2,6-二氯-N-苯基苯胺 | 15307-93-4

• 物质功能分类: 有机原料 - 氨基化合物 - 环烷胺、芳香单胺、芳香多胺及其衍生物和盐
• 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: 2,6-二氯-N-苯基苯胺
• 中文别名: 2,6-二氯二苯胺；N-苯基-2,6-二氯苯胺；2,6-二氯联苯胺；2,6-二氯二苯基胺
• 英文名称: 2,6-dichlorodiphenylamine
• 英文别名: 2,6-dichloro-N-phenylaniline；N-2,6-dichlorophenyl aniline；2,6-Dichlor-diphenylamin；N-phenyl-2,6-dichloroaniline
• CAS: 15307-93-4
• 化学式: C₁₂H₉Cl₂N
• mdl: MFCD00269648
• 分子量: 238.116
• InChiKey: HDUUZPLYVVQTKN-UHFFFAOYSA-N

物化性质

• 熔点：
  50-53 °C(lit.)
• 沸点：
  115 °C(Press: 0.01 Torr)
• 密度：
  1.327±0.06 g/cm3(Predicted)
• 闪点：
  >230 °F
• 溶解度：
  可溶于氯仿（少许）、乙酸乙酯（少许）、甲醇（少许）
• 稳定性/保质期：

  按规定使用不会分解，避免与氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 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：
  12
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2921440000
• 危险品运输编号：
  UN 3077 9 / PGIII
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存于密闭、阴凉、干燥处。

SDS

2,6-Dichlorodiphenylamine Revision number: 5
SAFETY DATA SHEET

---

Section 1. IDENTIFICATION
Product name: 2,6-Dichlorodiphenylamine

Revision number: 5

---

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.

---

Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 2,6-Dichlorodiphenylamine
Percent: >98.0%(GC)
CAS Number: 15307-93-4
Synonyms: N-(2,6-Dichlorophenyl)aniline
C12H9Cl2N
Chemical Formula:

---

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.
2,6-Dichlorodiphenylamine

---

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.

---

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:

---

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.

---

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.

---

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.

---

Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Crystal- Powder
Form:
Colour: White - Greyish yellow green
No data available
Odour:
2,6-Dichlorodiphenylamine

---

Section 9. PHYSICAL AND CHEMICAL PROPERTIES
pH: No data available
Melting point/freezing point:51°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]
Soluble: Methanol

---

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:

---

Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
NTP = No data available
Reproductive toxicity: No data available

---

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):

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途

2,6-二氯-N-苯基苯胺是双氯芬酸的类似物，而双氯芬酸是一种非甾体类抗炎化合物，能抑制环氧合酶（COX）。

生物活性

2,6-二氯代苯胺是双氯芬酸钠 (HY-15037) 的结构类似物，并具有抗白色念珠菌的生物活性。双氯芬酸钠是一种有效的非选择性抗炎剂，为环氧合酶（COX）抑制剂，在CHO细胞中对人COX-1和COX-2的IC50值分别为4 nM和1.3 nM。

化学性质

液体。沸点约为109-111℃/0.4Pa。

用途

双氯灭酸的中间体。

反应信息

• 作为反应物：
  描述：

  2,6-二氯-N-苯基苯胺 在 对甲苯磺酸 sodium hydroxide 、 镍 、 间氯过氧苯甲酸 作用下， 以 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 55.5h， 生成 双氯芬酸
  参考文献：
  名称：

  Synthesis of diclofenac.

  摘要：

  双氯芬酸是一种强效的抗炎药物，通过酸催化的环化反应制备自N-(2, 6-二氯苯基)-α-(甲基亚磺酰基)乙酰苯胺或α-氯-N-(2, 6-二氯苯基)-α-(甲基硫基)乙酰苯胺，随后对得到的1-(2, 6-二氯苯基)-3-(甲基硫基)氧吲哚进行脱硫和水解。

  DOI：

  10.1248/cpb.32.1995
• 作为产物：
  描述：

  2,6-二氯苯酚 在 sodium hydroxide 作用下， 以 水 、 甲苯 、 苯 为溶剂， 反应 31.0h， 生成 2,6-二氯-N-苯基苯胺
  参考文献：
  名称：

  一种双氯芬酸锌的合成方法

  摘要：

  本发明涉及一种双氯芬酸锌的合成方法，属于药物的化学合成领域。以苯胺为原料，在乙酰氯的作用下和2,6‑二氯苯酚反应，得2‑(2,6‑二氯苯氧)‑N‑苯乙酰胺，其在无机碱的作用下制备N‑(2，6‑二氯苯基)苯胺，该化合物在氯乙酰氯作用下，再经环合反应制备1‑(2,6‑二氯苯基)‑2‑吲哚酮，1‑(2,6‑二氯苯基)‑2‑吲哚酮经水解等反应合成双氯芬酸锌。本发明成本低、收率高，总收率70％，尤其是反应条件温和、绿色环保，在反应过程所产生的盐酸气等废气均使用吸收系统被较好地吸收，因此具有良好的工业化前景。

