2,2-二甲基-1-(4-甲基苯基)丙-1-酮 | 30314-44-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,2-二甲基-1-(4-甲基苯基)丙-1-酮
• 英文名称: 2,2-dimethyl-1-(4-methylphenyl)-1-propanone
• 英文别名: 2,2-dimethyl-1-(p-tolyl)propan-1-one；1-Propanone, 2,2-dimethyl-1-(4-methylphenyl)-；2,2-dimethyl-1-(4-methylphenyl)propan-1-one
• CAS: 30314-44-4
• 化学式: C₁₂H₁₆O
• mdl: MFCD00090006
• 分子量: 176.258
• InChiKey: ZYWGAHRBGCEFAO-UHFFFAOYSA-N

物化性质

• 沸点：
  125 °C(Press: 17 Torr)
• 密度：
  0.954 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 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
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  室温下应存放在干燥且密封的容器中。

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 2,2,4'-TRIMETHYLPROPIOPHENONE
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. : 30314-44-4
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 Harmful R22, R52/53
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 : C12H16O
Molecular Weight : 176,26 g/mol
CAS-No. : 30314-44-4
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
2,2,4'-TRIMETHYLPROPIOPHENONE
CAS-No. 30314-44-4 Acute Tox. 4; H302 <= 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
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: 3,565
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: TO7944000
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
Harmful 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: - 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
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Acute Tox. Acute toxicity
H302 Harmful if swallowed.
Full text of R-phrases referred to under sections 2 and 3
R22 Harmful if swallowed.
R52/53 Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic
environment.
Further information
Copyright 2013 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：

  2,2-二甲基-1-(4-甲基苯基)丙-1-酮 在 ammonium hydroxide 、 potassium permanganate 、 氯化亚砜 作用下， 以 乙醚 为溶剂， 反应 6.5h， 生成 4-(2,2-dimethyl-1-oxopropyl)-benzamide
  参考文献：
  名称：

  Hypoglycemic Prodrugs of 4-(2,2-Dimethyl-1-oxopropyl)benzoic Acid

  摘要：

  SAH 51-641 (1) is a potent hypoglycemic agent, which acts by inhibiting hepatic gluconeogenesis. It is a prodrug of 4-(2,2-dimethyl-1-oxopropyl)benzoic acid (2) and 4-(2,2-dimethyl-1-hydroxy propyl)benzoic acid (3), which sequester coenzyme A (CoA) in the mitochondria, and inhibits medium-chain acyltransferase. 1-3 and 4-tert-butylbenzoic acid all cause testicular degeneration in rats at pharmacologically active doses. 14b (FOX 988) is a prodrug of 3, which is metabolized in the liver at a rate sufficient enough to have hypoglycemic potency (an ED50 of 65 mu mol/kg, 28 mg/kg/day, for glucose lowering), yet by avoiding significant escape of the metabolite 3 to the systemic circulation, it avoids the testicular toxicity at doses up to 1500 mu mol/kg/day. 14b was selected for clinical studies.

  DOI：

  10.1021/jm980438y
• 作为产物：
  描述：

  三甲基丙酮酸 在 1,1'-双(二苯基膦)二茂铁 、 1,10-菲罗啉 、 palladium(II) hexafluoroacetylacetonate 、 potassium tert-butylate 、 环己胺 、 copper(I) bromide 作用下， 以 喹啉 、 异丙醇 为溶剂， 反应 37.0h， 生成 2,2-二甲基-1-(4-甲基苯基)丙-1-酮
  参考文献：
  名称：

  用于合成偶氮甲碱和酮的脱羧偶联工艺的发展

  摘要：

  已经开发出一种双金属催化剂系统，它允许通过一锅三组分脱羧偶联合成偶氮甲碱，从简单的无毒前体开始，即 α-氧代羧酸钾、芳基卤化物和伯胺。在 15 mol-% 的铜/菲咯啉和 1 mol-% 的 Pd/dppf 存在下，可以在 100 °C 下以高产率方便地获得各种有价值的亚胺，这是氧化还原中性脱羧交叉偶联反应前所未有的低温. 偶氮甲碱产物的氢化产生仲胺。或者，它们可以原位水解成芳基酮。通过偶氮甲碱中间体合成的酮也令人感兴趣，因为与 α-​​氧代羧酸酯与芳基卤化物的直接脱羧偶联相比，它在低得多的温度下产生更高的产率。

  DOI：

  10.1002/ejoc.201101103

文献信息

• Development of a Rhodium(II)-Catalyzed Chemoselective C(sp³)H Oxygenation
  作者：Yun Lin、Lei Zhu、Yu Lan、Yu Rao

  DOI：10.1002/chem.201502140

  日期：2015.10.12

  We report the first example of RhII‐catalyzed chemoselective double C(sp3)H oxygenation, which can directly transform various toluene derivatives into highly valuable aromatic aldehydes with great chemoselectivity and practicality. The critical combination of catalyst Rh(OAc)2, oxidant Selectfluor, and solvents of TFA/TFAA promises the successful delivery of the oxidation with satisfactory yields

  我们报告的Rh的第一例II催化的化学选择性双C（SP 3） ħ氧合作用，它可以直接变换各种甲苯衍生物为高度有价值芳香醛以极大的化学选择性和实用性。催化剂Rh（OAc）2，氧化剂Selectfluor和TFA / TFAA溶剂的关键组合保证了氧化的成功传递，并获得令人满意的收率。提出了一种可能的机制，其中涉及一种独特的卡宾-Rh配合物，并已得到实验和理论计算的支持。
• Biaryl and Aryl Ketone Synthesis via Pd-Catalyzed Decarboxylative Coupling of Carboxylate Salts with Aryl Triflates
  作者：Lukas J. Goossen、Christophe Linder、Nuria Rodríguez、Paul P. Lange

