三己胺 | 102-86-3

• 物质功能分类: 有机原料 - 氨基化合物
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 三己胺
• 中文别名: 三正己胺；三正己基胺；三-N-己基胺
• 英文名称: tri-n-hexylamine
• 英文别名: trihexylamine；THA；N,N-dihexylhexan-1-amine
• CAS: 102-86-3
• 化学式: C₁₈H₃₉N
• 分子量: 269.514
• InChiKey: DIAIBWNEUYXDNL-UHFFFAOYSA-N

物化性质

• 沸点：
  150-159 °C/12 mmHg (lit.) 263-265 °C (lit.)
• 密度：
  0.794 g/mL at 25 °C (lit.)
• 蒸气密度：
  9.3 (vs air)
• 闪点：
  >230 °F
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）
• LogP：
  4.47 at 25℃ and pH8-9
• 物理描述：
  Liquid
• 保留指数：
  1740;1730
• 稳定性/保质期：
  避免与强氧化剂和酸接触。使用时应穿戴防护服。

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  19
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• TSCA：
  Yes
• 危险等级：
  9
• 危险品标志：
  Xi
• 安全说明：
  S26,S36,S61
• 危险类别码：
  R22,R51/53,R34
• WGK Germany：
  3
• 海关编码：
  2921199090
• 包装等级：
  III
• 危险类别：
  9
• 危险品运输编号：
  UN 3082 9/PG 3
• 危险性防范说明：
  P501,P273,P260,P270,P264,P280,P391,P314,P337+P313,P305+P351+P338,P301+P312+P330
• 危险性描述：
  H302,H319,H372,H410
• 储存条件：
  储存于阴凉、通风的库房，远离火种、热源。应与氧化剂、酸性物质等分开存放，切忌混储。配备相应品种和数量的消防器材。储区应备有泄漏应急处理设备和合适的收容材料。

SDS

Name:	Trihexylamine 98% Material Safety Data Sheet
Synonym:
CAS:	102-86-3

Section 1 - Chemical Product MSDS Name:Trihexylamine 98% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
102-86-3	Trihexylamine	98%	203-062-9

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: 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 if irritation develops or persists. Flush skin with plenty of soap and water.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid.
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:

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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.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed.
Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 102-86-3: 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: clear, colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: < 1 mm Hg @ 20 deg
Viscosity: Not available.
Boiling Point: 263 - 265 deg C @ 760.00mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: > 112 deg C (> 233.60 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: .7984g/cm3
Molecular Formula: C18H39N
Molecular Weight: 269.51

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, carbon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 102-86-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Trihexylamine - 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: AMINES, LIQUID, CORROSIVE, N.O.S.*
Hazard Class: 8
UN Number: 2735
Packing Group: III
IMO
Shipping Name: AMINES, LIQUID, CORROSIVE, N.O.S.
Hazard Class: 8
UN Number: 2735
Packing Group: III
RID/ADR
Shipping Name: AMINES, LIQUID, CORROSIVE, N.O.S.
Hazard Class: 8
UN Number: 2735
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 102-86-3: No information available.
Canada
CAS# 102-86-3 is listed on Canada's DSL List.
CAS# 102-86-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 102-86-3 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

制备方法
用作溶剂和有机合成中间体。

用途简介
暂无具体介绍。

用途
用作溶剂和有机合成中间体。

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  N,N-二甲基己胺	N,N-dimethylhexylamine	4385-04-0	C8H19N	129.246
  二已胺	dihexylamine	143-16-8	C12H27N	185.353

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  二已胺	dihexylamine	143-16-8	C12H27N	185.353
  N,N-二己基甲酰胺	N,N-di-1-hexylformamide	14287-94-6	C13H27NO	213.363

反应信息

• 作为反应物：
  描述：

  三己胺 在 乙烯 、 platinum on carbon 、 氨 、 氢气 作用下， 以 甲苯 为溶剂， 200.0 ℃ 、750.01 kPa 条件下， 以93 %的产率得到已腈
  参考文献：
  名称：

