4-溴-2-氯-6-(三氟甲基)苯胺 | 870703-71-2

• 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-溴-2-氯-6-(三氟甲基)苯胺
• 中文别名: 2-氨基-5-溴-3-氯苯腈
• 英文名称: 4-bromo-2-chloro-6-(trifluoromethyl)aniline
• CAS: 870703-71-2
• 化学式: C₇H₄BrClF₃N
• 分子量: 274.468
• InChiKey: GAOGWONUOUYZFD-UHFFFAOYSA-N

物化性质

• 密度：
  1.769 g/mL at 25 °C(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S36/37
• 危险类别码：
  R22
• 海关编码：
  2921420090
• WGK Germany：
  3

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product name : 4-Bromo-2-chloro-6-(trifluoromethyl)aniline

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
According to Regulation (EC) No1272/2008
Acute toxicity, Oral (Category 4)
Eye irritation (Category 2)
According to European Directive 67/548/EEC as amended.
Harmful if swallowed.
Label elements
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
H319 Causes serious eye irritation.
Precautionary statement(s)
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Hazard symbol(s)
Xn Harmful
R-phrase(s)
R22 Harmful if swallowed.
S-phrase(s)
S36/37 Wear suitable protective clothing and gloves.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Formula : C6H4BrClF3N
Molecular Weight : 262,45 g/mol
CAS-No. EC-No. Index-No. Classification Concentration
4-Bromo-2-chloro-6-(trifluoromethyl)aniline
870703-71-2 - - Acute Tox. 4; Eye Irrit. 2; -
H302, H319
Xn, R22
For the full text of the H-Statements mentioned in this Section, see Section 16.

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Section 4. FIRST AID MEASURES
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special protective equipment for fire-fighters
Wear self contained breathing apparatus for fire fighting if necessary.

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions
Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed
containers for disposal.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid inhalation of vapour or mist.
Normal measures for preventive fire protection.
Conditions for safe storage
Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully
resealed and kept upright to prevent leakage. Store in cool place.

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Personal protective equipment
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with
multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to
engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. Use respirators and components tested and approved under appropriate government
standards such as NIOSH (US) or CEN (EU).
Hand protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique (without
touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves
after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the
standard EN 374 derived from it.
Eye protection
Face shield and safety glasses Use equipment for eye protection tested and approved under appropriate
government standards such as NIOSH (US) or EN 166(EU).
Skin and body protection
Complete suit protecting against chemicals, The type of protective equipment must be selected according
to the concentration and amount of the dangerous substance at the specific workplace.
Hygiene measures
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at
the end of workday.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Appearance
Form liquid
Colour colourless
Safety data
pH no data available
Melting point no data available
Boiling point no data available
Flash point no data available
Ignition temperature no data available
Lower explosion limit no data available
Upper explosion limit no data available
Density 1,769 g/cm3 at 25 °C
Water solubility no data available
Partition coefficient: log Pow: 3,612
n-octanol/water

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Section 10. STABILITY AND REACTIVITY
Chemical stability
Stable under recommended storage conditions.
Conditions to avoid
no data available
Materials to avoid
Strong oxidizing agents
Hazardous decomposition products
Hazardous decomposition products formed under fire conditions. - Carbon oxides, nitrogen oxides (NOx),
Hydrogen chloride gas, Hydrogen bromide gas, Hydrogen fluoride

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Section 11. TOXICOLOGICAL INFORMATION
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
Prolonged or repeated exposure may cause allergic reactions in certain sensitive individuals.
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion Harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes Causes eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly
investigated.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional
waste disposal service to dispose of this material.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
ADR/RID
Not dangerous goods
IMDG
Not dangerous goods
IATA
Not dangerous goods

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-溴-2-氯-6-(三氟甲基)苯胺 在 硫酸 、 sodium nitrite 、 phosphinic acid 作用下， 以 水 为溶剂， 以226 mg的产率得到1-溴-3-氯-5-(三氟甲基)甲苯
  参考文献：
  名称：

  一种合成3-氯-5-三氟甲基三氟苯乙酮的方法

  摘要：

  本发明公开了一种合成3‑氯‑5‑三氟甲基三氟苯乙酮的方法，包括：邻氨基三氟甲苯先溴代再氯代，得到4‑溴‑2‑氯‑6‑三氟甲基苯胺；4‑溴‑2‑氯‑6‑三氟甲基苯胺经过重氮化后，用次磷酸或乙醇处理，得到脱氨基化合物1‑溴‑3‑氯‑5‑(三氟甲基)苯；1‑溴‑3‑氯‑5‑(三氟甲基)苯用镁屑做成格氏试剂，与酰化试剂发生亲核反应得到3‑氯‑5‑三氟甲基三氟苯乙酮。该路线使用的起始原料邻氨基三氟甲苯为价格便宜的常见化学品，各步反应所得产物纯度好且收率都较高，对环境污染相对较小，有望用于规模化工业生产。

