4-丙氧基苯甲腈 | 60758-84-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 4-丙氧基苯甲腈
• 英文名称: 4-propoxybenzonitrile
• CAS: 60758-84-1
• 化学式: C₁₀H₁₁NO
• mdl: MFCD00173874
• 分子量: 161.203
• InChiKey: VYOPNUZYNSNYRA-UHFFFAOYSA-N

物化性质

• 稳定性/保质期：
  避免接触氧化物

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S36/37
• 危险类别码：
  R20/21/22
• 海关编码：
  2926909090
• 储存条件：
  在密封的贮藏器中存放，并置于阴凉、干燥处。

SDS

Name:	4-Propoxybenzonitrile 97% Material Safety Data Sheet
Synonym:
CAS:	60758-84-1

Section 1 - Chemical Product MSDS Name:4-Propoxybenzonitrile 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
60758-84-1	4-Propoxybenzonitrile	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. May cause respiratory tract irritation.
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 water spray, dry chemical, carbon dioxide, or chemical foam.

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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# 60758-84-1: 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: Solid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C10H11NO
Molecular Weight: 161

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Acids, bases, oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 60758-84-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Propoxybenzonitrile - 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
Shipping Name: NITRILES, SOLID, TOXIC, N.O.S.*
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
IMO
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
RID/ADR
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
Safety Phrases:
S 36/37 Wear suitable protective clothing and
gloves.
WGK (Water Danger/Protection)
CAS# 60758-84-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 60758-84-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 60758-84-1 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：

  4-丙氧基苯甲腈 在 1-丁基-3-甲基咪唑溴盐 作用下， 反应 0.5h， 以96%的产率得到4-羟基苯甲腈
  参考文献：
  名称：

  在微波照射下使用离子液体高效裂解烷基芳基醚

  摘要：

  已经开发了一种高度可靠的烷基芳基醚脱烷基方案，其烷基比甲基长。我们报告了使用离子液体 1-n-丁基-3-甲基咪唑溴化物 [bmim][Br] 在微波照射下成功裂解了各种乙基、正丙基和苄基芳基醚。尽管烷基化剂具有成本低、毒性小、产品疏水性大等许多特点，但较长的烷基醚比甲基醚的开发要少得多，这可能是由于脱保护步骤的难度更大。由于与本组开发的去甲基化方法具有条件温和、反应时间短、离子液体用量少等优点，脱烷基协议可以极大地鼓励更广泛地使用更长的烷基来保护酚基。与我们之前使用 [bmim][Br] 进行去甲基化的研究一样，微波辐射对于较长的烷基芳基醚的脱保护至关重要。与导致低转化率或分解的传统加热不同，微波辐射似乎更有效地提供能量来裂解醚键，因此抑制了不希望的反应。

  DOI：

  10.5012/bkcs.2013.34.1.174
• 作为产物：
  描述：

  4-(烯丙氧基)苯甲腈 在 tetrabutylammonium tetrafluoroborate 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 丁酮 为溶剂， 反应 15.0h， 生成 4-丙氧基苯甲腈
  参考文献：
  名称：

  电化学还原烷基芳基醚获得的自由基阴离子中碳-氧键均相裂解的热力学和动力学

  摘要：

  的性质和反应性 自由基阴离子已经通过电化学方法确定了4-氰基苯基烷基醚和萘基烷基醚的含量。在电化学条件下，均解离是唯一观察到的过程。循环伏安法 研究得出的结论是，这一过程是一个循序渐进的过程，最初是 自由基阴离子通过缓慢的一级反应裂解，然后以DISP1机理进行第二次电子转移。裂解速率常数与反应的标准自由能之间的Marcus型关系导致本征势垒在0.7至0.8eV的范围内。对本征势垒值的分析表明：溶剂 组织代表了适度的贡献， 自由基阴离子（结构性贡献）是总障碍的主要因素。使用这项工作建立的相关性，可以估算出以前未知的萘醚键解离能。

  DOI：

  10.1039/b110994d

文献信息

• Tuneable Hydrogenation of Nitriles into Imines or Amines with a Ruthenium Pincer Complex under Mild Conditions
  作者：Jong-Hoo Choi、Martin H. G. Prechtl

  DOI：10.1002/cctc.201403047

  日期：2015.3

  selective hydrogenation of aromatic and aliphatic nitriles into amines and imines is described. Using a ruthenium pincer complex, the selectivity towards amines or imines can be controlled by simple parameter changes. The reactions are conducted under very mild conditions between 50–100 °C at 0.4 MPa H2 pressure without any additives at low catalytic loadings of 0.5–1 mol %, which results in quantitative conversions

