3,4-二氟氯苯 | 96-02-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 中文名称: 3,4-二氟氯苯
• 中文别名: 4-氯-1,2-二氟苯
• 英文名称: 2-chloromaleic anhydride
• 英文别名: Chlormaleinsaeureanhydrid；chloromaleic anhydride；monochloromaleic anhydride；Chloromaleic acid anhydride；3-chlorofuran-2,5-dione
• CAS: 96-02-6
• 化学式: C₄HClO₃
• mdl: MFCD00210253
• 分子量: 132.503
• InChiKey: CXJAFLQWMOMYOW-UHFFFAOYSA-N

物化性质

• 熔点：
  33°C
• 沸点：
  173.21°C (rough estimate)
• 密度：
  1.5375

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

ADMET

毒理性

• 副作用

Dermatotoxin - 皮肤烧伤。 Asthma - 可逆性支气管痉挛（细支气管狭窄），由吸入刺激性或过敏原引起。 Toxic Pneumonitis - 由吸入金属烟雾或有毒气体和蒸气引起的肺部炎症。

Dermatotoxin - Skin burns. Asthma - Reversible bronchoconstriction (narrowing of bronchioles) initiated by the inhalation of irritating or allergenic agents. Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• 危险等级：
  8
• 危险品运输编号：
  UN 3265
• 海关编码：
  2917190090
• 包装等级：
  III

SDS

Name:	2-Chloromaleic anhydride Material Safety Data Sheet
Synonym:	2,5-Furandione, 3-chloro-
CAS:	96-02-6

Section 1 - Chemical Product MSDS Name:2-Chloromaleic anhydride Material Safety Data Sheet
Synonym:2,5-Furandione, 3-chloro-

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
96-02-6	2-Chloromaleic anhydride	100	202-470-4

Hazard Symbols: T
Risk Phrases: 22 24 34 42/43

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed. Toxic in contact with skin. Causes burns. May cause sensitization by inhalation and skin contact.Moisture sensitive.Corrosive.
Potential Health Effects
Eye:
Causes eye burns. May cause conjunctivitis. Causes redness and pain. Exposure to high fume concentrations cause photophobia, double vision, and "halo" vision.
Skin:
Causes skin burns. May cause skin sensitization, an allergic reaction, which becomes evident upon re-exposure to this material.
Causes redness and pain. May cause blistering of the skin.
Ingestion:
Harmful if swallowed. Causes gastrointestinal tract burns.
Inhalation:
May cause asthmatic attacks due to allergic sensitization of the respiratory tract. Causes chemical burns to the respiratory tract.
Inhalation of high concentrations may cause pulmonary edema.
Chronic:
Prolonged or repeated skin contact may cause dermatitis. Repeated exposure may cause allergic respiratory reaction (asthma).

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Section 4 - FIRST AID MEASURES
Eyes: Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes).
Skin:
Get medical aid immediately. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Wash clothing before reuse. Destroy contaminated shoes.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid immediately. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Dusts may be combustible when exposed to heat, flame, or oxidizing agents. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas.
Contact with metals may evolve flammable hydrogen gas.
Extinguishing Media:
Use carbon dioxide. Use alcohol foam. Do NOT use dry powder.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Minimize dust generation and accumulation. Do not get in eyes, on skin, or on clothing. Do not ingest or inhale. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Do not store in metal containers.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate general or local exhaust ventilation to keep airborne concentrations below the permissible exposure limits.
Exposure Limits CAS# 96-02-6: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C4HClO3
Molecular Weight: 132.55

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Ignition sources, dust generation, metals, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong reducing agents, strong bases, strong acids, alkali metals, alkaline earth metals, amines, caustics (e.g.
ammonia, ammonium hydroxide, calcium hydroxide, potassium hydroxide, sodium hydroxide), triethylamine, pyridine, ammonium ions.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, chloride fumes.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 96-02-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Chloromaleic anhydride - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Products which are considered hazardous for supply are classified as Special Waste and the disposal of such chemicals is covered by regulations which may vary according to location. Contact a specialist disposal company or the local waste regulator for advice. Empty containers must be decontaminated before returning for recycling.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: CORROSIVE SOLID, TOXIC, N.O.S.
Hazard Class: 8
UN Number: 2923
Packing Group: III
IMO
Shipping Name: CORROSIVE SOLID, TOXIC, N.O.S.
Hazard Class: 8
UN Number: 2923
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE SOLID, TOXIC, N.O.S.
Hazard Class: 8
UN Number: 2923
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: T
Risk Phrases:
R 22 Harmful if swallowed.
R 24 Toxic in contact with skin.
R 34 Causes burns.
R 42/43 May cause sensitization by inhalation and
skin contact.
Safety Phrases:
S 24 Avoid contact with skin.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 28 After contact with skin, wash immediately
with...
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 96-02-6: No information available.
Canada
CAS# 96-02-6 is listed on Canada's NDSL List.
CAS# 96-02-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 96-02-6 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3,4-二氟氯苯 在 水 作用下， 生成 2-chloromaleic acid
  参考文献：
  名称：

