苯并[b]萘并[2,3-d]噻吩 | 243-46-9

• 物质功能分类: 分析化学 - 标准品 - 挥发性有机化合物(VOCs)
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 苯并[b]萘并[2,3-d]噻吩
• 中文别名: 苯并[B]萘并[2,3-D]噻吩；苯萘噻吩
• 英文名称: benzo[b]naphtho[2,3-d]thiophene
• 英文别名: benzonaphtho<2,3-d>thiophene；benzo[d]naphtho[2,3-b]thiophene；Benzonaphtho<2,3-d>thiophen；naphtho[2,3-b][1]benzothiole
• CAS: 243-46-9
• 化学式: C₁₆H₁₀S
• 分子量: 234.321
• InChiKey: UWMISBRPSJFHIR-UHFFFAOYSA-N

物化性质

• 熔点：
  160°C
• 沸点：
  336.64°C (rough estimate)
• 密度：
  1.2071 (rough estimate)
• 保留指数：
  395.76;394.76;359.59;394.76;395.61;395.59;395.5;395.2;393.59;395.2;395.69;395.4;395.7;395.9;395.2;395.6;393.17;395.59;395.79;395.61;395.97

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2934999090

SDS

Name:	Benzobnaphtho2 3-dthiophene 99.5+% Material Safety Data Sheet
Synonym:	None known
CAS:	243-46-9

Section 1 - Chemical Product MSDS Name:Benzobnaphtho2 3-dthiophene 99.5+% Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
243-46-9	Benzo[b-naphtho[2,3-d!thiophene	99.5+	205-956-4

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 243-46-9: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: almost white
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: > 400 deg C @ 760.00mm Hg
Freezing/Melting Point: 159.00 - 160.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C16H10S
Molecular Weight: 234.32

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of sulfur, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 243-46-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Benzo[b-naphtho[2,3-d!thiophene - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 243-46-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 243-46-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 243-46-9 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  苯并[b]萘并[2,3-d]噻吩 在 sec-BuLi 、 四甲基乙二胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 benzo[b]naphtho[2,3-d]thiophene-4-carbaldehyde
  参考文献：
  名称：

  Phenanthro[2,3-6]thiophene derivatives, pharmaceutical compositions and

  摘要：

  该发明涉及式（I）ArCH.sub.2 R.sup.1（I）的抗肿瘤化合物或其单甲基或单乙基醚（式（I）的化合物包括这些醚，总共不超过29个碳原子）；醚，酯；酸盐；其中Ar是由5-和6-成员环组成的融合四环芳香环系统，含有至少一个杂原子和3个芳香环，总共不超过18个环原子，或其取代衍生物；杂原子优选是氧、硫或氮；当它是氮时，它被氢、甲基或乙基取代；R.sup.1含有不超过八个碳原子，是一个基团##STR1##其中m为0或1；R.sup.5为氢；R.sup.6和R.sup.7相同或不同，每个是氢或C.sub.1-5烷基，可选择地被羟基取代；R.sup.8和R.sup.9相同或不同，每个是氢或C.sub.1-3烷基；##STR2##是一个五元或六元饱和碳环；R.sup.10为氢、甲基或羟甲基；R.sup.11、R.sup.12和R.sup.13相同或不同，每个是氢或甲基；R.sup.14为氢、甲基、羟基或羟甲基。

  公开号：

  US04910218A1
• 作为产物：
  描述：

  苯并[b]萘并[2,3-d]呋喃 在 氢氧化钾 、 phosphorous (V) sulfide 作用下， 生成 苯并[b]萘并[2,3-d]噻吩
  参考文献：
  名称：

  Kruber; Rappen, Chemische Berichte, 1940, vol. 73, p. 1184

  摘要：

  DOI：

文献信息

• [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。
• Synthesis of Annulated Arenes and Heteroarenes by Hydriodic Acid and Red Phosphorus Mediated Reductive Cyclization of 2-(Hetero)aroylbenzoic Acids or 3-(Hetero)arylphthalides
  作者：Arasambattu Mohanakrishnan、Settu Rafiq

  DOI：10.1055/s-0036-1588337

  日期：——

  Annulated arenes and hetarenes were prepared in good to very good yields by hydriodic acid/red phosphorus mediated reductive cyclization of 3-(hetero)aryl phthalides. The reductive cyclization also proceeded successfully with 2-aroylbenzoic acids and 2-aroylnaphthoic acids.

  通过氢碘酸/红磷介导的 3-（杂）芳基苯酞的还原环化，以良好到非常好的产率制备了环化芳烃和杂环芳烃。2-芳酰基苯甲酸和2-芳酰基萘甲酸也成功地进行了还原环化。
• A Versatile Synthesis of Annulated Carbazole Analogs Involving a Domino Reaction of Bromomethylindoles with Arenes/Heteroarenes
  作者：Vasudevan Dhayalan、J. Arul Clement、Radhakrishnan Jagan、Arasambattu K. Mohanakrishnan

  DOI：10.1002/ejoc.200801018

  日期：2009.2

  A ZnBr2-mediated arylation of aryl/heteroaryl methyl bromides with arenes at 80 °C led to the formation of arylated products, which underwent subsequent 1,5-sigmatropic rearrangement followed by electrocyclization and aromatization with loss of a diethylmalonate unit to afford the corresponding annulated products. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  ZnBr2 介导的芳基/杂芳基甲基溴与芳烃在 80°C 的芳基化形成芳基化产物，随后进行 1,5-σ 重排，然后进行电环化和芳构化，失去丙二酸二乙酯单元，得到相应的环化产物。产品。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• A Pd-catalyzed optional approach for the synthesis of dibenzothiophenes
  作者：Juan Song、Hao Wu、Wei Sun、Songjiang Wang、Haisen Sun、Kang Xiao、Yan Qian、Chao Liu

  DOI：10.1039/c8ob00235e

  日期：——

  A direct and practical approach for the construction of DBTs was developed via a Pd-catalyzed tandem reaction, in which commercially available o-bromo-iodobenzenes combined with benzene thiols or iodobenzenes combined with o-bromo-benzene thiols were applied. These two approaches will provide an alternative for the synthesis of DBT derivatives.

  通过Pd催化的串联反应，开发了一种直接实用的DBT方法，其中应用了可商购的邻溴代碘代苯与苯硫醇结合或碘代苯结合了邻溴代苯硫醇。这两种方法将为DBT衍生物的合成提供替代方法。
• 钯催化一锅法合成二苯并噻吩类化合物的方法
  申请人：南京邮电大学

  公开号：CN108299383B

  公开（公告）日：2023-02-14

  本发明公开了一种钯催化一锅法合成二苯并噻吩类化合物的方法，在N,N‑二甲基乙酰胺溶液中，以钯催化剂/配体为催化体系，加入无机碱，邻溴碘苯衍生物或碘苯衍生物与苯硫酚衍生物为原料，在氮气氛围下反应，分离得到二苯并噻吩类化合物。本发明以简单、经济、易得的原料为底物，以钯催化的串联反应实现了各种位置取代二苯并噻吩类化合物的合成，这类化合物在医药合成中间体以及有机光电材料科学中有很大的应用前景。

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