羥亞苄乙醯苯 | 1704-15-0

• 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: 羥亞苄乙醯苯
• 中文别名: 羥查酮
• 英文名称: 3-hydroxy-1,3-diphenyl-2-propen-1-one
• 英文别名: dibenzoylmethane；3-hydroxy-1,3-diphenylprop-2-en-1-one；3-Hydroxy-1,3-diphenyl-propenone
• CAS: 1704-15-0
• 化学式: C₁₅H₁₂O₂
• 分子量: 224.259
• InChiKey: RZCYUOWKJNUVBF-UHFFFAOYSA-N

物化性质

• 熔点：
  79.8°C
• 沸点：
  325.66°C (rough estimate)
• 密度：
  1.1139 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 3-HYDROXY-1,3-DIPHENYL-PROPENONE
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.
CAS-No. : 1704-15-0
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
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, N Harmful, Dangerous for the R22, R51/53
environment
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)
H302 Harmful if swallowed.
Precautionary statement(s) none
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C15H12O2
Molecular Weight : 224,26 g/mol
CAS-No. : 1704-15-0
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
3-HYDROXY-1,3-DIPHENYL-PROPENONE
Acute Tox. 4; H302 -
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
3-HYDROXY-1,3-DIPHENYL-PROPENONE
Xn, N, R22 - R51/53 -
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
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 vapours, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
For personal protection see section 8.
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.
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.
Specific end use(s)
A part 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
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into
the environment must be avoided.

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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) Evapouration 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: 3,092
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
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
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
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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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
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
Toxic to aquatic life.
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: 3077 IMDG: 3077 IATA: 3077
UN proper shipping name
ADR/RID: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (3-HYDROXY-1,3-
DIPHENYL-PROPENONE)
IMDG: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, SOLID, N.O.S. (3-HYDROXY-1,3-
DIPHENYL-PROPENONE)
IATA: Environmentally hazardous substance, solid, n.o.s. (3-HYDROXY-1,3-DIPHENYL-
PROPENONE)
Transport hazard class(es)
ADR/RID: 9 IMDG: 9 IATA: 9
Packaging group
ADR/RID: III IMDG: III IATA: III
Environmental hazards
ADR/RID: yes IMDG Marine pollutant: yes IATA: yes
Special precautions for user
Further information
EHS-Mark required (ADR 2.2.9.1.10, IMDG code 2.10.3) for single packagings and combination
packagings containing inner packagings with Dangerous Goods > 5L for liquids or > 5kg for solids.

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  羥亞苄乙醯苯 以 乙腈 为溶剂， 生成 二苯甲酰基甲烷
  参考文献：
  名称：

  烯醇化速率控制1，3-二羰基衍生物的单氟化与二氟化。

  摘要：

  含氟的1,3-二羰基衍生物是药物发现和制造的基本组成部分。为了了解决定1，3-二羰基系统单氟化和二氟化之间选择性的因素，我们进行了酮-烯醇互变异构和氟化过程的动力学研究。1,3-二芳基-1,3-二羰基衍生物及其2-氟类似物的光酮化与弛豫动力学耦合，以确定烯醇化速率。反应添加剂（例如水）会加快烯醇化过程，特别是2-氟-1,3-二羰基体系的烯醇化过程。用Selectfluor™和NFSI进行烯醇氟化的动力学研究表明，2-氟化对烯醇亲核性与亲电子性显着不同的试剂的定量影响。我们的发现对α的合成具有重要意义，

  DOI：

  10.1039/c9sc04185k
• 作为产物：
  描述：

  5-苄氧基-1-苯基戊-2-烯-1-酮 在 亚甲基双(碘锌) 、 氯化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 以97%的产率得到羥亞苄乙醯苯
  参考文献：
  名称：

  由双（碘锌）甲烷的 1,4-加成引发的串联反应生成 1,3-二酮

  摘要：

  用双（碘锌）甲烷处理 γ-酰氧基-α，β-不饱和酮导致新的串联反应，包括三个步骤：（1）二锌试剂与烯酮的 1,4-加成，得到相应的β-锌甲基化酮的烯醇锌；(2) 烯醇化物对酯基的分子内亲核攻击；(3) 加合物的 Grob 型碎裂，伴随着烯丙醇的醇锌的消除。整个反应有效地产生 1,3-二酮。

  DOI：

  10.1021/ja910428y

文献信息

• Synthesis, Characterization, and Electrochemistry of Diferrocenyl β-Diketones, -Diketonates, and Pyrazoles
  作者：Steve W. Lehrich、Julia Mahrholdt、Marcus Korb、Alexander Hildebrandt、Jannie C. Swarts、Heinrich Lang

  DOI：10.3390/molecules25194476

  日期：——

  The synthesis of FcC(O)CH(R)C(O)Fc (Fc = Fe(η5-C5H4)(η5-C5H5); R = H, 5; nBu, 7; CH2CH2(OCH2CH2)2OMe, 9), [M(κ2O,O′-FcC(O)CHC(O)Fc)n] (M = Ti, n = 3, 10; M = Fe, n = 3, 11; M = BF2, n = 1, 12), and 1-R′-3,5-Fc2-cC3HN2 (R′ = H, 13; Me, 14; Ph, 15) is discussed. The solid-state structures of 5, 7, 9, 12, 13, 15, and 16 ([TiCl2(κ2O,O′-PhC(O)CHC(O)Ph)2]) show that 7 and 9 exist in their β-diketo form.

