N,N-二甲基-2-溴-4-硝基苯胺 | 64230-23-5

• 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: N,N-二甲基-2-溴-4-硝基苯胺
• 英文名称: 2-bromo-N,N-dimethyl-4-nitroaniline
• 英文别名: 2-Brom-4-nitro-N,N-dimethylanilin
• CAS: 64230-23-5
• 化学式: C₈H₉BrN₂O₂
• 分子量: 245.076
• InChiKey: SITKZBWMJBVSID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 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：
  49.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2921430090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N,N-Dimethyl 2-bromo-4-nitroaniline
Synonyms: 2-Bromo-N,N-dimethyl-4-nitroaniline

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

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Section 3. Composition/information on ingredients.
Ingredient name: N,N-Dimethyl 2-bromo-4-nitroaniline
CAS number: 64230-23-5

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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.

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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.

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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.

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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:

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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.

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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: C8H9BrN2O2
Molecular weight: 245.1

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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, hydrogen bromide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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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.

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

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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.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N,N-二甲基-2-溴-4-硝基苯胺 在 盐酸 、 bis-triphenylphosphine-palladium(II) chloride 、 sodium persulfate 、 copper(l) iodide 、 palladium 10% on activated carbon 、 水 、 氢气 、 苯甲酸酐 、 三乙胺 、 zinc(II) chloride 作用下， 以 甲醇 、 二氯甲烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.67h， 生成 扎鲁司特
  参考文献：
  名称：

  [EN] PROCESS FOR THE PREPARATION OF ZAFIRLUKAST AND ANALOGS THEREOF
  [FR] PROCÉDÉ DE PRÉPARATION DU ZAFIRLUKAST ET DE SES ANALOGUES

  摘要：

  本发明涉及一种制备(1-烷基吲哚-3-基甲基)苯甲酸衍生物的方法，特别是扎非鲁卡斯特及其类似物的制备方法。此外，该方法基于无保护基和C-H键活化策略，涉及所有步骤的催化转化序列，包括以下步骤：Sonogashira偶联、通过Sp3 C-H活化形成吲哚、还原氢化和酰胺化。

  公开号：

  WO2019130334A1
• 作为产物：
  描述：

  N,N-二甲基对硝基苯胺 在 水 、 氢溴酸 、 sodium nitrite 作用下， 生成 N,N-二甲基-2-溴-4-硝基苯胺
  参考文献：
  名称：

  386.亚硝酸钠对氢溴酸中对硝基二甲基苯胺的作用

  摘要：

  DOI：

  10.1039/jr9360001749

文献信息

• Catalyst and Additive‐Free Direct Amidation/Halogenation of Tertiary Arylamines with <i>N</i> ‐haloimide/amides
  作者：Xiu‐Juan Xu、Adila Amuti、Abudureheman Wusiman

  DOI：10.1002/adsc.202000796

  日期：2020.11.18

  developed for the amidation (halogenation) of tertiary arylamines by electrophilic activation using N‐haloimide/amides. Several control experiments have been performed, and the coupling reaction outcomes indicated that the N‐haloimide/amide brings three major functions, including electrophilic activation, aromatic halogenation and nucleophilic nitrogen sources. This cascade reaction features simple manipulation

  已开发出一种方法，可使用N卤代酰亚胺/酰胺通过亲电活化来对叔芳基胺进行酰胺化（卤化）。已经进行了一些控制实验，偶联反应结果表明，N-卤代酰亚胺/酰胺具有三个主要功能，包括亲电活化，芳族卤化和亲核氮源。该级联反应具有操作简单，不需要额外的催化剂，氧化剂或添加剂的特点，并且在温和条件下进行。
• van Loon,A. et al., Recueil des Travaux Chimiques des Pays-Bas, 1960, vol. 79, p. 977 - 1001
  作者：van Loon,A. et al.

  DOI：——

  日期：——
• Alkyl nitrite-metal halide deamination reactions. 7. Synthetic coupling of electrophilic bromination with substitutive deamination for selective synthesis of multiply brominated aromatic compounds from arylamines
  作者：Michael P. Doyle、Michael A. Van Lente、Rex Mowat、William F. Fobare

  DOI：10.1021/jo01301a004

  日期：1980.6
• Continuous Flow Nucleophilic Aromatic Substitution with Dimethylamine Generated in Situ by Decomposition of DMF
  作者：Trine P. Petersen、Anders Foller Larsen、Andreas Ritzén、Trond Ulven

  DOI：10.1021/jo400390t

  日期：2013.4.19

  A safe, practical, and scalable continuous flow protocol for the in situ generation of dimethylamine from DMF followed by nucleophilic aromatic substitution of a broad range of aromatic and heteroaromatic halides is reported.
• DOYLE M. P.; LENTE M. A. VAN; MOWAT R.; FOBARE W. F., J. ORG. CHEM., 1980, 45, NO 13, 2570-2575
  作者：DOYLE M. P.、 LENTE M. A. VAN、 MOWAT R.、 FOBARE W. F.

  DOI：——

  日期：——