1-羟基环戊烷甲腈 | 5117-85-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-羟基环戊烷甲腈
• 中文别名: 1-羟基环戊甲腈
• 英文名称: 1-hydroxycyclopentanecarbonitrile
• 英文别名: cyclopentanone cyanohydrin；1-Hydroxy-cyclopentan-carbonsaeure-(1)-nitril；Cyclopentanon-cyanhydrin；1-hydroxycyclopentane-1-carbonitrile
• CAS: 5117-85-1
• 化学式: C₆H₉NO
• mdl: MFCD00043764
• 分子量: 111.144
• InChiKey: JZHFFOQSXKDOSX-UHFFFAOYSA-N

物化性质

• 沸点：
  126 °C(Press: 26 Torr)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2926909090
• 储存条件：
  | 2-8℃ |

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Hydroxycyclopentane-1-carbonitrile
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: 1-Hydroxycyclopentane-1-carbonitrile
CAS number: 5117-85-1

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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, refrigerated.
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: C6H9NO
Molecular weight: 111.1

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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：

  1-羟基环戊烷甲腈 在 盐酸 、 硫酸 、 水 作用下， 以 溶剂黄146 为溶剂， 反应 15.0h， 生成 1-羟基环戊烷-1-羧酸甲酯
  参考文献：
  名称：

  [EN] ANESTHETIC COMPOUNDS AND RELATED METHODS OF USE
  [FR] COMPOSÉS ANESTHÉSIQUES ET PROCÉDÉS D'UTILISATION AFFÉRENTS

  摘要：

  本文提供了符合以下式(I)的化合物。本文还提供了一种包含符合式(I)的化合物和药用可接受载体的药物组合物，以及通过给予受试者这种药物组合物来提供麻醉的方法。

  公开号：

  WO2013106717A1
• 作为产物：
  描述：

  1-羟基环戊烷-1-磺酸 在 potassium cyanide 作用下， 以 水 为溶剂， 反应 1.0h， 以75%的产率得到1-羟基环戊烷甲腈
  参考文献：
  名称：

  A skeletal rearrangement of .gamma.-(acyloxy)-.beta.-keto phosphonates: studies on the formation of 2(3H)-furanones

  摘要：

  DOI：

  10.1021/jo00244a031

文献信息

• Hydration of Cyanohydrins by Highly Active Cationic Pt Catalysts: Mechanism and Scope
  作者：Chengcheng Li、Xiao-Yong Chang、Luqiong Huo、Haibo Tan、Xiangyou Xing、Chen Xu

  DOI：10.1021/acscatal.1c02254

  日期：2021.7.16

  Cyanohydrins (α-hydroxy nitriles) are a special type of nitriles that readily decompose into hydrogen cyanide (HCN) and the corresponding carbonyl compounds. Hydration of cyanohydrins that are readily available through cyanation of aldehydes and ketones provides the most straightforward route to valuable α-hydroxyamides. However, due to low stability of cyanohydrins and deactivation of the catalysts

  氰醇（α-羟基腈）是一种特殊类型的腈，很容易分解成氰化氢 (HCN) 和相应的羰基化合物。可通过醛和酮的氰化轻松获得的氰醇的水合提供了获得有价值的 α-羟基酰胺的最直接途径。然而，由于氰醇的低稳定性和释放的 HCN 使催化剂失活，氰醇的催化直接水合仍然在很大程度上未解决。一般来说，含有较大取代基的氰醇，如α,α-二芳基氰醇，降解速度更快，因此更难水合。在这里，我们报告了对各种氰醇的水合表现出高反应性的阳离子铂催化剂的开发。2 OH)X(OTf) 揭示了一个催化循环，包括形成五元金属环中间体，然后通过 H 2 O攻击二级氧化膦 (PR 2 OH) 配体的磷进行水解。我们发现 Pt 催化剂甲轴承富电子，适当小的咬角双膦配体提供了一种用于氰醇的水合反应性超级。由A催化的水合反应在环境温度下进行，并与多种氰醇一起发生，包括最难的 α,α-二芳基氰醇，具有良好的转化率。
• Homolytic displacement at carbon
  作者：Martyn R. Ashcroft、Peter Bougeard、Adrian Bury、Christopher J. Cooksey、Michael D. Johnson

  DOI：10.1016/0022-328x(85)87417-9

  日期：1985.7

  homolysis of the substrate, abstracts iodine from the toluenesulphonyl iodide to give the toluenesulphonyl radical, which attacks the organic ligand of the cobaloxime, preferably at the terminal olefinic carbon, thereby displacing cobaloxime(II) and giving the observed organic product.

