N,N,N',N'-四乙基丁二酰胺 | 22692-57-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: N,N,N',N'-四乙基丁二酰胺
• 英文名称: N,N,N',N'-tetraethylsuccinamide
• 英文别名: N,N-Diethyl succinamide；tetraethylsuccinamide；tetra-N-ethyl-succinamide；Tetra-N-aethyl-succinamid；Bernsteinsaeure-bis-diaethylamid；N,N,N'N'-tetraethyl succinamide；Succinamide, N,N,N',N'-tetraethyl-；N,N,N',N'-tetraethylbutanediamide
• CAS: 22692-57-5
• 化学式: C₁₂H₂₄N₂O₂
• 分子量: 228.335
• InChiKey: AKBQMZHYZAGQOK-UHFFFAOYSA-N

物化性质

• 沸点：
  130-136 °C(Press: 0.6 Torr)
• 密度：
  1.005 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2924199090

SDS

Version 1.1
Regulation (EC) No 1907/2006

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1 - Product and Company Information

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Product Name N,N,N',N'-TETRAETHYLSUCCINAMIDE - 5 G

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2 - Hazards Identification

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SPECIAL INDICATION OF HAZARDS TO HUMANS AND THE ENVIRONMENT
Not hazardous according to Directive 67/548/EEC.

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3 - Composition/Information on Ingredients

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Product Name CAS # EC no Annex I
Index Number
N,N,N',N'-TETRAETHYLSUCCINAMIDE 22692-57-5 None None
Formula C12H24N2O2
Molecular Weight 228,3300 AMU
Synonyms Bisdietilamide dell'acido succinico (Italian) *
Mg 148 * N,N,N',N'-Tetraethylsuccinamide

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4 - First Aid Measures

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AFTER INHALATION
If inhaled, remove to fresh air. If breathing becomes difficult,
call a physician.
AFTER SKIN CONTACT
In case of contact, immediately wash skin with soap and copious
amounts of water.
AFTER EYE CONTACT
In case of contact with eyes, flush with copious amounts of
water for at least 15 minutes. Assure adequate flushing by
separating the eyelids with fingers. Call a physician.
AFTER INGESTION
If swallowed, wash out mouth with water provided person is
conscious. Call a physician.

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5 - Fire Fighting Measures
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EXTINGUISHING MEDIA
Suitable: Water spray. Carbon dioxide, dry chemical powder, or
appropriate foam.
SPECIAL RISKS
Specific Hazard(s): Emits toxic fumes under fire conditions.
SPECIAL PROTECTIVE EQUIPMENT FOR FIREFIGHTERS
Wear self-contained breathing apparatus and protective clothing
to prevent contact with skin and eyes.

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6 - Accidental Release Measures

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PROCEDURE(S) OF PERSONAL PRECAUTION(S)
Exercise appropriate precautions to minimize direct contact with
skin or eyes and prevent inhalation of dust.
METHODS FOR CLEANING UP
Sweep up, place in a bag and hold for waste disposal. Avoid
raising dust. Ventilate area and wash spill site after material
pickup is complete.

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7 - Handling and Storage

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HANDLING
Directions for Safe Handling: Avoid inhalation. Avoid contact
with eyes, skin, and clothing. Avoid prolonged or repeated
exposure.
STORAGE
Conditions of Storage: Keep tightly closed.

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8 - Exposure Controls / Personal Protection

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ENGINEERING CONTROLS
Safety shower and eye bath. Mechanical exhaust required.
GENERAL HYGIENE MEASURES
Wash thoroughly after handling.
PERSONAL PROTECTIVE EQUIPMENT
Respiratory Protection: Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US)
or CEN (EU). Respiratory protection is not required. Where
protection from nuisance levels of dusts are desired, use type N95
(US) or type P1 (EN 143) dust masks.
Hand Protection: Protective gloves.
Eye Protection: Chemical safety goggles.

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9 - Physical and Chemical Properties

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Appearance Physical State: Solid
Property Value At Temperature or Pressure
pH N/A
BP/BP Range N/A
MP/MP Range N/A
Flash Point N/A
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Flammability N/A
Autoignition Temp N/A
Oxidizing Properties N/A
Explosive Properties N/A
Explosion Limits N/A
Vapor Pressure N/A
Partition Coefficient Log Kow: 2,037
Viscosity N/A
Vapor Density N/A
Saturated Vapor Conc. N/A
Evaporation Rate N/A
Bulk Density N/A
Decomposition Temp. N/A
Solvent Content N/A
Water Content N/A
Surface Tension N/A
Conductivity N/A
Miscellaneous Data N/A
Solubility N/A

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10 - Stability and Reactivity

