N-烯丙基-N,N-双(三甲基甲硅烷基)胺 | 7688-51-9

• 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: N-烯丙基-N,N-双(三甲基甲硅烷基)胺
• 中文别名: 1,4-双(二苯基膦丁烷)；双二苯基膦基丁烷
• 英文名称: N,N-bis(trimethylsilyl)allylamine
• 英文别名: allylbis(trimethylsilyl)amine；N-allyl-N,N-bis(trimethylsilyl)amine；N-allyl-1,1,1-trimethyl-N-(trimethylsilyl)silanamine；N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silylamine；N,N-bis(trimethylsilyl)prop-2-en-1-amine
• CAS: 7688-51-9
• 化学式: C₉H₂₃NSi₂
• mdl: MFCD00545193
• 分子量: 201.459
• InChiKey: CVNCFZIIZGNVFD-UHFFFAOYSA-N

物化性质

• 沸点：
  72 °C/15 mmHg (lit.)
• 密度：
  0.816 g/mL at 25 °C (lit.)
• 闪点：
  109 °F
• 稳定性/保质期：

  避免强氧化剂、酸和醇。

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.777
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R10,R36/37/38
• 危险品运输编号：
  UN 1993 3/PG 3
• 海关编码：
  2931900090
• 安全说明：
  S16,S26,S36/37
• WGK Germany：
  3
• 危险标志：
  GHS02,GHS07
• 危险性描述：
  H226,H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338
• 储存条件：
  密闭、阴凉干燥处保存，并确保有良好的通风。容器内应充入氮气。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product name : N-Allyl-N,N-bis(trimethylsilyl)amine

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
According to Regulation (EC) No1272/2008
Flammable liquids (Category 3)
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.
Flammable. Irritating to eyes, respiratory system and skin.
Label elements
Pictogram
Signal word Warning
Hazard statement(s)
H226 Flammable liquid and vapour.
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)
R10 Flammable.
R36/37/38 Irritating to eyes, respiratory system and skin.
S-phrase(s)
S16 Keep away from sources of ignition - No smoking.
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S36/37 Wear suitable protective clothing and gloves.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Formula : C9H23NSi2
Molecular Weight : 201,46 g/mol
CAS-No. EC-No. Index-No. Classification Concentration
N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silylamine
7688-51-9 231-699-2 - Flam. Liq. 3; Skin Irrit. 2; Eye -
Irrit. 2; STOT SE 3; H226,
H315, H319, H335
Xi, R10 - 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
Do NOT induce vomiting. 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
For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires,
apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or spray;
solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water.
Special protective equipment for fire-fighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
Use water spray to cool unopened containers.

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions
Use personal protective equipment. Avoid breathing vapors, 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.
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).

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid inhalation of vapour or mist.
Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic
charge.
Conditions for safe storage
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. Store in cool place.
Store under inert gas. Air and moisture sensitive.

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Personal protective equipment
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).
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
Face shield and safety glasses 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, 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.
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 liquid
Colour colourless
Safety data
pH no data available
Melting point no data available
Boiling point 72 °C at 20 hPa - lit.
Flash point 42,78 °C - closed cup
Ignition temperature no data available
Lower explosion limit no data available
Upper explosion limit no data available
Density 0,816 g/cm3 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
Heat, flames and sparks.
Materials to avoid
Strong oxidizing agentsStrong oxidizing agents, Water, Alcohols
Hazardous decomposition products
Hazardous decomposition products formed under fire conditions. - Carbon oxides, nitrogen oxides (NOx),
Sulphur oxides, Hydrogen iodide

