2-(甲硫基)噻吩 | 5780-36-9

• 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 - 有机硫化合物 - 硫醚类
• 中文名称: 2-(甲硫基)噻吩
• 中文别名: 2-(甲基硫代)噻吩；2-甲硫基噻吩
• 英文名称: 2-(methylsulfanyl)thiophene
• 英文别名: 2-(methylthio)thiophene；2-methylmercaptothiophene；2-methylsulfanylthiophene
• CAS: 5780-36-9
• 化学式: C₅H₆S₂
• 分子量: 130.235
• InChiKey: ZLSMPEVZXWDWEK-UHFFFAOYSA-N

物化性质

• 沸点：
  100 °C
• 密度：
  1.1752 g/cm3
• 闪点：
  82-84°C/15mm
• 保留指数：
  1035;1014;1014;1019;1036;1040;1045;1020
• 稳定性/保质期：
  在常温常压下保持稳定

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  9
• 危险品标志：
  Xi
• 危险品运输编号：
  UN3334
• 海关编码：
  2934999090
• 危险类别：
  9
• 安全说明：
  S23,S24/25
• 危险性防范说明：
  P261,P280,P305+P351+P338,P304+P340,P405,P501
• 危险性描述：
  H319,H335
• 储存条件：
  常温下，应避免光照，存放在阴凉干燥处，并密封保存。

SDS

Name:	2-(Methylthio)thiophene 97% Material Safety Data Sheet
Synonym:
CAS:	5780-36-9

Section 1 - Chemical Product MSDS Name:2-(Methylthio)thiophene 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
5780-36-9	2-(Methylthio)thiophene	97%	unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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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.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
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.
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:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Use only in a chemical fume hood.
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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 5780-36-9: Personal Protective Equipment Eyes: Not available.
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: Liquid
Color: yellow
Odor: stench - pungent odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 82 - 84 deg C @15mmHg
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:
Specific Gravity/Density:
Molecular Formula: C5H6S2
Molecular Weight: 130

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
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# 5780-36-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-(Methylthio)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
Shipping Name: AVIATION REGULATED LIQUID, N.O.S.*
Hazard Class: 9
UN Number: 3334
Packing Group:
IMO
Shipping Name:
Hazard Class:
UN Number: 3334
Packing Group:
RID/ADR
Shipping Name:
Hazard Class:
UN Number: 3334
Packing group:

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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.
WGK (Water Danger/Protection)
CAS# 5780-36-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 5780-36-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 5780-36-9 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：

  2-(甲硫基)噻吩 在 三氯氧磷 作用下， 生成 5-methylsulfanyl-thiophene-2-carbaldehyde thiosemicarbazone
  参考文献：
  名称：

  潜在的噻吩化学疗法。第三部分 一些5-取代的2-噻吩基硫醚和砜

  摘要：

  DOI：

  10.1039/jr9540000237
• 作为产物：
  描述：

  丁二酸二甲酯 在 diphosphorus trisulfide 作用下， 生成 2-(甲硫基)噻吩
  参考文献：
  名称：

  Steinkopf; Leonhardt, Justus Liebigs Annalen der Chemie, 1932, vol. 495, p. 166,170

  摘要：

  DOI：
• 作为试剂：
  描述：

  甲苄醇乙酸酯 在 2-(甲硫基)噻吩 、 盐酸 、 N,N-二甲基丙烯基脲 、 溶剂黄146 作用下， 反应 6.0h， 以98%的产率得到1-氯-1-苯乙烷
  参考文献：
  名称：

  Metal-free regioselective hydrochlorination of unactivated alkenesviaa combined acid catalytic system

  摘要：

  一个结合了盐酸/HCl、DMPU和乙酸的催化体系被用于对一系列未活化的烯烃进行氯化反应。

  DOI：

  10.1039/c7gc03665e

文献信息

• Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst
  作者：Bin Zhao、Gerald B. Hammond、Bo Xu

  DOI：10.1016/j.tetlet.2021.153376

  日期：2021.10

  We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and

  我们开发了一种环保且化学选择性的光催化合成亚砜或砜，通过在环境温度下使用空气或 O 2作为氧化剂氧化硫化物（硫醚）。廉价的噻吨酮被用作光催化剂。我们的方法提供了出色的化学产率和良好的官能团耐受性。六氟-2-丙醇 (HFIP) 和亚砜之间的氢键可能在最大限度地减少亚砜的过度氧化方面发挥重要作用。
• Alloxan-Catalyzed Biomimetic Oxidations with Hydrogen Peroxide or Molecular Oxygen
  作者：Shiqi Zhang、Guangxun Li、Ling Li、Xiongfei Deng、Gang Zhao、Xin Cui、Zhuo Tang

