4’-(三氟甲硫基)苯乙酮 | 713-67-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4’-(三氟甲硫基)苯乙酮
• 中文别名: 4'-(三氟甲硫基)苯乙酮
• 英文名称: 1-(4-((trifluoromethyl)thio)phenyl)ethanone
• 英文别名: 1-(4-((trifluoromethyl)thio)phenyl)ethan-1-one；4'-(Trifluoromethylthio)acetophenone；1-[4-(trifluoromethylsulfanyl)phenyl]ethanone
• CAS: 713-67-7
• 化学式: C₉H₇F₃OS
• mdl: MFCD00236332
• 分子量: 220.215
• InChiKey: TXNFKHHYTGEPRL-UHFFFAOYSA-N

物化性质

• 熔点：
  28-32℃
• 沸点：
  115-117 °C(Press: 20 Torr)
• 密度：
  1.32±0.1 g/cm3(Predicted)
• 稳定性/保质期：
  远离氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险等级：
  TOXIC
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2930909090
• 储存条件：
  存放在密封容器中，并置于阴凉、干燥处。储存地点需远离氧化剂。

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 4'-(Trifluoromethylthio)Acetophenone
: MNO000016
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Acute toxicity, Oral (Category 4), H302
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xn Harmful R22
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Warning
Hazard statement(s)
Harmful if swallowed.
Precautionary statement(s) none
Supplemental Hazard none
Statements
Other hazards
This substance/mixture contains no components considered to be either persistent, bioaccumulative and
toxic (PBT), or very persistent and very bioaccumulative (vPvB) at levels of 0.1% or higher.

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SECTION 3: Composition/information on ingredients
Substances
Molecular weight : 220,22 g/mol
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
4'-(Trifluoromethylthio)Acetophenone
Acute Tox. 4; H302 <= 100 %
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
4'-(Trifluoromethylthio)Acetophenone
Xn, R22 <= 100 %
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
No data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Nature of decomposition products not known.
Advice for firefighters
Wear self-contained breathing apparatus for firefighting if necessary.
Further information
No data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Storage class (TRGS 510): Non Combustible Solids
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour No data available
c) Odour Threshold No data available
d) pH No data available
e) Melting point/freezing No data available
point
f) Initial boiling point and No data available
boiling range
g) Flash point No data available
h) Evaporation rate No data available
i) Flammability (solid, gas) No data available
j) Upper/lower No data available
flammability or
explosive limits
k) Vapour pressure No data available
l) Vapour density No data available
m) Relative density No data available
n) Water solubility No data available
o) Partition coefficient: n- No data available
octanol/water
p) Auto-ignition No data available
temperature
q) Decomposition No data available
temperature
r) Viscosity No data available
s) Explosive properties No data available
t) Oxidizing properties No data available
Other safety information
No data available

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SECTION 10: Stability and reactivity
Reactivity
No data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
No data available
Conditions to avoid
No data available
Incompatible materials
No data available
Hazardous decomposition products
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
No data available
Skin corrosion/irritation
No data available
Serious eye damage/eye irritation
No data available
Respiratory or skin sensitisation
No data available
Germ cell mutagenicity
No data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
No data available
Specific target organ toxicity - single exposure
No data available
Specific target organ toxicity - repeated exposure
No data available
Aspiration hazard
No data available
Additional Information
RTECS: Not available

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SECTION 12: Ecological information
Toxicity
No data available
Persistence and degradability
No data available
Bioaccumulative potential
No data available
Mobility in soil
No data available
Results of PBT and vPvB assessment
This substance/mixture contains no components considered to be either persistent, bioaccumulative and
toxic (PBT), or very persistent and very bioaccumulative (vPvB) at levels of 0.1% or higher.
Other adverse effects
No data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
No data available

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SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
No data available
Chemical Safety Assessment

