4-(1-pyrrolidinyl)-3-penten-2-one | 3389-57-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 4-(1-pyrrolidinyl)-3-penten-2-one
• 英文别名: 4-(1-pyrrolidinyl)pent-3-en-2-one；4-(N-pyrrolidinyl)pent-3-en-2-one；2-Oxo-4--pent-3-en；2-Pyrrolidino-penten-(2)-on-(4)；4-pyrrolidin-1-yl-pent-3-en-2-one；4-1'-Pyrrolidyl-3-penten-2-on；4-pyrrolidino-pent-3-en-2-one；4-Pyrrolidino-pent-3-en-2-on；4-Pyrrolidino-3-penten-2-on；3-Penten-2-one, 4-(1-pyrrolidinyl)-；4-pyrrolidin-1-ylpent-3-en-2-one
• CAS: 3389-57-9
• 化学式: C₉H₁₅NO
• 分子量: 153.224
• InChiKey: CWUMGRRVCLAYKC-UHFFFAOYSA-N

物化性质

• 熔点：
  114 °C
• 沸点：
  248.4±19.0 °C(Predicted)
• 密度：
  0.995±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933990090

SDS

Name:	4-Tetrahydro-1h-pyrrol-1-ylpent-3-en-2-one 97% Material Safety Data Sheet
Synonym:	4-Pyrrolidinopent-3-ene-2-on
CAS:	3389-57-9

Section 1 - Chemical Product MSDS Name:4-Tetrahydro-1h-pyrrol-1-ylpent-3-en-2-one 97% Material Safety Data Sheet
Synonym:4-Pyrrolidinopent-3-ene-2-on

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
3389-57-9	4-Tetrahydro-1H-pyrrol-1-ylpent-3-en-2	97%	unlisted

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.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
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. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
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:
Treat symptomatically and supportively.

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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:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
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. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 3389-57-9: Personal Protective Equipment Eyes: Not available.
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: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 114 - 116 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H15NO
Molecular Weight: 153.22

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents, reducing agents, acids, bases, amines.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 3389-57-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Tetrahydro-1H-pyrrol-1-ylpent-3-en-2-one - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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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# 3389-57-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 3389-57-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3389-57-9 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：

  4-(1-pyrrolidinyl)-3-penten-2-one 在 对甲苯磺酸 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 0.5h， 生成 1-[2-amino-5-(4-chlorophenyl)-4-methyl-1H-pyrrol-3-yl]ethanone
  参考文献：
  名称：

  An efficient synthesis of 2-aminopyrroles from enaminone–amidine adduct and phenacyl/benzyl/heteroalkyl-halides

  摘要：

  Herein, we report an efficient and facile synthesis of substituted 2-aminopyrroles from the reaction of enaminone-amidine adduct and various phenacyl, benzyl, or heteroalkyl halides in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in good to excellent yields. The reaction proceeds through an intramolecular 5-exo trig cyclization resulting into diversely substituted 2-aminopyrroles. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2011.08.149
• 作为产物：
  描述：

  四氢吡咯 、 4-(1-imidazolyl)-3-penten-2-one 以 乙腈 为溶剂， 生成 4-(1-pyrrolidinyl)-3-penten-2-one
  参考文献：
  名称：

  Kashima, Choji; Tajima, Tadakuni; Higuchi, Chihiro, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 345 - 348

  摘要：

  DOI：

文献信息

• Synthesis of polyfunctionalized benzophenones via the reaction of 3-formylchromones with tertiary push–pull enamines
  作者：Alexey Yu. Barkov、Vladislav Yu. Korotaev、Igor B. Kutyashev、Vyacheslav Ya. Sosnovskikh

  DOI：10.1016/j.tet.2016.03.005

  日期：2016.4

  Uncatalyzed nucleophilic reaction of 3-formylchromones with tertiary push–pull enamines in refluxing acetonitrile gave polyfunctionalized benzophenone derivatives as a result of a [3+3] annulation in moderate to good yields.

  3-甲酰基色酮与叔推挽式烯胺在回流乙腈中的未催化亲核反应产生了[3 + 3]环化反应的多官能化二苯甲酮衍生物，产率中等至良好。
• Synthesis of functionalized 4-nitroanilines by ring transformation of dinitropyridone with enaminones
  作者：Saki Naito、Soichi Yokoyama、Haruyasu Asahara、Nagatoshi Nishiwaki

  DOI：10.1016/j.tetlet.2017.11.003

  日期：2017.12

  2-Functionalized 4-nitroanilines were readily synthesized by ring transformation using 3,5-dinitro-2-pyridone and enaminones prepared from 1,3-dicarbonyl compounds and amines. Modification of the amino group and the ortho-position could be achieved by simply changing the enaminones. Using this strategy, functional groups such as acetyl, benzoyl, and ethoxycarbonyl groups could be introduced into the

  通过使用由1,3-二羰基化合物和胺制备的3,5-二硝基-2-吡啶酮和烯胺酮，通过环转化，可以轻松合成2-官能化的4-硝基苯胺。氨基和邻位的修饰可以通过简单地改变烯胺酮来实现。使用这种策略，可以将诸如乙酰基，苯甲酰基和乙氧羰基的官能团引入硝基苯胺框架中。
• [EN] METHOD FOR FLUOROALKYLATION OF ENAMINES<br/>[FR] PROCÉDÉ DE FLUOROALKYLATION D'ÉNAMINES
  申请人：LONZA AG

  公开号：WO2020249759A1

  公开（公告）日：2020-12-17

  The invention discloses a method for fluoroalkylation of enamines with a fluoro alkyl halide in the presence of a base.

  该发明揭示了一种在碱存在下使用氟烷基卤代烃对烯胺进行氟烷基化的方法。
• New approach to CF3-containing polysubstituted anilines: reaction of β-trifluoroacetylvinyl ethers with enamines
  作者：Dmitriy M Volochnyuk、Alexander N Kostyuk、Dmitriy A Sibgatulin、Alexander N Chernega、Alexander M Pinchuk、Andrei A Tolmachev

  DOI：10.1016/j.tet.2004.01.010

  日期：2004.3

  The reaction of β-trifluoroacetylvinyl ethers with ‘push–pull’ enamines having a methyl group at the α-position was investigated. As a result, a set of CF3-containing dialkyl anilines and their covalent hydrates were obtained. A possible reaction mechanism and the stability of the covalent hydrates obtained are discussed.

  研究了β-三氟乙酰乙烯基醚与在α位具有甲基的“推挽”烯胺的反应。结果，获得了一组含CF 3的二烷基苯胺及其共价水合物。讨论了可能的反应机理和所得共价水合物的稳定性。
• A Multicomponent Reaction as a Versatile Tool for the Synthesis of Spirooxindoles using <i>N</i>-Alkylisatins; Efficient Catalysis by ZnO Nanoparticles
  作者：Ali Varasteh Moradi

  DOI：10.3184/174751917x14815427219086

  日期：2017.1

  An efficient and green protocol for the synthesis of functionalised spirooxindole derivatives is described. This involves the reaction of in situ-generated keto-enaminones with N-alkylisatins in the presence of isothiocyanates.

  描述了一种用于合成功能化螺吲哚衍生物的高效绿色方案。这涉及在异硫氰酸酯存在下原位生成的酮烯胺酮与 N-烷基靛红的反应。