  Zincke; Fuchs, Chemische Berichte, 1893, vol. 26, p. 508

  摘要：

  DOI：
• 作为产物：
  描述：

  2-chloromaleic acid 生成 3,4-二氟氯苯
  参考文献：
  名称：

  Zincke; Fuchs, Chemische Berichte, 1893, vol. 26, p. 508

  摘要：

  DOI：

文献信息

• Synthesis and antimicrobial activity of some 2-acetylcyclopent-4-ene-1,3-diones
  作者：O. P. Shestak、V. L. Novikov、S. I. Stekhova、I. A. Gorshkova

  DOI：10.1007/bf02508410

  日期：1999.1

  3-diones (II). This series of compounds offer an interesting object for investigation because they are closely related to the relatively rare group of natural cyciopentene 13,13'triketones [ 1 3] and can be used as multipurpose reagents for the synthesis of various carboand heterocyclic compounds. Indeed, even the simplest representative of this series contains 10 (sic!) reactive centers, which is explained

  正如已知的 [1 -3] ，乙酸甲基乙烯酯与马来酸酐 (1) 的酰化产生 2-乙酰环戊-4 烯-1,3-二酮 (II)。这一系列化合物提供了一个有趣的研究对象，因为它们与相对稀有的天然环戊烯13,13'三酮[ 1 3 ] 密切相关，可用作合成各种碳杂环化合物的多用途试剂。事实上，即使是这个系列中最简单的代表也包含 10 个（原文如此！）反应中心，这是通过对互变异构的敏感性来解释的。II 结构中共轭双 4(5) 键的存在使这些化合物能够作为受体参与涉及生物分子的 Michaelis 亲核加成反应。y-羟基-13-en-t-one 片段（乙烯基羧基）的存在赋予这些化合物相对于生物底物的酰化能力。最后，烯醇化的 13,13'-三酮基团的存在允许这些化合物通过结合控制金属依赖性酶活性的微量元素的离子形成螯合物。然而，尽管潜力巨大，但三酮 II 的化学和生物学特性几乎仍未得到研究。有两种可能的方法来
• Metal hydride reductions of unsymmetrically substituted cyclic anhydrides attached to strained ring systems
  作者：Margaret M. Kayser、Judith Salvador、Peter Morand、H. G. Krishnamurty

  DOI：10.1139/v82-178

  日期：1982.5.15

  reversal in regioselectivity is observed in the metal hydride reduction of unsymmetrical cyclic anhydrides such as 2,3, and 4 compared to cyclic anhydrides attached to bridged ring systems (e.g. 1). The synthesis of model cyclic anhydrides attached to strained rings is described and the ratios of isomeric lactones obtained upon reduction with metal hydride are reported. On the basis of theoretical calculations

  与连接到桥环系统（例如 1）的环状酸酐相比，在不对称环状酸酐（例如 2,3 和 4）的金属氢化物还原中观察到区域选择性的显着逆转。描述了连接到应变环的模型环酐的合成，并报告了用金属氢化物还原后获得的异构内酯的比率。在理论计算的基础上，并考虑到羰基的固有反应性、反周向效应和空间拥挤，对在这些化合物的还原中观察到的区域选择性进行了解释。
• 一种制备2-氯马来酸酐的方法
  申请人：常州沃腾化工科技有限公司