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4’-(三氟甲硫基)苯乙酮 在 哌啶 、 potassium fluoride 、 N-溴代丁二酰亚胺(NBS) 、 四丁基氟化铵 、 potassium carbonate 、 对甲苯磺酸 、 potassium iodide 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 192.0h， 生成
  参考文献：
  名称：

  α-氟代查耳酮类衍生物及其应用

  摘要：

  本发明提供一种α‑氟代查耳酮类衍生物及其应用，所述衍生物包括其药学上可接受的盐。本发明还提供了一种所述衍生物及其药学上可接受的盐在制备治疗PPAR受体相关病症的药物中应用。本发明提供的衍生物体内吸收好，具有生物利用度高、药效作用强的特点，因此有巨大的临床应用价值。

  公开号：

  CN112824380A
• 作为产物：
  描述：

  1-(4-((trifluoromethyl)thio)phenyl)ethan-1-ol 在 potassium carbonate 作用下， 以 正庚烷 为溶剂， 80.0 ℃ 、100.0 kPa 条件下， 反应 24.0h， 以95%的产率得到4’-(三氟甲硫基)苯乙酮
  参考文献：
  名称：

  用于有氧氧化合成（杂）芳香醛、酮、酯、酸、腈和酰胺的“通用”催化剂

  摘要：

  功能化（杂）芳族化合物是基础和应用科学中广泛使用的不可或缺的化学品。其中，尤其是芳香醛、酮、羧酸、酯、腈和酰胺是有价值的精细和大宗化学品，可用于化学、制药、农业化学和材料工业。对于它们的合成，醇的催化有氧氧化构成了一种绿色、可持续且具有成本效益的工艺，理想情况下应该利用活性和选择性的 3D 金属。在这里，我们报告了通过在碳上热解钴-哌嗪-酒石酸络合物作为最通用的氧化催化剂，制备包裹在 Co-纳米颗粒中的石墨层。这种独特的材料可以合成简单、功能化和结构多样的（杂）芳香醛、酮、

  DOI：

  10.1016/j.chempr.2021.12.001

文献信息

• Copper(I)-promoted trifluoromethylthiolation of arenediazonium salts with AgSCF3
  作者：Changge Zheng、Yang Liu、Jianquan Hong、Shuai Huang、Wei Zhang、Yupeng Yang、Ge Fang

  DOI：10.1016/j.tetlet.2019.04.018

  日期：2019.5

  An efficient method for trifluoromethylthiolation of arenediazonium salts has been developed in mild conditions with a stable and convenient AgSCF3. It provides a straightforward and convenient way for the synthesis of trifluoromethylthiolated compound from diazonium salts in moderate to good yields.

  在稳定和方便的AgSCF 3的温和条件下，开发了一种有效的方法用于芳构氮杂鎓盐的三氟甲基硫醇化。它为重氮盐以中等到良好的收率合成三氟甲基硫醇化化合物提供了一种直接简便的方法。
• Structure–Reactivity Relationship of Trifluoromethanesulfenates: Discovery of an Electrophilic Trifluoromethylthiolating Reagent
  作者：Xinxin Shao、Chunfa Xu、Long Lu、Qilong Shen

  DOI：10.1021/jo502645m

  日期：2015.3.20

  A family of electrophilic trifluoromethanesulfenates was prepared. Structure–reactivity relationship studies showed that the substituted groups on the aryl ring of the trifluoromethylthiolating reagent did not have an obvious influence on their reactivities. A simplified electrophilic trifluoromethylthiolating reagent 1c was then identified that can react with a wide range of nucleophiles such as Grignard

  制备了亲电三氟甲烷亚磺酸盐家族。结构反应关系研究表明，三氟甲基硫醇化试剂的芳基环上的取代基对其反应活性没有明显影响。然后鉴定出一种简化的亲电子三氟甲基硫醇化试剂1c，它可以在温和的反应条件下与格氏试剂，芳基硼酸，炔烃，吲哚，β-酮酸酯，羟吲哚和亚磺酸钠等多种亲核试剂反应。在这些条件下可以耐受多种官能团。
• MOF-derived cobalt nanoparticles catalyze a general synthesis of amines
  作者：Rajenahally V. Jagadeesh、Kathiravan Murugesan、Ahmad S. Alshammari、Helfried Neumann、Marga-Martina Pohl、Jörg Radnik、Matthias Beller