  FcC(O)CH(R)C(O)Fc的合成(Fc = Fe(η5-C5H4)(η5-C5H5); R = H, 5; nBu, 7; CH2CH2(OCH2CH2)2OMe, 9), [M(κ2O,O'-FcC(O)CHC(O)Fc)n] (M = Ti, n = 3, 10; M = Fe, n = 3, 11; M = BF2, n = 1, 12 )，并讨论了 1-R'-3,5-Fc2-cC3HN2 (R' = H, 13; Me, 14; Ph, 15)。5、7、9、12、13、15和16（[TiCl2(κ2O,O'-PhC(O)CHC(O)Ph)2]）的固态结构表明7和9存在于它们的β-二酮形式。化合物 13 结晶为基于氢键模式的四聚体，包括一个中心水分子。通过循环伏安法和方波伏安法研究了 5-7 和 9-16 的电化学行为，表明二茂铁可以在 -50 和 750 mV 之间分别可逆地氧化（5-7、9、12-15：两个
• Iodoarene-catalyzed oxidative transformations using molecular oxygen
  作者：K. Miyamoto、J. Yamashita、S. Narita、Y. Sakai、K. Hirano、T. Saito、C. Wang、M. Ochiai、M. Uchiyama

  DOI：10.1039/c7cc05160c

  日期：——

  Molecular oxygen serves as a useful oxidant for the glycol scission of 1,2-diols and the Hofmann rearrangement of primary amides using pentamethyliodobenzene as a catalyst. The use of isobutyraldehyde and Lewis basic nitriles under O2 enabled the iodine(I)/(III) catalytic cycle, where in situ-generated peracid acts as a terminal oxidant.

  分子氧可作为有用的氧化剂，使用五甲基碘苯作为催化剂，用于1,2-二醇的二醇断裂和伯酰胺的霍夫曼重排。在O 2下使用异丁醛和路易斯碱性腈可实现碘（I）/（III）催化循环，其中原位生成的过酸可作为末端氧化剂。
• A novel synthesis of 1,2,4-oxadiazoles and isoxazoles
  作者：Arif Kivrak、Metin Zora

  DOI：10.1016/j.tet.2013.12.043

  日期：2014.1

  A novel synthesis of 1,2,4-oxadiazoles and isoxazoles is described by utilizing the reactions between amidoximes and α,β-alkynic aldehydes and/or ketones. Conjugate addition products, obtained from amidoximes and α,β-alkynic aldehydes and/or ketones, afford 1,2,4-oxadiazoles and isoxazoles when treated with bases and acids, respectively. 1,2,4-Oxadiazoles can also be synthesized directly from amidoximes

  通过利用a肟和α，β-炔醛和/或酮之间的反应，描述了1,2,4-恶二唑和异恶唑的新型合成方法。从a胺肟和α，β-炔醛和/或酮获得的共轭加成产物在分别用碱和酸处理时分别得到1,2,4-恶二唑和异恶唑。1,2,4-氧杂二唑也可以在碱性条件下一锅法直接由a胺肟和α，β-炔醛合成。该反应对于各种起始化合物是通用的，并且可以耐受芳基，杂芳基和烷基的存在。
• <scp>Palladium‐Catalyzed</scp> Oxidative C≡C Triple Bond Cleavage of <scp>2‐Alkynyl</scp> Carbonyl Compounds Toward 1, <scp>2‐Dicarbonyl</scp> Compounds ^†
  作者：Ming‐Bo Zhou、Mu‐Jia Luo、Ming Hu、Jin‐Heng Li

  DOI：10.1002/cjoc.202000040

  日期：2020.6

  palladium‐catalyzed oxidative strategy for the cleavage of the C≡C triple bond is presented. By employing PdCl2, CuBr2, TEMPO and air as the catalytic system and H2O as the carbonyl oxygen atom source, a wide range of 2‐alkynyl carbonyl compounds, including 1,3‐disubstituted prop‐2‐yn‐1‐ones, propiolamides and propiolates, lost an alkynyl carbon to access various 1,2‐dicarbonyl compounds, e.g., 1,2‐diones

  提出了一种新的，一般的钯催化的氧化C≡C三键的氧化策略。通过使用PdCl 2，CuBr 2，TEMPO和空气作为催化体系，并使用H 2 O作为羰基氧原子源，可以使用多种2-炔基羰基化合物，包括1,3-二取代的prop-2-yn-1炔烃。丙酰胺和丙酸酯类化合物通过Wacker氧化，分子内环化和C-C键失去炔基碳而无法获得各种1,2-二羰基化合物，例如1,2-二酮，2-酮酰胺和2-酮酯卵裂级联
• An effective preparation of both 1,3-diketones and nitriles from alkynones with oximes as hydroxide sources
  作者：Pei Chen、Qian-Qian Zhang、Jia Guo、Lu-Lu Chen、Yan-Bo Wang、Xiao Zhang

  DOI：10.1039/c8ob01861h

  日期：——

  An effective phosphine-catalyzed protocol has been established for the syntheses of 1,3-diketones and nitriles from alkynones with oximes as hydroxide surrogates. This method features the use of a phosphine catalyst, compatibility with various functional groups and ambient temperature, which makes this approach very practical. A plausible mechanism was proposed.

  已经建立了一种有效的膦催化方案，用于从炔烃与肟作为氢氧化物替代物来合成1,3-二酮和腈。该方法的特征在于使用膦催化剂，与各种官能团的相容性和环境温度，这使得该方法非常实用。提出了一个合理的机制。