  公开号：CN112321548A

  公开（公告）日：2021-02-05

  本发明涉及有机合成技术领域，具体涉及一种制备2‑氯马来酸酐的方法，包括如下步骤：在反应瓶中加入马来酸酐，加热到固体融化后，加入三氯化铁，用泵将反应液打入混合模块；将氯气通入混合模块，将微通道反应模块加热后，混合模块中的反应液以一定流速通过微通道反应模块；后接一个装有固定床的微反应器，将微反应器温度加热，并采用氯化钡和活性炭组成的混合催化剂，通过微通道反应器的反应液进入固定床微反应器反应，同时以一定速率通入氮气，带走反应生成的氯化氢气体，收集反应液，蒸馏得到2‑氯马来酸酐。本发明采用氯化钡和活性炭组成的混合催化剂，反应速度快，产品收率和纯度均较高，降低了对设备的要求。
• Phylogenetic Development of a Regulatory Gene for the Core 2 GlcNAc Transferase in Mus musculus
  作者：M. Sekine、Y. Kikkawa、S. Takahama、K. Tsuda、H. Yonekawa、A. Suzuki

  DOI：10.1093/oxfordjournals.jbchem.a003234

  日期：2002.9.1

  In our previous study, we identified a mouse gene, Gsl5, that controls the expression of a glycolipid, GL-Y [Galβl–4(Fucαl–3)GlcNAcβ1–6(Ga1β1–3)GalNAcβ1–3Galα1–4Ga1β1–4Glcβ1-Cer], and the core 2 structure of O-linked glycans of glycoproteins, GlcNAcβ1-6(Ga1β1–3)GalNAcα-Ser/Thr, in a kidney tubular cell-specific manner through the regulation of UDP-GlcNAc β-l,6-GlcNAc transferase (GNT). Regulation by the G8l5 gene occurs at the level of GNT mRNA and the recessive allele of G8l5 is rare and carried by DBA/2 and its related strains. Here, we report a sequence comparison of the 5' flanking region of the GNT gene among 5 laboratory strains and 10 wild-derived strains, demonstrating that the DBA/2 allele sequence is similar to the sequence carried by Asian Mus m. musculus and differs substantially from the East European M. m. musculus. These results suggest that the DBA/2 allele of G8l5 was introduced into laboratory mouse strains by Asian wild-derived mice. Phylogenetic comparison of the 5' flanking region sequences between the recessive and dominant G8l5 alleles indicates that mutations to create a functional G8l5 gene occurred approximately one million years ago during the subspeciation of M. musculus, and provides a case for studies on the creation of functional genes involved in tissue-specific transcriptional regulation.

  在我们之前的研究中，我们鉴定出一种小鼠基因Gsl5，该基因通过调控UDP-GlcNAc β-l,6-GlcNAc转移酶（GNT），在肾小管细胞特异性地控制糖脂GL-Y和糖蛋白O-连接糖链的核心2结构的表达。该基因的调控发生在GNT mRNA水平，而G8l5的隐性等位基因则很少，只由DBA/2及其相关品系携带。在这里，我们报告了5个实验室品系和10个野生衍生品系GNT基因5'侧翼区域的序列比较，显示DBA/2等位基因序列与亚洲Mus m. musculus携带的序列相似，而与东欧M. m. musculus存在显著差异。这些结果表明G8l5的DBA/2等位基因是通过亚洲野生衍生小鼠引入实验室小鼠品系的。对隐性和显性G8l5等位基因5'侧翼区域序列的系统发育比较表明，构建功能性G8l5基因的突变大约发生在一百万年前，即M. musculus的亚物种分化期间，并为研究涉及组织特异性转录调控的功能基因的形成提供了一个案例。
• Heilmittelchemische Studien in der heterocyclischen Reihe. 7. Mitteilung. Pyridazine IV. Derivate des cyclischen Chlormaleinsäure-phenylhydrazids
  作者：Kd. Meier、B. H. Ringier、J. Druey

  DOI：10.1002/hlca.19540370215

  日期：——

  The reaction between chloromaleic acid anhydride and phenylhydrazine is studied. The constitution of the two isomeric 1-phenyl-3-hydroxy-chloro-pyridazones-(6) is established. Starting with 1-phenyl-3-hydroxy-4-chloro-pyridazone-(6) some derivatives are prepared. Some of them show good analgesic activity.

  研究了氯马来酸酐与苯肼之间的反应。确定了两个异构的1-苯基-3-羟基-氯-哒唑酮-（6）的组成。从1-苯基-3-羟基-4-氯吡啶酮-（6）开始，制备了一些衍生物。其中一些显示出良好的止痛活性。

表征谱图