1-氰基四氢化萘 | 56536-96-0

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 中文名称: 1-氰基四氢化萘
• 中文别名: alpha-氰基四氢化萘；1-氰基四氢萘
• 英文名称: 1-cyanotetraline
• 英文别名: 1,2,3,4-tetrahydronaphthalene-1-carbonitrile；1-cyanotetralin；tetrahydronaphthalene-1-carbonitrile；1-tetralincarbonitrile；1-cyano-1,2,3,4-tetrahydronaphthalene
• CAS: 56536-96-0
• 化学式: C₁₁H₁₁N
• 分子量: 157.215
• InChiKey: HMRIXHRQNXHLSL-UHFFFAOYSA-N

物化性质

• 熔点：
  48-50 °C
• 沸点：
  309 °C
• 密度：
  1.06
• 闪点：
  114 °C
• 溶解度：
  可溶于氯仿（少量）、DMSO（少量）、乙酸乙酯（少量）

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2926909090
• 危险性防范说明：
  P305+P351+P338
• 危险性描述：
  H227,H315,H319,H335
• 储存条件：
  2-8°C，保持干燥环境中存储。

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 1-Cyanotetraline
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 1-Cyanotetraline
CAS number: 56536-96-0

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C11H11N
Molecular weight: 157.2

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-氰基四氢化萘 在 lithium aluminium tetrahydride 、 正丁基锂 、 三氧化硫吡啶 、 sodium hydride 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 二氯甲烷 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 异丙醇 、 mineral oil 、 正己醇 为溶剂， 反应 44.67h， 生成 (S,E)-4-bromo-N-((1-(prop-1-en-1-yl)-1,2,3,4-tetrahydronaphthalene-1-yl)methyl)benzamide
  参考文献：
  名称：

  由β-取代的烯丙二胺决定的布朗斯台德酸引发的正式[1,3]重排

  摘要：

  烯丙二胺的重排是用于提供均烯丙基胺的有用反应。尽管它们在合成化学中有用，但仍难以获得在2-位取代的均烯丙基胺的重排。在这项研究中，开发了由Brønsted酸引发的烯丙二胺的正式[1,3]重排，以合成2,4,4-取代的均烯丙基胺，而这在以前是无法获得的。我们的研究揭示了一个分子间途径，其中重排通过质子化介导的2-氮杂铝阳离子进行。

  DOI：

  10.1021/acs.orglett.9b01533
• 作为产物：
  描述：

  1,2,3,4-四氢-1-萘酚 在 4-二甲氨基吡啶 、 tetrakis(acetonitrile)copper(I)tetrafluoroborate 、 10-苯基-10H-吩噻嗪 、 C₂₃H₂₀N₂O₂ 、 三乙胺 作用下， 以 二氯甲烷 、 对二甲苯 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 1-氰基四氢化萘
  参考文献：
  名称：

  协同光催化和铜催化实现苄醇的不对称脱氧氰化†

  摘要：

  主要观察和结论摘要

  DOI：

  10.1002/cjoc.202000309
• 作为试剂：
  描述：

  、 氨 、 三溴化磷 、 1-氰基四氢化萘 、 溴 、 在 1-氰基四氢化萘 、 acid chloride 、 氯化亚砜 、 N-甲基吡咯烷酮 作用下， 以 四氯化碳 为溶剂， 以to give bromonitrile (63)的产率得到Bromocyanotetrahydronaphthalene
  参考文献：
  名称：

  Process for the preparation of 3-cyano-1-naphthoic acid and some analogues thereof

  摘要：

  本发明涉及一种制备3-氰基-1-萘甲酸及其公式（1）的某些类似物的过程，其中使用了中间体1-卤代-3-氰基萘和某些类似物，并且还涉及制备所述中间体的过程。

  公开号：

  US20050182269A1

文献信息

• Copper-Catalyzed Cyanation of <i>N</i>-Tosylhydrazones with Thiocyanate Salt as the “CN” Source
  作者：Yubing Huang、Yue Yu、Zhongzhi Zhu、Chuanle Zhu、Jinghe Cen、Xianwei Li、Wanqing Wu、Huanfeng Jiang

  DOI：10.1021/acs.joc.7b00836

  日期：2017.7.21

  A novel protocol for the synthesis of α-aryl nitriles has been successfully achieved via a copper-catalyzed cyanation of N-tosylhydrazones employing thiocyanate as the source of cyanide. The features of this method include a convenient operation, readily available substrates, low-toxicity thiocyanate salts, and a broad substrate scope.