  描述了将芳族和脂族腈选择性氢化为胺和亚胺的方法。使用钌钳配合物，可以通过简单的参数更改来控制对胺或亚胺的选择性。反应在0.4 MPa H 2压力下在50-100°C的非常温和的条件下进行，在0.5-1 mol％的低催化负载下没有任何添加剂，从而实现了定量转化和高选择性。
• [EN] COMPOUNDS, SALTS THEREOF AND METHODS FOR TREATMENT OF DISEASES<br/>[FR] COMPOSÉS, SELS CORRESPONDANTS ET MÉTHODES POUR LE TRAITEMENT DE MALADIES
  申请人：ACADIA PHARM INC

  公开号：WO2019040107A1

  公开（公告）日：2019-02-28

  The present disclosure relates to compounds according to Formula (I), useful for treating diseases.

  本公开涉及按照式（I）的化合物，用于治疗疾病。
• The reductive deaminative conversion of nitriles to alcohols using <i>para</i>-formaldehyde in aqueous solution
  作者：Ghazal Tavakoli、Martin H. G. Prechtl

  DOI：10.1039/c9cy01484e

  日期：——

  We report herein, for the first time, the application of para-formaldehyde (pFA) to the reductive deamination of both aliphatic and aromatic nitriles in aqueous solution under transfer hydrogenation conditions. A broad range of primary alcohols have been synthesized selectively with very good to excellent yields under the optimized conditions. The study disclosed that the air-stable, inexpensive and

  我们在此首次报道了在转移氢化条件下，对甲醛（pFA）在水溶液中脂族和芳族腈的还原脱氨中的应用。在优化的条件下，已经选择性地合成了多种伯醇，收率非常好至极佳。研究表明，空气稳定，价格便宜且可商购的催化剂[Ru（p- Cymene）Cl 2 ] 2在该反应中充当催化剂前体，在存在pFA的情况下转化为其他更具活性的催化物质，降解为CO 2和H 2。腈也显示出在该转化中的双重作用，既作为底物又作为配体，其中二聚催化剂结构在腈分子配位时转变为单体结构。
• AMINO-PYRIDINE DERIVATIVES AS S1P1 /EDG1 RECEPTOR AGONISTS
  申请人：Bolli Martin

  公开号：US20100087417A1

  公开（公告）日：2010-04-08

  The invention relates to novel amino-pyridine derivatives, their preparation and their use as pharmaceutically active compounds. Said compounds particularly act as immunomodulating agents.

  该发明涉及新型氨基吡啶衍生物，其制备以及它们作为药用活性化合物的用途。这些化合物特别作为免疫调节剂。
• Visible‐Light Promoted C–O Bond Formation with an Integrated Carbon Nitride–Nickel Heterogeneous Photocatalyst
  作者：Arjun Vijeta、Carla Casadevall、Souvik Roy、Erwin Reisner

  DOI：10.1002/anie.202016511

  日期：2021.4.6

  photo/Ni dual catalytic cross‐coupling reactions. The dual catalytic Ni‐mpg‐CNx is demonstrated for C–O coupling between aryl halides and aliphatic alcohols under mild condition. The reaction affords the ether product in good‐to‐excellent yields (60–92 %) with broad substrate scope, including heteroaryl and aryl halides bearing electron‐withdrawing, ‐donating and neutral groups. The heterogeneous Ni‐mpg‐CNx

  镍沉积介孔石墨氮化碳（Ni-mpg-CN x ）是一种廉价、坚固、易于合成和可回收的材料，可作为集成的双光催化系统。该材料克服了现有光/镍双催化交叉偶联反应中对昂贵的光敏剂、有机配体和添加剂的需求以及催化剂失活的限制。双催化 Ni-mpg-CN x被证明可以在温和条件下实现芳基卤化物和脂肪醇之间的 C-O 偶联。该反应以良好到优异的产率（60-92％）提供醚产物，底物范围广泛，包括带有吸电子、给电子和中性基团的杂芳基和芳基卤化物。异质 Ni-mpg-CN x可以很容易地从反应混合物中回收，并在多个循环中重复使用，而不会损失活性。这些发现强调了完全异质系统促进双重催化的令人兴奋的机会。

表征谱图