1-哌啶基乙醛酸乙酯 | 53074-96-7

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 1-哌啶基乙醛酸乙酯
• 英文名称: ethyl 2-oxo-2-(piperidin-1-yl)acetate
• 英文别名: Ethyl oxo(piperidin-1-YL)acetate；ethyl 2-oxo-2-piperidin-1-ylacetate
• CAS: 53074-96-7
• 化学式: C₉H₁₅NO₃
• mdl: MFCD00006485
• 分子量: 185.223
• InChiKey: ASBDXHCMVYVJQQ-UHFFFAOYSA-N

物化性质

• 沸点：
  158-159 °C (71 mmHg)
• 密度：
  1.02
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.777
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37,S39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933399090
• 储存条件：
  存于阴凉干燥处

SDS

Name:	Ethyl 1-piperidineglyoxylate 99% Material Safety Data Sheet
Synonym:
CAS:	53074-96-7

Section 1 - Chemical Product MSDS Name:Ethyl 1-piperidineglyoxylate 99% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
53074-96-7	Ethyl 1-piperidineglyoxylate, 99%	99%	258-343-9

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes respiratory tract irritation.
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:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. Get medical aid if cough or other symptoms appear.
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 foam, dry chemical, or carbon dioxide.

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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:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Use only in a chemical fume hood.
Storage:
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.
Exposure Limits CAS# 53074-96-7: Personal Protective Equipment Eyes: Wear chemical splash goggles.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear a chemical apron.
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
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 158 - 159 deg C @ 71.00mm 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: 1.0260g/cm3
Molecular Formula: C9H15NO3
Molecular Weight: 185.22

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Not available.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, carbon dioxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 53074-96-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Ethyl 1-piperidineglyoxylate, 99% - 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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
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# 53074-96-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 53074-96-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 53074-96-7 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：

  1-哌啶基乙醛酸乙酯 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以82%的产率得到2-oxo-2-(piperidin-1-yl)acetohydrazide
  参考文献：
  名称：

  一些与靛红及其曼尼希和席夫碱相关的新型酰肼腙的合成

  摘要：

  摘要 酰肼-腙 6a-d 和 7a、b 是通过用结合有哌啶、吗啉和哌嗪单元的酰肼处理靛红 (1) 或其曼尼希碱 2 获得的。1 和 2 与具有哌啶、吗啉和 1,2,3,4-四氢异喹啉部分的三氮烯相关的酰肼反应得到 12a-c 和 13a-c。用亚氨基二乙酰肼 (14) 和乙二胺四乙酰肼 (18) 处理 1 和 2，分别得到 15-17 和 19a、b。Schiff碱20与甲醛和合适的酰肼或双(酰肼)的曼尼希反应得到21a、b和22a、b。与席夫碱 20 和 26 相关的酰肼被用作合成包含两个 2-氧代二氢吲哚单元或甲臜部分的化合物的前体。

  DOI：

  10.1515/znb-2016-0130
• 作为产物：
  描述：

  hydroxyimino-piperidino-acetic acid ethyl ester 在 氯仿 、 二氧化氮 作用下， 生成 1-哌啶基乙醛酸乙酯
  参考文献：
  名称：

  Nitration of α-Oximino Esters and Acids¹

  摘要：

  DOI：

  10.1021/jo01087a026

文献信息

• Pd/C-catalyzed synthesis of oxamates by oxidative cross double carbonylation of alcohols and tertiary amines through C–N bond cleavage
  作者：Yuvraj A. Kolekar、Bhalchandra M. Bhanage

  DOI：10.1039/c9nj04156g

  日期：——

  carbonylation of alcohols and unactivated tertiary amines has been demonstrated. The in situ oxidative C–N bond cleavage of tertiary amines was achieved using molecular oxygen as an environmentally benign oxidant providing a user-friendly approach to the synthesis of oxamates. The developed protocol showed excellent activity towards the cyclic as well as aliphatic tertiary amines and long-chain alcohols. This

  已证明通过Pd / C催化的醇和未活化叔胺的氧化交叉双羰基化反应可以有效合成草酸酯。在原位使用分子氧作为环境友好的氧化剂提供用户友好的方式来oxamates的合成达到叔胺的氧化C-N键断裂。所开发的方案显示出对环状以及脂肪族叔胺和长链醇的优异活性。这种发达的协议系统是有利的，因为它不含膦配体，不含碱和不含铜，并且Pd / C催化剂易于回收。Pd / C催化剂可循环使用多达五个连续循环。
• Method of preparation of oxalic acid esters and amides
  申请人：Enichem Anic S.p.A.

