1,4-二胺萘 | 2243-61-0

• 物质功能分类: 化学试剂 - 有机试剂 - 多胺
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,4-二胺萘
• 中文别名: 1,4-二氨基萘；1,4-萘二胺
• 英文名称: 1,4-diaminonaphthalene
• 英文别名: naphthalene-1,4-diamine；1.4-Diamino-naphthalin；1,4-naphthalenediamine；1,4-Naphthylendiamin
• CAS: 2243-61-0
• 化学式: C₁₀H₁₀N₂
• mdl: MFCD01712813
• 分子量: 158.203
• InChiKey: OKBVMLGZPNDWJK-UHFFFAOYSA-N

物化性质

• 熔点：
  114-116 °C
• 沸点：
  273.29°C (rough estimate)
• 密度：
  1.1192 (rough estimate)
• 物理描述：
  1,4-naphthalenediamine is a dark green to black crystalline solid. (NTP, 1992)
• 溶解度：
  less than 1 mg/mL at 66° F (NTP, 1992)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R22
• WGK Germany：
  3
• 海关编码：
  2921590090
• 危险标志：
  GHS07
• 危险性描述：
  H302,H319
• 危险性防范说明：
  P305 + P351 + P338
• 储存条件：
  -20°C

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 1,4-Diaminonaphthalene
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 2243-61-0
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Acute toxicity, Oral (Category 4), H302
Eye irritation (Category 2), H319
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xn Harmful R22
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
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.
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Synonyms : 1,4-Naphthalenediamine
Formula : C10H10N2
Molecular Weight : 158,2 g/mol
CAS-No. : 2243-61-0
EC-No. : 218-816-2
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
Naphthalene-1,4-diamine
CAS-No. 2243-61-0 Acute Tox. 4; Eye Irrit. 2; <= 100 %
EC-No. 218-816-2 H302, H319
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
Naphthalene-1,4-diamine
CAS-No. 2243-61-0 Xn, R22 <= 100 %
EC-No. 218-816-2
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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SECTION 4: First aid measures
Description of 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.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin 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.
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.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: solid
Colour: beige
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 114 - 116 °C
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- log Pow: 1,933
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
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
Additional Information
RTECS: QJ3380000
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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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
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material. Dissolve or mix the material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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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：

  1,4-二胺萘 在 碘苯二乙酸 作用下， 以 丙酮 为溶剂， 反应 0.17h， 以90%的产率得到1,4-萘醌
  参考文献：
  名称：

  (二乙酰氧基碘)苯在芳基二胺碳碳裂解及醌类合成中的新应用

  摘要：

  描述了高价碘试剂（二乙酰氧基碘）苯用于二氨基芳基碳-碳裂解的新型合成效用。1,2-二氨基芳基化合物成功转化为相应的腈类，而该方法也可用于由相应的1,4-二氨基芳基化合物制备醌类化合物。该协议的优点是较短的反应时间和温和的反应条件，以获得中等至良好的产量。

  DOI：

  10.1055/s-0030-1258511
• 作为产物：
  描述：

  1-氨基-4-硝基萘 在 5%-palladium/activated carbon 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以100%的产率得到1,4-二胺萘
  参考文献：
  名称：

  解构非共价Kelch样ECH相关蛋白1（Keap1）抑制剂成碎片，以重建新的有效化合物。

  摘要：

  靶向核因子类红细胞2相关因子2（Nrf2）和与Kelch样ECH相关蛋白1（Keap1）之间的蛋白相互作用是控制涉及氧化应激疾病的潜在治疗策略。在这里，在基于片段的解构重建（FBDR）研究中，将六类已知的小分子Keap1-Nrf2 PPI抑制剂分解为77个片段，并在四个正交试验中进行了测试。这给出了17个片段命中，其中X射线晶体学显示其中6个在Keap1 Kelch结合袋中结合。相对于亲本片段，两个命中片段以220-380倍的亲和力（K i = 16μM）被合并到化合物8中。系统优化产生了一些与K i有关的新颖类似物值0.04–0.5μM，通过X射线晶体学测定的结合模式，以及增强的微粒体稳定性。这证明了FBDR如何可用于发现新的片段片段，阐明重要的配体-蛋白质相互作用以及鉴定Keap1-Nrf2 PPI的新有效抑制剂。

  DOI：

  10.1021/acs.jmedchem.0c02094

文献信息

• FLUORINATED SULFONATE ESTERS OF ARYL KETONES FOR NON-IONIC PHOTO-ACID GENERATORS
  申请人：International Business Machines Corporation

  公开号：US20180046077A1

  公开（公告）日：2018-02-15

  Non-ionic photo-acid generating (PAG) compounds were prepared that contain an aryl ketone group having a perfluorinated substituent alpha to the ketone carbonyl. The non-polymeric PAGs release a sulfonic acid when exposed to high energy radiation such as deep UV or extreme UV light. The photo-generated sulfonic acid has a low diffusion rate in an exposed resist layer subjected to a post-exposure bake (PEB) at 100° C. to 150° C., resulting in formation of good line patterns after development. At higher temperatures, the PAGs can also undergo a thermal reaction to form a sulfonic acid. The perfluorinated substituent provides improved thermal stability and hydrolytic/nucleophilic stability.

