1,3-二氯-4-三甲基苯 | 13014-18-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,3-二氯-4-三甲基苯
• 中文别名: 2,4-二氯三氯甲苯；2,4-二氯三氯苄；α,α,α,2,4-五氯甲苯；,2,4-五氯甲苯
• 英文名称: 2,4-dichlorobenzotrichloride
• 英文别名: 2,4-dichloro-1-(trichloromethyl)benzene
• CAS: 13014-18-1
• 化学式: C₇H₃Cl₅
• mdl: MFCD00018818
• 分子量: 264.366
• InChiKey: KZSNBJMYJWDVTK-UHFFFAOYSA-N

物化性质

• 熔点：
  49°C
• 沸点：
  288°C
• 密度：
  1.5935 (estimate)
• 闪点：
  >112℃
• 溶解度：
  氯仿（微溶）、甲醇（微溶）
• LogP：
  5.18 at 25℃
• 物理描述：
  2,4,alpha,alpha,alpha-pentachlorotoluene is a white crystalline powder. (NTP, 1992)
• 保留指数：
  1557.6

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 安全说明：
  S26,S36/37/39
• 危险品运输编号：
  3261
• 海关编码：
  2903999090
• 危险类别码：
  R34
• RTECS号：
  CZ5475020
• 储存条件：
  | 室温 |

SDS

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Section I.Chemical Product and Company Identification
Chemical Name 2,4-Dichlorobenzotrichloride
Portland OR
Synonym Benzene, 2,4-Dichloro-1-(trichloromethyl)- ( 9 CI)
Chemical Formula CCl3C6H3Cl2
CAS Number 13014-18-1

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Section II. Composition and Information on Ingredients
Chemical Name CAS Number Percent (%) TLV/PEL Toxicology Data
2,4-Dichlorobenzotrichloride 13014-18-1 Min. 99.0 Not available. Rat LD50 (oral) 3160mg/kg
Rabbit LD (dermal) >10gm/kg
(GC)

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Section III. Hazards Identification
Acute Health Effects Corrosive to skin, eyes, and respiratory system. Liquid or spray mist may produce tissue damage, particularly in mucous
membranes of the eyes, mouth and respiratory tract. Skin contact may produce burns. Eye contact can result in corneal
damage or blindness. Inhalation of the spray mist may produce severe irritation of respiratory tract, characterized by
coughing, choking, or shortness of breath. Corrosive materials may cause serious injury if ingested. Follow safe
industrial hygiene practices and always wear proper protective equipment when handling this compound.
Chronic Health Effects CARCINOGENIC EFFECTS : Not available.
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
Repeated exposure of the eyes to a low level of dust can produce eye irritation. Repeated skin exposure can produce
local skin destruction, or dermatitis. Repeated inhalation of dust can produce varying degree of respiratory irritation or
lung damage.

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Section IV. First Aid Measures
Eye Contact Check for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at least 15
minutes. Get medical attention.
Skin Contact In case of contact, immediately flush skin with plenty of water. Remove contaminated clothing and shoes. Wash clothing
before reuse. Thoroughly clean shoes before reuse. Get medical attention.
Inhalation If the victim is not breathing, perform mouth-to-mouth resuscitation. Loosen tight clothing such as a collar, tie, belt or
waistband. If breathing is difficult, oxygen can be administered. Seek medical attention if respiration problems do not
improve.
Ingestion DO NOT INDUCE VOMITING. Loosen tight clothing such as a collar, tie, belt or waistband. If the victim is not breathing,
perform mouth-to-mouth resuscitation. Examine the lips and mouth to ascertain whether the tissues are damaged, a
possible indication that the toxic material was ingested; the absence of such signs, however, is not conclusive.

