damage.
Skin:
Causes skin burns. Effects may be delayed. May cause contact dermatitis. May cause cyanosis of the extremities.
Ingestion:
May cause severe and permanent damage to the digestive tract. Causes gastrointestinal tract burns. May cause perforation of the digestive tract. Ingestion of large amounts may cause CNS depression. May cause systemic effects.
Inhalation:
Causes chemical burns to the respiratory tract. Inhalation may be fatal as a result of spasm, inflammation, edema of the larynx and bronchi, chemical pneumonitis and pulmonary edema. Vapors may cause dizziness or suffocation. May cause systemic effects. May cause burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting. May cause burning sensation in the chest.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes).
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Destroy contaminated shoes.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid immediately. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
Notes to Physician:
Treat symptomatically and supportively.

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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. Vapors may form an explosive mixture with air.
Vapors can travel to a source of ignition and flash back. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Use water spray to keep fire-exposed containers cool. Water may be ineffective. Material is lighter than water and a fire may be spread by the use of water. Flammable liquid and vapor. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Will be easily ignited by heat, sparks or flame. Containers may explode if exposed to fire. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide. Water may be ineffective.
Water may spread fire. If water is the only media available, use in flooding amounts. Do NOT get water inside containers. Do NOT use straight streams of water. Cool containers with flooding quantities of water until well after fire is out.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. Use a spark-proof tool. Provide ventilation. Do not get water inside containers. A vapor suppressing foam may be used to reduce vapors.

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Section 7 - HANDLING and STORAGE
Handling:
Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing.
Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Keep away from heat, sparks and flame. Do not ingest or inhale. Do not allow contact with water. Use only in a chemical fume hood. Discard contaminated shoes.
Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames. Keep from contact with moist air and steam.
Storage:
Keep away from sources of ignition. Store in a cool, dry place. Keep container closed when not in use. Store in a tightly closed container. Flammables-area. Store protected from moisture. Store under nitrogen.

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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 general or local explosion-proof ventilation to keep airborne levels to acceptable levels.
Exposure Limits CAS# 10519-97-8: 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: Liquid
Color: straw-colored - amber
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 110 - 112 deg C
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: 10 deg C ( 50.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Reacts.
Specific Gravity/Density:
Molecular Formula: C6H15NSi
Molecular Weight: 129.28

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Moisture sensitive.
Conditions to Avoid:
Ignition sources, excess heat, exposure to moist air or water.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, silicon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 10519-97-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N-(Trimethylsilyl)Allylamine - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: Pseudomonas putida:

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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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: F C
Risk Phrases:
R 11 Highly flammable.
R 34 Causes burns.
Safety Phrases:
S 9 Keep container in a well-ventilated place.
S 16 Keep away from sources of ignition - No
smoking.
S 25 Avoid contact with eyes.
S 33 Take precautionary measures against static
discharges.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
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# 10519-97-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 10519-97-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 10519-97-8 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：

  1,1,1-三甲基-N-2-丙烯丙胺基硅烷 在 碘甲烷 作用下， 以 Petroleum ether 为溶剂， 反应 26.0h， 以77%的产率得到N-烯丙基-N,N-双(三甲基甲硅烷基)胺
  参考文献：
  名称：

  通过用三甲基甲硅烷基胺和碘甲烷处理制备双（三甲基甲硅烷基）胺的新方法

  摘要：

  已经报道了一种方便的合成N，N-双（三甲基甲硅烷基）烷基胺的方法。掺入化学计量的甲基碘的N-（三甲基甲硅烷基）二乙胺可有效地以高收率将伯胺，尤其是芳族胺及其单三甲基甲硅烷基衍生物转化为相应的N，N-双（三甲基甲硅烷基）胺衍生物。在脂族伯胺的N-三甲基甲硅烷基衍生物的情况下，在0.5当量的甲基碘存在下，一半的甲硅烷基胺用作甲硅烷化剂，而另一半的甲硅烷基胺用作甲硅烷基化剂，得到N，N-双（三甲基甲硅烷基）烷基胺，收率高。烯丙基碘，烯丙基溴和苄基溴也有效地促进了甲硅烷基胺的甲硅烷基化活性。

