异氰基环庚烷 | 134420-07-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 异氰基环庚烷
• 中文别名: 环庚烷,异氰基-(9CI)
• 英文名称: cycloheptyl isonitrile
• 英文别名: cycloheptyl isocyanide；isocyanocycloheptane
• CAS: 134420-07-8
• 化学式: C₈H₁₃N
• mdl: MFCD02664622
• 分子量: 123.198
• InChiKey: BMPCFAVGGPXHFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.875
• 拓扑面积：
  4.4
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2926909090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Cycloheptyl isocyanide
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: Cycloheptyl isocyanide
CAS number: 134420-07-8

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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: C8H13N
Molecular weight: 123.2

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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, 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：

  异氰基环庚烷 在 三乙胺 、 三氯氧磷 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成 N-cycloheptyl-4-isocyanotetrahydrothiopyran-4-carboxamide
  参考文献：
  名称：

  Bossio, Ricardo; Marcaccini, Stefano; Papaleo, Sandro, Journal of Heterocyclic Chemistry, 1994, vol. 31, # 2, p. 397 - 400

  摘要：

  DOI：
• 作为产物：
  描述：

  N-Cycloheptylformamide 在 四氯化碳 、 三乙胺 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 以78%的产率得到异氰基环庚烷
  参考文献：
  名称：

  Studies on Isocyanides and Related Compounds. Synthesis of Benzofuran Derivatives

  摘要：

  在Ugi四组分缩合反应条件下，2-羟基苯甲醛(1a)、异氰化物2和甲酸铵之间的反应，形成了2-烷基氨基和2-芳基氨基-3-[(2-羟基苯亚甲基)氨基]苯并呋喃3a-c。类似地，使用5-溴-2-羟基苯甲醛(1b)作为羰基化合物，则得到2-烷基氨基和2-芳基氨基-5-溴-3-[(5-溴-2-羟基苯亚甲基)氨基]苯并呋喃3d-f。

  DOI：

  10.1055/s-1991-26628

文献信息

• One-Step Assembly of Carbamoyl-Substituted Heteroannelated [1,4]Thiazepines
  作者：Alexey P. Ilyn、Marina V. Loseva、Vladimir Y. Vvedensky、Elena B. Putsykina、Sergey E. Tkachenko、Dmitri V. Kravchenko、Alexandr V. Khvat、Mikhail Y. Krasavin、Alexandre V. Ivachtchenko

  DOI：10.1021/jo052640w

  日期：2006.3.31

  We present a convenient synthesis of novel heteroaryl-fused 3-oxo-1,4-thiazepine-5-carboxamides and 5-oxo-1,4-thiazepine-3-carboxamides using a modification of four-component Ugi condensation. We demonstrate the usefulness and versatility of the developed approach for the synthesis of variously substituted compounds and discuss the scope and limitations of the chemistry involved.

  我们提出了一种新颖的杂芳基融合的3-oxo-1,4-thiazepine-5-carboxamides和5-oxo-1,4-thiazepine-3-carboxamides的方便合成，使用四组分Ugi缩合修饰。我们证明了开发的方法用于合成各种取代的化合物的实用性和多功能性，并讨论了所涉及化学的范围和局限性。
• First example of the groebke mcr using hydoxybenzal dehydes and substituted 2-aminopyrimidines
  作者：Anatoliy I. Polyakov、Vera A. Eryomina、Lidiya A. Medvedeva、Nadezhda I. Tihonova、LeoniD. G. Voskressensky

  DOI：10.1002/jhet.5570450606

  日期：2008.11

  A three component condensation of 2-aminopyrimidines, isocyanides and 4-hydroxybenzaldehydes was studied. 3-Amino-2-(4-hydroxyphenyl)imidazo[1,2-a]pyrimidine derivatives were obtained in moderate yields. Using 4-hydroxy-3,5-dimethoxybenzaldehyde and 2-aminopyrimidine as starting materials in the condensation led to mixtures of isomeric 2- and 3-aminoimidazo[1,2-a]pyrimidines. It was demonstrated, that