  DOI：10.1021/acscatal.9b04508

  日期：2020.1.3

  biomimetic catalysts for various oxidations, catalyzing oxidations of sulfides and amines with hydrogen peroxide or molecular oxygen under mild conditions with high yields in a short time. The whole catalytic cycle has been verified to be a biomimetic approach through the formation of the alloxan hydroperoxide reactive intermediate. Additionally, encouraging asymmetric catalytic results have been obtained

  受生物黄素催化的启发，将非离子型四氧六环衍生物用作仿生催化剂，用于各种氧化，在温和的条件下在短时间内以高收率催化硫化物和胺与过氧化氢或分子氧的氧化。通过形成四氧嘧啶氢过氧化物反应性中间体，已证实整个催化循环是仿生方法。另外，在硫氧化反应中用容易制备的手性四氧嘧啶获得了令人鼓舞的不对称催化结果。
• Synergistic cooperative effect of CF₃SO₂Na and bis(2-butoxyethyl)ether towards selective oxygenation of sulfides with molecular oxygen under visible-light irradiation
  作者：Kai-Jian Liu、Zheng Wang、Ling-Hui Lu、Jin-Yang Chen、Fei Zeng、Ying-Wu Lin、Zhong Cao、Xianyong Yu、Wei-Min He

  DOI：10.1039/d0gc02663h

  日期：——

  visible-light-initiated oxygenation of sulfides at ambient temperature under transition-metal-, additives-free and minimal solvent conditions. The synergistic catalytic efforts between CF3SO2Na and 2-butoxyethyl ether represents the key promoting factor for the reaction.

  一种安全，实用，环保的方法，可在环境温度下，无过渡金属，无添加剂且溶剂最少的条件下，通过可见光引发的硫化物氧合转换合成亚砜和砜。CF 3 SO 2 Na和2-丁氧基乙基醚之间的协同催化作用是反应的关键促进因素。
• Structural elaboration of dicyanopyrazine: towards push–pull molecules with tailored photoredox activity
  作者：Zuzana Hloušková、Milan Klikar、Oldřich Pytela、Numan Almonasy、Aleš Růžička、Veronika Jandová、Filip Bureš

  DOI：10.1039/c9ra04731j

  日期：——

  provided a series of catalysts based on a pyrazine heterocyclic scaffold with easy synthesis and further modification, diverse photoredox characteristics and wide application potential across modern photoredox transformations. The photoredox catalytic activities of the target catalysts were examined in a benchmark cross-dehydrogenative coupling and novel and challenging annulation reactions.

  作为成功的二氰基吡嗪光氧化还原催化剂的延伸，设计并轻松合成了一系列具有系统改变结构的X形推挽分子；它们的结构-性质关系通过以下方式详细阐明实验和理论计算。双氰基吡嗪被证明是一种强大的光氧化还原催化剂，具有推挽式排列，可以通过互换 D-π-A 系统的特定部分来轻松调整性能。改变氰基受体与甲氧基、甲硫基和噻吩基供体的相互位置以及修饰连接基可以广泛调整催化剂的基本性质。与目前可用的有机光氧化还原催化剂相反，我们提供了一系列基于吡嗪杂环支架的催化剂，具有易于合成和进一步改性、多种光氧化还原特性和在现代光氧化还原转化中的广泛应用潜力。
• [EN] PYRIMIDINE COMPOUNDS AS TUBERCULOSIS INHIBITORS<br/>[FR] COMPOSÉS PYRIMIDINE EN TANT QU'INHIBITEURS DE LA TUBERCULOSE
  申请人：VERTEX PHARMA

  公开号：WO2011019405A1

  公开（公告）日：2011-02-17

  The present invention relates to compounds II useful as inhibitors of treating tuberculosis. The invention also provides processes for preparing compounds of the invention.

  本发明涉及化合物II，用作治疗结核病的抑制剂。该发明还提供了制备本发明化合物的方法。

表征谱图