  DOI：

  10.1016/0022-328x(95)05821-6
• 作为产物：
  描述：

  丙烯胺 、 六甲基二硅氮烷 在 aluminum (III) chloride 作用下， 生成 1,1,1-三甲基-N-2-丙烯丙胺基硅烷
  参考文献：
  名称：

  3-氨基丙基低聚硅氧烷的合成及其作为表面活性剂制备聚合物微球的试验

  摘要：

  通过两种途径合成了氨基含量和分子量不同的聚二甲基-共-甲基（3-氨基丙基）硅氧烷，即低聚二甲基-共-甲基氢化硅氧烷与N-（三甲基甲硅烷基）烯丙胺（TMSAA）的氢化硅烷化和共聚反应。八甲基环四硅氧烷与甲基（3-氨基丙基）环硅氧烷。研究了合成的低聚物的胶体化学性质。低聚硅氧烷具有高表面活性，可以将界面表面活性剂在甲苯-水中的溶液的界面张力降低到 6.7-4.2 mJ m2。在合成的低聚物存在下，获得了粒径为 0.5 和 0.8 微米的聚集稳定的聚苯乙烯悬浮液。

  DOI：

  10.1007/s11172-018-2306-1

文献信息

• Transamination Studies on <i>N</i>-(1-Alkenylthio)phthalimides and Related Compounds. Synthesis of 1-Alkenesulfenamides and 1-Alkenesulfonamides¹
  作者：Mitchell D. Refvik、Adrian L. Schwan

  DOI：10.1021/jo9522163

  日期：1996.1.1

  through desilylation and acylation procedures. Mono- and dibenzoylated derivatives 5aand 6a did not undergo transamination reactions with simple amines. Transamination reactions could be achieved once compounds 4 were converted to thiophthalimides 7. The transamination products 8 are unstable to chromatography, but could be oxidized to 1-alkenesulfonamides 9 using MCPBA. Some of the sulfenamides 8 may be

  为了开发一种通常制备1-链烯基亚磺酰胺的方法，一些N，N-双（三甲基甲硅烷基）-1-链烯基亚磺酰胺（4）通过去甲硅烷基化和酰化步骤被转化为许多氮官能化的类似物。单和二苯甲酰化衍生物5a和6a没有与简单胺发生氨基转移反应。一旦化合物4被转化为硫代邻苯二甲酰亚胺7，就可以实现氨基转移反应。氨基转移产物8对于色谱是不稳定的，但是可以使用MCPBA被氧化为1-烯烃磺酰胺9。一些亚磺酰胺8可能对蒸馏稳定。3-（烯基硫亚氨基）邻苯二甲酸酯11，是硫代邻苯二甲酰亚胺7的异构体，也与胺反应，但是开环过程伴随着氨基转移。
• <i>N</i>-Silyl-Tethered Radical Cyclizations:  A New Synthesis of γ-Amino Alcohols
  作者：Christophe Blaszykowski、Anne-Lise Dhimane、Louis Fensterbank、Max Malacria

  DOI：10.1021/ol034288j

  日期：2003.4.1

  [reaction: see text] Various allylic and propargylic amines bearing a protecting group (PG) have been employed in N-silyl-tethered radical cyclizations. The resulting silapyrrolidine adducts could be smoothly oxidized, creating access to gamma-amino alcohols. The silylation, radical cyclization, and oxidation reactions could be consolidated in a one-pot process.