  公开号：

  CN113636919A
• 作为产物：
  描述：

  2-氨基-5-溴三氟甲苯 在 N-氯代丁二酰亚胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以94%的产率得到4-溴-2-氯-6-(三氟甲基)苯胺
  参考文献：
  名称：

  [EN] BENZIMIDAZOLE ANTIVIRAL AGENTS
  [FR] AGENTS ANTIVIRAUX À BASE DE BENZIMIDAZOLE

  摘要：

  提供的是公式(I)和(II)的化合物以及它们的药用可接受盐，它们的药物组合物，它们的制备方法，以及它们用于治疗由黄病毒科病毒家族成员如丙型肝炎病毒（HCV）介导的病毒感染。

  公开号：

  WO2011097491A1

文献信息

• [EN] BENZIMIDAZOLE ANTIVIRAL AGENTS<br/>[FR] AGENTS ANTIVIRAUX À BASE DE BENZIMIDAZOLE
  申请人：GLAXOSMITHKLINE LLC

  公开号：WO2011097491A1

  公开（公告）日：2011-08-11

  Provided are compounds of Formula (I) and (II) and pharmaceutically acceptable salts thereof, their pharmaceutical compositions, their methods of preparation, and their use for treating viral infections mediated by a member of the Flaviviridae family of viruses such as hepatitis C virus (HCV).

  提供的是公式(I)和(II)的化合物以及它们的药用可接受盐，它们的药物组合物，它们的制备方法，以及它们用于治疗由黄病毒科病毒家族成员如丙型肝炎病毒（HCV）介导的病毒感染。
• [EN] ROR NUCLEAR RECEPTOR MODULATORS<br/>[FR] MODULATEURS DES RÉCEPTEURS NUCLÉAIRES ROR
  申请人：ABBVIE INC

  公开号：WO2016198908A1

  公开（公告）日：2016-12-15

  The invention provides compounds of Formula (I) pharmaceutically acceptable salts, pro-drugs, biologically active metabolites, stereoisomers and isomers thereof wherein the variable are defined herein. The compounds of the invention are useful for treating immunological conditions.

  本发明提供了式(I)化合物的药物可接受的盐、前药、生物活性代谢物、立体异构体和它们的同分异构体，其中变量如本文所述定义。本发明的化合物用于治疗免疫性疾病。
• Transition metal-free direct C H trifluoromethyltion of (hetero)arenes with Togni’s reagent
  作者：Xiaoyu Chen、Licheng Ding、Linlin Li、Jingya Li、Dapeng Zou、Yangjie Wu、Yusheng Wu

  DOI：10.1016/j.tetlet.2019.151538

  日期：2020.2

  A new transition-metal-free direct C−H trifluoromethylation reaction of (hetero)arenes with Togni’s reagent was developed. This transformation proceeded smoothly under mild conditions and exhibited good tolerance of many synthetically relevant functional groups. It provided an alternative approach for the synthesis of trifluoromethylated (hetero)arenes.

  开发了一种新的无杂芳烃与Togni's试剂的无过渡金属直接C-H三氟甲基化反应。该转化在温和条件下平稳进行，并且表现出对许多合成相关官能团的良好耐受性。它为合成三氟甲基化（杂）芳烃提供了另一种方法。
• Nickel-Catalyzed Direct C–H Trifluoromethylation of Free Anilines with Togni’s Reagent
  作者：Xianying Gao、Yang Geng、Shuaijun Han、Apeng Liang、Jingya Li、Dapeng Zou、Yusheng Wu、Yangjie Wu

  DOI：10.1021/acs.orglett.8b01216

  日期：2018.7.6

  nickel-catalyzed C–H trifluoromethylation for the synthesis of trifluoromethylated free anilines using Togni’s reagent has been developed. This approach exhibits a good functional group tolerance, good regioselectivity, and chemoselectivity under mild conditions. The newly developed economical one-step method is a better alternative to synthesize trifluoromethylated free anilines.

  已经开发出一种有效的镍催化的C–H三氟甲基化，用于使用Togni试剂合成三氟甲基化的游离苯胺。该方法在温和条件下显示出良好的官能团耐受性，良好的区域选择性和化学选择性。新开发的经济型一步法是合成三氟甲基化游离苯胺的更好选择。
• 一种三氟甲基芳香胺的制备方法
  申请人：郑州泰基鸿诺医药股份有限公司

  公开号：CN108503552B

  公开（公告）日：2022-01-28

  本发明涉及一种三氟甲基芳香胺的制备方法。该方法包括以下步骤：式(1)所示的芳香胺和式(2)所示的三氟甲基化试剂在溶剂中于碱和/或镍化合物存在的条件下反应，生成式(3)所示的三氟甲基化芳香胺类化合物。本发明提供的三氟甲基芳香胺的制备方法，以芳香胺和1‑三氟甲基‑1,2‑苯碘酰‑3(H)‑酮为原料，利用芳香环上的氨基定位作用，在碱和/或镍化合物存在的条件下进行反应，其合成步骤简单、原料成本低，可大大降低三氟甲基芳香胺的生产成本，有利于大规模工业化生产。