  胺和酰胺的氨解转移脱氢：一种将氮化合物转化为腈的通用方法

  摘要：

  胺脱氢已被认为是腈合成的有效方法。目前，这种方法仅限于伯胺的（氧化）脱氢，通常使用专门的均相催化剂。在这项工作中，使用简单且廉价的烯烃（例如乙烯或丙烯）作为氢清除剂，将胺脱氢转移为腈。范围扩大到仲胺、叔胺甚至醛。额外的氮气由NH 3内置。通过将其与仲酰胺的氨解耦合，证明了该过程的多功能性。这使我们能够将长链聚酰胺 (LCPA) 回收成单体化合物，即α,ω-酰胺腈和二腈。反应使用可回收的非均相 Pt 催化剂在 200 °C 下进行，并添加有限的 NH 3和乙烯。相应的腈的收率高达94%。

  DOI：

  10.1039/d3sc02436a
• 作为产物：
  描述：

  已腈 在 二(氰基苯)二氯化钯 、 水 、 氢气 、 silica gel 、 2,2'-biquinoline-4,4'-dicarboxylic acid dipotassium salt 作用下， 以 正己烷 为溶剂， 100.0 ℃ 、2.76 MPa 条件下， 反应 24.0h， 生成 三己胺
  参考文献：
  名称：

  六方介孔二氧化硅负载的水相催化剂将腈化学选择性加氢为仲胺或叔胺

  摘要：

  揭示了第一种用于腈氢化的负载型水相催化剂。由Pd（PhCN）2 Cl 2，水溶性配体2,2'-联喹啉-4,4'-二羧酸二钾盐和中孔二氧化硅制备的催化剂是一种高效的催化剂，可用于从中选择性地形成仲胺或叔胺芳族或脂族腈。该催化体系是稳定的，可以循环使用三次，而不会损失活性和选择性。此外，这种环境友好的方法是许多均相和非均相催化剂的有吸引力的替代方法，因为它易于制备并且在中等活性条件下具有很高的活性。

  DOI：

  10.1002/aoc.4547
• 作为试剂：
  描述：

  甲酸:三乙胺 1:1 在 三己胺 作用下， 125.0~160.0 ℃ 、11.1 kPa 条件下， 生成 甲酸 、 三乙胺
  参考文献：
  名称：

  PROCESS FOR PREPARING FORMIC ACID

  摘要：

  在三级胺（I）和催化剂的存在下，通过在0.2到30兆帕绝对压力和20到200摄氏度的温度下，将二氧化碳加氢制备甲酸的方法，其中催化剂是包含金的非均相催化剂。

  公开号：

  US20130006015A1

文献信息

• USE OF NITROGEN COMPOUNDS QUATERNISED WITH ALKYLENE OXIDE AND HYDROCARBYL-SUBSTITUTED POLYCARBOXYLIC ACID AS ADDITIVES IN FUELS AND LUBRICANTS
  申请人：BASF SE

  公开号：US20160130514A1

  公开（公告）日：2016-05-12

  The invention relates to the use of quaternized nitrogen compounds as a fuel and lubricant additive or kerosene additive, such as in particular as a detergent additive, for decreasing or preventing deposits in the injection systems of direct-injection diesel engines, in particular in common rail injection systems, for decreasing the fuel consumption of direct-injection diesel engines, in particular of diesel engines having common rail injection systems, and for minimizing the power loss in direct-injection diesel engines, in particular in diesel engines having common rail injection systems; the invention further relates to the use as an additive for petrol, in particular for operation of DISI engines.