  [反应：见正文]在N-甲硅烷基连接的自由基环化反应中已使用了各种带有保护基（PG）的烯丙基和炔丙基胺。生成的硅吡咯烷加合物可以被平滑氧化，从而获得γ-氨基醇。甲硅烷基化，自由基环化和氧化反应可以通过一锅法进行合并。
• ビスシリルアミノ基を有するシラン化合物の製造方法
  申请人：信越化学工業株式会社

  公开号：JP2018070506A

  公开（公告）日：2018-05-10

  【課題】ビスシリルアミノ基を有するシラン化合物を、効率的かつ安定的に、収率よく製造できる方法の提供。【解決手段】式（１）で示される化合物と、式（２）で示される化合物を白金化合物存在下で反応させる式（３）で示されるビスシリルアミノ基を有するシラン化合物の製造方法において、式（１）で示される化合物として、一般式（４）で示される化合物の含有量が５．０質量％以下のものを用いる。（Ｒ１はＣ１〜１８の２価炭化水素基；Ｒ１’はＣ３−２０の２価の炭化水素基；Ｒ２〜Ｒ８及びＲ９は各々独立に置換／非置換のＣ１〜２０の１価炭化水素基；Ｘはハロゲン又はＯＲ９；ｎは０〜２の整数）ＨＳｉＲ8nＸ3-n （２）【選択図】なし

  具有双硅氨基的硅烷化合物的高效稳定且高收率制备方法的提供。在白金化合物存在下，通过使式（1）所示化合物与式（2）所示化合物在式（3）中反应，制备具有双硅氨基的硅烷化合物的方法，其中作为式（1）所示化合物，使用含有一般式（4）所示化合物含量不超过5.0质量％的化合物。（R1为C1-18的二价碳氢基；R1'为C3-20的二价碳氢基；R2-R8和R9各自独立地为取代/非取代的C1-20的单价碳氢基；X为卤素或OR9；n为0-2的整数）HSiR8nX3-n（2）【选择图】无
• Interaction of hydrosilanes with carbon dioxide and secondary amines or silylamines
  作者：A. D. Kirilin、A. A. Dokuchaev、I. N. Menchaikina、E. V. Semenova、N. B. Sokova、E. A. Chernyshev

  DOI：10.1007/bf01430738

  日期：1996.9

  The reaction of hydrosilanes with carbon dioxide and secondary amines or silylamines was studied for the first time. The dependence of the composition and the structure of the products obtained on the nature of the reagents and on the reaction conditions was found. The hydrosilane-carbon dioxide system, unknown previously, can be used as anN-siloxycarbonylating reagent in the synthesis ofO-silylurethanes

  首次研究了氢硅烷与二氧化碳和仲胺或甲硅烷基胺的反应。发现所得产物的组成和结构对试剂性质和反应条件的依赖性。以前未知的氢硅烷-二氧化碳体系可用作合成 O-甲硅烷基氨基甲酸酯的 N-甲硅烷氧基羰基化试剂。提出了形成O-甲硅烷基氨基甲酸酯的方案。
• Silylamines in organic synthesis: preparation and some reactions of N,C-dilithiosilylamines
  作者：Stephanie A. Burns、Robert J.P. Corriu、Vilam Huynh、Joël J.E. Moreau

  DOI：10.1016/s0022-328x(00)99805-x

  日期：1987.10

  The dimetallation of some olefinic and aromatic N-trimethylsilylamines has been examined. Treatment with a two molar proportion of n-butyllithium gives organodimetallic reagents, which react with trimethylchlorosilane to give N,N,C-tris(trimethylsilyl)amines in 45 to 65% yields. The dianonic reagent obtained from (trimethylsilyl)(allyl)amine reacts with benzoyl chloride, N,N-dimethylformamide, eth

  已经研究了一些烯烃和芳族N-三甲基甲硅烷基胺的双金属化。用二摩尔比例的正丁基锂处理得到有机二金属试剂，其与三甲基氯硅烷反应以45％至65％的产率得到N，N，C-三（三甲基甲硅烷基）胺。由（三甲基甲硅烷基）（烯丙基）胺获得的二元试剂与苯甲酰氯，N，N-二甲基甲酰胺，-2-呋喃甲酸乙酯和苯甲react反应，得到取代的吡咯和吡啶。