2'-甲基-4-二甲氨基偶氮苯 | 3731-39-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 中文名称: 2'-甲基-4-二甲氨基偶氮苯
• 中文别名: 4-(甲氨基)2-甲基偶氮苯；4-(二甲氨基)-2'-甲基偶氮苯
• 英文名称: 2'-methyl-4-dimethylaminoazobenzene
• 英文别名: N,N-dimethyl-4-o-tolylazo-aniline；N,N-Dimethyl-4-o-tolylazo-anilin；4'-Dimethylamino-2-methyl-azobenzol；4-dimethylamino-2'-methylazobenzene；2-Methyl-4'-dimethylamino-azobenzol；4-Dimethylamino-2'-methyl-azobenzol；N,N-dimethyl-4-[(2-methylphenyl)diazenyl]aniline
• CAS: 3731-39-3
• 化学式: C₁₅H₁₇N₃
• 分子量: 239.32
• InChiKey: PREOKNMPMCPQQJ-UHFFFAOYSA-N

物化性质

• 熔点：
  74 °C
• 沸点：
  371.98°C (rough estimate)
• 密度：
  0.9908 (rough estimate)
• 物理描述：
  2'-methyl-4-dimethylaminoazobenzene appears as red crystals or red-orange solid. (NTP, 1992)
• 溶解度：
  less than 1 mg/mL at 68° 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)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  28
• 氢给体数：
  0
• 氢受体数：
  3

ADMET

毒理性

• 副作用

高铁血红蛋白血症 - 血液中高铁血红蛋白含量增加；该化合物被归类为继发性毒性效应。

Methemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 非人类毒性摘录

给大鼠喂食含有2'-甲基-4-二甲氨基偶氮苯的饮食7周，并未提高α1-胎蛋白水平，也未在完整大鼠或70%肝切除的大鼠中引起肝脏变化。

FEEDING RATS FOR 7 WK WITH A DIET CONTAINING 2'-METHYL-4-DIMETHYLAMINOAZOBENZENE DID NOT RAISE THE ALPHA1-FETOPROTEIN LEVEL, & DID NOT CAUSE LIVER ALTERATIONS, EITHER IN INTACT OR IN 70% HEPATECTOMIZED RATS.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

在给大鼠口服600 ppm的2'-甲基-4-二甲氨基偶氮苯的饮食后，发现了α-胎蛋白的短暂出现。

A TRANSIENT APPEARANCE OF ALPHA-FETOPROTEIN WAS FOUND WITH THE DIETARY ADMIN OF 600 PPM OF 2'-METHYL-4-DIMETHYLAMINOAZOBENZENE TO RATS.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在单次口服给药后，氚标记的对-二甲氨基偶氮苯与非致癌的2-甲基-4-二甲氨基偶氮苯在大鼠肝脏和脾脏的不同细胞组分中的结合水平相似，除了在给药后4到8小时之间，有更多的DNA与致癌物结合。致癌的3'-甲基-4-二甲氨基偶氮苯与DNA的结合是2-甲基-4-二甲氨基偶氮苯的6倍。当以饮食方式连续给予大鼠(14)C标记的对-二甲氨基偶氮苯或2-甲基-4-二甲氨基偶氮苯时，2-甲基-4-二甲氨基偶氮苯与肝脏蛋白的结合略高于致癌化合物。然而，对-二甲氨基偶氮苯与肝脏DNA的结合远远高于非致癌类似物。

THE LEVEL OF BINDING OF TRITIATED PARA-DIMETHYLAMINOAZOBENZENE & THE NON- CARCINOGENIC 2-METHYL-4-DIMETHYLAMINOAZOBENZENE TO DIFFERENT CELL FRACTIONS OF RAT LIVER & SPLEEN FOLLOWING SINGLE ORAL ADMIN WERE SIMILAR, EXCEPT THAT MORE DNA WAS BOUND TO THE CARCINOGEN BETWEEN 4 & 8 HR AFTER ADMIN. ...BINDING OF CARCINOGENIC 3'-METHYL-4-DIMETHYLAMINOAZOBENZENE TO DNA WAS 6 TIMES GREATER THAN THAT OF 2-METHYL-4-DIMETHYLAMINOAZOBENZENE. WHEN (14)C-LABELED PARA-DIMETHYLAMINOAZOBENZENE OR 2-METHYL-4-DIMETHYLAMINOAZOBENZENE WERE GIVEN CONTINUOUSLY TO RATS IN DIET, BINDING OF 2-METHYL-4-DIMETHYLAMINOAZOBENZENE TO LIVER PROTEIN WAS SLIGHTLY HIGHER THAN THAT OF CARCINOGENIC COMPD. PARA-DIMETHYLAMINOAZOBENZENE, WAS HOWEVER, BOUND MUCH MORE TO DNA OF LIVER THAN WAS NON-CARCINOGENIC ANALOGUE.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险类别码：
  R20/21/22
• RTECS号：
  BX8300000
• 海关编码：
  2927000090
• 储存条件：
  常温、避光、存放在通风干燥处，并密封保存。