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Section V. Fire and Explosion Data
Auto-Ignition Not available.
Flammability May be combustible at high temperature.
Flash Points Flammable Limits Not available.
Not available.
Combustion Products These products are toxic carbon oxides (CO, CO 2), halogenated compounds.
WARNING: Highly toxic HCl gas is produced during combustion.
Fire Hazards
Not available.
Explosion Hazards Risks of explosion of the product in presence of mechanical impact: Not available.
Risks of explosion of the product in presence of static discharge: Not available.
Fire Fighting Media
SMALL FIRE: Use DRY chemical powder.
and Instructions LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
Consult with local fire authorities before attempting large scale fire-fighting operations.
Continued on Next Page
2,4-Dichlorobenzotrichloride

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Section VI. Accidental Release Measures
Spill Cleanup Corrosive solid.
Instructions Stop leak if without risk. DO NOT get water inside container. DO NOT touch spilled material. Use water spray to reduce
vapors. Prevent entry into sewers, basements or confined areas; dike if needed. Eliminate all sources of ignition.
Consult federal, state, and/or local authorities for assistance on disposal.

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Section VII. Handling and Storage
Handling and Storage CORROSIVE. Keep container dry. Keep away from heat. Mechanical exhaust required. When not in use, tightly seal the
container and store in a dry, cool place. Avoid excessive heat and light. Do not breathe dust. Never add water to this
Information
product. Wear suitable protective clothing. If you feel unwell, seek medical attention and show the label when possible.
Treat symptomatically and supportively.
Always store away from incompatible compounds such as oxidizing agents.

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Section VIII. Exposure Controls/Personal Protection
Engineering Controls Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below
recommended exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to
airborne contaminants below the exposure limit.
Personal Protection Face shield. Lab coat. Dust respirator. Boots. Gloves. A MSHA/NIOSH approved respirator must be used to avoid
inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist BEFORE handling
this product.
Exposure Limits Not available.

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Section IX. Physical and Chemical Properties
Physical state @ 20°C Solid. Solubility
Not available.
Not available.
Specific Gravity
Molecular Weight 264.36 Partition Coefficient
Not available.
Boiling Point Not available. Vapor Pressure Not applicable.
Melting Point 49°C (120.2°F) Vapor Density Not available.
Not available. Not available.
Refractive Index Volatility
Critical Temperature Not available. Odor Not available.
Viscosity Not available. Taste Not available.

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Section X. Stability and Reactivity Data
Stability

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This material is stable if stored under proper conditions. (See Section VII for instructions)
Conditions of Instability
Avoid excessive heat and light.
Incompatibilities
Reactive with oxidizing agents.

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Section XI. Toxicological Information
RTECS Number CZ5475020
Routes of Exposure Eye Contact. Ingestion. inhalation. Skin contact.
Rat LD50 (oral) 3160mg/kg
Toxicity Data
Rabbit LD (dermal) >10gm/kg
Chronic Toxic Effects CARCINOGENIC EFFECTS : Not available.
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
Repeated exposure of the eyes to a low level of dust can produce eye irritation. Repeated skin exposure can produce
local skin destruction, or dermatitis. Repeated inhalation of dust can produce varying degree of respiratory irritation or
lung damage.
Acute Toxic Effects Corrosive to skin, eyes, and respiratory system. Liquid or spray mist may produce tissue damage, particularly in mucous
membranes of the eyes, mouth and respiratory tract. Skin contact may produce burns. Eye contact can result in corneal
damage or blindness. Inhalation of the spray mist may produce severe irritation of respiratory tract, characterized by
coughing, choking, or shortness of breath. Corrosive materials may cause serious injury if ingested. Follow safe
industrial hygiene practices and always wear proper protective equipment when handling this compound.
Continued on Next Page
2,4-Dichlorobenzotrichloride

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Section XII. Ecological Information
Ecotoxicity Not available.
Environmental Fate Not available.

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Section XIII. Disposal Considerations
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material with a
Waste Disposal
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system. Observe all
federal, state and local regulations when disposing of the substance.

