2-环亚己基乙酸 | 1552-91-6

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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-环亚己基乙酸
• 英文名称: cyclohexylideneacetic acid
• 英文别名: 2-cyclohexylideneacetic acid
• CAS: 1552-91-6
• 化学式: C₈H₁₂O₂
• mdl: MFCD01815140
• 分子量: 140.182
• InChiKey: UKYISVNNIPKTNG-UHFFFAOYSA-N

物化性质

• 熔点：
  91 °C
• 沸点：
  105-106 °C(Press: 2 Torr)
• 密度：
  0.9272 g/cm3(Temp: 25 °C)
• 溶解度：
  可溶于乙腈（少许）、氯仿（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.625
• 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
• 危险性防范说明：
  P261,P264,P270,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P330,P362,P403+P233,P501
• 危险性描述：
  H302,H312,H332
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Cyclohexylideneacetic 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-Cyclohexylideneacetic acid
CAS number: 1552-91-6

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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: C8H12O2
Molecular weight: 140.2

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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-环亚己基乙酸 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.58h， 生成 2-cyclohexylideneacetyl chloride
  参考文献：
  名称：

  Pd催化的烯烃的α-选择性C-H官能化：通往4-亚氨基-β-内酰胺的途中

  摘要：

  已经开发了 Pd 催化的 α-烯烃 CH 活化简单的 α,β-不饱和烯烃。4-亚氨基-β-内酰胺衍生物很容易通过α-烯烃CH键的活化合成，具有优异的顺式立体选择性。β-位的多种杂环与该反应相容。4-亚氨基-β-内酰胺衍生物的产物可以很容易地转化为广泛存在于药物和天然产物中的2-氨基喹啉。

  DOI：

  10.1021/jacs.5b13353
• 作为产物：
  描述：

  环己基亚基乙醛 在 铬酸 、 溶剂黄146 、 苯 作用下， 生成 2-环亚己基乙酸
  参考文献：
  名称：

  Dimroth, Chemische Berichte, 1938, vol. 71, p. 1333,1345

  摘要：

  DOI：

文献信息

• [EN] HETEROCYCLIC COMPOUNDS AS INHIBITORS OF HPK1<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES UTILISÉS EN TANT QU'INHIBITEURS DE HPK1
  申请人：GUANGDONG NEWOPP BIOPHARMACEUTICALS CO LTD

  公开号：WO2021004547A1

  公开（公告）日：2021-01-14

  This disclosure relates to heterocyclics as inhibitors of HPK1, in particular relates to a compound of Formula I or a pharmaceutically acceptable salt thereof, and a pharmaceutical composition comprising said compound that useful for treatment of HPK1 mediated diseases and conditions such as cancer. (I)

  这项披露涉及杂环化合物作为HPK1的抑制剂，特别涉及公式I的化合物或其药用盐，以及包含该化合物的药物组合物，用于治疗HPK1介导的疾病和状况，如癌症。 (I)
• 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。
• Synthesis of<i>α</i>,<i>β</i>-Unsaturated Carboxylic Acids by Nickel(II)-Catalyzed Electrochemical Carboxylation of Vinyl Bromides
  作者：Hisato Kamekawa、Hiroki Kudoh、Hisanori Senboku、Masao Tokuda

  DOI：10.1246/cl.1997.917

  日期：1997.9

  Electrochemical carboxylation of alkyl-substituted vinyl bromides (1a-1g) in the presence of 20 mol% of NiBr2•bpy under an atmospheric pressure of carbon dioxide with a platinum cathode and a magnesium anode gave the corresponding α,β-unsaturated carboxylic acids (2a-2g) in yields of 53-82%.

  在20摩尔%的NiBr2•bpy存在下，烷基取代的乙烯基溴化物（1a-1g）在大气二氧化碳压力下，通过铂阴极和镁阳极进行电化学羧化反应，以53-82%的产率得到了相应的α，β-不饱和羧酸（2a-2g）。
• 4-<i>Endo</i>-<i>T</i><i>rig</i> Cyclization Processes Using Bis(collidine)bromine(I) Hexafluorophosphate as Reagent:  Preparation of 2-Oxetanones, 2-Azetidinones, and Oxetanes
  作者：Fadi Homsi、Gérard Rousseau

  DOI：10.1021/jo9810361

  日期：1999.1.1

  Reaction in methylene chloride of bis(collidine)bromine(I) hexafluorophosphate with alpha,beta-unsaturated acids and alpha,beta-unsaturated N-sulfonamides was found to lead diastereospecifically to the corresponding 2-oxetanones and 2-azetidinones in moderate yields (23-60%), by an almost unknown 4-endo cyclization. This process allow the synthesis of these interesting classes of products in one step

  发现六氟磷酸双（可力丁）溴（I）在二氯甲烷中与α，β-不饱和酸和α，β-不饱和N-磺酰胺的反应以中等收率非对映特异性地导致相应的2-氧杂环丁烷和2-氮杂环丁烷酮（23 -60％），几乎是未知的4内环化。该方法允许一步一步从普通底物合成这些有趣的产品类别。类似地，肉桂醇的反应通过相同的环化步骤导致了氧杂环丁烷（20-36％）；在醇官能团的α中存在宝石-二甲基基团似乎是有益的。
• 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。

表征谱图