2,4-二氟二苯甲酮 | 85068-35-5

• 物质功能分类: 化学试剂 - 有机试剂 - 芳香酮
• 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: 2,4-二氟二苯甲酮
• 中文别名: 2,4-二氟苯甲酮
• 英文名称: (2,4-difluorophenyl)(phenyl)methanone
• 英文别名: 2,4-difluorobenzophenone；(2,4-difluorophenyl)-phenylmethanone
• CAS: 85068-35-5
• 化学式: C₁₃H₈F₂O
• 分子量: 218.203
• InChiKey: FRHMSTHFVFIPCO-UHFFFAOYSA-N

物化性质

• 熔点：
  33°C
• 沸点：
  120 °C (2 mmHg)
• 密度：
  1.261 g/mL at 25 °C(lit.)
• 闪点：
  >230 °F
• 稳定性/保质期：
  按规定使用和贮存的不会分解，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2914700090
• 储存条件：
  存于密闭、阴凉、干燥处。

SDS

Name:	2 4-Difluorobenzophenone 98% Material Safety Data Sheet
Synonym:	None
CAS:	85068-35-5

Section 1 - Chemical Product MSDS Name:2 4-Difluorobenzophenone 98% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
85068-35-5	2,4-Difluorobenzophenone	98%	285-297-7

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Use water spray to keep fire-exposed containers cool. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Containers may explode when heated.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Cool containers with flooding quantities of water until well after fire is out. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed.
Avoid ingestion and inhalation. Wash clothing before reuse.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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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 ventilation to keep airborne concentrations low.
Exposure Limits CAS# 85068-35-5: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: yellow
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: > 110 deg C (> 230.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.2610g/cm3
Molecular Formula: C13H18F2O
Molecular Weight: 218.20

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, excess heat.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, hydrogen fluoride gas.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 85068-35-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2,4-Difluorobenzophenone - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 37/39 Wear suitable 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# 85068-35-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 85068-35-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 85068-35-5 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,4-二氟二苯甲酮 在 potassium carbonate 、 一水合肼 、 copper(II) oxide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 以100%的产率得到6-fluoro-3-phenyl-1H-indazole
  参考文献：
  名称：

  发现2-（1 H-吲唑-1-基）-噻唑衍生物作为选择性EP 1受体拮抗剂，可通过核心结构置换治疗膀胱过度活动症

  摘要：

  我们设计了一系列有效的EP 1受体拮抗剂。这些拮抗剂是一系列2-（1H-吲唑-1-基）-噻唑，其中核心结构被吡唑-苯基取代。在初步的自觉大鼠膀胱测压实验中，两个有代表性的候选人2和22增加了膀胱容量。特别是，使用22的增加大约是基线的2倍。该化合物的更详细的分析以及对该系列的进一步优化有望提供一类用于治疗膀胱过度活动症（OAB）的新型药物。

  DOI：

  10.1016/j.bmcl.2014.01.052
• 作为产物：
  描述：

  2,4-difluoro-1-(1-phenylvinyl)benzene 在 氧气 作用下， 反应 8.0h， 以90.1%的产率得到2,4-二氟二苯甲酮
  参考文献：
  名称：

  聚乙二醇二甲醚通过分子氧介导芳烃氧化裂解为羰基化合物

  摘要：

  已经开发了一种使用 O 2作为唯一氧化剂，聚（乙二醇）二甲醚作为良性溶剂，将芳族烯烃氧化裂解为羰基化合物的简单实用的方法。即使在克级反应中，多种单取代、偕二取代、1,2-二取代、三取代和四取代芳族烯烃也能以优异的收率成功转化为相应的醛和酮。还进行了一些对照实验以支持可能的反应途径。

  DOI：

  10.1039/d1ra02007b

文献信息

• Weak Coordination Promoted Regioselective Oxidative Coupling Reaction for 2,2′-Difunctional Biaryl Synthesis in Hexafluoro-2-propanol
  作者：Chao Zhang、Yu Rao

  DOI：10.1021/acs.orglett.5b02115

  日期：2015.9.18

  An unprecedented weak coordination promoted dehydrogenative cross-coupling reaction has been developed by palladium catalysis, which provides a convenient access to a wide range of 2,2′-difunctional biaryls from easily accessible substrates. Both HFIP solvent and oxidants serve as the critical factors in this new reaction. A plausible mechanism involving Pd(II)/Pd(IV) is proposed. The reaction demonstrates

