1-溴蒽 | 7397-92-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 1-溴蒽
• 英文名称: 1-bromoanthracene
• CAS: 7397-92-4
• 化学式: C₁₄H₉Br
• 分子量: 257.129
• InChiKey: XMWJLKOCNKJERQ-UHFFFAOYSA-N

物化性质

• 熔点：
  100 °C
• 沸点：
  389.7±11.0 °C(Predicted)
• 密度：
  1.479±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、DMSO（少许）、甲醇（少许）
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 储存条件：
  密封于阴凉干燥处。

SDS

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Section I.Chemical Product and Company Identification
Chemical Name 1-Bromoanthracene
Portland OR
Synonym Anthracene, 1-bromo- (CA INDEX NAME)
Chemical Formula C14H9Br
7397-92-4
CAS Number

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Section II. Composition and Information on Ingredients
Chemical Name CAS Number Percent (%) TLV/PEL Toxicology Data
1-Bromoanthracene 7397-92-4 Min. 97.0 (GC) Not available. Not available.

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Section III. Hazards Identification
No specific information is available in our data base regarding the toxic effects of this material for humans. However,
Acute Health Effects
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound. Follow safe industrial hygiene practices and always wear proper protective equipment when handling this
compound.
CARCINOGENIC EFFECTS : Not available.
Chronic Health Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
Repeated or prolonged exposure to this compound is not known to aggravate existing medical conditions.

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Section IV. First Aid Measures
Check for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at least 15
Eye Contact
minutes. Get medical attention.
Skin Contact In case of contact, immediately flush skin with plenty of water. Remove contaminated clothing and shoes. Wash clothing
before reuse. Thoroughly clean shoes before reuse. Get medical attention.
Inhalation If the victim is not breathing, perform mouth-to-mouth resuscitation. Loosen tight clothing such as a collar, tie, belt or
waistband. If breathing is difficult, oxygen can be administered. Seek medical attention if respiration problems do not
improve.
Ingestion INDUCE VOMITING by sticking finger in throat. Lower the head so that the vomit will not reenter the mouth and throat.
Loosen tight clothing such as a collar, tie, belt or waistband. If the victim is not breathing, perform mouth-to-mouth
resuscitation. Examine the lips and mouth to ascertain whether the tissues are damaged, a possible indication that the toxic
material was ingested; the absence of such signs, however, is not conclusive.

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Section V. Fire and Explosion Data
Not available.
Auto-Ignition
Flammability May be combustible at high temperature.
Flammable Limits Not available.
Flash Points Not available.
Combustion Products These products are toxic carbon oxides (CO, CO2), halogenated compounds.
Fire Hazards
Not available.
Risks of explosion of the product in presence of mechanical impact: Not available.
Explosion Hazards
Risks of explosion of the product in presence of static discharge: Not available.
Fire Fighting Media
SMALL FIRE: Use DRY chemical powder.
LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
and Instructions
Consult with local fire authorities before attempting large scale fire-fighting operations.
Continued on Next Page
1-Bromoanthracene

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Section VI. Accidental Release Measures
Spill Cleanup Use a shovel to put the material into a convenient waste disposal container. Finish cleaning the spill by rinsing any
contaminated surfaces with copious amounts of water. Consult federal, state, and/or local authorities for assistance on
Instructions
disposal.

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Section VII. Handling and Storage
Handling and Storage Keep away from heat. Mechanical exhaust required. When not in use, tightly seal the container and store in a dry, cool
place. Avoid excessive heat and light. Do not breathe dust.
Information
Always store away from incompatible compounds such as oxidizing agents.

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Section VIII. Exposure Controls/Personal Protection
Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below recommended
Engineering Controls
exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to airborne contaminants
below the exposure limit.
Splash goggles. Lab coat. Dust respirator. Gloves. Suggested protective clothing might not be sufficient; consult a specialist
Personal Protection
BEFORE handling this product. Be sure to use a MSHA/NIOSH approved respirator or equivalent.
Exposure Limits Not available.

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Section IX. Physical and Chemical Properties
Solid. (Light greenish-yellow) Solubility
Physical state @ 20°C Soluble in: Toluene.
Not available.
Specific Gravity
257.13
Molecular Weight Partition Coefficient Not available.
Boiling Point Not available. Vapor Pressure Not applicable.
100°C (212°F) Not available.
Melting Point Vapor Density
Not available. Volatility Not available.
Refractive Index
Not available.
Critical Temperature Not available. Odor
Viscosity Not available. Taste Not available.

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Section X. Stability and Reactivity Data
Stability

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This material is stable if stored under proper conditions. (See Section VII for instructions)
Conditions of Instability Avoid excessive heat and light.
Incompatibilities
Reactive with oxidizing agents.

