2-氯-1-(3,4-二甲基苯基)-乙酮 | 50690-08-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-氯-1-(3,4-二甲基苯基)-乙酮
• 中文别名: 2-氯-3,4-二甲基苯乙酮
• 英文名称: 2-chloro-1-(3,4-dimethyl-phenyl)-ethanone
• 英文别名: 2-Chlor-1-(3,4-dimethyl-phenyl)-aethanon；ω-Chlor-3.4-dimethyl-acetophenon；Chlormethyl-(3.4-dimethyl-phenyl)-keton；3,4-di-Methyl-α-chloracetophenon；3,4-Dimethylphenacylchlorid；2-Chloro-1-(3,4-dimethylphenyl)ethanone
• CAS: 50690-08-9
• 化学式: C₁₀H₁₁ClO
• mdl: MFCD03966857
• 分子量: 182.65
• InChiKey: DFSBSZYRJJTTDU-UHFFFAOYSA-N

物化性质

• 熔点：
  76-77 °C
• 沸点：
  287.8±25.0 °C(Predicted)
• 密度：
  1.107±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2914700090

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 2-Chloro-1-(3,4-Dimethylphenyl)Ethanone
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.
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
Eye irritation (Category 2), H319
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
Xi Irritant R36
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)
H319 Causes serious eye irritation.
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
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 : 182,65 g/mol
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
2-Chloro-1-(3,4-Dimethylphenyl)Ethanone
Eye Irrit. 2; H319 <= 100 %
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
2-Chloro-1-(3,4-Dimethylphenyl)Ethanone
Xi, R36 <= 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
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
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
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).
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
Strong oxidizing agents
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
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
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
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.
Eye Irrit. Eye irritation
H319 Causes serious eye irritation.
Full text of R-phrases referred to under sections 2 and 3
Xi Irritant
R36 Irritating to eyes.
Further information
Copyright 2014 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-氯-1-(3,4-二甲基苯基)-乙酮 在 copper(l) iodide 、 samarium (III) iodide 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以74%的产率得到1,2-Bis-(3,4-dimethylbenzoyl)-ethan
  参考文献：
  名称：

  SmI 3 / CuI †促进的α-卤代酮的新型偶联反应

  摘要：

  以SmI 3作为路易斯酸并在DMF中被CuI催化，α-卤代酯意外地转化为α-羟基-1,4-二酮，产率中等至中等。探讨了该机制，并提出了合理的反应途径。假定DMF既起着羟基源的作用又起着溶剂的双重作用。

  DOI：

  10.1039/c5ra26604a
• 作为产物：
  描述：

  邻二甲苯 、 氯乙酰氯 在 氯化锑(V) 、 苄基三乙基氯化铵 作用下， 以 硝基甲烷 为溶剂， 反应 2.5h， 以73%的产率得到2-氯-1-(3,4-二甲基苯基)-乙酮
  参考文献：
  名称：

  氯化锑（V）-苄基三乙基氯化铵络合物可作为弗瑞德-克拉夫特酰化反应的有效催化剂

  摘要：

  一种新的催化体系，该复合物的锑（V），氯化锑酸盐（SbCl 5）和苄基三乙基氯化铵（TEBA），C 6 H ^ 5 CH 2净3酸盐（SbCl 5）2 C1复合物，芳烃的Friedel-Crafts酰化反应进行说明与酰基和磺酰氯。该催化剂具有许多有用的特性，例如易于获得，毒性最小，可重复使用，对大气和湿气不敏感，以高收率快速酰化以及易于操作。

  DOI：

  10.1002/adsc.200303233

文献信息

• Mechanism of the reaction of trialkyl phosphites with α-halogenoacetophenones in alcoholic solvents
  作者：Imre Petneházy、György Keglevich、László Tőke、Harry R. Hudson

  DOI：10.1039/p29880000127

  日期：——

  suggested betaine as a common intermediate in alcoholic solution. Further reaction then involves rearrangement to give the vinyloxyphosphonium species (and hence the Perkow product) or protonation followed by dealkylation to give the α-hydroxyphosphonate. Evidence for the possible formation of dehalogenated ketone via solvolysis of the α-hydroxyphosphonium intermediate is also presented.

  对于酒精介质中的亚磷酸三烷基酯与在苯环中具有各种取代基的α-氯-或α-溴-苯乙酮（3,4-Me 2，4-Me，H，4-Cl和4-I）。线性Hammett图与速率确定阶段中常见的第一中间体的参与相一致，导致形成了乙烯基磷酸酯，α-羟基膦酸酯和苯乙酮。该结果提供了第一个动力学证据，以支持先前提出的甜菜碱作为酒精溶液中的常见中间体的初步形成。然后，进一步的反应包括重排以产生乙烯基氧基species物种（并因此产生Perkow产物）或质子化，随后脱烷基以产生α-羟基膦酸酯。还提供了通过溶剂分解α-羟基phosph中间体可能形成脱卤酮的证据。
• An Old Story in the Parallel Synthesis World: An Approach to Hydantoin Libraries
  作者：Andrey V. Bogolubsky、Yurii S. Moroz、Olena Savych、Sergey Pipko、Angelika Konovets、Maxim O. Platonov、Oleksandr V. Vasylchenko、Vasyl V. Hurmach、Oleksandr O. Grygorenko