  研究了2-氨基嘧啶，异氰酸酯和4-羟基苯甲醛的三组分缩合反应。以中等收率获得了3-氨基-2-（4-羟基苯基）咪唑并[1,2- a ]嘧啶衍生物。使用4-羟基-3,5-二甲氧基苯甲醛和2-氨基嘧啶作为缩合反应的起始原料，得到异构的2-氨基和3-氨基咪唑并[1,2- a ]嘧啶的混合物。已经证明，该反应的区域特异性主要由嘧啶核上的取代基的空间位阻和相应醛的羰基活性定义。
• General Multicomponent Strategy for the Synthesis of 2-Amino-1,4-diazaheterocycles: Scope, Limitations, and Utility
  作者：Volodymyr Kysil、Alexander Khvat、Sergey Tsirulnikov、Sergey Tkachenko、Caroline Williams、Marina Churakova、Alexandre Ivachtchenko

  DOI：10.1002/ejoc.200901360

  日期：2010.3

  Multicomponent reactions of primary 1,2- and 1,3-diamines with carbonyl compounds and isocyanides resulting in the formation of diverse 2-amino-1,4-diazaheterocycles are described. Lewis acids (LAs) promote the reactions effectively, and chlorotrimethylsilane (TMSCl) has been found to be a promoter of choice. The scope and limitations of the reactions with regard to each of the components are evaluated

  描述了伯 1,2-和 1,3-二胺与羰基化合物和异氰化物的多组分反应，导致形成不同的 2-氨基-1,4-二氮杂环。路易斯酸 (LA) 可有效促进反应，并且已发现三甲基氯硅烷 (TMSCl) 是首选的促进剂。评估和讨论了与每个组分有关的反应的范围和限制。已详细阐述了合成杂环的 IMCR 后修饰。
• Expedient Entry into 1,4-Dihydroquinoxalines and Quinoxalines via a Novel Variant of Isocyanide-Based MCR
  作者：Mikhail Krasavin、Vladislav Parchinsky

  DOI：10.1055/s-2008-1032106

  日期：——

  A novel multicomponent reaction of o-phenylenediamines with aldehydes and isonitriles yields 1,4-dihydroquinoxalines. These intermediates are unstable under reaction conditions. They undergo oxidation with DDQ to furnish 33-54% isolated yields of the respective quinoxalines. This reaction is general for aromatic 1,2-diamines. Monoalkylated aryl 1,2-diamines lead to stable 1,4-dihydroquinoxalines.

  一种新的多组分反应将邻苯二胺与醛和异氰酸酯反应生成1,4-二氢喹喏啉。这些中间体在反应条件下不稳定。它们在DDQ的氧化作用下，提供了相应喹喏啉的33-54%分离收率。这种反应对于芳香族1,2-二胺是普遍适用的。单烷基化的芳基1,2-二胺则可导致稳定的1,4-二氢喹喏啉。
• Diversity-oriented pyrazol-3-one synthesis based on hydrazinodipeptide-like units prepared via the Ugi reaction
  作者：Ekaterina Lakontseva、Mikhail Krasavin

  DOI：10.1016/j.tetlet.2010.05.133

  日期：2010.8

  N-Cyanoacetyl-N′-trifluoroacetyl-N′-alkylhydrazines, prepared via hydrazino-Ugi reaction, provided different pyrazol-3-ones when exposed to mildly acidic and mildly basic conditions at 60 °C. These approaches offer a facile access to two different pyrazol-3-one-containing chemotypes in a diversity-oriented fashion, in only two chemical operations from simple precursors.

  通过肼基-Ugi反应制备的N-氰基乙酰基-N'-三氟乙酰基-N'-烷基肼在60°C的弱酸性和弱碱性条件下提供了不同的吡唑3-酮。这些方法提供了以多样性为导向的方式轻松访问两种不同的含吡唑-3-一的化学型，而这仅是简单前体的两种化学操作。