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Section 11. TOXICOLOGICAL INFORMATION
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
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
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.
Contact a licensed professional waste disposal service to dispose of this material.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
ADR/RID
UN-Number: 1993 Class: 3 Packing group: III
Proper shipping name: FLAMMABLE LIQUID, N.O.S. (N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silylamine)
IMDG
UN-Number: 1993 Class: 3 Packing group: III EMS-No: F-E, S-E
Proper shipping name: FLAMMABLE LIQUID, N.O.S. (N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silylamine)
Marine pollutant: No
IATA
UN-Number: 1993 Class: 3 Packing group: III
Proper shipping name: Flammable liquid, n.o.s. (N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silylamine)

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N-烯丙基-N,N-双(三甲基甲硅烷基)胺 以55%的产率得到3-氨基-1-丙醇
  参考文献：
  名称：

  加氢硼化反应中伯胺和仲胺的保护

  摘要：

  在与BMS进行硼氢化反应中，三甲基甲硅烷基可有效保护烯胺的NH键；脱保护可以很容易地用甲醇进行，并得到氨基有机硼烷，无需任何氧化即可使用。

  DOI：

  10.1016/s0040-4039(00)96859-x
• 作为产物：
  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
• 作为试剂：
  描述：

  在 三甲基溴硅烷 、 N-烯丙基-N,N-双(三甲基甲硅烷基)胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  [EN] PHARMACEUTICAL FORMULATIONS AND METHODS FOR THE TREATMENT OF METABOLIC AND LIVER DISORDERS
  [FR] FORMULATIONS PHARMACEUTIQUES ET MÉTHODES POUR LE TRAITEMENT DE TROUBLES MÉTABOLIQUES ET HÉPATIQUES

  摘要：

  Disclosed herein are formulations of small molecule GIP/GLP-1 dual receptor agonists and uses thereof.

  公开号：

  WO2024020388A1

文献信息

• [EN] BCR-ABL TYROSINE-KINASE LIGANDS CAPABLE OF DIMERIZING IN AN AQUEOUS SOLUTION, AND METHODS OF USING SAME<br/>[FR] LIGANDS DE TYROSINE-KINASE BCR-ABL CAPABLES DE SE DIMÉRISER DANS UNE SOLUTION AQUEUSE, ET PROCÉDÉS D'UTILISATION DE CEUX-CI
  申请人：COFERON INC

  公开号：WO2015106292A1

  公开（公告）日：2015-07-16

  Described herein are monomers capable of forming a biologically useful multimer when in contact with one, two, three or more other monomers in an aqueous media. In one aspect, such monomers may be capable of binding to another monomer in an aqueous media (e.g. invivo) to form a multimer (e.g. a dimer). Contemplated monomers may include a ligand moiety, a linker element, and a connector element that joins the ligand moiety and the linker element. In an aqueous media, such contemplated monomers may join together via each linker element and may thus be capable of modulating one or more biomolecules substantially simultaneously, e.g., modulate two or more binding sites on a Bcr-Abl tyrosine kinase.

  本文描述了一种单体，当与水性介质中的另一个、两个、三个或更多其他单体接触时，能够形成生物学上有用的多聚体。在一个方面，这种单体可能能够在水性介质（例如体内）中与另一个单体结合以形成多聚体（例如二聚体）。考虑到的单体可能包括配体基团、连接元素和连接配体基团与连接元素的连接元素。在水性介质中，这些考虑到的单体可以通过每个连接元素结合在一起，因此可以同时调节一个或多个生物分子，例如，调节Bcr-Abl酪氨酸激酶上的两个或更多结合位点。
• Applications of Multicomponent Reactions for the Synthesis of Diverse Heterocyclic Scaffolds
  作者：James D. Sunderhaus、Chris Dockendorff、Stephen F. Martin

  DOI：10.1021/ol7018357

  日期：2007.10.1

  process involving sequential reactions of aldehydes, primary amines, acid chlorides, and nucleophiles has been developed to prepare multifunctional substrates that may be employed in subsequent ring-forming reactions to generate a diverse array of functionalized heterocyclic scaffolds. This new approach to diversity-oriented synthesis was then applied to the first total synthesis of the isopavine alkaloid

