5-丙酰基-2,2-二噻吩 | 32358-91-1

• 物质功能分类: 医药中间体 - 杂环化合物 - 噻吩类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 中文名称: 5-丙酰基-2,2-二噻吩
• 英文名称: 1-(2,2'-bithienyl-5-yl)propan-1-one
• 英文别名: 5-(1-propanone)-2,2'-bithiophene；1-(2,2'-bithien-5-yl)propan-1-one；5-Propionyl-2,2'-bithienyl；1-[2,2']bithiophenyl-5-yl-propan-1-one；1-([2,2'-Bithiophen]-5-yl)propan-1-one；1-(5-thiophen-2-ylthiophen-2-yl)propan-1-one
• CAS: 32358-91-1
• 化学式: C₁₁H₁₀OS₂
• mdl: MFCD04039750
• 分子量: 222.332
• InChiKey: MRWPBEHIJTUNGC-UHFFFAOYSA-N

物化性质

• 沸点：
  373.7±32.0 °C(Predicted)
• 密度：
  1.223±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  73.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2934999090

SDS

Name:	5-Propionyl-2 2 -bithienyl Material Safety Data Sheet
Synonym:	1-(2,2'-Bithiophen-5-yl)propan-1-on
CAS:	32358-91-1

Section 1 - Chemical Product MSDS Name:5-Propionyl-2 2 -bithienyl Material Safety Data Sheet
Synonym:1-(2,2'-Bithiophen-5-yl)propan-1-on

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
32358-91-1	5-Propionyl-2,2'-bithienyl	ca. 100	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Wash mouth out with 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. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.

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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 chemical 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:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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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# 32358-91-1: 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: Solid
Color: yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Insoluble.
Specific Gravity/Density:
Molecular Formula: C11H10OS2
Molecular Weight: 222.1894

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not currently available.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 32358-91-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5-Propionyl-2,2'-bithienyl - 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: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 32358-91-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 32358-91-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 32358-91-1 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：

  5-丙酰基-2,2-二噻吩 在 sodium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 氯化亚砜 、 硫酸 、 sodium hydride 、 一水合肼 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 乙醇 、 水 为溶剂， 反应 14.5h， 生成 arctinone-a
  参考文献：
  名称：

  Washino, Tsutomu; Yoshikura, Masahiro; Obata, Shigeo, Agricultural and Biological Chemistry, 1986, vol. 50, # 3, p. 565 - 568

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2'-联二噻吩 、 丙酰氯 在 四氯化锡 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以86%的产率得到5-丙酰基-2,2-二噻吩
  参考文献：
  名称：

  具有三（2-甲氧基苯基）胺核和烷基二氰基乙烯基的星形D–π–A寡噻吩：合成以及物理和光伏性质†

  摘要：

  合成具有新型给电子三（2-甲氧基苯基）胺（m-TPA）核的一系列星形低聚物，该核通过联噻吩或三联噻吩π-桥与缺电子的烷基二氰基乙烯基（烷基-DCV）基团连接进行说明。对低聚物的全面研究表明，它们的物理性质（包括吸收，分子前沿能级，晶体堆积，熔融和玻璃化转变温度）对化学结构有很大的依赖性。将它们的光物理性质与最接近的具有常见双氰基乙烯基（DCV）基团的类似物进行比较，结果表明，使用烷基DCV单元设计供体-受体小分子有许多好处：更高的溶解度，更高的电化学稳定性，更好的光伏性能，通过简单调整烷基和π桥的长度来控制相对物理和光伏特性的可能性。通过甲氧基对星形低聚物中众所周知的三苯胺（TPA）核进行修饰，不仅可以提高其溶解度，而且还可以提高低聚物的结晶度，而其光伏性能与具有TPA核的类似物保持相似的水平。研究表明，这些设计策略代表了有效调制星形分子特性的有趣且简单的工具。而它们的光伏性能与带有TPA

  DOI：

  10.1039/c6tc01530a

文献信息

• [EN] [1]BENZOTHIENO[3,2-B][1]BENZOTHIOPHENE COMPOUND AND METHOD FOR PRODUCING THE SAME, AND ORGANIC ELECTRONIC DEVICE USING THE SAME<br/>[FR] COMPOSÉ DE [1]BENZOTHIÉNO[3,2-B][1]BENZOTHIOPHÈNE ET SON PROCÉDÉ DE FABRICATION ET DISPOSITIF ÉLECTRONIQUE ORGANIQUE L'UTILISANT
  申请人：RICOH KK

  公开号：WO2009128559A1

  公开（公告）日：2009-10-22

  A [1]benzothieno[3,2-b][1]benzothiophene compound expressed by General Formula (I): General Formula (I) where X and Y are each independently a hydrogen atom; a halogen atom; or a functional group having a straight or branched aliphatic alkyl group optionally having a halogen atom, a functional group having an alicyclic alkyl group optionally having a halogen atom, a functional group having a straight or branched aliphatic alkenyl group optionally having a halogen atom, a functional group having an alicyclic alkenyl group optionally having a halogen atom, a functional group having a carboxyl group, or a functional group having a thiol group, as a partial structure; and X and Y are the same or each independently different, provided that at least one of X and Y has a straight or branched aliphatic alkenyl group, an alicyclic alkenyl group, a carboxyl group or a thiol group, as a partial structure.

  一种由通用式（I）表示的[1]苯并噻吩[3,2-b][1]苯并噻吩化合物：通用式（I），其中X和Y分别是氢原子；卤素原子；或具有直链或支链脂肪族烷基基团，可选择地具有卤素原子，具有脂环烷基基团，可选择地具有卤素原子，具有直链或支链烯基基团，可选择地具有卤素原子，具有脂环烯基基团，可选择地具有卤素原子，具有羧基，或具有硫醇基的功能基团，作为部分结构；且X和Y相同或各自独立不同，但X和Y中至少有一个具有直链或支链烯基基团，脂环烯基基团，羧基或硫醇基，作为部分结构。
• Organic Thin Film Transistors from a Soluble Oligothiophene Derivative Containing Thermally Removable Solubilizing Groups
  作者：Amanda R. Murphy、Jean M. J. Fréchet、Paul Chang、Josephine Lee、Vivek Subramanian

  DOI：10.1021/ja039529x

  日期：2004.2.1

  A symmetrical alpha,omega-substituted sexithiophene derivative containing thermally removable branched ester solubilizing groups has been prepared. These oligomers can be solution cast into thin films and then thermolyzed to remove the solubilizing group, leaving short pendant alkene groups on the oligomer. Device testing of thin film transistors shows an increase in hole mobility from 1 x 10-5 cm2/(V s) with on/off ratios of approximately 100 before thermolysis to 5 x 10-2 cm2/(V s) with on/off ratios >105 after thermolysis. This method offers an attractive route to easily processed and highly performing thiophene oligomers.
• [1]BENZOTHIENO[3,2-B][1]BENZOTHIOPHENE COMPOUND AND METHOD FOR PRODUCING THE SAME, AND ORGANIC ELECTRONIC DEVICE USING THE SAME
  申请人：Ricoh Company, Ltd.

  公开号：EP2265619B1

  公开（公告）日：2016-06-22
• US8440713B2
  申请人：——

  公开号：US8440713B2

  公开（公告）日：2013-05-14
• Washino, Tsutomu; Yoshikura, Masahiro; Obata, Shigeo, Agricultural and Biological Chemistry, 1986, vol. 50, # 3, p. 565 - 568
  作者：Washino, Tsutomu、Yoshikura, Masahiro、Obata, Shigeo

  DOI：——

  日期：——