2-氨基-6-氯-4-硝基苯酚 | 6358-09-4

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 烃类硝化物
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-氨基-6-氯-4-硝基苯酚
• 中文别名: 3-氯-2-羟基-5-硝基苯胺；2-氨基-6-氯代-4-硝基苯酚；6-氯-2-氨基-4-硝基苯酚；2-氨基-6-氯-4-硝基酚；6-氯-2-氨基苯酚-4-硝基苯酚；HC黄5号
• 英文名称: 2-amino-6-chloro-4-nitrophenol
• 英文别名: 5-amino-3-chloro-4-hydroxynitrobenzene
• CAS: 6358-09-4
• 化学式: C₆H₅ClN₂O₃
• mdl: MFCD00035767
• 分子量: 188.57
• InChiKey: TWLMSPNQBKSXOP-UHFFFAOYSA-N

物化性质

• 熔点：
  158-162.5℃
• 沸点：
  358.7±42.0 °C(Predicted)
• 密度：
  1.655±0.06 g/cm3(Predicted)
• LogP：
  1.8 at 20℃
• 物理描述：
  2-amino-6-chloro-4-nitrophenol hydrochloride appears as a brown powder. (NTP, 1992)
• 溶解度：
  less than 1 mg/mL at 70.7° F (NTP, 1992)
• 稳定性/保质期：

  在常温常压下保持稳定

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92.1
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• TSCA：
  Yes
• 危险等级：
  6.1
• 危险品标志：
  Xi
• 海关编码：
  2922299090
• RTECS号：
  ST5743000
• 危险类别：
  6.1
• 储存条件：
  请将药品存放在避光、阴凉且干燥的地方，并密封保存。

SDS

2-Amino-6-chloro-4-nitrophenol Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 2-Amino-6-chloro-4-nitrophenol

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Skin corrosion/irritation Category 2
Category 2A
Serious eye damage/eye irritation
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Warning
Hazard statements Causes skin irritation
Causes serious eye irritation
Precautionary statements:
Wash hands thoroughly after handling.
[Prevention]
Wear protective gloves/eye protection/face protection.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
[Response]
if present and easy to do. Continue rinsing.
If eye irritation persists: Get medical advice/attention.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 2-Amino-6-chloro-4-nitrophenol
Percent: >97.0%(GC)(T)
CAS Number: 6358-09-4
Synonyms: 3-Chloro-2-hydroxy-5-nitroaniline
C6H5ClN2O3
Chemical Formula:

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
2-Amino-6-chloro-4-nitrophenol

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Section 4. FIRST AID MEASURES
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Safety glasses. A face-shield, if the situation requires.
Eye protection:
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Crystal- Powder
Form:
Colour: Reddish yellow - Deep yellow red
No data available
Odour:
2-Amino-6-chloro-4-nitrophenol

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
pH: No data available
Melting point/freezing point:162°C
Boiling point/range: No data available
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: No data available
Solubility(ies):
[Water] No data available
[Other solvents] No data available

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx), Hydrogen chloride
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: orl-rat LD:>400 mg/kg
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
No data available
IARC =
NTP = No data available
Reproductive toxicity: No data available
RTECS Number: ST5743000

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
No data available
Algae:
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobility in soil
Log Pow: No data available
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: Does not correspond to the classification standard of the United Nations
UN-No: Not listed
2-Amino-6-chloro-4-nitrophenol

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

2-氨基-6-氯-4-硝基苯酚属于苯胺类化合物，是一种重要的化工和医药中间体，可用于染料、染发剂、医药及农药等领域。

制备该化合物时，在500毫升反应瓶中加入2-氨基-4-硝基苯酚30.8克（0.2摩尔）、二氯乙烷150克以及含有碘的氯化铁0.5克。搅拌后，将温度降至15℃，开始缓慢滴加硫酰氯29.7克（0.22摩尔）。反应过程中略有放热，需控制滴加温度在20℃以下。滴加完毕后，在35℃下保温1小时，随后逐渐升温至35℃并保温2小时。