  DOI：10.1021/acscombsci.7b00163

  日期：2018.1.8

  An approach to the parallel synthesis of hydantoin libraries by reaction of in situ generated 2,2,2-trifluoroethylcarbamates and α-amino esters was developed. To demonstrate utility of the method, a library of 1158 hydantoins designed according to the lead-likeness criteria (MW 200–350, cLogP 1–3) was prepared. The success rate of the method was analyzed as a function of physicochemical parameters

  开发了一种通过原位生成的2,2,2-三氟乙基氨基甲酸酯与α-氨基酯反应平行合成乙内酰脲文库的方法。为了证明该方法的实用性，准备了根据铅样标准（MW 200–350，cLogP 1-3）设计的1158个乙内酰脲文库。分析了该方法的成功率与产品理化参数的关系，发现该方法可以被认为是用于铅导向合成的工具。通过合理设计，使用开发的方法进行平行合成，计算机模拟和体外筛选相结合的方法，发现了一种含乙内酰脲的超微摩尔主要分子，可作为Aurora激酶A抑制剂。
• Chalcone-Benzotriazole Conjugates as New Potential Antimicrobial Agents: Design, Synthesis, Biological Evaluation and Synergism with Clinical Drugs
  作者：Hanbo Liu、Lavanya Gopala、Srinivasa Rao Avula、Ponmani Jeyakkumar、Xinmei Peng、Chenghe Zhou、Rongxia Geng

  DOI：10.1002/cjoc.201600639

  日期：2017.4

  combination of compound 5e or 6a with antibacterial Chloromycin, Norfloxacin and antifungal Fluconazole respectively showed stronger antimicrobial efficiency with less dosage and broader antimicrobial spectrum than their separated use alone. The preliminary interaction with calf thymus DNA revealed that compound 6a could intercalate into DNA to form 6a‐DNA supramolecular complex which might be a factor to

  合成了一系列查耳酮-苯并三唑共轭物作为新的潜在抗菌剂，并通过1 H NMR，13 C NMR，IR和HRMS光谱进行了表征。抗菌测定表明，某些目标化合物具有中等至良好的抗菌和抗真菌活性。所述Ñ -1衍生的苯并三唑5E和Ñ -2衍生的苯并三唑6a中表现出对一些测试菌株有价值的抑制功效。尤其是，衍生物6a对C. utilis，S。cerevisiae和A. flavus具有优异的抗真菌功效。（分别为MIC = 0.01、0.02、0.02 µmol / mL）至氟康唑。化合物5e或6a与抗菌素，诺氟沙星和抗真菌氟康唑的药物组合分别比单独使用时显示出更强的抗菌效果，更少的剂量和更宽的抗菌谱。与小牛胸腺DNA的初步相互作用表明，化合物6a可插入DNA中形成6a- DNA超分子复合物，这可能是发挥其强大生物活性的一个因素。分子对接研究表明化合物6a与DNA促旋酶牢固结合。化合物6a的分子轨道能量和分子静电势等结构参数
• 一种哒嗪酮类化合物及其合成方法
  申请人：上海工程技术大学

  公开号：CN108503590A

  公开（公告）日：2018-09-07

  本发明涉及一种哒嗪酮类化合物及其合成方法，所述的化合物的通式如下：其中，R1为C1‑C4烷基或卤素；R2为C1‑C4烷基或卤素；R3为直链脂肪胺或环胺或丙巯基或芳香甲氧基；R4为卤素或丙巯基；制备时，首先将卤代乙酰卤与苯经过傅－克反应合成α‑卤代苯乙酮，再与4,5‑二氯‑3(2H)‑哒嗪酮经过取代反应合成中间体，生成的中间体在碱性试剂催化下，与亲核试剂如脂肪胺或环状脂肪胺或丙硫醇发生取代反应合成哒嗪酮类化合物。与现有技术相比，本发明整个工艺流程简单，可重复性好，原料简单易得，适用范围广，具有很好的应用前景。
• Synthesis of New Fused 4H-Thieno[3,2-b]pyrrole Derivatives via Decomposition of Methyl 4-Azido-5-arylthiophene-2-carboxylates
  作者：Alexander S. Fisyuk、Anna L. Samsonenko、Anastasia S. Kostyuchenko、Tatyana Yu. Zheleznova、Vladislav Yu. Shuvalov、Igor S. Vlasov

  DOI：10.1055/a-1799-9339

  日期：2022.7

  development of practical approaches to the synthesis of 4-azido-5-arylthiophene-2-carboxylates and 4-amino-5-arylthiophene-2-carboxylates using the Fiesselmann reaction. The photochemical and thermal (including microwave-assisted) decomposition of 4-azido-5-arylthiophene-2-carboxylates have been studied in order to synthesize fused 4H-thieno[3,2-b]pyrrole derivatives. The proposed approaches allow to obtain

  本文的重点是开发使用 Fiesselmann 反应合成 4-叠氮基-5-芳基噻吩-2-羧酸盐和 4-氨基-5-芳基噻吩-2-羧酸盐的实用方法。已经研究了 4-叠氮基-5-芳基噻吩-2-羧酸盐的光化学和热（包括微波辅助）分解，以合成稠合的 4 H-噻吩并[3,2- b ] 吡咯衍生物。所提出的方法允许获得功能取代的杂并苯，它们作为有机半导体的构建块是令人感兴趣的。