吡咯-2-乙酸 | 79673-53-3

• 物质功能分类: 医药中间体
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 吡咯-2-乙酸
• 中文别名: (1H-吡咯-2-基)-乙酸
• 英文名称: pyrrole-2-acetic acid
• 英文别名: pyrrol-2 acetic acid；2-(1H-pyrrol-2-yl)acetic acid
• CAS: 79673-53-3
• 化学式: C₆H₇NO₂
• mdl: MFCD01993666
• 分子量: 125.127
• InChiKey: GVUHUYQEAGMUNJ-UHFFFAOYSA-N

物化性质

• 熔点：
  79-82 °C
• 沸点：
  312.2±17.0 °C(Predicted)
• 密度：
  1.314±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  53.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (1H-Pyrrol-2-yl)-acetic acid
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: (1H-Pyrrol-2-yl)-acetic acid
CAS number: 79673-53-3

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Storage: Store in closed vessels, refrigerated.

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H7NO2
Molecular weight: 125.1

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  吡咯-2-乙酸 生成 2-甲基吡咯
  参考文献：
  名称：

  Nenitzescu; Solomonica, Chemische Berichte, 1931, vol. 64, p. 1924,1930

  摘要：

  DOI：
• 作为产物：
  描述：

  (1H-吡咯-2-基)乙腈 在 氢氧化钾 作用下， 以 甲醇 、 水 为溶剂， 反应 1.5h， 以68%的产率得到吡咯-2-乙酸
  参考文献：
  名称：

  Janda, Miroslav; Srogl, Jan; Holy, Petr, Collection of Czechoslovak Chemical Communications, 1981, vol. 46, # 10, p. 2404 - 2409

  摘要：

  DOI：

文献信息

• Transition Metal-Free sp³ C-H Functionalization of Arylacetic Acids for the Synthesis of 1,3,5-Triazines
  作者：Sachin D. Pardeshi、Pratima A. Sathe、Balu V. Pawar、Kamlesh S. Vadagaonkar、Atul C. Chaskar

  DOI：10.1002/ejoc.201800178

  日期：2018.5.15

  An efficient transition metal‐free protocol for the synthesis of 1,3,5‐trisubstituted triazines has been developed through C–H functionalization of arylacetic acids by using K2CO3 as a base, followed by condensation with substituted benzamidine hydrochloride.

  通过使用K 2 CO 3为碱，通过芳基酸的C–H官能化，然后与取代的苯甲idine盐酸盐缩合，已开发出一种高效的无过渡金属合成1,3,5-三取代的三嗪的方案。
• Silver(I)- or Copper(II)-Mediated Dearomatization of Aromatic Ynones: Direct Access to Spirocyclic Scaffolds
  作者：Michael J. James、James D. Cuthbertson、Peter O'Brien、Richard J. K. Taylor、William P. Unsworth

  DOI：10.1002/anie.201501812

  日期：2015.6.22

  A high‐yielding silver(I)‐ or copper(II)‐catalyzed dearomatizing spirocyclization strategy allows the conversion of simple aromatic compounds that contain ynone substituents, including indole, anisole, pyrrole, and benzofuran derivatives, into functionalized spirocyclic scaffolds. A high‐yielding asymmetric variant furnishes spirocyclic indolenines in up to 89:11 e.r.

  一种高产的银（I）或铜（II）催化的脱芳构螺环化策略可以将含有ynone取代基的简单芳族化合物（包括吲哚，苯甲醚，吡咯和苯并呋喃衍生物）转化为功能化的螺环骨架。一种高产的不对称变异体，可在高达89:11 er的温度下提供螺环吲哚胺
• <scp>Fe‐Catalyzed Pictet‐Spengler‐Type</scp> Cyclization <i>via</i> Selective <scp>Four‐Electron</scp> Reductive Functionalization of <scp> CO ₂ </scp>
  作者：Wen‐Duo Li、Jie Chen、Dao‐Yong Zhu、Ji‐Bao Xia

  DOI：10.1002/cjoc.202000521

  日期：2021.3

  describe a novel catalytic Pictet‐Spengler‐type cyclization using CO2 as a nontoxic and sustainable C1 feedstock with environmentally benign and non‐precious‐metal iron as catalyst. The reaction is achieved by selective four‐electron reduction of CO2 into methylene level intermediate through carefully tuning the reaction parameters. A variety of tetrahydro‐β‐carbolines and other nitrogen‐containing

  在本文中，我们描述了一种新颖的Pictet-Spengler型催化式环化反应，该反应使用CO 2作为无毒且可持续的C1原料，对环境无害且非贵金属铁作为催化剂。通过仔细调节反应参数，将CO 2选择性四电子还原为亚甲基级中间体，可以实现反应。在温和的条件下，很容易获得各种四氢-β-咔啉和其他含氮杂环。机理研究表明，四氢-β-咔啉可能是通过螺环吲哚烯中间体获得的。
• Azolylacylguanidines as beta-secretase inhibitors
  申请人：Cole Cecil Derek

  公开号：US20060183790A1

  公开（公告）日：2006-08-17

  The present invention provides an azolylacylquanidine compound of formula I The present invention also provides methods for the use thereof to inhibit β-secretase (BACE) and treat β-amyloid deposits and neurofibrillary tangles.

  本发明提供了一种化合物，其化学式为I。本发明还提供了利用该化合物抑制β-分泌酶(BACE)、治疗β-淀粉样沉积和神经原纤维缠结的方法。
• [EN] NOVEL ANTI-INFECTIVES<br/>[FR] NOUVEAUX ANTI-INFECTIEUX
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2003099801A1

  公开（公告）日：2003-12-04

  Compounds useful as HCV anti-infectives are disclosed. Also disclosed are methods of making and using the same.

  抗丙型肝炎病毒感染的有用化合物已被披露。同时还披露了制备和使用这些化合物的方法。