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STABILITY
Stable: Stable.
Materials to Avoid: Strong oxidizing agents.
HAZARDOUS DECOMPOSITION PRODUCTS
Hazardous Decomposition Products: Carbon monoxide, Carbon dioxide,
Nitrogen oxides.
HAZARDOUS POLYMERIZATION
Hazardous Polymerization: Will not occur

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11 - Toxicological Information

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RTECS NUMBER: WM4100000
SIGNS AND SYMPTOMS OF EXPOSURE
To the best of our knowledge, the chemical, physical, and
toxicological properties have not been thoroughly investigated.
ROUTE OF EXPOSURE
Skin Contact: May cause skin irritation.
Skin Absorption: May be harmful if absorbed through the skin.
Eye Contact: May cause eye irritation.
Inhalation: May be harmful if inhaled. Material may be
irritating to mucous membranes and upper respiratory tract.
Ingestion: May be harmful if swallowed.

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12 - Ecological Information

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No data available.

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13 - Disposal Considerations

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SUBSTANCE DISPOSAL
Contact a licensed professional waste disposal service to dispose
of this material. Dissolve or mix the material with a combustible
solvent and burn in a chemical incinerator equipped with an
afterburner and scrubber. Observe all federal, state, and local
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environmental regulations.

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14 - Transport Information

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RID/ADR
Non-hazardous for road transport.
IMDG
Non-hazardous for sea transport.
IATA
Non-hazardous for air transport.

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15 - Regulatory Information

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Not hazardous according to Directive 67/548/EEC.
Caution: Substance not yet fully tested (EU).

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16 - Other Information

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WARRANTY
The above information is believed to be correct but does not
purport to be all inclusive and shall be used only as a guide. The
information in this document is based on the present state of our
knowledge and is applicable to the product with regard to
appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Inc.,
shall not be held liable for any damage resulting from handling or
from contact with the above product. See reverse side of invoice
or packing slip for additional terms and conditions of sale.
Copyright 2010 Co. License granted to make
unlimitedpaper copies for internal use only.
DISCLAIMER
For R&D use only. Not for drug, household or other uses.
ALDRICH www.molbase.com

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N,N,N',N'-四乙基丁二酰胺 在 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 2-N,2-N,3-N,3-N-tetraethyl-1,4-dimethoxynaphthalene-2,3-dicarboxamide
  参考文献：
  名称：

  Dimetalated tertiary succinamides. alkylation and annelation reactions

  摘要：

  DOI：

  10.1016/s0040-4039(00)88672-4
• 作为产物：
  描述：

  丁二酸 生成 N,N,N',N'-四乙基丁二酰胺
  参考文献：
  名称：

  MAHALANABIS, K. K.;MUMTAZ, M.;SNIECKUS, V., TETRAHEDRON LETT., 1982, 23, N 39, 3971-3974

  摘要：

  DOI：

文献信息

• «Push-Pull»-Acetylene als Hilfsmittel zur Synthese von Amiden
  作者：Markus Neuenschwander、Ulrich Lienhard、Hans-Peter Fahrni、Beat Hurni

  DOI：10.1002/hlca.19780610715

  日期：1978.11.1

  Amide Synthesis by Means of ‘Push-Pull’-Acetylenes

  通过“推挽式”乙炔合成酰胺
• The chemistry of the trivalent actinoids. Part 5. Uranium(III) complexes with bidentate organic amides
  作者：Joseph I. Bullock、Anthony E. Storey、Peter Thompson

  DOI：10.1039/dt9790001040

  日期：——

  symmetry. The complexes are black, mauve, or green. Differences in the energies of f–d transitions are explained in terms of nephelauxetic effects. Similar changes have been observed in the energies of bands observed at shorter wavelengths, which are assigned to metal ion-to-ligand electron transfer. The spectra of NNN′N′-tetramethyldiamide and corresponding NNN′N′-tetraethyldiamide complexes are not noticeably

  铀（III）与酰胺Me 2 N·CO·[CH 2 ] n ·CO·NMe 2和Me 2 N·CO·CH 2 ·CMe 2 ·CH 2 ·CO·NMe 2 [系列（I; n = 1-4）]和Et 2 N·CO·[CH 2 ] n ·CO·NEt 2和Et 2 N·CO·CH 2 ·CMe 2 ·CH 2 ·CO·NEt 2 [系列（II; n = 1-4）]使用[BPh 4 ] –或[PF6 ] –作为抗衡阴离子。红外光谱结果表明，配体中的氧原子相互作用，阴离子不参与配位，导致UO 8发色团的对称性低。复合物是黑色，淡紫色或绿色。f - d跃迁能量的差异是用肾上腺素作用来解释的。在较短波长下观察到的谱带的能量中也观察到了类似的变化，这些谱带的能量与金属离子到配体的电子转移有关。的光谱NNN ' Ñ '-tetramethyldiamide和对应NNN ' Ñ' -四乙基二酰胺络合物没有显着差
• Structural Versatility of Uranyl(VI) Nitrate Complexes That Involve the Diamide Ligand Et ₂ N(C=O)(CH ₂ ) <i> _n </i> (C=O)NEt ₂ (0 ≤ <i>n</i> ≤ 6)
  作者：Sandrine Wahu、Jean‐Claude Berthet、Pierre Thuéry、Dominique Guillaumont、Michel Ephritikhine、Régis Guillot、Gérard Cote、Carole Bresson