SDS

4-(Dimethylamino)-2'-methylazobenzene Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 4-(Dimethylamino)-2'-methylazobenzene

Revision number: 5

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Acute toxicity (Oral) Category 4
Not classified
ENVIRONMENTAL HAZARDS
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Warning
Hazard statements Harmful if swallowed
Precautionary statements:
[Prevention] Do not eat, drink or smoke when using this product.
Wash hands thoroughly after handling.
IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
[Response]
Rinse mouth.
Dispose of contents/container through a waste management company authorized by
[Disposal]
the local government.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 4-(Dimethylamino)-2'-methylazobenzene
Percent: ....
CAS Number: 3731-39-3
Synonyms: 2'-Methyl-4-(dimethylamino)azobenzene
Chemical Formula: C15H17N3

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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.
Skin contact: Remove/Take off immediately all contaminated clothing. Rinse skin with
water/shower. If skin irritation or rash occurs: Get medical advice/attention.
4-(Dimethylamino)-2'-methylazobenzene

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Section 4. FIRST AID MEASURES
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: Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth.
Protection of first-aiders: A rescuer should wear personal protective equipment, such as rubber gloves and air-
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Dry chemical, foam, water spray, carbon dioxide.
Suitable extinguishing
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: Yellow red - Deep yellow red
No data available
Odour:
pH: No data available
Melting point/freezing point:74°C
4-(Dimethylamino)-2'-methylazobenzene

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
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
No data available
[Other solvents]

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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)
products:

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Section 11. TOXICOLOGICAL INFORMATION
No data available
Acute Toxicity:
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
No data available
Reproductive toxicity:
RTECS Number: BX8300000

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
Algae: No data available
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
4-(Dimethylamino)-2'-methylazobenzene

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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

反应信息

• 作为产物：
  描述：

  邻甲苯胺 生成 2'-甲基-4-二甲氨基偶氮苯
  参考文献：
  名称：

  Earl; Robson, Australian Chemical Institute Journal and Proceedings, 1939, vol. 6, p. 268,272

  摘要：

  DOI：

文献信息

• Liquid azo dyes
  作者：Siddanagouda Biradar、Ryohei Kasugai、Hisayoshi Kanoh、Hitoshi Nagao、Yasuhiro Kubota、Kazumasa Funabiki、Motoo Shiro、Masaki Matsui

  DOI：10.1016/j.dyepig.2015.10.024

  日期：2016.2

  Any liquid azo dyes, in which auxochrome such as dialkylamino, alkoxy, and amino group is attached in a molecule, were produced. In a series of 2-alkyl-4'-(dimethylamino)azobenzenes, the butyl, hexyl, octyl, and dodecyl derivatives were liquid at room temperature, whereas the propyl, 1-methylethyl, 1-methylpropyl, 1,1-dimethylethyl, and octadecyl derivatives were solid. Thus, it is essential for liquid azo dyes to have a medium n-alkyl group at the 2-position. In a series of 2-butyl-4'-(dialkylamino) azobenzenes, the dimethylamino, diethylamino, dibutylamino, dioctylamino, and didodecylamino derivatives were liquid. 2-Butyl-4'-methoxyazobenzene and 4-amino-3,5-dimethy1-2'-butylazobenenzne were also liquid, whereas 2-butyl-4'-hydroxyazobenznene, 4-amino-2'-butylazobenzene, and 2-butyl-4'-(methylamino)azobenzene were solid. The prevention of pi-pi stacking, alkyl alkyl interactions, and intermolecular hydrogen bond could produce liquid azo dyes. (c) 2015 Elsevier Ltd. All rights reserved.
• Miller; Sapp; Miller, Journal of the American Chemical Society, 1948, vol. 70, p. 3458,3459,3461
  作者：Miller、Sapp、Miller

  DOI：——

  日期：——
• Earl; Robson, Australian Chemical Institute Journal and Proceedings, 1939, vol. 6, p. 268,272
  作者：Earl、Robson

  DOI：——

  日期：——