Alpha,Alpha-二氟苯乙酸乙酯 | 2248-46-6

• 物质功能分类: 有机原料 - 有机氟化合物 - 氟苯乙酸系列
• 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: Alpha,Alpha-二氟苯乙酸乙酯
• 中文别名: 2,2-二氟-2-苯基乙酸乙酯；Α,Α-二氟苯乙酸乙酯；α,α-二氟苯乙酸乙酯
• 英文名称: ethyl 2,2-difluoro-2-phenylacetate
• 英文别名: ethyl phenyldifluoroacetate；2,2-difluoro-2-phenylacetic acid ethyl ester；ethyl α,α-difluoro-α-(phenyl)acetate
• CAS: 2248-46-6
• 化学式: C₁₀H₁₀F₂O₂
• 分子量: 200.185
• InChiKey: KCMSDCHUELUJPX-UHFFFAOYSA-N

物化性质

• 沸点：
  70-72/1mm
• 密度：
  1.174±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  避免让氧化物直接接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2916399090
• 危险性防范说明：
  P271,P280,P304+P340+P312,P405,P305+P351+P338,P403+P233,P501,P332+P313,P302+P352,P261,P264
• 危险性描述：
  H335,H315,H319
• 储存条件：
  请将容器密封后，存放在干燥、阴凉的地方，并使用紧密的容器储存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Ethyl 2,2-difluoro-2-phenylacetate
Product Name:
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
Ethyl 2,2-difluoro-2-phenylacetate
Ingredient name:
CAS number: 2248-46-6

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Storage: Store in closed vessels.

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C10H10F2O2
Molecular weight: 200.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen fluoride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  Alpha,Alpha-二氟苯乙酸乙酯 在 lithium aluminium tetrahydride 、 sodium carbonate 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 (E)-(1,1-difluoro-3-nitroallyl)benzene
  参考文献：
  名称：

  手性磷酸催化吲哚与氟烷基化硝基烯烃的不对称Friedel-Crafts反应

  摘要：

  描述了在手性磷酸的催化下，吲哚与氟烷基化硝基烯烃的对映选择性 Friedel-Crafts 氟烷基化反应。氟烷基化硝基烯烃的区域选择性是一个值得讨论的问题，发现与氟烷基相邻的碳原子比与 NO2 相邻的碳原子更具反应性。

  DOI：

  10.1002/ejoc.201100683
• 作为产物：
  描述：

  苯甲酰甲酸乙酯 在 potassium fluoride 、 甲酸 、 四甲基氟化铵 、 N,N-硫酰二咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以73%的产率得到Alpha,Alpha-二氟苯乙酸乙酯
  参考文献：
  名称：

  硫酰氟和四甲基氟化铵在室温下对苯甲醛和α-酮酸酯进行脱氧氟化

  摘要：

  描述了使用硫酰氟和Me 4 NF在室温下对苯甲醛和α-酮酸酯进行脱氧氟化的方法。证明了大范围的芳基和杂芳基底物，并且该方法与许多底物的其他常见脱氧氟化方法相比具有优势。

  DOI：

  10.1021/acs.orglett.9b00054

文献信息

• Lewis acid-mediated defluorinative [3+2] cycloaddition/aromatization cascade of 2,2-difluoroethanol systems with nitriles
  作者：Min-Tsang Hsieh、Kuo-Hsiung Lee、Sheng-Chu Kuo、Hui-Chang Lin

  DOI：10.1002/adsc.201701581

  日期：2018.4.17

  and chemical stability, make derivatization of organic fluorine‐containing compounds by the activation of the C−F bond and subsequent functionalization quite challenging. We herein report a Lewis acid‐mediated defluorinative cycloaddition/aromatization cascade of 2,2‐difluoroethanols with nitriles as a novel synthetic method for the preparation of 2,4,5‐trisubstituted oxazoles. This reaction, which

  C-F键的特性（包括高的热稳定性和化学稳定性）使C-F键的活化和随后的功能化变得非常困难，从而使有机含氟化合物衍生化。我们在本文中报道了一种2,9,5-二氟乙醇与腈的路易斯酸介导的脱氟环加成/芳构化级联反应，作为制备2,4,5-三取代的恶唑的一种新型合成方法。该反应涉及两个碳原子键的断裂以及单键连续形成碳原子键和碳原子键的反应，具有广泛的底物范围和中等至高的反应产率。机理研究表明，该反应是由路易斯酸介导的2,2-二氟乙醇的闭环反应产生的，是氟代环氧中间体。
• 二氨基二膦四齿配体、其钌络合物及上述两者 的制备方法和应用
  申请人：浙江中科创越药业有限公司

  公开号：CN110357923B

  公开（公告）日：2022-02-18

  本发明公开了一种二氨基二膦四齿配体、其钌络合物及上述两者的制备方法和应用。本发明提供一种如式I所示的钌络合物，其中L为如式II所示的二氨基二膦四齿配体，X和Y各自独立地为氯离子、溴离子、碘离子、氢负离子或BH4‑。该钌络合物在酯类化合物催化氢化反应中表现出非常优异的催化活性，不仅收率高，而且反应的化学选择性也非常高，可以兼容共轭和非共轭的碳碳双键、碳碳三键、环氧、卤素及羰基等官能团，具有很大的应用前景。
• Substituted indolylpropyl-piperazine derivatives as 5-HT.sub.1D .alpha.
  申请人：Merck Sharp & Dohme Limited

