2-甲基-6-硝基茴香醚 | 18102-29-9

• 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: 2-甲基-6-硝基茴香醚
• 中文别名: 2-甲基-6-硝基苯甲醚
• 英文名称: 2-methyl-6-nitroanisole
• 英文别名: 2-methoxy-1-methyl-3-nitrobenzene；2-methyl-6-nitroanisol
• CAS: 18102-29-9
• 化学式: C₈H₉NO₃
• mdl: MFCD00661626
• 分子量: 167.164
• InChiKey: OCSBJPCSPDPAQL-UHFFFAOYSA-N

物化性质

• 沸点：
  140 °C(Press: 24 Torr)
• 密度：
  1.180±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2909309090
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 2-Methyl-6-nitroanisole
Synonyms: 2-Methoxy-1-methyl-3-nitrobenzene; 2-methoxy-3-nitrotoluene

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 2-Methyl-6-nitroanisole
CAS number: 18102-29-9

---

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: C8H9NO3
Molecular weight: 167.2

---

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：

  2-甲基-6-硝基茴香醚 在 sodium hydroxide 、 硝酸 作用下， 生成 二硝酚
  参考文献：
  名称：

  Robinson, Journal of the Chemical Society, 1916, vol. 109, p. 1087

  摘要：

  DOI：
• 作为产物：
  描述：

  硫酸二甲酯 、 alkaline earth salt of/the/ methylsulfuric acid 生成 2-甲基-6-硝基茴香醚
  参考文献：
  名称：

  Gibson, Journal of the Chemical Society, 1925, vol. 127, p. 45

  摘要：

  DOI：

文献信息

• 13C NMR spectra of substitutedo-nitroanisoles andn-butylo-nitrophenyl ethers
  作者：Petrus J. Zeegers、Malcolm J. Thompson

  DOI：10.1002/mrc.1260300607

  日期：1992.6

  13C NMR analyses of substituted o-nitroanisoles and n-butyl o-nitrophenyl ethers are reported.

  报告了取代的o-硝基甲苯和n-丁基o-硝基苯醚的13C NMR分析。
• Eco‐Friendly Methodology for the Formation of Aromatic Carbon–Heteroatom Bonds by Using Green Ionic Liquids
  作者：Kenza Richards、Eddy Petit、Yves‐Marie Legrand、Claude Grison

  DOI：10.1002/chem.202003827

  日期：2021.1.7

  the formation of aromatic carbon–heteroatom bonds under solvent‐free and mild conditions (no co‐oxidant, no strong acid and no toxic reagents) by using a new type of green ionic liquid. The bromination of methoxy arenes was chosen as a model reaction. The reaction methodology is based on only using natural sodium bromine, which is transformed into an electrophilic brominating reagent within an ionic

  据报道，通过使用新型绿色离子液体，在无溶剂和温和条件下（无助氧化剂，无强酸和无毒试剂）形成芳香族碳-杂原子键的新的可持续方法。选择甲氧基芳烃的溴化作为模型反应。该反应方法仅基于天然溴化钠，该溴化钠在离子液体中转化为亲电溴化试剂，可以轻松地从熔融的盐FeCl 3制备六水合物。在简单且环境友好的条件下，使用这种原位生成的试剂进行溴化反应可提供良好的收率和出色的区域选择性。为了了解不加任何强氧化剂的溴化钠的溴极性反转的异常现象，通过拉曼光谱和直接注入电喷雾电离质谱（ESI-MS）对反应介质的分子结构进行了表征。进行使用密度泛函理论方法的广泛调查计算来形容表明溴的间接氧化机制-通过新的铁加合物。该方法的多功能性先后应用于在熔融六水合FeCl 3中使用KNO 3和KSCN进行甲氧基芳烃的硝化和硫氰化反应。
• Photochemical Nucleophilic Substitution Reactions of Methyl Substituted Derivatives of<i>p</i>- and<i>o</i>-Nitroanisole
  作者：Masaki Sawaura、Toshio Mukai

  DOI：10.1246/bcsj.54.3213

  日期：1981.10

  Photosubstitution reactions of several methyl substituted derivatives of p- and o-nitroanisole with hydroxide ion were investigated. The methyl substituent seemed to show an uncertain (probably electronic) effect in addition to the steric effect for the replacement of both the methoxy and the nitro groups. Mainly, the replacement reaction of the nitro group is discussed.

  研究了对和邻硝基苯甲醚的几种甲基取代衍生物与氢氧根离子的光取代反应。除了取代甲氧基和硝基的空间效应外，甲基取代基似乎还显示出不确定的（可能是电子的）效应。主要讨论了硝基的置换反应。
• Total synthesis of the isoquinolinium metabolite ETM-204 of Trabectidin
  作者：Christian Lembacher-Fadum、Simon Gissing、Georg Pour、Rolf Breinbauer

  DOI：10.1007/s00706-021-02844-1

  日期：——

  chemotherapy of soft-tissue sarcoma and ovarian cancer. The isoquinolinium metabolite ETM-204 has been found in biotransformation and degradation studies of Trabectedin. We report the first total synthesis of ETM-204 and its full spectroscopic characterization confirming the postulated structure. Central elements of the 12-step synthesis starting from 2-methyl-6-nitrophenol are a Cu-mediated conversion of

  Ecteinascidin-743 (Trabectidin, Trabectedin ® , Yondelis ® ) 是一种合成获得的药物，最初是从海洋被囊类动物中分离出来的。Trabectedin 用于软组织肉瘤和卵巢癌的化疗。在 Trabectedin 的生物转化和降解研究中发现了异喹啉代谢物 ETM-204。我们报告了 ETM-204 的首次全合成及其完整的光谱表征，证实了假定的结构。从 2-甲基-6-硝基苯酚开始的 12 步合成的核心要素是铜介导的碘芳烃向苯酚的转化、Skattebøl 甲酰化和修饰的 Pomeranz-Fritsch 环化以组装异喹啉环。可以澄清其视觉吸光度的 pH 依赖性。 图形摘要
• Studies on photochemical reaction of air pollutants. X. Identification of nitrophenols in suspended particulates.
  作者：KAZUHIRO NOJIMA、AKIHIRO KAWAGUCHI、TAKESHI OHYA、SABURO KANNO、MASAAKI HIROBE

  DOI：10.1248/cpb.31.1047

  日期：——

  In suspended particulates collected in Yokohama over various 24-h periods, the following seven nitrophenols were detected ; o-nitrophenol, p-nitrophenol, 2, 6-dinitrophenol, 2, 4-dinitrophenol, 2-methyl-6-nitrophenol, 2-methyl-4-nitrophenol and 3-methyl-4-nitrophenol. These nitrophenols were also observed in smog chamber experiments carried out with benzene and toluene in the presence of nitrogen dioxide in air.

  在横滨不同 24 小时内收集的悬浮颗粒物中，检测到以下七种硝基苯酚；邻硝基苯酚、对硝基苯酚、2, 6-二硝基苯酚、2, 4-二硝基苯酚、2-甲基-6-硝基苯酚、2-甲基-4-硝基苯酚和3-甲基-4-硝基苯酚。在空气中存在二氧化氮的情况下用苯和甲苯进行的烟雾室实验中也观察到了这些硝基酚。