N,N-二乙基环己胺 | 91-65-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N,N-二乙基环己胺
• 中文别名: 葡萄糖酸内酯
• 英文名称: diethyl-cyclohexyl-amine
• 英文别名: N,N-Diethylcyclohexylamin；N,N-Diethylcyclohexylamine；N,N-diethylcyclohexanamine
• CAS: 91-65-6
• 化学式: C₁₀H₂₁N
• mdl: MFCD00003847
• 分子量: 155.283
• InChiKey: CIXSDMKDSYXUMJ-UHFFFAOYSA-N

物化性质

• 熔点：
  172 °C
• 沸点：
  193 °C
• 密度：
  0,84 g/cm3
• 闪点：
  57°C
• 保留指数：
  1111
• 稳定性/保质期：
  具有腐蚀性，在空气中和阳光下容易氧化变色，并且能够随着水蒸汽挥发。

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• 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

• 危险等级：
  8
• 危险品标志：
  C
• 安全说明：
  S16,S26,S27,S36/37/39,S45
• 危险类别码：
  R20/21/22,R34
• RTECS号：
  GU5830125
• 海关编码：
  2921300090
• 包装等级：
  II
• 危险类别：
  8
• 危险品运输编号：
  2734
• 储存条件：
  本品应密封存放在阴凉、干燥、避光的地方保存。

SDS

N,N-Diethylcyclohexylamine
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: N,N-Diethylcyclohexylamine

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS
Category 3
Flammable liquids
HEALTH HAZARDS
Category 1B
Skin corrosion/irritation
Serious eye damage/eye irritation Category 1
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Danger
Hazard statements Flammable liquid and vapour
Causes severe skin burns and eye damage
Precautionary statements:
[Prevention] Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
Keep container tightly closed.
Use explosion-proof electrical/ventilating/lighting equipment. Take precautionary
measures against ignition by the static discharge and the spark.
Do not breathe dust/fume/gas/mist/vapours/spray.
Wash hands thoroughly after handling.
Wear protective gloves/eye protection/face protection.
IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for
[Response]
breathing.
IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
if present and easy to do. Continue rinsing.
IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse
skin with water/shower.
Wash contaminated clothing before reuse.
Immediately call a POISON CENTER or doctor/physician.
[Storage] Store in a well-ventilated place. Keep cool.
Store locked up.
[Disposal] Dispose of contents/container through a waste management company authorized by
the local government.
N,N-Diethylcyclohexylamine

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: N,N-Diethylcyclohexylamine
Percent: >98.0%(GC)(T)
CAS Number: 91-65-6
Chemical Formula: C10H21N

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Section 4. FIRST AID MEASURES
Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Inhalation:
Immediately call a POISON CENTER or doctor/physician.
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. Immediately call a POISON CENTER or doctor/physician.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing.Immediately call a POISON CENTER or
doctor/physician.
Ingestion: Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT
induce vomiting.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, carbon dioxide.
media:
Unsuitable extinguishing Water (It may scatter and spread fire.)
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Keep containers cool by
spraying with water. Eliminate all ignition sources if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use extra personal protective equipment (self-contained breathing apparatus). Keep
protective equipment and people away from and upwind of spill/leak. Ensure adequate ventilation. Entry to non-
emergency procedures: involved personnel should be controlled around the leakage area by roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Absorb spilled material in dry sand or inert absorbent before recovering it into an
containment and cleaning airtight container. In case of large amount of spillage, contain a spill by bunding.
up: Adhered or collected material should be promptly disposed of, in accordance with
appropriate laws and regulations.
Prevention of secondary Remove all sources of ignition. Fire-extinguishing devices should be prepared in
hazards: case of a fire. Use spark-proof tools and explosion-proof equipment.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent generation of vapour or mist. Keep away from heat/sparks/open flame/hot
surfaces. -No smoking. Take measures to prevent the build up of electrostatic
charge. Use explosion-proof equipment. Wash hands and face thoroughly after
handling.
Use a closed system if possible. Use a ventilation, local exhaust if vapour or aerosol
will be generated.
Avoid contact with skin, eyes and clothing.
Advice on safe handling:
N,N-Diethylcyclohexylamine

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Section 7. HANDLING AND STORAGE
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool, dark and well-ventilated place.
Store under inert gas.
Store locked up.
Store away from incompatible materials such as oxidizing agents.
Air-sensitive
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Install a closed system or local exhaust. Also install safety shower and eye bath.
Engineering controls:
Personal protective equipment
Respiratory protection: Half or full facepiece respirator, self-contained breathing apparatus(SCBA), supplied
air respirator, etc. Use respirators approved under appropriate government standards
and follow local and national regulations.
Hand protection: Impervious gloves.
Safety goggles. A face-shield, if the situation requires.
Eye protection:
Skin and body protection: Impervious protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Liquid
Physical state (20°C):
Form: Clear
Colour: Colorless - Slightly pale yellow
No data available
Odour:
pH: No data available
Melting point/freezing point:No data available
Boiling point/range: 193°C
57°C
Flash point:
Flammability or explosive
limits:
Lower: No data available
No data available
Upper:
Relative density: 0.84
Solubility(ies):
[Water] No data available
No data available
[Other solvents]

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Conditions to avoid: Spark, Open flame, Static discharge
Incompatible materials: Oxidizing agents, Acids
Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx)
products:

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Section 11. TOXICOLOGICAL INFORMATION
ihl-rat LCLo:679 mg/m3/4H
Acute Toxicity:
skn-rbt LDLo:450 mg/kg
Skin corrosion/irritation: No data available
No data available
Serious eye
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
No data available
IARC =
NTP = No data available
N,N-Diethylcyclohexylamine