  DOI：10.1126/science.aan6245

  日期：2017.10.20

  preparation entailed template assembly of cobalt-diamine-dicarboxylic acid metal organic frameworks on carbon and subsequent pyrolysis under inert atmosphere. The resulting stable and reusable catalysts were active for synthesis of primary, secondary, tertiary, and N-methylamines (more than 140 examples). The reaction couples easily accessible carbonyl compounds (aldehydes and ketones) with ammonia, amines

  MOF 为制造胺奠定了基础 还原胺化是化学家用来制造碳氮键的常用方法。该反应通常需要贵金属催化剂，将氨或其他胺与羰基化合物偶联，然后与氢气偶联。贾加迪什等人。报告了一类非贵重的钴纳米粒子，可在非常广泛的底物上催化这种反应，包括具有药用价值的复杂分子（参见 Chen 和 Xu 的观点）。钴首先嵌入金属有机框架 (MOF) 中，加热后转变为石墨壳。催化剂可以方便地从产品中分离出来，最多可循环使用六次。科学，这个问题 p。326; 另见第。304 由金属-有机骨架前体制备的钴纳米颗粒可催化非常广泛的还原胺化反应。用于合成药物相关化合物的贱金属催化剂的开发仍然是化学研究的一个重要目标。在这里，我们报告说，由石墨壳包裹的钴纳米颗粒是广泛有效的还原胺化催化剂。它们方便实用的制备需要在碳上模板组装钴-二胺-二羧酸金属有机骨架，然后在惰性气氛下热解。所得稳定且可重复使用的催化剂对于合成伯胺、仲胺、叔胺和 N-甲胺（超过
• 芳基三氟甲基硫醚的合成方法
  申请人：武汉药明康德新药开发有限公司

  公开号：CN112939829B

  公开（公告）日：2023-02-21

  本发明提供一种芳基三氟甲基硫基醚化合物的合成方法，将芳基卤化物、三氟甲烷硫醇银、铜盐催化剂、含氮有机配体与有机溶剂混合，在20～120℃搅拌反应1～60h；反应完毕后，得到芳基三氟甲基硫醚化合物。本发明具有原料廉价易得、反应条件温和、底物普适性好、收率高、适用于工业化应用等优点。
• Iron-Catalyzed Decarboxylation of Trifluoroacetate and Its Application to the Synthesis of Trifluoromethyl Thioethers
  作者：Benjamin Exner、Bilguun Bayarmagnai、Fan Jia、Lukas J. Goossen

  DOI：10.1002/chem.201503915

  日期：2015.11.23

  Nucleophilic CF3 has been generated by decarboxylation of potassium trifluoroacetate, arguably the most easy‐to‐handle, inexpensive, and sustainable source of trifluoromethyl groups. Simple iron(II) chloride catalyzes the decarboxylation as well as a subsequent trifluoromethylation of organothiocyanates, resulting in a straightforward synthesis of trifluoromethyl thioethers. The KCN byproduct is absorbed by

  亲核CF 3是由三氟乙酸钾脱羧生成的，而三氟乙酸钾可以说是最易于处理，廉价且可持续的三氟甲基来源。简单的氯化铁（II）催化有机硫氰酸酯的脱羧以及随后的三氟甲基化，从而直接合成三氟甲基硫醚。KCN副产物被铁（II）吸收，形成了无毒的六氰合铁酸钾。醛与三氟乙酸酯的类似三氟甲基化反应强调了这种铁催化的脱羧三氟甲基化反应的合成潜力。