取样检查中控，确保原料含量低于0.5%时停止反应。减压蒸馏回收二氯乙烷，先回收70%的溶剂（按体积计算），再补加200克去离子水继续蒸馏。待所有二氯乙烷完全回收后，滴加30%液碱至反应液pH值为8.5，并在80℃下保温1小时。然后加入3克活性炭，于高温下保温1小时后再趁热过滤。

将滤液降温至30℃，开始滴加盐酸调节pH值至4.5，保温0.5小时后进行过滤，得到黄绿色潮状产品50克。在70℃条件下干燥18小时后，获得红棕色固体2-氨基-6-氯-4-硝基苯酚30.2克，收率为80%，HPLC纯度为99.5%。

反应信息

• 作为反应物：
  描述：

  2-氨基-6-氯-4-硝基苯酚 在 arsenic(V) oxide 、 硫酸 、 溶剂黄146 、 铂 作用下， 生成 5-amino-7-chloro-8-hydroxyquinoline
  参考文献：
  名称：

  关于喹啉的某些衍生物，尤其是8-氧基喹啉

  摘要：

  它是由8-氧喹啉盐酸盐与HgCl 2加成的化合物，也是4,8-二氧喹啉，5-硝基-7-氯-8-氧喹啉，5-氨基-7-氯-8-氧喹啉，8的加成化合物的制备。-Oxy-7-氯-5,6,2'，3'-吡啶喹啉，5-N-磺酰胺基7-7-氯-8-氧基喹啉，3-硝基-5-氯-6-氧-乙酰乙酰苯胺，4'-描述了硝基-，4'-氨基喹啉酮和8-氧代邻苯二酚，并研究了它们对各种微生物的有效性。

  DOI：

  10.1002/hlca.19520350211
• 作为产物：
  描述：

  6-氯-2,4-二硝基苯酚 在 ammonium sulfide 作用下， 生成 2-氨基-6-氯-4-硝基苯酚
  参考文献：
  名称：

  Human Osteoclast Cathepsin K Is Processed Intracellularly Prior to Attachment and Bone Resorption

  摘要：

  猫肽酶K是半胱氨酸蛋白酶香肠酶超家族的一个成员，并被提议在破骨细胞介导的骨吸收中发挥关键作用。我们开发了一种灵敏的细胞化学检测法，以定位和量化破骨细胞猫肽酶K在破骨细胞瘤和人类骨组织切片中的活性。在组织切片中，远离骨组织的破骨细胞表现出高水平的猫肽酶K信使RNA（mRNA）和蛋白质。然而，这些细胞中的大部分猫肽酶K处于不活跃的酶原形式，使用细胞化学检测和特异性免疫染色进行评估。相反，靠近骨组织的破骨细胞含有高水平的免疫反应性成熟猫肽酶K，其酶活性以极性方式与骨表面共分布。在靠近骨组织的破骨细胞中，活性酶的极性显而易见。与骨表面接触的破骨细胞几乎完全表达成熟形式的猫肽酶K。这些细胞显示出强烈的酶活性，且在皱褶边界处极化。这些结果表明，猫肽酶K的体内激活是在细胞内发生的，在分泌到吸收凹陷和骨吸收开始之前。促猫肽酶K转化为成熟猫肽酶K的过程发生在破骨细胞接近骨组织时，这表明局部因素可能会调节这一过程。

  DOI：

  10.1359/jbmr.2001.16.3.478

文献信息

• Compositions for oxidatively dyeing keratin fibers and methods for using such compositions
  申请人：Lim Mu'Ill

  公开号：US20070209123A1

  公开（公告）日：2007-09-13

  Compositions for dyeing keratin fibers comprise (a) at least one keratin dyeing compound selected from aromatic systems which comprise at least one boronic acid or boronic ester moiety and which are capable of forming upon oxidation a nucleophile or an electrophile, (b) at least one additional keratin dyeing compound selected from the group consisting of auxiliary developers and auxiliary couplers, and (c) a cosmetically suitable medium. Methods for oxidatively dyeing keratin fibers comprise the steps of applying such compositions in the presence of an oxidizing agent and rinsing the hair. A hair coloring product in kit form comprises a first separately packaged container comprising a composition as described above and a second separately packaged container comprising an oxidizing agent.