  DOI：10.1002/ejic.201200243

  日期：2012.8

  interaction of uranyl nitrate with the series of diamides Et2N(C=O)(CH2)n(C=O)NEt2 (0 ≤ n ≤ 6) was investigated to evaluate systematically the effect of the (CH2)n spacer on the solid-state structures of the corresponding uranyl complexes. Under aerobic conditions, [UO2(NO3)2·6H2O] reacted with an excess amount of these diamides (L) in organic solvents to yield [UO2(κ2-NO3)2(L)] 1 [n = 0, tetraethyloxalamide

  研究了硝酸铀酰与一系列二酰胺 Et2N(C=O)(CH2)n(C=O)NEt2 (0 ≤ n ≤ 6) 的相互作用，以系统地评估 (CH2)n 间隔物对固体的影响-相应铀酰配合物的状态结构。在有氧条件下，[UO2(NO3)2·6H2O]在有机溶剂中与过量的这些二酰胺(L)反应生成[UO2(κ2-NO3)2(L)]1[n=0，四乙基草酰胺( TEOA)], 2 [n = 1, 四乙基丙二酰胺 (TEMA)], 3 [n = 2, 四乙基琥珀酰胺 (TESA)], 5 [n = 3, 四乙基乙醇酰胺 (TEGA)], 6 [n = 4, 四乙基己二酰胺 (TEAA) ]、7 [n = 5，四乙基庚二酰胺 (TEPA)] 和 8 [n = 6，四乙基辛基酰胺 (TESUA)]}，通过 1H NMR、ESI-MS、IR 和拉曼光谱对其进行分离和表征。在无水和厌氧条件下，[UO2(OTf)2] (OTf
• Dethreading of Tetraalkylsuccinamide-Based [2]Rotaxanes for Preparing Benzylic Amide Macrocycles
  作者：Alberto Martinez-Cuezva、Leticia V. Rodrigues、Cristian Navarro、Fernando Carro-Guillen、Lilian Buriol、Clarissa P. Frizzo、Marcos A. P. Martins、Mateo Alajarin、Jose Berna

  DOI：10.1021/acs.joc.5b01651

  日期：2015.10.16

  formation and its further dethreading, has been exploited for preparing benzylic amide macrocycles enhancing, in most cases, the results of the classical (2 + 2) condensation and other reported stepwise syntheses. The kinetics of the dethreading process is fairly sensitive to the electronic effects of the substituents on the isophthalamide unit or to the electronic nature of the pyridine rings through

  本文报道了一系列带有苄基酰胺大环的基于琥珀酰胺的[2]轮烷的脱螺纹。在快速真空热解，常规加热或微波辐照下，这些转化定量进行。研究螺纹末端和大环腔内的塞子的大小互补性，使我们能够建立最佳的取代基，以实现从互锁前体中挤出螺纹。多种1为了评估脱线过程的速率常数，轮烷的半衰期以及温度和溶剂对这些过程的影响，进行了1 H NMR动力学实验。使用二丁基氨基基团作为塞子，可以合理的收率得到轮烷的前体，并允许轮烷的定量脱脂。已经开发了包括轮烷形成及其进一步脱线在内的整个过程，用于制备苄基酰胺大环化合物，在大多数情况下，这些化合物可增强经典（2 + 2）缩合反应和其他报道的逐步合成的结果。
• [EN] SWITCHABLE HYDROPHILICITY SOLVENTS AND METHODS OF USE THEREOF<br/>[FR] SOLVANTS COMMUTABLES ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV KINGSTON

  公开号：WO2011050469A1

  公开（公告）日：2011-05-05

  A solvent that reversibly converts from a hydrophobic liquid form to hydrophilic liquid form upon contact with water and a selected trigger, e.g., contact with CO2, is described. The hydrophilic liquid form is readily converted back to the hydrophobic liquid form and water. The hydrophobic liquid is an amidine or amine. The hydrophilic liquid form comprises an amidinium salt or an ammonium salt.

  描述了一种溶剂，当与水和选择的触发器（例如与CO2接触）接触时，可从疏水液态形式可逆地转变为亲水液态形式。亲水液态形式很容易转变回疏水液态形式和水。疏水液态是一种酰胺或胺。亲水液态形式包括酰胺盐或铵盐。