  4-甲苯磺酰碘在约40°C下与多种烯基和苄基-钴氧肟类发生热反应，可制得高产率的有机-4-甲苯磺酸酯。烯丙基钴肟主要产生，有时在某些情况下仅产生重排的烯砜。脂环族的3-烯基钴肟化合物产生相应的环丙基-羧甲基砜；环烯基乙基钴肟酯产生螺-1,1-环丙基-环烷基砜；环烷-2-烯基甲基钴肟生成双环[1.0。ñ]烷基砜。螺和双环烷基化合物也与其他自由基前体形成。认为反应是通过链机制发生的，其中不定存在或通过底物部分均相形成的钴肟（II）从甲苯磺酰碘中提取碘，生成甲苯磺酰基自由基，该自由基攻击钴肟的有机配体，优选在末端烯烃碳处，从而置换钴肟（II）并得到所观察到的有机产物。
• [EN] MACROCYCLIC MCL-1 INHIBITORS AND METHODS OF USE<br/>[FR] INHIBITEURS DE MCL-1 MACROCYCLIQUE ET PROCÉDÉS D'UTILISATION
  申请人：ABBVIE INC

  公开号：WO2019035927A1

  公开（公告）日：2019-02-21

  The present disclosure provides for compounds of Formula (I) wherein A2, A3, A4, A6, A7, A8, A15, RA, R5, R9, R10A, R10B, R11, R12, R13, R14, R16, W, X, and Y have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of diseases and conditions, including cancer. Also provided are pharmaceutical compositions comprising compounds of Formula (I).

  本公开提供了Formula (I)中A2、A3、A4、A6、A7、A8、A15、RA、R5、R9、R10A、R10B、R11、R12、R13、R14、R16、W、X和Y的化合物，这些化合物的任何值均在规范中定义，并且其药学上可接受的盐，可用作治疗疾病和病况，包括癌症的药物。还提供了包含Formula (I)中化合物的药物组合物。
• Reactivity of the 4-Amino-5<i>H</i>-1,2-Oxathiole-2,2-Dioxide Heterocyclic System: A Combined Experimental and Theoretical Study
  作者：Sonia de Castro、M. Teresa Peromingo、Angel E. Lozano、María-José Camarasa、Sonsoles Velázquez

  DOI：10.1002/chem.200800433

  日期：2008.10.29

  The reactivity of the 4-amino-5H-1,2-oxathiole-2,2-dioxide (or beta-amino-gamma-sultone) heterocyclic system has scarcely been studied. Here we describe the reactivity of this system towards electrophiles and amines on readily available model substrates differently substituted at the C-5 position. A variety of C-electrophiles, carbonyl electrophiles (such as acyl chlorides, isocyanates, or aldehydes)

  很少研究4-氨基-5H-1,2-草硫醇-2,2-二氧化物（或β-氨基-γ-磺内酯）杂环系统的反应性。在这里，我们描述了该系统对在C-5位置不同取代的易于获得的模型底物上的亲电试剂和胺的反应性。已经研究了多种C亲电试剂，羰基亲电试剂（例如酰氯，异氰酸酯或醛）以及卤素或氮亲电试剂。β-氨基-γ-磺内酯系统的C-3和4-氨基位置都能够进行亲电反应，反应产物取决于所用的亲电试剂和反应条件。另一方面，胺的亲核攻击仅在C-5位置带有脂环取代基的螺环底物中发生在β-氨基-γ-磺内酯系统的C-4位置。螺环底物和非螺环底物之间的比较计算研究表明，在中间体化合物上发生的构象变化是观察到的反应性差异的原因。而且，这些构象变化似乎导致烯胺体系的N-4和C-3原子上的电子密度增加，并且在存在胺的情况下螺环底物对亲电试剂的反应性可能增强。还提供了与此预测的增强的反应性一致的实验数据。在中间体化合物上进行的反应，解释了
• Studies on Phosphoroheterocycle Chemistry III: An Unusual Way to 1,3,2-Thiazaphospholidine-4-thione 2-Sulfide Derivatives
  作者：ShengLou Deng、RuYu Chen

  DOI：10.1055/s-2002-35619

  日期：——

  An unusual but efficient method for the synthesis of phosphoroheterocycles, 1,3,2-thiazaphospholidine-4-thione 2-sulfide derivatives, by the reaction of Lawesson's reagent with a variety of u-hydroxy nitriles has been developed. The possible mechanism of the reaction is proposed to involve thiation of hydroxy group in a first step, sequential addition of P-SH to the nitrile and rearrangement resulting

  通过劳森试剂与各种 u-羟基腈的反应，开发了一种不寻常但有效的方法，用于合成磷杂环化合物 1,3,2-噻唑膦-4-硫酮 2-硫化物衍生物。提出该反应的可能机制包括在第一步中将羟基硫基化，随后将 P-SH 添加到腈中并重排产生标题的磷杂环。初步生物测定表明，这些杂环化合物具有除草性能。