3-溴-N-苯基咔唑 | 1153-85-1

• 物质功能分类: 医药中间体 - OLED材料中间体
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 3-溴-N-苯基咔唑
• 中文别名: 3-溴-9-苯基咔唑；N-苯基-3-溴咔唑；3-溴-9-苯基-9H-咔唑
• 英文名称: 3-bromo-9-phenyl-9H-carbazole
• 英文别名: 3-bromo-9-phenylcarbazole；3-bromo-N-phenylcarbazole；9-phenyl-3-bromocarbazole；N-phenyl-3-bromocarbazole；3-bromo-9-phenyl-9H-carbazol；3-bromide-9-phenylcarbazole
• CAS: 1153-85-1
• 化学式: C₁₈H₁₂BrN
• 分子量: 322.204
• InChiKey: KUBSCXXKQGDPPD-UHFFFAOYSA-N

物化性质

• 熔点：
  98 ºC
• 沸点：
  461.7±27.0 °C(Predicted)
• 密度：
  1.39
• 最大波长(λmax)：
  352nm(CH3CN)(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26
• 危险类别码：
  R22,R36/37/38
• WGK Germany：
  3
• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温

SDS

3-Bromo-9-phenylcarbazole Revision number: 5
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 3-Bromo-9-phenylcarbazole

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: 3-Bromo-9-phenylcarbazole
Percent: >98.0%(GC)
CAS Number: 1153-85-1
Chemical Formula: C18H12BrN

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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.
3-Bromo-9-phenylcarbazole

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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: White - Almost white
No data available
Odour:
3-Bromo-9-phenylcarbazole

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
pH: No data available
Melting point/freezing point:79°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 bromide
products:

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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:
No data available
IARC =
NTP = No data available
Reproductive toxicity: No data available

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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
Bioaccumulative No data available
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
3-Bromo-9-phenylcarbazole

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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

简介：3-溴-N-苯基咔唑是一种杂环有机物，可作为合成材料的中间体。

用途：它是合成光电材料的重要中间体。

反应信息

• 作为反应物：
  描述：

  3-溴-N-苯基咔唑 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 tris-(dibenzylideneacetone)dipalladium(0) 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 、 potassium acetate 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 、 水 、 甲苯 、 xylene 为溶剂， 反应 35.0h， 生成 9-(dibenzo[b,d]thiophen-2-yl)-9'-phenyl-9H,9'H-3,3'-bicarbazole
  参考文献：
  名称：

  [EN] BICARBAZOLE CONTAINING COMPOUNDS FOR OLEDS
  [FR] COMPOSÉS CONTENANT UN BICARBAZOLE POUR OLED

  摘要：

  提供了包含双咔唑核的新型有机化合物。具体而言，该化合物具有在第9位上至少一个二苯并呋喃、二苯并噻吩、二苯并硒吩、氮代二苯并呋喃、氮代二苯并噻吩和氮代二苯并硒吩替代的3;31-双咔唑核。这些化合物可用于有机发光器件（100，200），以提供具有改善效率和寿命的器件。

  公开号：

  WO2011137072A1
• 作为产物：
  描述：

  三叔丁基膦 在 tris-(dibenzylideneacetone)dipalladium(0) 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 甲苯 为溶剂， 生成 3-溴-N-苯基咔唑
  参考文献：
  名称：

  BICARBZOLE CONTAINING COMPOUNDS FOR OLEDS

  摘要：

  提供了一种包含双咔唑核心的新型有机化合物。具体来说，该化合物具有一个3;3′-双咔唑核心，在第9位上至少有一种二苯并呋喃、二苯并噻吩、二苯并硒吩、氮代二苯并呋喃、氮代二苯并噻吩和氮代二苯并硒吩取代。这些化合物可用于有机发光器件，以提供具有改善效率和寿命的器件。

  公开号：

  US20110260138A1
• 作为试剂：
  描述：

  N-苯基咔唑 、 N-溴代丁二酰亚胺(NBS) 、 在 水 、 乙醚 、 碳酸氢钠 、 magnesium sulfate 、 甲醇 、 3-溴-N-苯基咔唑 作用下， 以 溶剂黄146 为溶剂， 反应 12.0h， 以was obtained in a yield of 88% (Synthesis Scheme (c-1))的产率得到3-溴-N-苯基咔唑
  参考文献：
  名称：

  Anthracene derivative

  摘要：

  本发明的目的是提供一种具有优异的发光效率的新型材料，以及提供具有该新型材料的发光元件和使用该发光元件的发光装置。本发明提供了一种由以下一般式（1）所表示的蒽衍生物。

  公开号：

  US20070075632A1

文献信息

• Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers
  作者：Tristan Delcaillau、Philip Boehm、Bill Morandi

  DOI：10.1021/jacs.1c00529

  日期：2021.3.17

  We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic system nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide- and thiol-free reaction shows high functional group tolerance and great efficiency for the late-stage derivatization of commercial molecules. Finally, synthetic applications

  我们描述了芳基腈和芳基硫醚之间的新官能团复分解。催化系统镍/dcype 对于实现这种完全可逆的转化，以良好的收率至关重要。此外，不含氰化物和硫醇的反应显示出高官能团耐受性和商业分子后期衍生化的高效率。最后，合成应用证明了它在多步合成中的多功能性和实用性。
• [EN] MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES<br/>[FR] MATÉRIAUX POUR DISPOSITIFS ÉLECTROLUMINESCENTS ORGANIQUES
  申请人：MERCK PATENT GMBH

  公开号：WO2018091435A1

  公开（公告）日：2018-05-24

  The present invention relates to compounds of the formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices, and to electronic devices, which comprise these compounds.