  通过使用硫氰酸盐作为氰化物源的N-甲苯磺酰hydr的铜催化氰化反应，已成功实现了合成α-芳基腈的新方法。该方法的特点包括操作方便，易于获得的底物，低毒性的硫氰酸盐和广泛的底物范围。
• A metal-free direct C (sp³)–H cyanation reaction with cyanobenziodoxolones
  作者：Ming-Xue Sun、Yao-Feng Wang、Bao-Hua Xu、Xin-Qi Ma、Suo-Jiang Zhang

  DOI：10.1039/c8ob00173a

  日期：——

  A metal-free protocol of direct C(sp3)–H cyanation with cyanobenziodoxolones functioning as both cyanating reagents and oxidants was developed. Unactivated substrates, such as alkanes, ethers and tertiary amines, were thereby transformed to the corresponding nitriles in moderate to high yields. Mechanistic studies indicated that the cyanation proceeded with two potential pathways, which is highly dependent

  开发了一种无金属的直接C（sp 3）-H氰化的方案，其中氰基苯并恶恶唑烷既起着氰化剂的作用，又起氧化剂的作用。未活化的底物，例如烷烃，醚和叔胺，由此以中等至高产率转化为相应的腈。机理研究表明，氰化反应通过两个可能的途径进行，这主要取决于底物：（1）烷烃和醚的自由基情况，以及（2）叔胺的氧化情况。
• Metal-Free Synthesis of Polysubstituted Pyrroles by (Diacetoxyiodo)Benzene-Mediated Cascade Reaction of 3-Alkynyl Amines
  作者：Dong-Liang Mo、Chang-Hua Ding、Li-Xin Dai、Xue-Long Hou

  DOI：10.1002/asia.201100474

  日期：2011.12.2

  Free metal jacket: A regioselective metal‐free synthesis of polysubstituted pyrroles has been developed through a (diacetoxyiodo)benzene‐mediated cascade reaction of alkynyl amines in moderate to good yield (see scheme).

  游离金属夹套：通过（二乙酰氧基碘）苯介导的炔胺级联反应，以中等至良好的收率开发了多区域取代的吡咯的无区域选择性金属合成方法（参见方案）。
• Redox catalysis in free-radical reactions: New, simple, convenient intramolecular homolytic aromatic substitutions
  作者：Silvia Araneo、Francesca Fontana、Francesco Minisci、Francesco Recupero、Anna Serri

  DOI：10.1016/0040-4039(95)00746-y

  日期：1995.6

  Three new general, simple and convenient procedures of intramolecular homolytic aromatic substitution leading to homocyclic and heterocyclic compounds have been developed by addition of aryl or nucleophilic alkyl radicals to alkenes conjugated with electron-withdrawing groups in the presence of metal salt redox systems.

  通过在金属盐氧化还原体系存在下，将芳基或亲核烷基基团加到与吸电子基团共轭的烯烃中，已经开发出了三种新的，简单，方便的分​​子内均溶芳族取代导致同环和杂环化合物的方法。
• [EN] ALLOSTERIC BINDING COMPOUNDS<br/>[FR] COMPOSÉS DE LIAISON ALLOSTÉRIQUES
  申请人：UNIV AARHUS

  公开号：WO2010094289A1

  公开（公告）日：2010-08-26

  The present invention relates to allosteric binding compounds of formula (I), especially for the treatment of CNS disorders, together with pharmaceutical compositions and methods of treatment including these compounds.

  本发明涉及具有公式(I)的变构结合化合物，尤其用于治疗中枢神经系统疾病，以及包含这些化合物的药物组合物和治疗方法。