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Section XIV. Transport Information
DOT Classification Class 8: Corrosive material
PIN Number
Proper Shipping Name
Corrosive solid, n.o.s.
Packing Group (PG) III
DOT Pictograms

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Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This compound is ON the EPA Toxic Substances Control Act (TSCA) inventory list.
(EPA)
WHMIS Classification
CLASS E: Corrosive solid.
On NDSL.
(Canada)
EINECS Number (EEC) 235-868-1
EEC Risk Statements
R36/37/38- Irritating to eyes, respiratory system and skin.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途：医药、化工。

反应信息

• 作为反应物：
  描述：

  1,3-二氯-4-三甲基苯 在 iron(III) chloride 作用下， 以 水 为溶剂， 反应 2.0h， 以93.05%的产率得到2,4-二氯苯甲酰氯
  参考文献：
  名称：

  一种2,4-二氯苯甲酰氯的制备方法

  摘要：

  本发明提供一种2,4‑二氯苯甲酰氯的制备方法，涉及精细化工有机合成技术领域，包括以下步骤：(1)在催化剂偶氮二异丁腈作用下，将2,4‑二氯甲苯和氯气发生氯代反应，制备2,4‑二氯三氯甲苯粗品；(2)将步骤(1)制备的2,4‑二氯三氯甲苯粗品和水发生水解反应的；(3)将步骤(2)的水解产物通过减压精馏，收集区域的馏分制备目标产物2,4‑二氯苯甲酰氯，本发明所述工艺原材料易得，价格便宜，操作简单，能耗低，产品质量高，生产成本低，三废少，产品总收率在90％‑95％之间，纯度99％以上，适合工业化生产，具有很好的应用前景。

  公开号：

  CN109678698B
• 作为产物：
  描述：

  2,4-二氯甲苯 在 氯 作用下， 反应 20.0h， 生成 1,3-二氯-4-三甲基苯
  参考文献：
  名称：

  一种二氯三氟甲苯的高效氯化工艺

  摘要：

  本发明公开了一种二氯三氟甲苯的高效氯化工艺，属于有机合成领域。该法以二氯甲苯为原料，加入氯化亚铜与铜粉的混合物催化剂，经过氯化、氟化二步反应得到目标化合物，反应过程中应用的原料方便购得，生产成本低，后处理简单，反应条件温和，具有良好的经济效益和社会效益。

  公开号：

  CN110483237A

文献信息

• One-Pot Synthesis of Tertiary Amides from Organic Trichlorides through Oxygen Atom Incorporation from Air by Convergent Paired Electrolysis
  作者：Zhongli Luo、Kenji Imamura、Yoshihito Shiota、Kazunari Yoshizawa、Yoshio Hisaeda、Hisashi Shimakoshi

  DOI：10.1021/acs.joc.1c00161

  日期：2021.4.16

  A convergent paired electrolysis catalyzed by a B12 complex for the one-pot synthesis of a tertiary amide from organic trichlorides (R-CCl3) has been developed. Various readily available organic trichlorides, such as benzotrichloride and its derivatives, chloroform, dichlorodiphenyltrichloroethane (DDT), trichloro-2,2,2-trifluoroethane (CFC-113a), and trichloroacetonitrile (CNCCl3), were converted

  已经开发了一种由B 12络合物催化的聚合成对电解，用于一锅法从有机三氯化物（R-CCl 3）合成叔酰胺。各种易得的有机三氯化物，例如苯并三氯化物及其衍生物，氯仿，二氯二苯基三氯乙烷（DDT），三氯-2,2,2-三氟乙烷（CFC-113a）和三氯乙腈（CNCCl 3）在存在下通过在室温下从空气中引入氧气来合成叔胺。提出了由钴配合物介导的成对电解中酰胺的形成机理。
• Visible light-driven photocatalytic duet reaction catalyzed by the B12-rhodium-titanium oxide hybrid catalyst
  作者：Keita Shichijo、Mamoru Fujitsuka、Yoshio Hisaeda、Hisashi Shimakoshi

  DOI：10.1016/j.jorganchem.2019.121058

  日期：2020.2

  imply that electron transfer from the titanium oxide to Co(III) center of the B12 complex occurred by the visible light irradiation. Benzotrichloride was converted to N,N-diethylbenzamide by the visible light irradiation catalyzed by the hybrid catalyst in air at room temperature. Both the conduction band electron and valence band hole of the catalyst were utilized for the reaction to form the amide