  公开号：

  CN106905178A

文献信息

• [EN] BENZIMIDAZOLE DERIVATIVES AND THEIR USE AS VANILLOID RECEPTOR LIGANDS<br/>[FR] DERIVES DE BENZIMIDAZOLES ET UTILISATION DE CEUX-CI EN TANT QUE LIGANDS DU RECEPTEUR VANILLOIDE
  申请人：AMGEN INC

  公开号：WO2004035549A1

  公开（公告）日：2004-04-29

  Compounds of formula (I) are useful in the treatment of vanilloid-receptor-meditated diseases, such as inflammatory or neuropathic pain and diseases involving sensory nerve function such as asthma, rheumatoid arthritis, osteoarthritis, inflammatory bowel disorders, urinary incontinence, migraine and psoriasis.

  式（I）的化合物在治疗辣椒素受体介导的疾病方面很有用，如炎症性或神经病痛以及涉及感觉神经功能的疾病，如哮喘、类风湿性关节炎、骨关节炎、炎症性肠道疾病、尿失禁、偏头痛和牛皮癣。
• [EN] PRODRUGS OF SECONDARY AMINE COMPOUNDS<br/>[FR] PROMÉDICAMENTS DE COMPOSÉS AMINE SECONDAIRES
  申请人：ALKERMES PHARMA IRELAND LTD

  公开号：WO2013088255A1

  公开（公告）日：2013-06-20

  The present invention relates to compounds of Formula (I).

  本发明涉及式(I)的化合物。
• COMPOUND, INK, INK CARTRIDGE AND INK JET RECORDING METHOD
  申请人：CANON KABUSHIKI KAISHA

  公开号：US20170247557A1

  公开（公告）日：2017-08-31

  A compound is represented by the following formula (1). In the compound represented by Formula (1), at least one of R 1 to R 24 is a group particularly high electron withdrawing property, such as a sulfonic acid group and a carboxylic acid group or a group having the next highest electron withdrawing property to the sulfonic acid group and the carboxylic acid group, such as a halogen atom.

  化合物由以下公式（1）表示。 在由公式（1）表示的化合物中，至少有一个R1到R24是具有特别高电子抽取性质的基团，例如磺酸基团和羧酸基团，或者具有次高电子抽取性质的基团，例如卤素原子。
• NiH‐Catalyzed Remote Asymmetric Hydroalkylation of Alkenes with Racemic α‐Bromo Amides
  作者：Fang Zhou、Yao Zhang、Xianfeng Xu、Shaolin Zhu

  DOI：10.1002/anie.201813222

  日期：2019.2.4

  Reported here is a terminal‐selective, remote asymmetric hydroalkylation of olefins with racemic α‐bromo amides. The reaction proceeds by NiH‐catalyzed alkene isomerization and subsequent alkylation reaction, and can enantioconvergently introduce an unsymmetrical secondary alkyl group from a racemic α‐bromo amide onto a terminal C(sp3)−H position along the hydrocarbon chain of the alkene. This mild process

  这里报道的是外消旋α-溴酰胺对烯烃的末端选择性远程不对称加氢烷基化反应。该反应通过NiH催化的烯烃异构化和随后的烷基化反应进行，并且可以将外消旋α-溴酰胺的不对称仲烷基对映体会聚到沿烯烃烃链的末端C（sp 3）-H位置。这种温和的过程提供了一系列结构多样的手性α-烷基链烷酰胺，收率高，区域和对映选择性高。此外，该协议的合成效用通过大规模将异构烯烃混合物的工业原料转化为对映异构的α-烷基链烷酰胺而进一步凸显出来。
• Industrial-Scale Palladium-Catalyzed Coupling of Aryl Halides and Amines –A Personal Account
  作者：Stephen L. Buchwald、Christelle Mauger、Gerard Mignani、Ulrich Scholz

  DOI：10.1002/adsc.200505158

  日期：2006.1

  The palladium-catalyzed coupling of amines and aryl halides or aryl alcohol derivatives has matured from an exotic small-scale transformation into a very general, efficient and robust reaction during the last ten years. This article reports several applications of this method from an industrial vantage point, including ligand synthesis, synthesis of arylpiperazines, arylhydrazines and diarylamines

  在过去的十年中，胺和芳基卤化物或芳基醇衍生物的钯催化偶联已从奇特的小规模转化发展为非常通用，高效且稳定的反应。本文从工业角度出发报道了该方法的几种应用，包括配体合成，芳基哌嗪，芳基肼和二芳基胺的合成。重点放在扩大规模和安全性问题上，以强调CN联轴器作为解决工业规模综合问题的潜力。

表征谱图