N-亚苄基-1-萘胺 | 890-51-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: N-亚苄基-1-萘胺
• 英文名称: N-benzylidenenaphthalen-1-amine
• 英文别名: N-benzylidene-1-naphthylamine；N-(1-naphthyl)-N-(phenylmethylene)amine；N-naphthalen-1-yl-1-phenylmethanimine
• CAS: 890-51-7
• 化学式: C₁₇H₁₃N
• mdl: MFCD00445503
• 分子量: 231.297
• InChiKey: NQPYSYDZNCHIQY-UHFFFAOYSA-N

物化性质

• 熔点：
  74°C
• 沸点：
  363.38°C (rough estimate)
• 密度：
  1.1024 (rough estimate)
• 稳定性/保质期：

  在常温常压下保持稳定，应避免与不相容的材料接触。

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2925290090
• 储存条件：
  密封保存，宜存放在阴凉干燥的库房中。

SDS

Name:	N-BENZYLIDENE-1-NAPTHYLAMINE 97% Material Safety Data Sheet
Synonym:
CAS:	890-51-7

Section 1 - Chemical Product MSDS Name:N-BENZYLIDENE-1-NAPTHYLAMINE 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
890-51-7	N-BENZYLIDENE-1-NAPTHYLAMINE	97%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use extinguishing media most appropriate for the surrounding fire.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 890-51-7: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: light brown
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 73 - 75 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: insoluble
Specific Gravity/Density:
Molecular Formula:
Molecular Weight: 231.30

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 890-51-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
N-BENZYLIDENE-1-NAPTHYLAMINE - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 890-51-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 890-51-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 890-51-7 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N-亚苄基-1-萘胺 生成 苯并(c)吖啶
  参考文献：
  名称：

  Pictet; Ehrlich, Justus Liebigs Annalen der Chemie, 1891, vol. 266, p. 160

  摘要：

  DOI：
• 作为产物：
  描述：

  N-苄基-1-萘胺 在 三苯基膦 、 palladium dichloride MS₃ Angstroem 、 氧气 、 sodium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 80.0 ℃ 、101.32 kPa 条件下， 反应 14.0h， 以56%的产率得到N-亚苄基-1-萘胺
  参考文献：
  名称：

  钯催化的胺的好氧氧化

  摘要：

  首次系统地检查了Pd催化的不同胺的好氧氧化。成功开发了PdCl 2 / PPh 3系统，以高收率催化多种类型的胺的好氧氧化，包括Ar–CH 2 NHPh，Ar–CH 2 NHOMe和Ar–CH 2 NHMs。理论研究表明，醇与各种胺在消除β-氢化物的能垒上存在显着差异。

  DOI：

  10.1016/j.tetlet.2006.09.088

文献信息

• Direct synthesis of imines by 9-azabicyclo-[3,3,1]nonan-N-oxyl/KOH-catalyzed aerobic oxidative coupling of alcohols and amines
  作者：Yan Wan、Jia-Qi Ma、Chao Hong、Mei-Chao Li、Li-Qun Jin、Xin-Quan Hu、Bao-Xiang Hu、Wei-Min Mo、Nan Sun、Zhen-Lu Shen

  DOI：10.1016/j.cclet.2017.10.006

  日期：2018.8

  Abstract A simple and efficient method for preparation of imines by the oxidative coupling of benzyl alcohols with aromatic amines or aliphatic amines was developed. The reaction was catalyzed by 9-azabicyclo[3.3.1]nonan-N-oxyl (ABNO)/KOH with air as the economic and green oxidant. Under the optimal reaction conditions, a variety of imines were obtained in 80%-96% isolated yields.

