1,3-二苯基苯并噻吩 | 16587-39-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 中文名称: 1,3-二苯基苯并噻吩
• 中文别名: 1,3-二苯基二苯并噻吩；1,3-二苯基苯并[c]噻吩
• 英文名称: 1,3-diphenylbenzo[c]thiophene
• 英文别名: 1,3-diphenylbenzothiophene；1,3-Diphenylbenzothiophen；1,3-diphenylisobenzothiophene；1,3-diphenylisothionaphthene；1,3-diphenyl-benzo[c]thiophene；1,3-Diphenyl-benzo[c]thiophen；1,3-diphenyl-2-benzothiophene
• CAS: 16587-39-6
• 化学式: C₂₀H₁₄S
• 分子量: 286.397
• InChiKey: RQXSNTYLVXFUAA-UHFFFAOYSA-N

物化性质

• 熔点：
  114-119 °C
• 沸点：
  388.76°C (rough estimate)
• 密度：
  1.2043 (rough estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  21
• 可旋转键数：
  2
• 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
• 安全说明：
  S24/25

SDS

Name:	1 3-Diphenylbenzo[c]thiophene 98% Material Safety Data Sheet
Synonym:	1,3-Diphenyl isothianaphthen
CAS:	16587-39-6

Section 1 - Chemical Product MSDS Name:1 3-Diphenylbenzo[c]thiophene 98% Material Safety Data Sheet
Synonym:1,3-Diphenyl isothianaphthen

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
16587-39-6	1,3-Diphenylbenzo[c]thiophene	98.0	unlisted

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 immediately.
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:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid.
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:
Antidote: None reported.

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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 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:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. 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:
Keep container closed when not in use. 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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 16587-39-6: 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:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: yellow
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 118.50 - 121.00 deg C
Autoignition Temperature: Not available.
Flash Point: Not applicable.
Explosion Limits, lower: N/A
Explosion Limits, upper: N/A
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C20H14S
Molecular Weight: 286.39

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Irritating and toxic fumes and gases.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 16587-39-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1,3-Diphenylbenzo[c]thiophene - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Other No information available.

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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# 16587-39-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 16587-39-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 16587-39-6 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：

  1,3-二苯基苯并噻吩 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以84%的产率得到1,2-二苯基苯
  参考文献：
  名称：

  使用 m-CPBA 对 1,3-二芳基苯并 [c] 杂环进行氧化开环：1,2-二芳酰基苯的制备

  摘要：

  报道了使用 m-CPBA 对苯并 [c] 杂环进行前所未有的氧化裂解。1,3-二芳基苯并 [c] 杂环与 m-CPBA（间氯过氧苯甲酸）在室温下反应 5 分钟，以良好到极好的产率形成 1,2-二芳基苯。

  DOI：

  10.1002/ejoc.201200311
• 作为产物：
  描述：

  苯二硫代甲酸 在 potassium fluoride 、 18-冠醚-6 、 乙酸酐 、 sodium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 7.0h， 生成 1,3-二苯基苯并噻吩
  参考文献：
  名称：

  应变促进的1,3-二硫代-4-油酸酯-炔环加成反应。

  摘要：

  这里报道的是1,3-二硫代4-油酸中离子对应变炔烃的反应性，导致噻吩环加成产物。在此过程中，发现了这些偶极子与叠氮化物发生正交反应的潜力，从而可以进行有效的双重连接反应。开发了一种以前所未有的分歧方式获得苯并[c]噻吩的通用方法，它为非常规的多芳族噻吩提供了新的入口。

  DOI：

  10.1002/anie.201908052

文献信息

• 가시광선-감응성 황화 수소 전달용 조성물 및 이의 용도
  申请人：Ewha University - Industry Collaboration Foundation 이화여자대학교 산학협력단(220040083301) BRN ▼110-82-10456

  公开号：KR102046605B1

  公开（公告）日：2019-11-19

  일 양상에 따른 화합물, 이의 입체이성질체, 유도체, 또는 염; 및 일중항 산소(O) 광감응제를 포함하는 HS 전달용 조성물, 약학적 조성물, 및 이를 이용한 방법을 제공한다. 이에 따르면, 가변(tunable) 광감응성과 HS 전구체의 매우 높은 O 반응성, 특히 O PS의 선택을 통한 광조사 파장을 변형하는 능력을 제공할 수 있다. 또한, 가시광선 광조사 하에서 생성된 HS의 세포내 전달 및 세포보호 작용을 통해 생물학적 유용성이 있다.

