4-氨基二苯醚 | 139-59-3

• 物质功能分类: 有机原料 - 醚类化合物及其衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-氨基二苯醚
• 中文别名: 4-苯氧基苯胺
• 英文名称: 4-phenoxyanilin
• 英文别名: 4-Aminophenyl phenyl ether；4-phenoxyaniline；4-aminodiphenyl ether
• CAS: 139-59-3
• 化学式: C₁₂H₁₁NO
• mdl: MFCD00007862
• 分子量: 185.225
• InChiKey: WOYZXEVUWXQVNV-UHFFFAOYSA-N

物化性质

• 熔点：
  82-84 °C(lit.)
• 沸点：
  140 °C (2.2503 mmHg)
• 密度：
  1.0936 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

ADMET

代谢

4-苯氧基苯胺已知的人类代谢物包括N-(4-苯氧基苯基)乙酰胺。

4-phenoxyaniline has known human metabolites that include N-(4-Phenoxyphenyl)acetamide.

来源:NORMAN Suspect List Exchange

安全信息

• TSCA：
  Yes
• 危险等级：
  9
• 危险品标志：
  Xn
• 危险类别码：
  R22,R68,R50/53,R43
• 危险品运输编号：
  BY7930000
• WGK Germany：
  3
• RTECS号：
  BY7930000
• 海关编码：
  2922299090
• 包装等级：
  I; II; III
• 安全说明：
  S24,S26,S36/37/39,S45,S61
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H317,H319,H335
• 储存条件：
  | 室温 |

SDS

Name:	4-Phenoxyaniline 97% Material Safety Data Sheet
Synonym:	4-Aminophenyl phenyl ethe
CAS:	139-59-3

Section 1 - Chemical Product MSDS Name:4-Phenoxyaniline 97% Material Safety Data Sheet
Synonym:4-Aminophenyl phenyl ethe

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
139-59-3	4-Phenoxyaniline	97%	205-367-2

Hazard Symbols: XN N
Risk Phrases: 22 40 43 50/53

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed. Limited evidence of a carcinogenic effect. May cause sensitization by skin contact. Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May cause skin sensitization, an allergic reaction, which becomes evident upon re-exposure to this material.
May be harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Possible risk of irreversible effects.

---

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:
Treat symptomatically and supportively.

---

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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam.

---

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.

---

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Do not allow water to get into the container because of violent reaction. 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.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 139-59-3: 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystalline powder
Color: brown - green
Odor: weak odor
pH: Not available.
Vapor Pressure: 13.3 hPa @180 deg C
Viscosity: Not available.
Boiling Point: 140 deg C @3hPa
Freezing/Melting Point: 82-86 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: 385 deg C
Solubility in water: <1g/l in water (20C)
Specific Gravity/Density:
Molecular Formula: C12H11NO
Molecular Weight: 185.22

---

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, acid anhydrides, chlorides.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 139-59-3: BY7930000 LD50/LC50:
CAS# 139-59-3: Draize test, rabbit, eye: 100 mg/24H Moderate; Draize test, rabbit, skin: 500 mg/24H Mild.
Carcinogenicity:
4-Phenoxyaniline - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

---

Section 12 - ECOLOGICAL INFORMATION
Other No information available.

---

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

---

Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: III

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN N
Risk Phrases:
R 22 Harmful if swallowed.
R 40 Limited evidence of a carcinogenic effect.
R 43 May cause sensitization by skin contact.
R 50/53 Very toxic to aquatic organisms, may cause
long-term adverse effects in the aquatic environment.
Safety Phrases:
S 24 Avoid contact with skin.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
S 61 Avoid release to the environment. Refer to
special instructions/safety data sheets.
WGK (Water Danger/Protection)
CAS# 139-59-3: No information available.
Canada
CAS# 139-59-3 is listed on Canada's NDSL List.
CAS# 139-59-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 139-59-3 is listed on the TSCA inventory.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途：用作染料中间体

反应信息

• 作为反应物：
  描述：

  4-氨基二苯醚 在 乙醚 、 氨 、 sodium 作用下， 生成 对氨基苯酚
  参考文献：
  名称：

  The Cleavage of Diphenyl Ethers by Sodium in Liquid Ammonia. I. Ortho and Para Substituted Diphenyl Ethers

  摘要：

  DOI：

  10.1021/ja01283a002
• 作为产物：
  描述：

  对硝基二苯醚 在 sodium tetrahydroborate 作用下， 以 水 为溶剂， 反应 5.0h， 以85%的产率得到4-氨基二苯醚
  参考文献：
  名称：

  室温下，可持续和可重复使用的 DNA 支持的镍纳米颗粒在水中选择性还原硝基芳烃

  摘要：

  摘要 本研究制备了一种新型的、可生物降解的、环境友好的由 DNA 负载镍纳米粒子组成的催化剂，并通过傅里叶变换红外光谱、高分辨透射电子显微镜、能量色散 X 射线分析、X 射线光电子能谱、紫外可见光谱、电感耦合等离子体发射光谱和元素分析。该催化剂在室温下用硼氢化钠 (NaBH4) 作为廉价的氢化物来源在水中还原各种取代硝基芳烃时表现出显着的催化活性和化学选择性。对于所有测试底物的还原，观察到高周转频率和选择性。有趣的是，该催化剂可以方便地回收用于多次循环反应，具有持续的活性。此外，在反应过程中几乎没有镍物质从催化剂中浸出，证明了本催化方案中真正的异质性。 图文摘要通过 DNA 负载的镍纳米粒子与硼氢化钠实现将各种硝基芳族化合物还原成相应的胺常温下在水中作还原剂。

