三(2-甲基烯丙基)胺 | 6321-40-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 三(2-甲基烯丙基)胺
• 英文名称: tris(2-methylallyl)amine
• 英文别名: trimethallylamine；trimethallyl-amine；Trimethallyl-amin；Trimethallylamin；2-methyl-N,N-bis(2-methylprop-2-enyl)prop-2-en-1-amine
• CAS: 6321-40-0
• 化学式: C₁₂H₂₁N
• mdl: MFCD00008596
• 分子量: 179.305
• InChiKey: FXBJYRVIFGLPBC-UHFFFAOYSA-N

物化性质

• 沸点：
  83-85 °C15 mm Hg(lit.)
• 密度：
  0.794 g/mL at 25 °C(lit.)
• 闪点：
  128 °F

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  3.2
• 危险品标志：
  Xi
• 安全说明：
  S16,S24/25
• 危险类别码：
  R10,R36/37/38
• 海关编码：
  2921199090
• 包装等级：
  III
• 危险类别：
  3.2
• 危险品运输编号：
  UN 1993 3/PG 3

SDS

Name:	Tris-(2-Methylallyl)-Amine 99% Material Safety Data Sheet
Synonym:	None known
CAS:	6321-40-0

Section 1 - Chemical Product MSDS Name:Tris-(2-Methylallyl)-Amine 99% Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
6321-40-0	Tris-(2-methylallyl)-Amine	99	228-674-3

Hazard Symbols: XI
Risk Phrases: 10 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Flammable. Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin irritation. May cause irritation and dermatitis. May cause cyanosis of the extremities.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated. Ingestion of large amounts may cause CNS depression.
Inhalation:
Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Aspiration may lead to pulmonary edema. Vapors may cause dizziness or suffocation. Can produce delayed pulmonary edema. May cause burning sensation in the chest.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
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. Containers may explode in the heat of a fire. Flammable liquid and vapor. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas.
Extinguishing Media:
For small fires, use dry chemical, carbon dioxide, water spray or alcohol-resistant foam. For large fires, use water spray, fog, or alcohol-resistant foam. Use water spray to cool fire-exposed containers. Water may be ineffective. Do NOT use straight streams of water.

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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. A vapor suppressing foam may be used to reduce vapors.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Avoid contact with eyes, skin, and 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. Avoid ingestion and inhalation. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.
Storage:
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Flammables-area.

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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# 6321-40-0: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: pale-yellow
Odor: amine-like
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 83- 85 deg C @ 15.00mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: 53 deg C ( 127.40 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: .7940g/cm3
Molecular Formula: C12H21N
Molecular Weight: 179.30

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, ignition sources, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Acids, acid chlorides, acid anhydrides, carbon dioxide, strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 6321-40-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Tris-(2-methylallyl)-Amine - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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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
Shipping Name: FLAMMABLE LIQUID, N.O.S.*
Hazard Class: 3
UN Number: 1993
Packing Group: II
IMO
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3.2
UN Number: 1993
Packing Group: II
RID/ADR
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 10 Flammable.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 9 Keep container in a well-ventilated place.
S 16 Keep away from sources of ignition - No
smoking.
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 33 Take precautionary measures against static
discharges.
S 37 Wear suitable gloves.
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# 6321-40-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 6321-40-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 6321-40-0 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：

  三(2-甲基烯丙基)胺 在 (bis(1,2-diphenylphosphino)ethane)(2,5-norbornadiene)rhodium(I) tetrafluoroborate 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以98%的产率得到triisobutenylamine
  参考文献：
  名称：

  Catalytic Asymmetric Hydrogen Migration of Allylamines

  摘要：

  本篇综述介绍了日本多个研究小组共同努力下近期开发的BINAP-Rh(I)催化不对称异构化前手性烯丙胺的一些制备方面和实际应用。此外，还讨论了新颖而复杂的反应机理。 1. 引言 2. 催化剂开发 2.1. 钴催化剂 2.2. 铑催化剂 2.3. 配体BINAP 3. 制备方面 3.1. 实验室规模的异构化 3.2. 工业过程 4. 底物与范围 4.1. 烯丙胺 4.2. 烯丙醇 5. 反应机理 5.1. 催化途径 5.2. 手性识别机制 5.3. 结论 6. 应用 6.1. 薄荷醇 6.2. 香茅醇 6.3. 香茅醛衍生物 6.4. 生育酚侧链 6.5. 灭虫脲

  DOI：

  10.1055/s-1991-26541
• 作为产物：
  描述：

  3-氯-2-甲基丙烯 在 sodium hydroxide 、 尿素 作用下， 80.0 ℃ 、413.69 kPa 条件下， 反应 40.0h， 以72%的产率得到三(2-甲基烯丙基)胺
  参考文献：
  名称：

  一步一步将尿素转化为叔胺

  摘要：

  DOI：

  10.1021/jo0011181

文献信息

• Convergent Synthesis of Polynitrile and/or Polyamine Dendrimers through Hydroaminomethylation and Michael Addition
  作者：Maryam Beigi、Stefan Ricken、Kai Sven Müller、Fikret Koç、Peter Eilbracht

