2-环戊基乙酸 | 1903-27-1

• 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: 2-环戊基乙酸
• 英文名称: cyclopentylidene acetic acid
• 英文别名: 2-cyclopentylideneacetic acid；Cyclopentyliden-essigsaeure；carboxymethylenecyclopentane
• CAS: 1903-27-1
• 化学式: C₇H₁₀O₂
• mdl: MFCD00034645
• 分子量: 126.155
• InChiKey: CGXLEHPBUZPLAZ-UHFFFAOYSA-N

物化性质

• 熔点：
  52 °C
• 沸点：
  130-140 °C(Press: 5 Torr)
• 密度：
  0.9272 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2916209090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Cyclopentylideneacetic 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: 2-Cyclopentylideneacetic acid
CAS number: 1903-27-1

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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.
Store in closed vessels.
Storage:

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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
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C7H10O2
Molecular weight: 126.2

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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.

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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：

  2-环戊基乙酸 在 palladium on activated charcoal 三氯化铝 、 硫酸 、 氢气 、 锌 、 三氯氧磷 作用下， 反应 7.33h， 生成 5,7-dihydroxy-4-isobutylspiro
  参考文献：
  名称：

  The Synthesis of (-)-Robustadial A and Some Analogues.

  摘要：

  The naturally occurring chroman derivative, robustadial A, and several analogues have been prepared by a four-step synthesis starting from phloroglucinol. The synthetic scheme involves as the first step a Friedel-Crafts condensation of an alpha,beta-unsaturated acid derivative with phloroglucinol to the corresponding chromanone. The isobutyl group at the 4-position was introduced with methallylzine bromide followed by hydrogenation, carried out as a one-pot reaction. Finally, both aldehyde functions were attached using dichloromethyl methyl ether and titanium tetrachloride. Optically pure 6,6-dimethylbicyclo[3.1.1]heptan-2-ylidene-acetic acid, needed for the synthesis of robustadial, was prepared from (-)-nopol by two consecutive oxidations in 77% overall yield.

  DOI：

  10.3891/acta.chem.scand.50-0132
• 作为产物：
  描述：

  1-乙炔基环戊醇 在 溴 、 Petroleum ether 作用下， 生成 2-环戊基乙酸
  参考文献：
  名称：

  Nasarow et al., Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1958, p. 1354,1360; engl. Ausg. S. 1306, 1311

  摘要：

  DOI：

文献信息

• Intramolecular Nitrofuran Diels–Alder Reactions: Extremely Substituent-Tolerant Cycloadditions via Asynchronous Transition States
  作者：Thomas Y. Cowie、Marcos Veguillas、Robert L. Rae、Mathilde Rougé、Justyna M. Żurek、Andrew W. Prentice、Martin J. Paterson、Magnus W. P. Bebbington

  DOI：10.1021/acs.joc.7b00781

  日期：2017.7.7

  Nitrofurans undergo intramolecular Diels–Alder reactions with tethered electron-poor dienophiles more rapidly and in higher yield than non-nitrated furans. Computational studies indicate that increased stabilization of a partial positive charge on the nitro-substituted carbon in both transition state and product is the driving force for these reactions. Frontier molecular orbital energy differences

  与未硝化的呋喃相比，硝基呋喃经历分子内的Diels-Alder反应时，系留电子贫乏的双亲亲烯体的速度更快且产率更高。计算研究表明，在过渡态和产物中，硝基取代碳上部分正电荷的稳定性提高是这些反应的驱动力。前沿的分子轨道能量差异表明硝化后从正电子需求到反电子需求的转换。呋喃和硝基呋喃之间的芳族稳定能似乎没有差异。计算表明，硝基呋喃反应通过高度异步的过渡态进行，从而更容易在两个空间位阻的碳之间形成键。
• Photoelectrocyclization Reactions of Amidonaphthoquinones
  作者：Jinya Yin、Michael B. Landward、Jon D. Rainier

  DOI：10.1021/acs.joc.9b03417

  日期：2020.3.20

  Readily available acrylamide naphthoquinones can be converted into the corresponding aza-anthraquinones using 6π-photoelectrocyclization reactions. Not only do these reactions not proceed thermally but, as demonstrated here, they can also be used to generate a range of aza-anthraquinone and aza-tetracycline derivatives including the natural products griffithazanone A and marcanine A. Several of the