  本发明涉及适用于电子设备，特别是有机电致发光器件的化合物的公式（1），以及包含这些化合物的电子设备。
• Practical Catalytic Cleavage of C(sp ³ )−C(sp ³ ) Bonds in Amines
  作者：Wu Li、Weiping Liu、David K. Leonard、Jabor Rabeah、Kathrin Junge、Angelika Brückner、Matthias Beller

  DOI：10.1002/anie.201903019

  日期：2019.7.29

  The selective cleavage of thermodynamically stable C(sp3)−C(sp3) single bonds is rare compared to their ubiquitous formation. Herein, we describe a general methodology for such transformations using homogeneous copper‐based catalysts in the presence of air. The utility of this novel methodology is demonstrated for Cα−Cβ bond scission in >70 amines with excellent functional group tolerance. This transformation

  与它们普遍存在的形成相比，热力学稳定的C（sp 3）-C（sp 3）单键的选择性裂解是罕见的。本文中，我们描述了在空气存在下使用均相铜基催化剂进行此类转化的一般方法。这种新颖的方法的效用证明对C α -C β在> 70度胺具有优良的官能团耐受性键断裂。该转化建立了叔胺作为酰胺的一般合成子，并为其在例如天然产物和生物活性分子中的可扩展功能化提供了宝贵的可能性。
• [EN] NOVEL ORGANIC ELECTROLUMINESCENT COMPOUNDS AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME<br/>[FR] NOUVEAUX COMPOSÉS ÉLECTROLUMINESCENTS ORGANIQUES ET DISPOSITIF ÉLECTROLUMINESCENT ORGANIQUE UTILISANT LESDITS COMPOSÉS
  申请人：ROHM & HAAS ELECT MAT

  公开号：WO2012121561A1

  公开（公告）日：2012-09-13

  The present invention relates to a novel organic electroluminescent compound and an organic electroluminescent device using the same. Said organic luminescent compound provides an organic electroluminescent device which has high luminous efficiency and a long operation lifetime and requires a low driving voltage improving power efficiency and power consumption.

  本发明涉及一种新型有机电致发光化合物以及使用该化合物的有机电致发光器件。所述有机发光化合物提供了一种具有高发光效率和长寿命操作的有机电致发光器件，需要较低的驱动电压，从而提高功率效率和降低功耗。
• [EN] CARBAZOLE DERIVATIVE, AND LIGHT-EMITTING ELEMENT, LIGHT-EMITTING DEVICE, AND ELECTRONIC DEVICE USING CARBAZOLE DERIVATIVE<br/>[FR] DÉRIVÉ CARBAZOLE, ET ÉLÉMENT ÉMETTANT DE LA LUMIÈRE, DISPOSITIF ÉMETTANT DE LA LUMIÈRE, ET DISPOSITIF ÉLECTRONIQUE UTILISANT LE DÉRIVÉ CARBAZOLE
  申请人：SEMICONDUCTOR ENERGY LAB

  公开号：WO2009072587A1

  公开（公告）日：2009-06-11

  To provide a light-emitting element having high luminous efficiency and to provide a light-emitting device and an electronic device which consumes low power and is driven at low voltage, a carbazole derivative represented by the general formula (1) is provided. In the formula, α1, α2, α3, and α4 each represent an arylene group having less than or equal to 13 carbon atoms; Ar1 and Ar2 each represent an aryl group having less than or equal to 13 carbon atoms; R1 represents any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group; and R2 represents any of an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group. In addition, l, m, and n are each independenly 0 or 1.

  为提供具有高发光效率的发光元件，并提供一种低功耗、低电压驱动的发光装置和电子设备，提供了由通式（1）表示的咔唑衍生物。在该式中，α1、α2、α3 和 α4 分别表示具有小于或等于 13 个碳原子的芳基基团；Ar1 和 Ar2 分别表示具有小于或等于 13 个碳原子的芳基基团；R1 表示氢原子、具有 1 到 6 个碳原子的烷基基团、取代或未取代的苯基团，以及取代或未取代的联苯基团中的任意一种；R2 表示具有 1 到 6 个碳原子的烷基基团、取代或未取代的苯基团，以及取代或未取代的联苯基团中的任意一种。此外，l、m 和 n 分别独立地为 0 或 1。