  DOI：10.1002/ejoc.201001307

  日期：2011.3

  A general concept for a versatile convergent synthesis of polynitrile and/or polyamine dendrimers has been developed by applying Vogtle's procedure in combination with the tandem hydroformylation/reductive amination sequence, known as hydroaminomethylation. In this approach, first Vogtle's procedure is used to generate the desired dendron, which can then be attached to different types of polyfunctionalized

  通过将 Vogtle 程序与串联加氢甲酰化/还原胺化序列（称为加氢氨甲基化）相结合，开发了多腈和/或多胺树枝状聚合物的通用会聚合成的一般概念。在这种方法中，首先使用 Vogtle 的程序来生成所需的树突，然后将其连接到不同类型的多官能化核（例如，聚胺、多卤化物或聚烯烃核）以提供所需的球状结构。该方法可用作合成具有设计的壳和核特性的树枝状聚合物的一般程序，如所提供的实施例所示。
• An Efficient Synthesis of Benzimidazoles via Palladium-Catalyzed Amine Exchange Reaction from Trialkylamines to o-Phenylenediamine in an Aqueous Medium
  作者：Ngoc Thang Tran、Chan Sik Cho

  DOI：10.5012/bkcs.2012.33.12.4188

  日期：2012.12.20

  known as amine exchange reaction (amine scrambling reaction) and used for the synthesis of unsymmetrical amines and N-heterocycles and the study of the metabolism of amines. During the course of our studies directed towards transition metal-catalyzed C-N bond activation of alkylamines, we developed an alkyl (or alkanol) group transfer from alkylamines (or alkanolamines) to Natom of anilines as well

  过渡金属催化烷基胺之间的烷基转移被称为胺交换反应（amine scrambling reaction），用于不对称胺和N-杂环的合成以及胺代谢的研究。在我们针对过渡金属催化的烷基胺的 CN 键活化的研究过程中，我们开发了从烷基胺（或烷醇胺）到苯胺的 Natom 以及酮的 α-碳的烷基（或烷醇）基团转移，从而导致酮的区域选择性α-烷基化。在所采用的反应条件下，前一种转移最终导致吲哚和喹啉。然而，除了我们的发现之外，仅已知少数使用这种胺交换反应合成 N-杂环的例子。众所周知，氢嘧啶，咪唑烷和咪唑可以通过钯催化的二胺和烷基胺之间的分子间胺交换反应形成。发现二胺通过钌催化的分子内胺交换反应环化为吡咯烷、哌啶和氮杂环丙烷。另一方面，与本报告有关，Murahashi 等人。据报道，N-甲基苄胺与邻苯二胺在 Pd/C 存在下反应生成 2-苯基苯并咪唑和 1-苄基-2-苯基苯并咪唑，产率分别为 37% 和
• Continuous hydrosilylation process
  申请人：Geisberger Gilbert

  公开号：US20060116525A1

  公开（公告）日：2006-06-01

  Continuous hydrosilylation of compounds (A) bearing C—C multiple bonds by means of silicon compounds (B) having Si—H groups, in which the reaction components (A) and (B) are reacted continuously in an integrated loop-tube reactor, with reaction mixture being conveyed from the tube into the loop and back again so that a section of the tube is part of the loop circuit, provides a highly controllable reaction process with high product yields.

  化合物（A）带有C-C多键，通过具有Si-H基团的硅化合物（B）进行连续的氢基硅化反应，在集成的环管反应器中连续反应反应组分（A）和（B），反应混合物从管道输送到环中再返回，使管道的一部分成为环路电路的一部分，提供了一个高度可控的反应过程，产物收率高。
• Novel benzothiazepine and bensothiepine compounds
  申请人：Sasahara Takehiko

  公开号：US20070190041A1

  公开（公告）日：2007-08-16

  A pharmaceutical useful as a therapeutic agent and a preventive agent for hyperlipemia, and a pharmaceutical useful as a therapeutic agent and a preventive agent for hepatic disorders associated with cholestasis, particularly, primary biliary cirrhosis and primary sclerosing cholangitis, and a pharmaceutical useful as a therapeutic agent and a preventive agent for obesity, fatty liver and steatohepatitis are provided. A benzothiazepine or benzothiepine compound represented by the following formula (1A) having a thioamide bond and a quaternary ammonium substitutent:

  提供了一种药物，可用作治疗和预防高脂血症的治疗剂和预防剂，以及一种药物，可用作治疗和预防与胆汁淤积有关的肝脏疾病，特别是原发性胆汁性肝硬化和原发性硬化性胆管炎的治疗剂和预防剂，以及一种药物，可用作治疗和预防肥胖症、脂肪肝和脂肪性肝炎的治疗剂和预防剂。化合物的苯并噻吩或苯并噻环代表如下式（1A），具有硫酰胺键和季铵取代基：
• Novel quaternary ammonium compounds
  申请人：Sasahara Takehiko

  公开号：US20070203115A1

  公开（公告）日：2007-08-30

  A method for inhibiting ileal bile acid transporter activity in a subject, comprising administering to said subject an effective amount of a compound represented by formula (1):

  一种抑制回肠胆汁酸转运蛋白活性的方法，包括向该受试者施用一种由式（1）所代表的化合物的有效量：

表征谱图