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Section XI. Toxicological Information
Not available.
RTECS Number
Routes of Exposure Eye Contact. Ingestion. Inhalation.
Not available.
Toxicity Data
Chronic Toxic Effects CARCINOGENIC EFFECTS : Not available.
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
Repeated or prolonged exposure to this compound is not known to aggravate existing medical conditions.
Acute Toxic Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling this
compound. Follow safe industrial hygiene practices and always wear proper protective equipment when handling this
compound.

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Section XII. Ecological Information
Not available.
Ecotoxicity
Not available.
Environmental Fate
Continued on Next Page
1-Bromoanthracene

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Section XIII. Disposal Considerations
Waste Disposal 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 XIV. Transport Information
Not a DOT controlled material (United States).
DOT Classification
PIN Number Not applicable.
Proper Shipping Name Not applicable.
Packing Group (PG) Not applicable.
DOT Pictograms

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Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This product is NOT on the EPA Toxic Substances Control Act (TSCA) inventory. The following notices are required by 40
CFR 720.36 (C) for those products not on the inventory list:
(EPA)
(i) These products are supplied solely for use in research and development by or under the supervision of a technically
qualified individual as defined in 40 CFR 720.0 et sec.
(ii) The health risks of these products have not been fully determined. Any information that is or becomes available will be
supplied on an MSDS sheet.
WHMIS Classification Not available.
(Canada)
EINECS Number (EEC) Not available.
EEC Risk Statements Not available.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-溴蒽 在 palladium on activated charcoal copper(l) iodide 、 氢气 、 sodium hydride 、 potassium carbonate 作用下， 以 乙醇 、 xylene 为溶剂， 反应 25.0h， 生成 3-N-anthracen-1-yl-3-N,5,5,8,8-pentamethyl-6,7-dihydronaphthalene-2,3-diamine
  参考文献：
  名称：

  二氮杂戊基苯甲酸对类视色素作用的调节。激活RXR-RAR异二聚体的类维生素A增效剂。

  摘要：

  在人HL-60早幼粒细胞白血病细胞中，二氮杂pin基苯甲酸衍生物可以对天然或合成类维生素A的诱导分化活性表现出拮抗或协同作用，该活性很大程度上取决于二氮杂ring环上取代基的性质。因此，类视黄醇拮抗剂LE135（6），4-（13H-10,11,12,13-tetrahydro-10，10,13,13,15-五甲基二萘并[2,3-b] [1,2 -e] diazepin-7-yl）苯甲酸（LE540，17）的拮抗潜力比亲代LE135（6）高1个数量级。相反，4- [5H-2,3-（2,5-二甲基-2,5-己基）-5-甲基二苯并[b，e] [1,4]二氮杂-11-基]-苯甲酸（HX600 ，LEAF（6）的结构异构体，（7）增强了RAR激动剂（例如Am80）诱导的HL-60细胞分化（2）。噻嗪类化合物HX630（29）和氮杂类衍生物HX640（30）的协同作用进一步增强。两者都比HX600（7

  DOI：

  10.1021/jm9704309
• 作为产物：
  描述：

  氨基-9,10-蒽二酮 在 sodium tetrahydroborate 、 亚硝酸特丁酯 、 copper(ll) bromide 作用下， 以 异丙醇 、 乙腈 为溶剂， 反应 6.0h， 生成 1-溴蒽
  参考文献：
  名称：

  自由基炔烃周环反应用于合成官能化苯醌，苯并蒽和奥林烯

  摘要：

  在周围位置的自由基环化反应用于合成多芳族化合物。根据反应条件和底物的选择，这种灵活的方法可制得Bu 3 Sn取代的菲，苯并蒽和奥林匹克庚烯衍生物。随后与亲电试剂的反应提供了对先前难以获得的官能化多芳族化合物的合成途径。

  DOI：

  10.1002/anie.201712783

文献信息

• A Monophosphine Ligand Derived from Anthracene Photodimer: Synthetic Applications for Palladium-Catalyzed Coupling Reactions
  作者：Xin Wang、Wei-Gang Liu、Chen-Ho Tung、Li-Zhu Wu、Huan Cong

  DOI：10.1021/acs.orglett.9b02414

  日期：2019.10.18

  an air-stable dianthracenyl monophosphine ligand (diAnthPhos) which can be prepared in two steps from commercially available anthracene derivatives. The ligand exhibits excellent efficiency for palladium-catalyzed coupling reactions. In particular, Miyaura borylation of heterocycle-containing electrophiles can be facilitated employing the diAnthPhos ligand with a broad substrate scope and low catalyst

  在这里，我们提出了一种空气稳定的二蒽基单膦配体（diAnthPhos），它可以由市售的蒽衍生物分两步制备。该配体对于钯催化的偶联反应表现出优异的效率。特别地，使用具有宽底物范围和低催化剂负载的diAnthPhos配体可以促进含杂环亲电试剂的宫浦硼化。通过对含杂芳基的底物进行一锅Miyaura硼化/ Suzuki偶联方案，进一步证明了新配体的宝贵合成效用。
• Organic light-emitting diodes and related hole transport compounds
  申请人：Marks J. Tobin

  公开号：US20050234256A1

  公开（公告）日：2005-10-20

  New organic light-emitting diodes and related hole transport compounds and methods for fabrication, using siloxane self-assembly techniques.