  使用6π-光电环化反应，可以将现成的丙烯酰胺萘醌转化为相应的氮杂蒽醌。这些反应不仅不会进行热反应，而且，如此处所示，它们还可用于生成一系列氮杂蒽蒽醌和氮杂四环素衍生物，包括天然产物格里菲扎氮酮A和marcanineA。这项工作显示出抗菌活性。
• [EN] PIPERIDINYLPYRAZOLOPYRIMIDINONES AND THEIR USE<br/>[FR] PIPÉRIDINYLPYRAZOLOPYRIMIDINONES ET LEUR UTILISATION
  申请人：BAYER PHARMA AG

  公开号：WO2016071216A1

  公开（公告）日：2016-05-12

  The present application relates to novel substituted piperidinylpyrazolopyrimidinones, to processes for their preparation, the compounds for use alone or in combinations in a method for the treatment and/or prophylaxis of diseases, in particular for the treatment and/or prophylaxis of acute and recurrent bleeding in patients with or without underlying hereditary or acquired hemostatic disorders, wherein the bleeding is associated with a disease or medical intervention selected from the group consisting of heavy menstrual bleeding, postpartum hemorrhage, hemorrhagic shock, hemorrhagic cystitis, gastrointestinal hemorrhage, trauma, surgery, transplantation, stroke, liver diseases, hereditary angioedema, nosebleed, and synovitis and cartilage damage following hemarthrosis.

  本申请涉及新型取代哌啶基吡唑吡嘧啶酮，以及它们的制备方法，这些化合物可单独或组合使用于治疗和/或预防疾病的方法中，特别是用于治疗和/或预防患有或不患有基础遗传或获得性止血障碍的患者的急性和复发性出血，其中出血与从重经期出血、产后出血、出血性休克、出血性膀胱炎、胃肠道出血、创伤、手术、移植、中风、肝脏疾病、遗传性血管性水肿、鼻血、以及血液积聚后的滑膜炎和软骨损伤等一组疾病或医疗干预有关。
• Synthesis and Exploration of Abscisic Acid Receptor Agonists Against Dought Stress by Adding Constraint to a Tetrahydroquinoline‐Based Lead Structure
  作者：Guido Bojack、Rachel Baltz、Jan Dittgen、Christian Fischer、Jörg Freigang、Rahel Getachew、Erwin Grill、Hendrik Helmke、Sabine Hohmann、Gudrun Lange、Stefan Lehr、Fabien Porée、Jana Schmidt、Dirk Schmutzler、Zhenyu Yang、Jens Frackenpohl

  DOI：10.1002/ejoc.202100415

  日期：2021.6.21

  exploration, and optimization of a lead structure that had shown good initial in vitro activity by interacting with RCAR/(PYR/PYL) receptor proteins, a key biochemical target of plant hormone abscisic acid. In the course of the in-depth SAR study, several new potent sulfonamide lead structures with higher target affinity and, more importantly, improved in vivo efficacy against drought stress in broad-acre crops

  在本文所述的 SAR 研究中，分析、探索和优化通过与 RCAR/(PYR/PYL) 受体蛋白（植物激素脱落酸的关键生化靶标）相互作用而显示出良好的初始体外活性的先导结构。在深入的 SAR 研究过程中，确定了几种新的强效磺酰胺先导结构，与最初的先导结构相比，它们具有更高的靶点亲和力，更重要的是，在大面积作物油菜和小麦中，它们在体内对抗干旱胁迫的功效有所提高。
• [EN] SUBSTITUTED PYRIMIDINE COMPOUNDS, COMPOSITIONS AND MEDICINAL APPLICATIONS THEREOF<br/>[FR] COMPOSÉS DE PYRIMIDINE SUBSTITUÉE, COMPOSITIONS ET APPLICATIONS MÉDICINALES CORRESPONDANTES
  申请人：JUBILANT BIOSYS LTD

  公开号：WO2015025197A1

  公开（公告）日：2015-02-26

  The present disclosure relates to pyrimidine compounds of formula (I), their stereoisomers, tautomers, pharmaceutically acceptable salts, polymorphs, solvates, and hydrates thereof. The present disclosure also relates to process of preparation of these pyrimidine compounds, and to pharmaceutical compositions containing them. The compounds of the present disclosure are useful in the treatment, prevention or suppression of diseases and disorders mediated by epidermal growth factor receptor (EGFR) family kinases.

  本公开涉及式(I)的嘧啶化合物，它们的立体异构体、互变异构体、药学上可接受的盐、多型体、溶剂合物和水合物。本公开还涉及制备这些嘧啶化合物的方法，以及含有它们的药物组合物。本公开的化合物在治疗、预防或抑制由表皮生长因子受体（EGFR）家族激酶介导的疾病和紊乱方面具有用途。