1,3,3-三苯基-1-丙酮 | 606-86-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: 1,3,3-三苯基-1-丙酮
• 英文名称: 1,3,3-triphenylpropan-1-one
• 英文别名: 1,3,3-triphenyl-1-propanone；3,3-Diphenylpropiophenone
• CAS: 606-86-0
• 化学式: C₂₁H₁₈O
• 分子量: 286.373
• InChiKey: WYRBITQXPQGTBL-UHFFFAOYSA-N

物化性质

• 熔点：
  96.0 °C

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914399090

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Propiophenone, 3,3-diphenyl-
CAS-No. : 606-86-0
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Eye irritation (Category 2)
Chronic aquatic toxicity (Category 4)
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H319 Causes serious eye irritation.
H413 May cause long lasting harmful effects to aquatic life.
Precautionary statement(s)
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C21H18O
Molecular Weight : 286,37 g/mol

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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
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
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
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
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
Carbon oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting 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 vapors, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the
environment must be avoided.
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.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

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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
impervious clothing, 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).

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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- log Pow: 4,943
octanol/water
p) Autoignition 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
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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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 sensitization
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
Potential health effects
Inhalation May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes
Causes eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: UH1588150

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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
no data available
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. Contact a licensed
professional waste disposal service to dispose of this material. 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
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

反应信息

• 作为反应物：
  描述：

  1,3,3-三苯基-1-丙酮 在 sodium amide 、 甲苯 、 xylene 、 苯 作用下， 生成 1,1,2,2-四苯基乙烷
  参考文献：
  名称：

  Albesco, Annales de Chimie (Cachan, France), 1922, vol. <9> 18, p. 221

  摘要：

  DOI：
• 作为产物：
  描述：

  Dimethylsulfonium-dibenzoyl-methylid 在 镍 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 生成 1,3,3-三苯基-1-丙酮
  参考文献：
  名称：

  羰基稳定的化钠与格氏试剂的反应

  摘要：

  如果R''或R'''具有α-氢，则二酰基甲磺酸RRRR'-;（COR'）2与R''MgX反应生成酮R'COR'''。在没有这种情况的情况下，例如，R（Me）（COPh）2与PhMgBr的反应导致S-; Me的消除，得到产物RSC（COPh 2）。 '”和R'''在所有pH团，二苯甲酮且Ph 2 HCOPh形成。phenacylides R（Me）的HCOPh与R'''MGX反应消去R'''我的产生RSCH前进2 COPH。与PhLi的反应这些叶立德也被记录下来。

  DOI：

  10.1016/s0040-4020(01)82900-8

文献信息

• Visible-Light-Promoted Photocatalyst-Free Hydroacylation and Diacylation of Alkenes Tuned by NiCl₂·DME
  作者：Xinxin Zhao、Bing Li、Wujiong Xia

  DOI：10.1021/acs.orglett.9b04595

  日期：2020.2.7

  4-dihydropyridines via an acyl radical addition and hydrogen atom transfer pathway under photocatalyst-free conditions. The efficiency was highlighted by wide substrate scope, good to high yields, successful scale-up experiments, and expedient preparation of highly functionalized ketone derivatives. In addition, this protocol allows for the synthesis of 1,4-dicarbonyl compounds through alkene diacylation in the presence

  在这里，我们描述了一种可见光促进的加氢酰化策略，该策略有助于在无光催化剂的条件下，通过酰基加成和氢原子转移途径，从烯烃和4-酰基-1,4-二氢吡啶制备酮。广泛的底物范围，良好至高收率，成功的按比例放大实验以及方便地制备高度官能化的酮衍生物等突出了效率。另外，该方案允许在NiCl2·DME存在下通过烯烃二酰化反应合成1,4-二羰基化合物。
• 9-(Diphenylphosphino)anthracene-based phosphapalladacycle catalyzed conjugate addition of arylboronic acids to electron-deficient alkenes
  作者：Minori Shimizu、Tetsuya Yamamoto

  DOI：10.1016/j.tetlet.2020.152257

  日期：2020.8

  9-(Diphenylphosphino)anthracene-based phosphapalladacycle catalyzed conjugate addition of arylboronic acids to electron-deficient alkenes such asα,β-unsaturated ketones, esters, nitrile and nitroalkenes gave corresponding β-arylated alkanes in good yields and achieved TON up to 700.

  9-（二苯基膦基）蒽基的磷环戊四环催化将芳基硼酸共轭加成到缺电子的烯烃上，例如α，β-不饱和酮，酯，腈和硝基烯烃，以良好的收率得到了相应的β-芳基烷烃，TON达到700。
• Heterogeneous catalytic 1,4-addition of arylmagnesium compounds to chalcones
  作者：Kinga Juhász、Zoltán Hell

  DOI：10.1016/j.tetlet.2018.07.016

  日期：2018.8

  Copper(II) on a 4 Å molecular sieve support catalyses the chemoselective addition of alkyl- and arylmagnesium halides to chalcones. Only the 1,4-addition products were obtained in high yields.

  4Å分子筛载体上的铜（II）催化烷基和芳基卤化镁向查耳酮的化学选择性加成。仅以高收率获得了1，4-加成产物。
• Uncatalyzed conjugate addition of organozinc halides to enones in DME: a combined experimental/computational study on the role of the solvent and the reaction mechanism
  作者：Gianluca Casotti、Gianluca Ciancaleoni、Filippo Lipparini、Chiara Nieri、Anna Iuliano

  DOI：10.1039/c9sc04820k

  日期：——

  calculations, prompted by the experimental aggregation study, revealed an unexpected reaction mechanism, where the coordinating capabilities of DME stabilize a transition state involving two organozinc moieties, lowering the activation energy of the reaction with respect to that seen for THF, enough to explain the fast and quantitative reactions observed experimentally and the different behaviors of

  如果使用 DME 代替 THF 作为溶剂，则在 LiCl 存在下通过将锌直接插入有机卤化物中制备的芳基卤化锌和烷基卤化锌均以优异的收率与非烯醇化不饱和酮发生共轭加成反应。扩散核磁共振测量表明，在合成过程中使用的实验条件下，该物质经历了相当大的聚集，但在两种溶剂之间没有发现实质性差异。由实验聚集研究推动的密度泛函理论计算揭示了一种意想不到的反应机制，其中 DME 的配位能力稳定了涉及两个有机锌部分的过渡态，相对于 THF，降低了反应的活化能，
• Direct functionalization of benzylic C–Hs with vinyl acetates via Fe-catalysis
  作者：Chun-Xiao Song、Gui-Xin Cai、Thomas R. Farrell、Zhong-Ping Jiang、Hu Li、Liang-Bing Gan、Zhang-Jie Shi

  DOI：10.1039/b911031c

  日期：——

  Direct cross-coupling to construct sp3 C–sp3C bonds viaFe-catalyzed benzylic C–H activation with 1-aryl vinyl acetate was developed.

  通过铁催化的苄位C-H活化与1-芳基乙烯基乙酸酯的直接交叉偶联，实现了构建sp3 C–sp3C键。

表征谱图