三戊胺 | 621-77-2

• 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: 三戊胺
• 中文别名: 三正戊胺
• 英文名称: tripentylamine
• 英文别名: tri-n-pentylamine；triamylamine；N,N-dipentylpentan-1-amine
• CAS: 621-77-2
• 化学式: C₁₅H₃₃N
• mdl: MFCD00015270
• 分子量: 227.434
• InChiKey: OOHAUGDGCWURIT-UHFFFAOYSA-N

物化性质

• 熔点：
  -61.15°C (estimate)
• 沸点：
  81-83 °C/0.2 mmHg (lit.)
• 密度：
  0.782 g/mL at 25 °C (lit.)
• 闪点：
  208 °F
• 物理描述：
  Tri-n-amylamine is a clear colorless to yellow liquid with an amine odor. Flash point 215°F. Density 0.80 g / cm3.
• 溶解度：
  Insoluble (<1 mg/ml) (NTP, 1992)
• 蒸汽密度：
  7.83 (NTP, 1992) (Relative to Air)
• 蒸汽压力：
  7 mm Hg at 79 °F (NTP, 1992)
• 保留指数：
  1420;1456
• 稳定性/保质期：
  远离强氧化剂和强酸。该物质具有叔胺的化学特性，在加热时能够溶解石蜡和巴西棕榈蜡，但在冷却时会重新固化。

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  16
• 可旋转键数：
  12
• 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

ADMET

毒理性

• 副作用

Dermatotoxin - 皮肤烧伤。

Dermatotoxin - Skin burns.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• 危险等级：
  8
• 危险品标志：
  Xi,C
• 安全说明：
  S26,S36,S36/37/39,S45
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2921199090
• 包装等级：
  III
• 危险类别：
  8
• 危险品运输编号：
  UN 2735 8/PG 2
• 危险性防范说明：
  P210,P260,P264,P270,P273,P280,P301+P330+P331+P310,P303+P361+P353+P310+P363,P304+P340+P310,P305+P351+P338+P310,P370+P378,P391,P403+P235,P405,P501
• 危险性描述：
  H227,H302,H314,H411
• 储存条件：
  请将物品存放在密封容器内，并放置在阴凉、干燥的地方。

SDS

Name:	Tripentylamine 99% Material Safety Data Sheet
Synonym:	Tri-n-amylamine
CAS:	621-77-2

Section 1 - Chemical Product MSDS Name:Tripentylamine 99% Material Safety Data Sheet
Synonym:Tri-n-amylamine

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
621-77-2	Tripentylamine	99	210-705-7

Hazard Symbols: XI
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
Causes eye burns. Low vapor concentrations may cause a temporary visual disturbance known as 'blue haze' or 'halo vision'.
Skin:
Harmful if absorbed through the skin. Causes skin burns. Causes symptoms similar to those of inhalation. Amines have been known to cause skin irritation and sensitization.
Ingestion:
May cause severe irritation of the digestive tract. Ingestion may cause headache, nausea, and vomiting.
Inhalation:
Causes respiratory tract irritation. May cause pulmonary edema and severe respiratory disturbances. May cause central nervous system effects such as nausea and headache.
Chronic:
Chronic exposure may cause effects similar to those of acute exposure.

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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. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
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. Use water spray to keep fire-exposed containers cool. Combustible liquid and vapor. Approach fire from upwind to avoid hazardous vapors and toxic decomposition products.
Extinguishing Media:
Water or foam may cause frothing. 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. Remove all sources of ignition.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Do not get in eyes, on skin, or on clothing. Keep container tightly closed. Keep away from heat and flame. Do not breathe vapor or mist.
Storage:
Keep away from sources of ignition. Store in a cool, dry place.
Store in a tightly closed container.

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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 process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels. Use a corrosion-resistant ventilation system.
Exposure Limits CAS# 621-77-2: Personal Protective Equipment Eyes: Wear chemical splash goggles.
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 to pale yellow
Odor: ammonia-like
pH: Not available.
Vapor Pressure: 0.03 mm Hg @ 20 deg C
Viscosity: Not available.
Boiling Point: 240 deg C @ 760 mm Hg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: 91 deg C ( 195.80 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: slightly soluble in water
Specific Gravity/Density: 0.7907
Molecular Formula: C15H33N
Molecular Weight: 227.43