  非离子型光生酸(PAG)化合物被制备出来，它们含有一个含有全氟取代基的芳酮基团，该取代基位于酮羰基的α位置。这些非聚合PAGs在暴露于高能辐射，如深紫外或极紫外光时，会释放出磺酸。在100°C至150°C的后曝光烘烤(PEB)下，光生成的磺酸在暴露的抵抗层中具有较低的扩散速率，从而在开发后形成良好的线条图案。在较高温度下，PAGs也可以通过热反应形成磺酸。全氟取代基提供了改善的热稳定性和水解/亲核稳定性。
• Ruthenium(II)-Catalyzed <i>Ortho</i>-C–H Alkylation of Naphthylamines with Diazo Compounds for Synthesis of 2,2-Disubstituted π-Extended 3-Oxindoles in Water
  作者：Xiaogang Wang、Jin Zhang、Yuan He、Di Chen、Chao Wang、Fangzhou Yang、Weitao Wang、Yangmin Ma、Michal Szostak

  DOI：10.1021/acs.orglett.0c01811

  日期：2020.7.2

  Ruthenium(II)-catalyzed ortho-C–H alkylation of naphthylamines with diazo compounds for the synthesis of 2,2-disubstituted π-extended 3-oxindoles has been developed. The method represents the first example of C–H alkylation via carbenoid insertion in water as a sustainable solvent. The procedure includes an inexpensive ruthenium catalyst as well as aqueous media and results in the release of benign

  已经开发了钌（II）催化的萘胺与重氮化合物的邻位C-H烷基化反应，用于合成2,2-二取代的π-延伸的3-氧吲哚。该方法代表了通过类胡萝卜素插入水中作为可持续溶剂进行C–H烷基化的第一个例子。该过程包括廉价的钌催化剂以及水性介质，并导致良性N 2的释放。π-扩展的3-氧吲哚产物在用于荧光成像的水溶液中显示出良好的抗肿瘤性能和显着的荧光性能。
• [EN] BLACK DICHROIC DYE<br/>[FR] COLORANT DICHROÏQUE NOIR
  申请人：BASF SE

  公开号：WO2011157614A1

  公开（公告）日：2011-12-22

  Described is a black dichroic dye composition comprising 2 or more dyes, wherein at least one dye, generally a red dye and optionally a yellow dye, conforms to the formula A and at least one dye, usually a blue dye, conforms to the formula B Ar1-N=N-[Ar2-N=N-]qAr3-N=N-Ar4 (B) with symbols as defined in present claims. The dye composition is well suited for combination with liquid crystal material for use, inter alia, as polarizing film and/or in liquid crystal displays, showing, inter alia, high dichroic ratio and excellent compatibility with the LC material.

  描述的是一种黑色二色性染料组合物，包括2种或更多种染料，其中至少一种染料，通常是红色染料，可选地是黄色染料，符合公式A，至少一种染料，通常是蓝色染料，符合公式B Ar1-N=N-[Ar2-N=N-]qAr3-N=N-Ar4（B），符号如本权利要求所定义。该染料组合物非常适合与液晶材料结合使用，例如作为偏振膜和/或液晶显示器中，具有高二色比和与液晶材料的优异兼容性。
• Process for the preparation of urethanes
  申请人：Jacob Andreas

  公开号：US20090275771A1

  公开（公告）日：2009-11-05

  Urethanes are prepared by oxidative carbonylation of at least one amino compound in the presence of carbon monoxide, oxygen and organic, at least one hydroxyl-group-carrying compound. The carbonylation is carried out in the absence of halogen-containing promoters. The carbonylation is also carried out in the presence of a metal complex catalyst which contains neutral bidentate N-chelate ligands of the (N˜N) type, two monoanionic N,O-chelate ligands of the general type (N˜O) − or tetradentate dianionic chelate ligands (O˜N˜N˜O) 2− .

  聚氨酯是通过氧化羰基化至少一种氨基化合物来制备的，在碳一氧化碳、氧气和有机物存在下，至少还有一种带有羟基的化合物。羰基化是在不存在含卤素的促进剂的情况下进行的。羰基化也是在含有中性双齿N-螯合配体（N˜N）类型的金属络合物催化剂存在下进行的，这种配体是两个单负离子N,O-螯合配体的一般类型(N˜O) − 或四个双负离子螯合配体（O˜N˜N˜O） 2− 。
• METHOD FOR PRODUCING URETHANES
  申请人：Gärtner Felix

  公开号：US20130303740A1

  公开（公告）日：2013-11-14

  The invention relates to a method for producing urethanes or ureas or mixtures of urethanes and ureas by oxidative carbonylation of organic amines in the presence of carbon monoxide, oxygen and a catalyst, where the catalyst used is a transition metal complex containing the structural feature: [Mn+(O˜N˜O)2−](n-2)+(L)m(Z−)n-2 and the method is carried out under halogen-free reaction conditions. The invention further relates to transition metal complexes containing said structural feature and also to the use of such transition metal complexes as catalysts in the production of urethanes or ureas or mixtures of urethanes and ureas.

  本发明涉及一种通过氧化羰基化有机胺在碳一氧化碳、氧气和催化剂存在下生产尿素或尿素或尿素和尿素的混合物的方法，其中使用的催化剂是一种含有以下结构特征的过渡金属配合物：[Mn+(O˜N˜O)2−](n-2)+(L)m(Z−)n-2，该方法在无卤素反应条件下进行。本发明进一步涉及含有上述结构特征的过渡金属配合物，以及将这种过渡金属配合物作为催化剂用于生产尿素或尿素或尿素和尿素的混合物。