  钯催化已开发出前所未有的弱配位促进的脱氢交叉偶联反应，钯催化可从易于接近的底物方便地获得各种2,2'-双官能联芳基。HFIP溶剂和氧化剂都是这一新反应的关键因素。提出了涉及Pd（II）/ Pd（IV）的合理机制。该反应显示出优异的反应性，宽泛的官能团耐受性和高产率。
• Copper-catalyzed carbonylative Suzuki coupling of aryl iodides with arylboronic acids under ambient pressure of carbon monoxide
  作者：Laijin Cheng、Yanzhen Zhong、Zhuchao Ni、Hongyan Du、Fengli Jin、Qi Rong、Wei Han

  DOI：10.1039/c4ra08594a

  日期：——

  An efficient and ligandless nanocopper-catalyzed carbonylative cross-coupling of aryl iodides with arylboronic acids at ambient CO pressure in poly(ethylene glycol), has been developed.

  在聚乙二醇中，一种高效且无需配体的纳米铜催化的羰基化交叉偶联反应被开发出来，可以在常压一氧化碳下实现芳香碘化物与芳香硼酸的转化。

• A General Method for Copper-Catalyzed Arylation of Arene C−H Bonds
  作者：Hien-Quang Do、Rana M. Kashif Khan、Olafs Daugulis

  DOI：10.1021/ja805688p

  日期：2008.11.12

  A general method for copper-catalyzed arylation of sp (2) C-H bonds with p K a's below 35 has been developed. The method employs aryl halide as the coupling partner, lithium alkoxide or K 3PO 4 base, and DMF, DMPU, or mixed DMF/xylenes solvent. A variety of electron-rich and electron-poor heterocycles such as azoles, caffeine, thiophenes, benzofuran, pyridine oxides, pyridazine, and pyrimidine can

  已经开发出一种铜催化 pKa 低于 35 的 sp (2) CH 键芳基化的通用方法。该方法采用芳基卤作为偶联配偶体、锂醇盐或K 3PO 4 碱以及DMF、DMPU或混合DMF/二甲苯溶剂。多种富电子和缺电子杂环，例如唑类、咖啡因、噻吩、苯并呋喃、氧化吡啶、哒嗪和嘧啶可以芳基化。此外，在苯环上具有至少两个吸电子基团的贫电子芳烃也可以被芳基化。独立合成了两种芳基铜-菲咯啉络合物中间体。
• 一种烯烃氧化制备醛酮类化合物的方法
  申请人：三峡大学

  公开号：CN112608222A

  公开（公告）日：2021-04-06

  本发明提供了一种烯烃氧化制备醛酮类化合物的方法，涉及的制备方法为氧气参与的烯烃氧化裂解反应，具体步骤如下：在溶剂与氧化剂存在的条件下，将烯烃原料氧化裂解制得相应的醛酮类产物。与传统方法相比，本发明不需要加入任何催化剂或配体，也不需要使用高压氧气，具有反应条件简单温和、绿色环保、成本低、原子经济性高等优点，而且底物适应范围广，产率高，在合成醛酮类医药中间体和化工原料方面具有广阔的应用前景。
• Palladacycle-catalyzed cross-coupling reactions of arylboronic acids with carboxylic anhydrides or acyl chlorides
  作者：Ajuan Yu、Lei Shen、Xiuling Cui、Dongpo Peng、Yangjie Wu

  DOI：10.1016/j.tet.2012.01.053

  日期：2012.3

  for the both of arylboronic acids with carboxylic anhydrides and acyl chlorides with low catalyst loading (0.5 mol %). The reactions were unaffected by the presence of electron-releasing and electron-withdrawing substituents in both the arylboronic acids and carboxylic derivatives. Up to 98% yield was obtained for 32 examples. However, they were limited for arylboronic acid with strong electron-withdrawing

  三苯基膦-环钯的二茂铁亚胺（类别2）对具有催化剂酸酐（0.5 mol％）的芳族硼酸与羧酸酐和酰氯均表现出很高的催化活性。该反应不受芳基硼酸和羧酸衍生物中均存在电子释放和吸电子取代基的影响。对于32个实施例，获得了高达98％的产率。然而，它们限于具有强吸电子基团的芳基硼酸。注意，催化剂2可以重复使用八次而不会失去其催化活性。

表征谱图