  公开号：US04981963A1

  公开（公告）日：1991-01-01

  A new process is described for the preparation of oxalic acid esters and amides of general formula (I) ##STR1## wherein Z designates an --OR or --NR.sup.1 R.sup.2 group, wherein R represents substituted or unsubstituted alkyl, alkenyl, cycloalkyl, aryl, or aryl-alkyl, R.sup.1 is hydrogen or substituted or unsubstituted alkyl, alkenyl, cycloalkyl, aryl, or aryl-alkyl, R.sup.2 represents substituted or unsubstituted alkyl, alkenyl, cycloalkyl, aryl, or aryl-alkyl, or R.sup.1 and R.sup.2 taken together with the adjacent nitrogen atom represent a saturated 5-, 6-, 7-, or 8-membered heterocyclic ring, which may contain an additional heteroatom selected from --O--, --S--, and --N(H, Alkyl)--, and optionally bear one or more alkyl or alkenyl substituents, and Z.sup.1 designates an --OR or --NR.sup.1 R.sup.2 group, wherein R, R.sup.1, and R.sup.2 are as defined before, or a group --NHCOCH.sub.3, which comprises the base-catalysed reaction of diacetyloxamide with an alcohol ROH or/and an amine HNR.sup.1 R.sup.2. The compounds of formula (I) have many industrial utilities, mainly as intermediates and stabilizers in the polymer field.

  描述了一种制备一般式（I）的草酸酯和酰胺的新工艺##STR1##其中Z代表--OR或--NR.sup.1 R.sup.2基团，其中R代表取代或未取代的烷基、烯基、环烷基、芳基或芳基-烷基，R.sup.1为氢或取代或未取代的烷基、烯基、环烷基、芳基或芳基-烷基，R.sup.2代表取代或未取代的烷基、烯基、环烷基、芳基或芳基-烷基，或R.sup.1和R.sup.2与相邻氮原子一起代表饱和的5、6、7或8元杂环，该环可能含有另外选择自--O--、--S--和--N(H，烷基)--的杂原子，并且可选地带有一个或多个烷基或烯基取代基，Z.sup.1代表--OR或--NR.sup.1 R.sup.2基团，其中R、R.sup.1和R.sup.2如前所定义，或一个--NHCOCH.sub.3基团，它包括二乙酰氧胺与醇ROH和/或胺HNR.sup.1 R.sup.2的碱催化反应。一般式（I）的化合物在聚合物领域中具有许多工业用途，主要用作中间体和稳定剂。
• Metal-, Photocatalyst-, and Light-Free Direct C–H Acylation and Carbamoylation of Heterocycles
  作者：Matthew T. Westwood、Claire J. C. Lamb、Daniel R. Sutherland、Ai-Lan Lee

  DOI：10.1021/acs.orglett.9b02679

  日期：2019.9.6

  Direct C-H acylations and carbamoylations of heterocycles can now be readily achieved without requiring any conventional metal, photocatalyst, electrocatalysis, or light activation, thus significantly improving on sustainability, costs, toxicity, waste, and simplicity of the operational procedure. These mild conditions are also suitable for gram-scale reactions and late-stage functionalizations of

  现在可以轻松实现杂环的直接CH酰化和氨基甲酰化，而无需任何常规的金属，光催化剂，电催化或光活化作用，从而显着提高了可持续性，成本，毒性，浪费和操作程序的简便性。这些温和条件也适用于复杂分子的克级反应和后期功能化，包括药物，N，N-配体和光敏分子。
• A model β-sheet interaction and thermodynamic analysis of β-strand mimetics
  作者：Colin W. Robinson、Carl S. Rye、Nicola E. A. Chessum、Keith Jones

  DOI：10.1039/c5ob00886g

  日期：——

  Two novel β-strand mimetics are synthesized and their binding to a model peptide is studied in detail by ¹H NMR.

  两种新型β-链拟态物被合成，并通过¹H NMR详细研究它们与模型肽的结合。
• Synthesis and first X-ray structures of cobalt(II) and cobalt(III) complexes bearing 2,4-dioxo-alkanoic acid dialkylamide ligands
  作者：Jian Wang、Nicholas A Morra、Hongda Zhao、Jeffrey ST Gorman、Vincent Lynch、Robert McDonald、John F Reichwein、Brian L Pagenkopf

  DOI：10.1139/v08-151

  日期：2009.1.1

  report we describe the first crystal structures of 2,4-dioxo-alkanoic acid dialkylamide complexes for both Co(II) and Co(III) salts. The Co(II) structures show an unprecedented arrangement of atoms, with a central Co(II)(H2O)6 flanked by two Co(II) atoms each coordinated with three anionic chelating ligands. The dimeric Co(III) structures show two anionic chelating ligands and bridging hydroxyl groups.Key

  5-羟基戊烯有氧氧化为反式四氢呋喃 (THF)，Mukaiyama 氧化，近年来已成为合成化学中的有力工具。在本报告中，我们描述了 Co(II) 和 Co(III) 盐的 2,4-二氧代-链烷酸二烷基酰胺配合物的第一个晶体结构。Co(II) 结构显示出前所未有的原子排列，中央 Co(II)(H2O)6 两侧是两个 Co(II) 原子，每个原子与三个阴离子螯合配体配位。二聚体 Co(III) 结构显示出两个阴离子螯合配体和桥接羟基。关键词：有氧氧化，反式四氢呋喃 (THF)，钴，X 射线晶体学，氧化，配位。

表征谱图