(4-甲基苯基硫)丙酮 | 1200-13-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: (4-甲基苯基硫)丙酮
• 中文别名: 对(甲苯基硫)丙酮
• 英文名称: 1-(p-tolylsulfanyl)propan-2-one
• 英文别名: 1-((4-bromophenyl)thio)propan-2-one；1-(p-tolylthio)-propan-2-one；1-(4-tolylthio)propan-2-one；1-(p-tolylthio)propan-2-one；4-tolylmercaptopropanone；p-tolylsulfanyl-acetone；(4-Methylphenylthio)acetone；1-(4-methylphenyl)sulfanylpropan-2-one
• CAS: 1200-13-1
• 化学式: C₁₀H₁₂OS
• mdl: MFCD00052713
• 分子量: 180.271
• InChiKey: CYDGCRNQPJVYSN-UHFFFAOYSA-N

物化性质

• 熔点：
  96 °C
• 沸点：
  96 °C
• 密度：
  1.088 g/cm3(Temp: 19 °C)
• 闪点：
  96-98°C/0.1mm
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解，未有已知危险反应。请避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  STENCH
• 危险品标志：
  Xn
• 危险类别码：
  R22
• 海关编码：
  2930909090
• 危险类别：
  STENCH
• 安全说明：
  S24/25
• 储存条件：
  请将贮藏器密封，并将其存放在阴凉、干燥处。同时，确保工作环境有良好的通风或排气设施。

SDS

Name:	1-[(4-Methylphenyl)thio]acetone 97% Material Safety Data Sheet
Synonym:
CAS:	1200-13-1

Section 1 - Chemical Product MSDS Name:1-[(4-Methylphenyl)thio]acetone 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1200-13-1	1-[(4-Methylphenyl)thio]acetone	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.
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# 1200-13-1: 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: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 96 - 98 deg C
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: C10H12OS
Molecular Weight: 180

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, reducing 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# 1200-13-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-[(4-Methylphenyl)thio]acetone - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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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# 1200-13-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1200-13-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1200-13-1 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：

  (4-甲基苯基硫)丙酮 在 磺酰氯 、 苯 作用下， 生成 1-chloro-1-p-tolylsulfanyl-acetone
  参考文献：
  名称：

  Ohta; Satoh, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1948, vol. 68, p. 165

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲基苯硫氯 在 silica gel 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.08h， 生成 (4-甲基苯基硫)丙酮
  参考文献：
  名称：

  对甲苯磺酰氯与烯醇乙酸酯的反应。所得加合物的合成潜力

  摘要：

  乙烯基和丙烯-2-基乙酸酯与对甲苯磺酰氯的反应以几乎定量的产率提供相应的α-氯-β-(对甲苯基)硫代烷基乙酸酯。这些加合物在路易斯酸存在下与一些C-亲核试剂反应得到相应的烷基化产物。

  DOI：

  10.1007/s11172-005-0314-4

文献信息

• Cs2CO3-promoted carbon–sulfur bond construction via cross dehydrogenative coupling of thiophenols with acetonitrile
  作者：Qian Chen、Yulin Huang、Xiaofeng Wang、Chunxiao Wen、Xinxing Yan、Jiekun Zeng

  DOI：10.1016/j.tetlet.2017.08.067

  日期：2017.10

  construction of carbon–sulfur bonds has been achieved via halogen-free Cs2CO3-promoted cross dehydrogenative coupling (CDC) of thiophenols with acetonitrile. This transformation provides a straightforward route to the synthesis of sulfenylated acetonitriles in up to 80% yield.

  通过无卤的Cs 2 CO 3促进的硫酚与乙腈的交叉脱氢偶联（CDC），实现了构建碳-硫键的新方法。这种转化为亚磺酰化乙腈的合成提供了一条简单的途径，产率高达80％。
• α-Arylchalcogenation of acetone with diaryl dichalcogenide via metal-free oxidative C(sp3)–H bond functionalization
  作者：Guobing Yan、Arun Jyoti Borah、Lianggui Wang、Zhangjin Pan、Shuangshuang Chen、Xuqian Shen、Xiangmei Wu

  DOI：10.1016/j.tetlet.2015.05.059

  日期：2015.7

  Direct α-arylchalcogenation of acetone with diaryl dichalcogenides has been achieved by using a mixture of TBHP and DTBP oxidants at 120 °C without transition-metal catalyst via oxidative C(sp3)–H bond functionalization. The method exhibits good functional group tolerance and products were isolated in moderate to high yields.

  通过在120°C下使用TBHP和DTBP氧化剂的混合物，而无过渡金属催化剂通过C（sp3）–H键的氧化作用，可实现丙酮与二芳基二卤代丙酮的直接α-芳基硫醇化。该方法表现出良好的官能团耐受性，并且以中等至高收率分离出产物。
• Hydroxysulfenylation of Electron-Deficient Alkenes through an Aerobic Copper Catalysis
  作者：Hui Xi、Bicheng Deng、Zhenzhen Zong、Shenglin Lu、Zhiping Li

  DOI：10.1021/acs.orglett.5b00112

  日期：2015.3.6

  A copper-catalyzed hydroxysulfenylation of α,β-unsaturated esters/amides is reported. The method presents a selective and efficient synthesis of β-hydroxysulfides bearing electron-withdrawing groups. The synthetic utility of this method is demonstrated by the concise synthesis of the anticancer drug bicalutamide.

  据报道，铜催化的α，β-不饱和酯/酰胺的羟基亚磺酰基化。该方法提出了具有吸电子基团的β-羟基硫化物的选择性和有效的合成。该方法的合成效用通过抗癌药物比卡鲁胺的简明合成得到证明。
• Organocatalyzed oxidative N-annulation for diverse and polyfunctionalized pyridines
  作者：Hari Datta Khanal、Yong Rok Lee

  DOI：10.1039/c5cc01807b

  日期：——

  A variety of polyfunctionalized pyridines were synthesized from readily available ketones with α,β-unsaturated aldehydes and ammonium acetate under a mild organocatalyst.

  通过使用易于获得的酮与α,β-不饱和醛和醋酸铵，在温和的有机催化剂下，合成了多种多官能团化的吡啶。

• An Unexpected Domino Reaction of β-Keto Sulfones with Acetylene Ketones Promoted by Base: Facile Synthesis of 3(2<i>H</i> )-Furanones and Sulfonylbenzenes
  作者：Wei Tong、Qian-Yu Li、Yan-Li Xu、Heng-Shan Wang、Yan-Yan Chen、Ying-Ming Pan

  DOI：10.1002/adsc.201700830

  日期：2017.11.23

  An unexpected domino reaction of β‐keto sulfones with acetylene ketones has been developed. The domino reaction of β‐keto sulfones with diynones proceeded smoothly in the presence of 30 mol% K2CO3 without other additives, and afforded the novel 3(2H)‐furanone derivatives. On replacing the diynones with terminal alkyne ketones, the reaction regioselectivity was changed and sulfonylbenzenes were obtained

  β-酮砜与乙炔酮发生了意想不到的多米诺反应。在没有其他添加剂的情况下，在30 mol％K 2 CO 3的存在下，β-酮砜与二炔酮的多米诺反应顺利进行，得到了新颖的3（2 H）-呋喃酮衍生物。用末端炔烃酮取代二炔酮后，反应区域选择性改变，并通过苯环化获得磺酰苯，收率很高。