  根据该发明，提供了一种根据一种光敏感性和HS前体的高氧反应性，特别是通过选择O PS的光照波长来改变的能力，以及在可见光照射下产生的HS的细胞内传递和细胞保护作用的生物学上有用的化合物，其包括立体异构体，衍生物或盐;以及包含一种含有O的HS传递用组合物，药学组合物和使用该组合物的方法。
• Visible light-driven photogeneration of hydrogen sulfide
  作者：Seung Yeon Yi、Yu Kyung Moon、Sinheui Kim、Sonam Kim、Gyurim Park、Jin Ju Kim、Youngmin You

  DOI：10.1039/c7cc06990a

  日期：——

  Combined use of a singlet oxygen photosensitizer and 1,3-diarylisobenzothiophene enables efficient generation of hydrogen sulfide under visible light illumination.

  单线态氧光敏剂和1,3-二芳基异苯并噻吩的组合使用可在可见光照射下高效生成硫化氢。
• Non-classical S-Heteroacenes with <i>o</i> -Quinoidal Conjugation and Open-Shell Diradical Character
  作者：Xueliang Shi、Tullimilli Y. Gopalakrishna、Qing Wang、Chunyan Chi

  DOI：10.1002/chem.201701813

  日期：2017.6.22

  physical properties and chemical reactivities that are very different from classical acenes. X‐ray crystallographic analyses revealed that all acenothiophene derivatives Ph‐AT‐1–Ph‐AT‐3 had an o‐quinoidal π‐conjugation with large bond‐length alternation, whereas the acenodithiophene derivative Ph‐ADT‐3 easily dimerized or reacted with oxygen to form a peroxy‐bridged dimer. The long acenothiophene Ph‐AT‐4

  合成了一系列非经典的S-杂并并显示出与经典的并入非常不同的有趣的物理性质和化学反应性。X射线晶体学分析表明，所有对乙酰噻吩衍生物Ph‐AT‐1 – Ph‐AT‐3都具有邻醌型π共轭，且键长交替较大，而对乙酰二噻吩衍生物Ph‐ADT-3则易于二聚或与之反应。氧形成过氧桥联的二聚体。长对乙酰噻吩Ph‐AT‐4也是高度反应性的 通过实验和理论计算，仔细研究了这些独特性质的起源。长的非经典S-杂蒽的高反应性可以通过其固有的开壳双自由基特性和邻喹啉共轭来解释。
• Eine milde und einfache Synthese von Benzo[<i>c</i>]thiophenen und 4,7-Dihydrobenzo[<i>c</i>]thiophenen
  作者：Wolfgang Volz、Jürgen Voß

  DOI：10.1055/s-1990-26976

  日期：——

  A Mild and Simple Synthesis of Benzo[c]thiophenes and 4, 7-Di-hydrobenzo[c]thiophenes The synthesis of 1,3-disubstituted benzo[c]thiophenes and 4, 7-dihydrobenzo[c]thiophenes from o-diacylbenzenes and 4, 5-diacyl-cyclohexenes under very mild conditions is described.

  一种温和简单的苯并[c]噻吩和 4，7-二氢苯并[c]噻吩的合成方法 描述了在非常温和的条件下从邻二乙酰苯和 4，5-二乙酰环己烯合成 1，3-二取代苯并[c]噻吩和 4，7-二氢苯并[c]噻吩的方法。
• Design of reversible multi-electron redox systems using benzochalcogenophenes containing aryl and/or ferrocenyl fragments
  作者：Satoshi Ogawa、Hiroki Muraoka、Kenji Kikuta、Fumihito Saito、Ryu Sato

  DOI：10.1016/j.jorganchem.2006.08.049

  日期：2007.1

  2,3-Disubstituted benzo[b]thiophenes, 1,3-disubstituted benzo[c]thiophenes, and 1,3-disubstituted benzo[c]selenophene have been systematically and selectively synthesized from benzo[b]thiophene or phthaloyl dichloride as a starting material, respectively. Characterization of the molecules was performed by physical and spectroscopic means and X-ray crystallographic analyses. The cyclic voltammograms

  2,3-二取代的苯并[ b ]噻吩，1,3-二取代苯并[ C ^ ]噻吩，和1,3-二取代苯并[ C ^ ]硒吩已经系统地和选择性地从苯并[合成b分别以]噻吩或邻苯二甲酰二氯为原料。通过物理和光谱学手段以及X射线晶体学分析来进行分子的表征。含芳基硫属元素的硫属元素衍生物的循环伏安图显示，由异常稳定的5π硫属元素化合物自由基阳离子和7π硫属元素化合物自由基阴离子衍生而来的阳极步骤和阴极步骤均具有明确的可逆性。含有二茂铁基片段的新型硫属元素金属衍生物的循环伏安图显示了由异常稳定的7π硫属元素金属自由基阴离子衍生的定义明确的可逆阴极步骤和由二茂铁阳离子彼此隔开的两个不同的可逆阳极步骤，所述二茂铁阳离子彼此之间被噻吩-杂环隔开。