  DOI：

  10.1007/s10562-019-02741-7

文献信息

• Compositions for Treatment of Cystic Fibrosis and Other Chronic Diseases
  申请人：Vertex Pharmaceuticals Incorporated

  公开号：US20150231142A1

  公开（公告）日：2015-08-20

  The present invention relates to pharmaceutical compositions comprising an inhibitor of epithelial sodium channel activity in combination with at least one ABC Transporter modulator compound of Formula A, Formula B, Formula C, or Formula D. The invention also relates to pharmaceutical formulations thereof, and to methods of using such compositions in the treatment of CFTR mediated diseases, particularly cystic fibrosis using the pharmaceutical combination compositions.

  本发明涉及含有上皮钠通道活性抑制剂与至少一种ABC转运蛋白调节剂化合物（A式、B式、C式或D式）的药物组合物。该发明还涉及这些药物配方，以及使用这些组合物治疗CFTR介导的疾病，特别是囊性纤维化的方法。
• Arenesulfonyl Fluoride Synthesis via Copper-Catalyzed Fluorosulfonylation of Arenediazonium Salts
  作者：Yongan Liu、Donghai Yu、Yong Guo、Ji-Chang Xiao、Qing-Yun Chen、Chao Liu

  DOI：10.1021/acs.orglett.0c00484

  日期：2020.3.20

  We report herein a general and practical copper-catalyzed fluorosulfonylation reaction of a wide range of abundant arenediazonium salts to smoothly prepare various arenesulfonyl fluorides using the 1,4-diazabicyclo[2.2.2]octane-bis(sulfur dioxide) adduct as a convenient sulfonyl source in combination with KHF2 as an ideal fluorine source and without the need for additional oxidants. Interestingly,

  我们在此报告了一种广泛应用的丰富的芳烃二氮杂鎓盐的一般和实用的铜催化的氟磺酰化反应，可使用1,4-二氮杂双环[2.2.2]辛烷-双（二氧化硫）加合物作为方便的磺酰基来平稳地制备各种芳烃磺酰氟。源与KHF2结合作为理想的氟源，不需要其他氧化剂。有趣的是，起始的芳氮唑鎓盐中芳环的电子特性对反应机理具有重要影响。
• [EN] BICYCLIC COMPOUNDS AS KINASES INHIBITORS<br/>[FR] COMPOSÉS BICYCLIQUES UTILISÉS EN TANT QU'INHIBITEURS DES KINASES
  申请人：ZHANG DAWEI

  公开号：WO2013173254A1

  公开（公告）日：2013-11-21

  The present invention is directed to novel bicyclic compounds, their derivatives, pharmaceutically acceptable salts, solvates and hydrates thereof. The compounds and compositions of the present invention have protein kinases inhibitory activities and are useful for the treatment of protein kinases mediated diseases and conditions. Novel bicyclic compounds disclosed herein include quinazolines and quinolines.

  本发明涉及新颖的双环化合物，它们的衍生物，药用可接受的盐，溶剂和水合物。本发明的化合物和组合物具有蛋白激酶抑制活性，并可用于治疗蛋白激酶介导的疾病和症状。本文披露的新颖双环化合物包括喹唑啉和喹啉。
• Metal-Free Cascade Formation of Intermolecular C–N Bonds Accessing Substituted Isoindolinones under Cathodic Reduction
  作者：Zirong Zou、Genuo Cai、Weihao Chen、Canlin Zou、Yamei Li、Hongting Wu、Lu Chen、Jinhui Hu、Yibiao Li、Yubing Huang

  DOI：10.1021/acs.joc.1c01845

  日期：2021.11.5

  An electrochemical protocol for the construction of substituted isoindolinones via reduction/amidation of 2-carboxybenzaldehydes and amines has been realized. Under metal-free and external-reductant-free electrolytic conditions, the reaction achieves the cascade formation of intermolecular C–N bonds and provides a series of isoindolinones in moderate to good yields. The deuterium-labeling experiment

  已经实现了通过 2-羧基苯甲醛和胺的还原/酰胺化来构建取代异吲哚啉酮的电化学方案。在无金属和无外部还原剂的电解条件下，该反应实现了分子间 C-N 键的级联形成，并以中等至良好的产率提供了一系列异吲哚啉酮。氘标记实验证明，产物亚甲基中的氢主要由体系中的H 2 O提供。
• Inhibitors of histone deacetylase
  申请人：——

  公开号：US20020177594A1

  公开（公告）日：2002-11-28

  Compounds having the formula 1 or therapeutically acceptable salts thereof, are histone deacetylase (HDAC) inhibitors. Preparation of the compounds, compositions containing the compounds, and treatment of diseases using the compounds are disclosed.

  具有以下化学式的化合物或其治疗上可接受的盐是组蛋白去乙酰化酶（HDAC）抑制剂。本文揭示了该化合物的制备、含有该化合物的组合物以及使用该化合物治疗疾病的方法。

表征谱图