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Section 11. TOXICOLOGICAL INFORMATION
Reproductive toxicity: No data available
RTECS Number: GU5830125

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
Persistence / degradability: No data available
Bioaccumulative No data available
potential(BCF):
Mobility in soil
Log Pow: No data available
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to burn in a chemical
incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when
disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: 8: Corrosive.
Subsidiary risk: 3: Flammable liquid.
UN-No: 2734
Proper shipping name: Amines, liquid, corrosive, flammable, n.o.s.
II
Packing group:

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

制备方法

用于检验锌和锰、有机合成、染料中间体和溶剂。

用途简介 用途

用于检验锌和锰、有机合成、染料中间体和溶剂。

反应信息

• 作为反应物：
  描述：

  N,N-二乙基环己胺 在 palladium on activated charcoal 、 对甲苯磺酸 作用下， 以 均三甲苯 为溶剂， 160.0 ℃ 、101.33 kPa 条件下， 反应 2.0h， 以69%的产率得到N,N-二乙基苯胺
  参考文献：
  名称：

  使用Pd / C和对甲苯磺酸杂化中继催化剂通过无受体脱氢芳构化合成不对称取代的三芳基胺

  摘要：

  已经开发了基于脱氢芳构化策略合成三芳基胺的有效且方便的方法。发现包含碳载Pd（Pd / C）和对甲苯磺酸（TsOH）的杂化中继催化剂可有效地以环己酮为原料从芳基胺（二芳基胺或苯胺）合成各种带有不同芳基的三芳基胺。芳基化源在无受体条件下释放出气态H 2。拟议的反应包括以下中继步骤：芳胺和环己酮的缩合以生成亚胺或烯胺，亚胺或烯胺在Pd纳米颗粒（NPs）上的脱氢芳构化，以及消除H 2来自Pd NP。在这项研究中，获得了一个有趣的发现，表明TsOH可以促进脱氢。

  DOI：

  10.1039/c9sc06442g
• 作为产物：
  描述：

  N,N-二乙基苯胺 在 氢气 、 镍 作用下， 生成 N,N-二乙基环己胺
  参考文献：
  名称：

  Darzens, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1909, vol. 149, p. 1003

  摘要：

  DOI：
• 作为试剂：
  描述：

  三甲基氯硅烷 、 乙醛 在 N,N-二乙基环己胺 作用下， 以 xylene 为溶剂， 生成 乙烯氧基三甲基硅烷
  参考文献：
  名称：

  Reactions of the zwitterions from trisubstituted electron-deficient ethylenes and electron-rich olefins

  摘要：

  DOI：

  10.1021/ja00837a020

文献信息

• 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。
• Efficient oxidative N -dealkylative addition of trialkylamines to dimethyl acetylenedicarboxylate using BrCCl 3 as the terminal oxidant
  作者：Fangnan Liu、Zhiguo Zhang、Zongbi Bao、Huabin Xing、Yiwen Yang、Qilong Ren

  DOI：10.1016/j.tetlet.2017.05.073

  日期：2017.7

  Herein we present a continuous improvement of visible-light mediated N-dealkylative addition of tertiary amines to dimethyl acetylenedicarboxylates (DMAD) using alkyl halogenides as external oxidants together with base additives. This method is highlighted by excellent tolerance with various tertiary amines and good to excellent yields in short reaction time under mild conditions.

  本文中，我们介绍了使用烷基卤化物作为外部氧化剂和基础添加剂，将可见光介导的叔胺N-去烷基化叔胺连续添加到乙炔二羧酸二甲酯（DMAD）中的方法。该方法的突出特点是对各种叔胺具有出色的耐受性，并且在温和的条件下，在较短的反应时间内即可获得良好的优异收率。
• Visible-Light-Mediated Dealkylative Coupling of Trialkylamines with Dialkyl Acetylenedicarboxylates
  作者：Zhiguo Zhang、Fangnan Liu、Zongbi Bao、Baogen Su、Huabin Xing、Qiwei Yang、Yiwen Yang、Qilong Ren

  DOI：10.1055/s-0036-1588704

  日期：——

  A dealkylative addition of trialkylamines to dialkyl acetylenedicarboxylates with eosin Y as a metal-free catalyst and molecular oxygen as the terminal oxidant was developed. This visible-light-mediated organocatalytic protocol is compatible with a wide variety of trialkylamines, giving the corresponding adducts in moderate to good yields.

  开发了以伊红 Y 作为无金属催化剂和分子氧作为末端氧化剂的三烷基胺与乙炔二羧酸二烷基酯的脱烷基加成反应。这种可见光介导的有机催化方案与多种三烷基胺兼容，以中等至良好的产率提供相应的加合物。
• Preparation of Mono-/Difluorinated Hydrocarbon Compounds
  申请人：Saint-Jalmes Laurent

  公开号：US20090234151A1

  公开（公告）日：2009-09-17

  Mono- or difluorinated hydrocarbon compounds are prepared from an alcohol or a carbonylated compound by reacting one of these with a fluorinating reagent, optionally in the presence of a base, the fluorinating agent comprising a pyridinium reactant having the following formula (F), wherein R 0 is an alkyl or cycloalkyl radical:

  从醇或羰基化合物中制备单氟或二氟烃化合物，通过将其中一种与氟化试剂反应制备，可选地在碱的存在下，氟化剂包括具有以下公式（F）的吡啶反应物，其中R0是烷基或环烷基基团。
• [EN] SOLVENTS<br/>[FR] SOLVANTS
  申请人：BIONIQS LTD

  公开号：WO2009034329A1

  公开（公告）日：2009-03-19

  There is described the use of a protic ionic liquid comprising a trialkylammonium salt as a solvent.

  这里描述了一种包含三烷基铵盐的质子离子液体作为溶剂的使用。

表征谱图