  该发明涉及将季铵化氮化合物用作燃料和润滑剂添加剂或煤油添加剂，特别是作为清洁剂添加剂，用于减少或预防直喷柴油发动机的喷射系统中的沉积物，在特定是在共轨喷射系统中，用于降低直喷柴油发动机的燃料消耗，特别是具有共轨喷射系统的柴油发动机，并用于减少直喷柴油发动机的功率损失，特别是在具有共轨喷射系统的柴油发动机中；该发明还涉及将其用作汽油添加剂，特别是用于DISI发动机的运行。
• One-Pot Synthesis of Tertiary Amides from Organic Trichlorides through Oxygen Atom Incorporation from Air by Convergent Paired Electrolysis
  作者：Zhongli Luo、Kenji Imamura、Yoshihito Shiota、Kazunari Yoshizawa、Yoshio Hisaeda、Hisashi Shimakoshi

  DOI：10.1021/acs.joc.1c00161

  日期：2021.4.16

  A convergent paired electrolysis catalyzed by a B12 complex for the one-pot synthesis of a tertiary amide from organic trichlorides (R-CCl3) has been developed. Various readily available organic trichlorides, such as benzotrichloride and its derivatives, chloroform, dichlorodiphenyltrichloroethane (DDT), trichloro-2,2,2-trifluoroethane (CFC-113a), and trichloroacetonitrile (CNCCl3), were converted

  已经开发了一种由B 12络合物催化的聚合成对电解，用于一锅法从有机三氯化物（R-CCl 3）合成叔酰胺。各种易得的有机三氯化物，例如苯并三氯化物及其衍生物，氯仿，二氯二苯基三氯乙烷（DDT），三氯-2,2,2-三氟乙烷（CFC-113a）和三氯乙腈（CNCCl 3）在存在下通过在室温下从空气中引入氧气来合成叔胺。提出了由钴配合物介导的成对电解中酰胺的形成机理。
• 一种含烷基和芳基嘧啶类化合物的合成方法
  申请人：新乡医学院

  公开号：CN111362880B

  公开（公告）日：2023-01-13

  本发明公开了一种含烷基和芳基嘧啶类化合物的合成方法，属于有机合成技术领域。本发明的技术方案要点为：一种含烷基和芳基嘧啶类化合物的合成方法，具体步骤为：将醛类化合物、脒盐酸盐类化合物和三级脂肪胺类化合物溶于溶剂中，再加入碘试剂和氧化剂，然后于110‑150℃反应制得目标产物含烷基和芳基嘧啶类化合物。本发明合成过程简单高效，通过无过渡金属催化的一锅串联反应一步直接制得嘧啶类化合物，避免了由于多步反应中多种试剂的使用以及对各步反应中间体的纯化处理等引起的资源浪费和环境污染，合成过程操作方便，原料简单，反应条件温和，底物适用范围广，同时以三级脂肪胺类化合物为原料巧妙地引入烷基取代基。
• Transition-Metal-Free C–N Bond Activation: Synthesis of α,α-Bis(arylthio) Aldehydes
  作者：Chen-Liang Deng、Xu-Hong Gao、Wei Xu、Xing-Guo Zhang

  DOI：10.1055/s-0036-1588135

  日期：——

  bond activation of tertiary amines and subsequent aryl thiolation has been explored. A variety of disulfides and series of tertiary amines were efficiently converted into the corresponding α,α-bis(arylthio) aldehydes in moderate to good yields. The reaction proceeded well under transition-metal-free conditions via a C–N activation process.

  已经探索了一种新颖且方便的串联反应，即 I2 催化的叔胺的 C-N 键活化和随后的芳基硫醇化。各种二硫化物和一系列叔胺以中等至良好的产率有效转化为相应的 α,α-双（芳硫基）醛。该反应在无过渡金属条件下通过 C-N 活化过程进行得很好。
• Iodine Mediated Addition of Trialkylamines to Dimethyl Acetylenedicarboxylate
  作者：Quanping Wu、Hui-Fang Liu、Yue Zhang、Shiyu Shen、Song Xue

  DOI：10.2174/15701786113109990027

  日期：2013.9.1

  Addition reaction of tertiary amines to dimethyl acetylenedicarboxylate mediated by molecular iodine is described. The trialkylamines afford dealkylative adducts in moderate to good yields. Amines containing an aryl group react sluggishly in low yields with a loss of alkyl group.

  描述了由分子碘介导的叔胺与乙酰二羧酸二甲酯的加成反应。三烷基胺以中等至良好的产率提供脱烷基加合物。含有芳基的胺反应缓慢，收率低，烷基损失。

表征谱图