  用于染色的组合物包括：(a)至少一种选自含有至少一个硼酸或硼酸酯基团的芳香族系统的角蛋白染料化合物，这些化合物在氧化时能够形成亲核物或亲电子物；(b)至少一种额外的角蛋白染料化合物，选自辅助显色剂和辅助偶联剂的组合；(c)一种化妆品适用的介质。氧化染角蛋白纤维的方法包括在氧化剂存在下应用这样的组合物，并冲洗头发。一种套装形式的头发染色产品包括一个第一独立包装容器，其中包含上述描述的组合物，以及一个第二独立包装容器，其中包含氧化剂。
• [EN] NEW COSMETIC COMPOSITIONS COMPRISING CATIONIC DYES AND PROCESS FOR DIRECT DYEING OF KERATIN FIBERS<br/>[FR] NOUVELLES COMPOSITIONS COSMÉTIQUES COMPRENANT DES COLORANTS CATIONIQUES, ET PROCÉDÉ DE COLORATION DIRECTE DE FIBRES DE KÉRATINE
  申请人：ALFA PARF GROUP S P A

  公开号：WO2014202152A1

  公开（公告）日：2014-12-24

  The present invention relates to new compositions for dyeing keratin fibers comprising, in a medium suitable for dyeing, one or more cationic dye of general formula (I) or (II), or a physiologically tolerated adduct thereof with an acid: (II), as well as to a process for dyeing keratin fibers comprising one or more cationic dye of general formula (I) or (II), or a physiologically tolerated adduct thereof with an acid.

  本发明涉及用于染色角蛋白纤维的新组合物，所述组合物包括适用于染色的介质中的一个或多个阳离子染料，其具有一般式(I)或(II)，或其与酸的生理耐受加合物：(II)，以及一种用于染色角蛋白纤维的方法，包括使用一个或多个具有一般式(I)或(II)的阳离子染料，或其与酸的生理耐受加合物。
• Studies of the Absorption Spectra of Azo Dyes and their Metal-complexes. II. The Absorption Spectra of Phenolazoacetoacetamide and its Derivatives
  作者：Yoshiharu Yagi

  DOI：10.1246/bcsj.36.492

  日期：1963.5

  phenolic nucleus and a hydrazone group, and the D bands, in a conjugative electronic transition between a carboxylic acid anilide group and a hydrazone group. From the investigation of the series of spectra in phenolazoacetoacetbenzylamides, the B bands have been assigned to the conjugation band; they arise from a conjugative electronic transition within a partial chromophore consisting of an acetyl carbonyl

  酚偶氮乙酰乙酰胺呈腙形式。酚羟基在固态和非极性溶剂中与腙氮原子形成分子内氢键。这些化合物的电子吸收光谱表现出四组特征谱带： A 谱带产生于涉及电子沿相应化合物整个共轭体系迁移的跃迁；C 带起源于酚核和腙基团之间的共轭电子跃迁，D 带起源于羧酸酰苯胺基团和腙基团之间的共轭电子跃迁。从对苯酚偶氮乙酰乙酰苄基酰胺的系列光谱的研究来看，B 带已被指定为共轭带；
• [EN] 2-ACYLAMIDOMETHYL AND SULFONYLAMIDOMETHYL BENZOXAZINE CARBAMATES FOR INHIBITION OF RORgamma ACTIVITY AND THE TREATMENT OF DISEASE<br/>[FR] BENZOXAZINE CARBAMATES DE 2-ACYLAMIDOMÉTHYLE ET DE SULFONYLAMIDOMÉTHYLE POUR L'INHIBITION DE L'ACTIVITÉ DU RORGAMMA ET LE TRAITEMENT D'UNE MALADIE
  申请人：MERCK SHARP & DOHME