  新的有机发光二极管及相关的空穴传输化合物和制备方法，使用硅氧烷自组装技术。
• Organic compound having functional groups different in elimination reactivity at both terminals, organic thin film, organic device and method of producing the same
  申请人：Imada Hiroshi

  公开号：US20070195576A1

  公开（公告）日：2007-08-23

  Provided are a single monomolecular film uniform in film thickness and highly ordered in molecule alignment and its multilayer film, an organic compound allowing production of such films at high reproducibility, an organic device superior in electroconductive properties and a method of producing the same. An organic compound represented by Formula: Si(A 1 )(A 2 )(A 3 )-B—Si(A 4 )(A 5 )(A 6 ) (A 1 to A 6 each represent a hydrogen atom, a halogen atom, an alkoxy group or an alkyl group and satisfy the relationship in elimination reactivity of: A 1 to A 3 >A 4 to A 6 ; and B represents a bivalent organic group), an organic thin film using the compound, and an organic device having the thin film; A method of producing an organic thin film and organic device, comprising a step of forming a single monomolecular film by allowing the silyl group having A 1 to A 3 in the organic compound to react with the substrate surface; a step of removing unreacted organic compounds by using a non-aqueous solvent; and a step of forming an additional monomolecular film of the organic compound by using the unreacted silyl groups present on the film surface side of the monomolecular film obtained as the sites for adsorption reaction.

  提供了一种在薄膜厚度上均匀且分子排列高度有序的单分子膜以及其多层膜，一种有机化合物可在高可重复性下制备这种膜，一种优越于导电性能的有机器件以及其生产方法。一种由化学式表示的有机化合物：Si(A1)(A2)(A3)-B—Si(A4)(A5)(A6)（其中A1到A6分别表示氢原子、卤素原子、烷氧基或烷基，并满足消除反应性的关系：A1到A3>A4到A6；B表示二价有机基），使用该化合物的有机薄膜，以及具有该薄膜的有机器件；一种制备有机薄膜和有机器件的方法，包括以下步骤：通过使具有A1到A3的硅基团与基底表面反应形成单分子膜；使用非水溶剂去除未反应的有机化合物；通过利用单分子膜表面上存在的未反应硅基团作为吸附反应位点形成有机化合物的额外单分子膜。
• Photochemical synthesis and device application of acene–phenacene hybrid molecules, dibenzo[<i>n</i>]phenacenes (<i>n</i> = 5–7)
  作者：Yanting Zhang、Ritsuko Eguchi、Shino Hamao、Kenta Goto、Fumito Tani、Minoru Yamaji、Yoshihiro Kubozono、Hideki Okamoto

  DOI：10.1039/d1cc01294k

  日期：——

  Dibenzo[n]phenecenes (DBnPs, n = 5–7) were conveniently synthesised through Mallory photocyclization as the key step. Effective mobilities of single-crystal field-effect transistors of DBnPs were evaluated to demonstrate that C2h-symmetrical DB6P shows higher performance than C2v-symmetrical DB5P and DB7P.

  通过Mallory光环化反应很容易地合成了二苯并[ n ]苯并（DB n Ps，n = 5-7）。对DB n Ps的单晶场效应晶体管的有效迁移率进行了评估，以证明C 2h对称DB6P显示出比C 2v对称DB5P和DB7P更高的性能。
• Palladium-Catalyzed Reaction of Haloarenes with Diarylethynes: Synthesis, Structural Analysis, and Properties of Methylene-Bridged Arenes
  作者：Che-Wei Lee、En-Chih Liu、Yao-Ting Wu

  DOI：10.1021/acs.joc.5b02111

  日期：2015.11.6

  Fluorenes and methylene-bridged polyarenes were easily and efficiently synthesized from haloarenes (or aryl triflates) and diarylethynes by a one-pot, two-step procedure. This protocol involves the palladium-catalyzed cycloisomerization and a subsequent base-mediated retro-aldol condensation. A major advantage is that the starting materials need not have ortho functional groups to complete the annulation

  芴和亚甲基桥接的聚芳烃可以通过一锅，两步程序从卤代芳烃（或芳基三氟甲磺酸酯）和二芳基乙炔轻松高效地合成。该方案涉及钯催化的环异构化和随后的碱介导的逆醛醇缩合。一个主要的优点是，起始材料不需要具有邻位官能团即可完成环化反应。使用二卤代芳烃，高度π-共轭卤代芳烃或二芳基炔烃扩大了设计产品的骨架。苯并[ a]的形成机理对]芴进行了研究。通过X射线晶体学证实了亚甲基桥联的茚并环戊烯的碗状结构。研究了由此制备的产物的光物理和电化学性质。