  摘要提出了一种简单有效的方法，通过苯甲醇与芳族胺或脂肪族胺的氧化偶合来制备亚胺。该反应由9-氮杂双环[3.3.1]壬南-N-氧基（ABNO）/ KOH催化，空气为绿色经济氧化剂。在最佳反应条件下，以80％-96％的分离产率获得了各种亚胺。
• Direct imine formation by oxidative coupling of alcohols and amines using supported manganese oxides under an air atmosphere
  作者：Bo Chen、Jun Li、Wen Dai、Lianyue Wang、Shuang Gao

  DOI：10.1039/c4gc00336e

  日期：——

  Manganese oxides loaded on various supports have been prepared and studied for the direct imine formation by oxidative coupling of alcohols and amines. Among the catalysts, hydroxyapatite supported manganese oxides (MnOx/HAP) show the best activity and selectivity for this reaction in the absence of an additional base using air as the environmentally benign terminal oxidant. NH3-/CO2-TPD results show

  已经制备了负载在各种载体上的锰氧化物，并研究了通过醇和胺的氧化偶联直接形成亚胺的方法。在这些催化剂中，羟基磷灰石负载的锰氧化物（MnO x / HAP）在没有使用空气作为环境友好的终端氧化剂的附加碱的情况下，对于该反应表现出最佳的活性和选择性。NH 3- / CO 2 -TPD结果表明，MnO x的两性性质/ HAP对于该反应获得令人满意的收率至关重要。各种芳族醇和胺均以良好或优异的收率平稳地转化为相应的亚胺。该催化剂可重复使用，并且在所有9次重复使用测试中均可提供98％的产品收率。与新鲜催化剂相比，经过九次反应后，再活化的MnO x / HAP的XRD和SEM没有明显变化。
• Au/Ag–Mo nano-rods catalyzed reductive coupling of nitrobenzenes and alcohols using glycerol as the hydrogen source
  作者：Xinjiang Cui、Chengming Zhang、Feng Shi、Youquan Deng

  DOI：10.1039/c2cc34178f

  日期：——

  A highly efficient Au/Ag–Mo nano-rods catalyst was prepared for the one-pot synthesis of imine and amine using equal molar ratio of nitrobenzene and alcohol as starting materials, and bio-based glycerol as the hydrogen source. The reaction mechanism of the nitrobenzene reduction, amine and aldehyde coupling, and imine reduction was explored.

  制备了一种高效的Au/Ag-Mo纳米棒催化剂，用于以硝基苯和醇的等摩尔比为起始原料，以生物基甘油为氢源，一步合成亚胺和胺。探讨了硝基苯还原、胺和醛缩合及亚胺还原的反应机理。
• KOH-mediated transition metal-free synthesis of imines from alcohols and amines
  作者：Jian Xu、Rongqiang Zhuang、Lingling Bao、Guo Tang、Yufen Zhao

  DOI：10.1039/c2gc35714c

  日期：——

  The various imines were prepared from alcohols and amines in moderate to good yields under an air atmosphere promoted by KOH, eliminating the need for toxic transition metal catalysts. Due to its simplicity, this protocol will have wide application in synthesis.

  在KOH催化的空气环境中，通过醇和胺制备了多种亚胺，产率从中等到良好，无需使用有毒的过渡金属催化剂。由于其简单性，这一方法将在合成领域得到广泛应用。
• 负载锰氧化合物催化醇和胺一步合成亚胺的方 法
  申请人：中国科学院大连化学物理研究所

  公开号：CN104710325B

  公开（公告）日：2016-06-15

  本发明属于化学化工技术领域，具体为一种负载锰氧化合物催化醇和胺一步合成亚胺的方法。以负载锰氧化合物为催化剂，采用分子氧或空气为氧化剂，在有溶剂或无溶剂状态下，60～90℃反应6～48小时，即可将醇和胺一步合成相应的亚胺化合物。催化剂中锰价态为+2，+3或+4价，通式为MnOx，载体为羟基磷灰石（Ca10(PO4)6(OH)2）。本发明催化剂可再生循环使用至少9次且依旧保持很好的活性和选择性。本发明方法催化剂具有制备简单，廉价，反应选择性高，对环境友好等特点。