  公开号：WO2015095788A1

  公开（公告）日：2015-06-25

  The invention provides certain benzoxazine compounds of the Formula (I) or pharmaceutically acceptable salts thereof, wherein R1, R2, Ra, Rb, Rc, Rd, Rg, and Cy are as defined herein. The invention also provides pharmaceutical compositions comprising such compounds of the Formula (I) or pharmaceutically acceptable salts thereof, and methods of using the compounds of the Formula (I) or pharmaceutically acceptable salts thereof or pharmaceutical compositions comprising the same for treating diseases or conditions mediated by RORgammaT.

  该发明提供了Formula (I)的某些苯并噁嗪化合物或其药用盐，其中R1、R2、Ra、Rb、Rc、Rd、Rg和Cy如本文所定义。该发明还提供了包括Formula (I)的这些化合物或其药用盐的药物组合物，以及使用Formula (I)的这些化合物或其药用盐或包含相同的药物组合物治疗由RORgammaT介导的疾病或症状的方法。
• THIOL DYES
  申请人：Eliu Victor Paul

  公开号：US20090113639A1

  公开（公告）日：2009-05-07

  Disclosed are thiol dyes of formula (1), wherein R 1 is hydrogen; C 1 -C 12 alkyl; or phenyl-C 1 -C 4 alkyl; X is C 1 -C 12 alkylene; C 2 -C 12 alkenylene; C 5 -C 10 cycloalkylene; C 5 -C 10 arylene; or C 5 -C 10 arylene-C 1 -C 10 alkylene; Y is the residue of an organic dye which corresponds to the formula (1a), wherein R 2 is hydrogen; or C 1 -C 5 alkyl; R 3 is a radical of formula (1a 1 ): (1a 2 ); or (1a 3 ); or R 2 and R 3 together with the linking carbon atom 1 C form a 6 to 10 membered carbocyclic ring which may optionally be a condensated aromatic system and may contain one or more than one hetero atom; and R 4 , R 5 and R 6 independently form each other are hydrogen, or C 1 -C 5 alkyl; Z is H; or a thio ester group of formula (1b), wherein A is O; S; or N—R9; B is —OR7; —NR7R8, or —SR7; and A is O; S; or N—R 9 ; B is —OR 7 ; —NR 7 R 8 , or —SR 7 ; and R 7 , R 8 and R 9 , independently from each other are hydrogen; C 1 -C 12 alkyl C 6 -C 12 aryl; or C 6 -C 12 aryl-C 1 -C 12 alkyl. The compounds are useful for the dyeing of organic materials, such as keratin fibers, preferably human hair.

  揭示了式（1）的硫醇染料，其中R1为氢；C1-C12烷基；或苯基-C1-C4烷基；X为C1-C12亚烷基；C2-C12烯亚烷基；C5-C10环烷基；C5-C10芳基；或C5-C10芳基-C1-C10亚烷基；Y为与式（1a）对应的有机染料的残基，其中R2为氢；或C1-C5烷基；R3为式（1a1）的基团：（1a2）；或（1a3）；或R2和R3与连接碳原子1C形成6至10成员的碳环，该碳环可以选择性地是一个缩合芳香系统，并且可以含有一个或多个杂原子；以及R4，R5和R6独立地形成彼此为氢，或C1-C5烷基；Z为H；或式（1b）的硫酯基团，其中A为O；S；或N—R9；B为—OR7；—NR7R8，或—SR7；而A为O；S；或N—R9；B为—OR7；—NR7R8，或—SR7；且R7，R8和R9，彼此独立地为氢；C1-C12烷基；C6-C12芳基；或C6-C12芳基-C1-C12烷基。这些化合物适用于有机材料的染色，例如角蛋白纤维，最好是人类头发。