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures. Amines absorb carbon dioxide from the air to form carbamate salts.
Conditions to Avoid:
Ignition sources, excess heat, Many amines are corrosive to copper, copper alloys (e.g. brass), aluminum, zinc, zinc alloys, galvanized surfaces..
Incompatibilities with Other Materials:
Strong oxidizing agents, strong acids, acid chlorides, acid anhydrides.
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# 621-77-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Tripentylamine - 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: XI
Risk Phrases:
Safety Phrases:
WGK (Water Danger/Protection)
CAS# 621-77-2: No information available.
Canada
CAS# 621-77-2 is listed on Canada's DSL List.
CAS# 621-77-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 621-77-2 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途
本品主要用于制造防腐剂、乳化剂、染料、杀虫剂等。

生产方法
精制过程中常含有其他戊胺类杂质。通过使用固体氢氧化钾进行干燥处理后，再加入金属钠进行精馏以提纯。

反应信息

• 作为反应物：
  描述：

  三戊胺 在 镍 作用下， 生成 戊腈
  参考文献：
  名称：

  Mailhe, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1918, vol. 166, p. 997

  摘要：

  DOI：
• 作为产物：
  描述：

  1-氯戊烷 在 sodium hydroxide 、 氨 作用下， 135.0~200.0 ℃ 、1.96 MPa 条件下， 生成 三戊胺
  参考文献：
  名称：

  Manufacture of amines

  摘要：

  公开号：

  US02183499A1
• 作为试剂：
  描述：

  (2E)-3-(2-hydroxyphenyl)-1-(naphthalen-2-yl)prop-2-en-1-one 、 tert-butyl (5-iodo-1-methyl-3-(1-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)-2-oxoindolin-3-yl)carbonate 在 magnesium(II) perchlorate 、 C₄₉H₆₈N₄O₄ 、 三戊胺 作用下， 以 乙腈 为溶剂， 以99 %的产率得到(3aR,4R,5R,5aS,10aR)-5-(2-naphthoyl)-5'-iodo-1',2-dimethyl-5,5a-dihydrospiro[benzofuro[2',3':1,5]cyclopenta[1,2-c]pyrrole-4,3'-indoline]-1,2',3(2H,3aH)-trione
  参考文献：
  名称：

  具有五个连续立构中心的螺[环戊烷-1,3′-羟吲哚]支架的对映选择性合成

  摘要：

  通过手性N,N'-二氧化物/Mg(II)络合物路易斯酸催化剂，实现了靛红的 Morita-Baylis-Hillman (MBH) 马来酰亚胺与邻羟基查耳酮的高度非对映和对映选择性级联成环反应。该策略为具有五个连续立体中心的密集官能化螺[环戊烷-1,3'-羟吲哚]化合物提供了简洁有效的途径。该反应本身具有条件温和、官能团相容性好、底物范围广（62个实例，收率高达99%，高达>20:1 dr，97% ee）的特点。此外，还观察到明显的配体加速效应和手性放大效应。进行 DFT 计算以阐明观察到的立体选择性。两种产品的克级合成和对 A549 细胞活力的抑制作用证明了当前方法的潜在效用。

  DOI：

  10.1021/acs.orglett.4c02173

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。
• PROCESS FOR PREPARING FORMIC ACID
  申请人：Fachinetti Giuseppe

  公开号：US20130006015A1

  公开（公告）日：2013-01-03

  A process for preparing formic acid by hydrogenation of carbon dioxide in the presence of a tertiary amine (I) and a catalyst at a pressure of from 0.2 to 30 MPa abs and a temperature of from 20 to 200° C., wherein the catalyst is a heterogeneous catalyst comprising gold.

  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。
• Cholinergic Anionic Receptors III
  作者：J.C. Kellett、W.Clark Doggett

  DOI：10.1002/jps.2600550413

  日期：1966.4

  an initial effort to discern some of the fine features of cholinergic anionic receptors, a study was made on inhibitors of acetylcholinesterase which used inhibitors that are relatively free from conformational variation. The inhibitors used were quaternized 1-azabicyclo (2.2.2)octanes. The bicyclic parent amine was prepared by several conventional procedures. The salts were evaluated as competitive

  为了识别胆碱能阴离子受体的某些优良特性，最初的研究是对乙酰胆碱酯酶抑制剂的研究，该抑制剂使用的是相对无构象变化的抑制剂。所用的抑制剂是季铵化的1-氮杂双环（2.2.2）辛烷。双环母体胺通过几种常规方法制备。通过滴定法将这些盐评价为乙酰胆碱酯酶的竞争性抑制剂。将这些化合物对该酶的阴离子位点的亲和力与一系列发生构象变化的相关盐的亲和力进行了比较。这些比较表明，该胆碱能受体的阴离子位点比迄今所怀疑的更具有立体化学要求。
• 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。

表征谱图