  已经开发了涉及醛，伯胺，酰氯和亲核试剂的顺序反应的四组分偶联工艺，以制备多功能底物，该多功能底物可用于随后的成环反应中，以生成各种功能化的杂环骨架。然后将这种面向多样性的合成的新方法应用于异戊烷生物碱（+/-）-roelactamine的第一个全合成。
• Reductive amine deallyl- and debenzylation with alkali metal in Silica Gel (M-SG)
  作者：Partha Nandi、James L. Dye、James E. Jackson

  DOI：10.1016/j.tetlet.2009.04.058

  日期：2009.7

  Alkali metals in silica gel (the M-SG materials) are effective reagents for reductive deallylation, debenzylation, debenzhydrylation, and detritylation of amines. As such, these reagents provide a convenient alternative to traditional metal ammonia solutions for this class of deprotections.

  硅胶中的碱金属（M-SG材料）是用于胺的还原性脱羧，脱苄基，脱苯甲酰化和去三苯甲基化的有效试剂。这样，这些试剂为这类脱保护提供了传统金属氨溶液的方便替代物。
• Spin chemistry of organometallic compounds
  作者：Marc B. Taraban、Alexander I. Kruppa、Nikolai E. Polyakov、Mikhail G. Voronkov、Vladimir I. Rakhlin、Stanislav V. Grigor'ev、Olga S. Volkova、Rudolph G. Mirskov、Tatyana V. Leshina

  DOI：10.1016/s0022-328x(02)01662-5

  日期：2002.9

  Two instances have been considered demonstrating the influence of organoelement substituent on the reactivity of radicals generated from R3MCH2CHCH2 (M=Si or Sn) in photoinduced interaction with (Me3Si)2NBr. CIDNP studies has allowed to identify two different reaction mechanisms for M=Si or M=Sn which end up in two different sets of reaction products.

  已经考虑了两种情况，证明了有机元素取代基对与（Me 3 Si）2 NBr光诱导相互作用的R 3 MCH 2 CH = CH 2（M = Si或Sn）生成的自由基的反应性的影响。CIDNP研究已经确定了M = Si或M = Sn的两种不同的反应机理，它们最终出现在两组不同的反应产物中。
• Efficient Synthesis of 1,2,4-Dithiazolidine-3,5-diones [Dithiasuccinoyl-Amines] from Bis(chlorocarbonyl)disulfane Plus Bis(trimethylsilyl)amines
  作者：Michael J. Barany、Robert P. Hammer、R. B. Merrifield、George Barany

  DOI：10.1021/ja0455446

  日期：2005.1.1

  dithiasuccinoyl (Dts)-amine, serves as a readily removable amino protecting group for building blocks used in syntheses of peptides, glycopeptides, and PNA; it is also useful as a masked isocyanate and (inversely) as a sulfurization reagent for trivalent phosphorus. Bis(chlorocarbonyl)disulfane, the two-sulfur analogue of succinyl chloride, has been envisioned as a reagent for facile single-step elaboration of the

  1,2,4-二噻唑烷-3,5-二酮杂环，也称为二硫代琥珀酰 (Dts)-胺，作为一种易于去除的氨基保护基团，用于合成肽、糖肽和 PNA 的结构单元；它也可用作掩蔽异氰酸酯和（相反）用作三价磷的硫化试剂。双（氯羰基）二硫烷是琥珀酰氯的双硫类似物，已被设想为用于轻松单步制备杂环的试剂。然而，由于所讨论的原因，双（氯羰基）二硫烷直接与伯胺反应不能产生 Dts-胺。受到有机硅化学文献中的几个先例的启发，即三甲基甲硅烷基可以作为“大质子”，成功地，已开发出通过双（氯羰基）二硫烷与双（三甲基甲硅烷基）胺反应制备 Dts-胺的高产率方法。还介绍了旨在阐明这些观察结果的机械原因的研究。