  DOI：10.1002/chem.200900892

  日期：2009.9.21

  the first time allows the decarboxylative cross‐coupling of aryl and acyl carboxylates with aryl triflates. In contrast to aryl halides, these electrophiles give rise to non‐coordinating anions as byproducts, which do not interfere with the decarboxylation step that leads to the generation of the carbon nucleophilic cross‐coupling partner. As a result, the scope of carboxylate substrates usable in this

  已开发出一种双金属催化剂体系，该体系首次允许芳基和酰基羧酸盐与芳基三氟甲磺酸酯进行脱羧交叉偶联。与芳基卤化物相反，这些亲电试剂会产生非配位阴离子副产物，这些副产物不会干扰脱羧步骤，而脱羧步骤会导致亲核碳交联伙伴的产生。结果，可用于此转化的羧酸酯底物的范围从邻位取代或其他活化的衍生物扩展到广泛的邻位，间位和对位取代的芳族羧酸盐。优化了两种替代方案，一种方案涉及在存在铜的情况下加热基板I / 1,10-菲咯啉（10–15 mol％）和PdI 2 /膦（2–3 mol％）在NMP中作用1–24 h，另一项涉及Cu I / 1,10–菲咯啉（6–15 mol） ％）和NMP中的PdBr 2 / Tol-BINAP（2 mol％）使用微波加热5-10分钟。尽管大多数产品都可以通过标准加热来获得，但发现微波辐射特别有益于将未活化的羧酸酯与官能化的芳基三氟甲磺酸酯转化。通过48个示例演示了该转换的综合效
• <i>N</i>-Heterocyclic Carbene-Catalyzed Decarboxylative Alkylation of Aldehydes
  作者：Takuya Ishii、Yuki Kakeno、Kazunori Nagao、Hirohisa Ohmiya

  DOI：10.1021/jacs.9b00880

  日期：2019.3.6

  N-heterocyclic carbene catalysis promoted the unprecedented decarboxylative coupling of aryl aldehydes and tertiary or secondary alkyl carboxylic acid-derived redox-active esters to produce aryl alkyl ketones. The mild and transition-metal-free reaction conditions are attractive features of this method. The power of this protocol was demonstrated by the functionalization of pharmaceutical drugs and natural

  我们发现 N-杂环卡宾催化促进了芳醛和叔或仲烷基羧酸衍生的氧化还原活性酯的前所未有的脱羧偶联，以生产芳烷基酮。温和且不含过渡金属的反应条件是该方法的吸引人的特征。药物和天然产物的功能化证明了该协议的力量。提出了一种反应途径，包括从 Breslow 中间体的烯醇化物形式到氧化还原酯的单电子转移，然后再结合所得自由基对以形成碳-碳键。
• Practical one-pot preparation of ketones from aryl and alkyl bromides with aldehydes and DIH via Grignard reagents
  作者：Souya Dohi、Katsuhiko Moriyama、Hideo Togo

  DOI：10.1016/j.tet.2012.05.059

  日期：2012.8

  groups, such as ester, nitrile, ketone, and nitro groups with i-PrMgCl·LiCl or PhMgCl instead of Mg, also provided the corresponding diaryl and alkyl aryl ketones in good yields. The above methods are simple and practical transition-metal-free methods for the preparation of various diaryl ketones and alkyl aryl ketones bearing electron-rich aromatic groups and electron-deficient aromatic groups, as well

  通过衍生自芳基或烷基溴化物的格利雅试剂的反应，然后与芳族或脂族醛的反应以及随后用1,3-二碘的处理，可以有效地以高收率高效地制备各种二芳基酮，烷基芳基酮和二烷基酮。一锅法中的-5,5-二甲基乙内酰脲和K 2 CO 3。相同的处理的芳族溴化物轴承吸电子基团，如酯，腈，酮和硝基与我-PrMgCl·LiCl或PhMgCl代替Mg，也以良好的收率提供了相应的二芳基和烷基芳基酮。以上方法是用于制备各种带有富电子芳族基团和缺电子芳族基团的二芳基酮和烷基芳基酮以及二烷基酮的简单且实用的无过渡金属的方法。
• Ruthenaelectro‐Catalyzed Domino Three‐Component Alkyne Annulation for Expedient Isoquinoline Assembly
  作者：Xuefeng Tan、Xiaoyan Hou、Torben Rogge、Lutz Ackermann

  DOI：10.1002/anie.202014289

  日期：2021.2.23

  The electrochemical three‐component assembly of isoquinolines has been accomplished by ruthenaelectro‐catalyzed C−H/N−H functionalization. The robustness of the electrocatalysis was reflected by an ample substrate scope, an efficient electrooxidation, and an operationally friendly procedure. The isolation of key intermediates and detailed mechanistic studies, including unprecedented cyclovoltammetric

  异喹啉的电化学三组分组装已通过钌电子催化的CH / NH官能团完成。电催化的坚固性通过足够的底物范围，有效的电氧化作用和操作友好的程序得以体现。关键中间体的分离和详细的机理研究，包括对七元钌循环的前所未有的循环伏安分析，为不寻常的钌（II / III / I）机制提供了支持。