  合成了由B 12配合物和铑离子（Rh 3+）改性的氧化钛组成的杂化催化剂，用于可见光驱动的B 12激发的催化反应。杂化催化剂在氧化钛表面上含有4.93×10 -6 molg -1的B 12络合物和5.43×10 -5 molg -1的Rh（III）离子。在作为牺牲试剂的三乙胺（Et 3 N）存在下，杂化催化剂的可见光照射（λ≥420 nm）显示出在B 12的Co（I）状态下典型的390 nm吸收。通过漫反射紫外可见光谱分析监测该配合物，这意味着电子从二氧化钛转移到B 12配合物的Co（III）中心是通过可见光辐射发生的。在室温下，在空气中，由杂化催化剂催化的可见光辐射将三氯化苯转化为N，N-二乙基苯甲酰胺。催化剂的导带电子和价带孔均用于反应以形成酰胺产物。提出了二重反应的反应机理。
• Visible Light‐Driven, One‐pot Amide Synthesis Catalyzed by the B₁₂Model Complex under Aerobic Conditions
  作者：Hui Tian、Hisashi Shimakoshi、Toshikazu Ono、Yoshio Hisaeda

  DOI：10.1002/cplu.201800522

  日期：2019.3

  was developed. It provides a convenient and efficient way to synthesize amides. Based on this method, trichlorinated organic compounds were converted into amides in the presence of an amine under aerobic conditions at room temperature in a one-pot procedure. Various trichlorinated organic compounds and an amine source, such as primary, secondary, and cyclic amines, have been evaluated for this transformation

  开发了一种以B12络合物为催化剂，以[Ir（dtbbpy）（ppy）2] PF6为光敏剂的可见光响应型催化体系。它提供了一种方便有效的合成酰胺的方法。基于该方法，在有氧条件下，在室温下，通过一锅法在胺的存在下将三氯化有机化合物转化为酰胺。已评估了各种三氯化有机化合物和胺源（例如伯胺，仲胺和环状胺）的转化情况，从而以中等至极好的收率提供了预期的产物。值得注意的是，产物的形成取决于在好氧条件下获得酰胺而在厌氧条件下获得部分脱氯产物的反应气氛。由于此协议不含有害试剂，
• 一种2，4-二氯三氟甲苯的高效氯化工艺
  申请人：江苏大华化学工业有限公司

  公开号：CN110483235A

  公开（公告）日：2019-11-22

  本发明公开了一种2，4‑二氯三氟甲苯的高效氯化工艺，属于有机合成领域。该法以2，4‑二氯甲苯为原料，加入氯化亚铜与铜粉的混合物催化剂，经过氯化、氟化二步反应得到目标化合物，反应过程中应用的原料方便购得，生产成本低，后处理简单，反应条件温和，具有良好的经济效益和社会效益。
• Oxygen‐Controlled Catalysis by Vitamin B ₁₂ ‐TiO ₂ : Formation of Esters and Amides from Trichlorinated Organic Compounds by Photoirradiation
  作者：Hisashi Shimakoshi、Yoshio Hisaeda

  DOI：10.1002/anie.201507782

  日期：2015.12.14

  An oxygen switch in catalysis of the cobalamin derivative (B12)‐TiO2 hybrid catalyst for the dechlorination of trichlorinated organic compounds has been developed. The covalently bound B12 on the TiO2 surface transformed trichlorinated organic compounds into an ester and amide by UV light irradiation under mild conditions (in air at room temperature), while dichlorostilbenes (E and Z forms) were formed

  已经开发出了钴巴拉明衍生物（B 12）-TiO 2杂化催化剂催化三氯代有机化合物脱氯的氧开关。在温和的条件下（在室温下在空气中），通过紫外线照射，在TiO 2表面上共价结合的B 12将三氯化有机化合物转化为酯和酰胺，而二氯代对苯二酚（E和Z在氮气中由三氯化苯形成。苯甲酰氯形成为酯和酰胺的中间体，通过GC-MS检测。合成策略的底物范围已通过各种三氯化有机化合物的范围得到证明。利用TiO 2的孔和导带电子，一种相片二重唱反应2在乙12 -TiO 2的酰胺形成也被开发。

表征谱图