  公开号：US05981529A1

  公开（公告）日：1999-11-09

  A class of 1-[3-(1H-indol-3-yl)propyl]-4-(2-phenylethyl)piperazine derivatives, substituted at the 5-position of the indole nucleus by a five-membered heteroaromatic moiety, on one or other of the ethylene carbon atoms of the phenethyl moiety by halogen, trifluoromethyl, alkyl, hydroxyalkyl or alkoxyalkyl, and optionally on the phenyl ring of the phenethyl moiety by halogen, trifluoromethyl, alkoxy or an oxazolidinone group and optionally by one or two further substituents, are selective agonists of 5-HT.sub.1 -like receptors, being potent agonists of the human 5-HT.sub.1D .alpha. receptor subtype whilst possessing at least a 10-fold selective affinity for the 5-HT.sub.1D .alpha. receptor subtype relative to the 5-HT.sub.1D .beta. subtype; they are therefore useful in the treatment and/or prevention of clinical conditions, in particular migraine and associated disorders, for which a subtype-selective agonist of 5-HT.sub.1D receptors is indicated, whilst eliciting fewer side-effects, notably adverse cardiovascular events, than those associated with non-subtype-selective 5-HT.sub.1D receptor agonists.

  一类1-[3-(1H-吲哚-3-基)丙基]-4-(2-苯乙基)哌嗪衍生物，通过在吲哚核的5位被一个五元杂环芳基取代，在苯乙基的乙烯碳原子上通过卤素、三氟甲基、烷基、羟基烷基或烷氧基取代，以及在苯乙基的苯环上通过卤素、三氟甲基、烷氧基或氧杂环丙酮基，并可选择性地通过一个或两个进一步的取代基，它们是5-HT.sub.1-样受体的选择性激动剂，是人类5-HT.sub.1D .alpha.受体亚型的有效激动剂，同时相对于5-HT.sub.1D .beta.亚型具有至少10倍的选择性亲和力；因此，在治疗和/或预防临床病症，特别是偏头痛及相关疾病方面，对于需要5-HT.sub.1D受体亚型选择性激动剂的情况，它们比非亚型选择性的5-HT.sub.1D受体激动剂引起的副作用更少，尤其是不良心血管事件。
• Generation of Axially Chiral Fluoroallenes through a Copper-Catalyzed Enantioselective β-Fluoride Elimination
  作者：Thomas J. O’Connor、Binh Khanh Mai、Jordan Nafie、Peng Liu、F. Dean Toste

  DOI：10.1021/jacs.1c05769

  日期：2021.9.1

  difluorides to generate axially chiral, tetrasubstituted monofluoroallenes in both good yields (27 examples >80%) and enantioselectivities (82–98% ee). Compared to previously reported synthetic routes to axially chiral allenes (ACAs) from prochiral substrates, a mechanistically distinct reaction has been developed: the enantiodiscrimination between enantiotopic fluorides to set an axial stereocenter. DFT

  在这里，我们报告了炔丙基二氟化物的铜催化甲硅烷基化以产生良好的产率（27 个实例 >80%）和对映选择性（82-98% ee）的轴向手性、四取代的单氟丙二烯。与先前报道的从前手性底物合成轴向手性丙二烯 (ACA) 的路线相比，已经开发了一种机制上不同的反应：对映体氟化物之间的对映体区分以设置轴向立体中心。DFT 计算和振动圆二色性 (VCD) 表明，从烯基铜中间体中消除 β-氟化物可能通过顺-β-氟化物消除途径进行，而不是通过反-消除途径。研究了 C1 对称 Josiphos 衍生配体对反应性和对映选择性的影响。该报告不仅展示了烯基铜物种（如其烷基对应物）可以进行 β-氟化物消除，而且这种消除可以以对映选择性方式实现。
• Substituted biphenyl isoxazole sulfonamides
  申请人：Bristol-Myers Squibb Co.

  公开号：US05846990A1

  公开（公告）日：1998-12-08

  Compounds of the formula ##STR1## inhibit the activity of endothelin. The symbols are defined as follows: R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each directly bonded to a ring carbon and are each independently (a) hydrogen; (b) alkyl, alkenyl, alkynyl, alkoxy, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, aryl, aryloxy, aralkyl or aralkoxy, any of which may be substituted with Z.sup.1, Z.sup.2 and Z.sup.3 ; (c) halo; (d) hydroxyl; (e) cyano; (f) nitro; (g) --C(O)H or --C(O)R.sup.5 ; (h) --CO.sub.2 H or --CO.sub.2 R.sup.5 ; (i) --Z.sup.4 --NR.sup.6 R.sup.7 ; (j) --Z.sup.4 --N(R.sup.10)--Z.sup.5 --NR.sup.8 R.sup.9 ; or (k) R.sup.3 and R.sup.4 together may also be alkylene or alkenylene, either of which may be substituted with Z.sup.1, Z.sup.2 and Z.sup.3, completing a 4- to 8-membered saturated, unsaturated or aromatic ring together with the carbon atoms to which they are attached; and the remaining symbols are as defined in the specification.

  ##STR1##的化合物抑制内皮素的活性。符号定义如下：R.sup.1、R.sup.2、R.sup.3和R.sup.4分别直接与环碳键合，并且分别独立地为(a)氢；(b)烷基、烯基、炔基、烷氧基、环烷基、环烷基烷基、环烯基、环烯基烷基、芳基、芳氧基、芳基烷基或芳基烷氧基，其中任何一个可能被Z.sup.1、Z.sup.2和Z.sup.3取代；(c)卤素；(d)羟基；(e)氰基；(f)硝基；(g)--C(O)H或--C(O)R.sup.5；(h)--CO.sub.2 H或--CO.sub.2 R.sup.5；(i)--Z.sup.4--NR.sup.6 R.sup.7；(j)--Z.sup.4--N(R.sup.10)--Z.sup.5--NR.sup.8 R.sup.9；或(k)R.sup.3和R.sup.4也可以一起是烷基或烯基，其中任何一个可能被Z.sup.1、Z.sup.2和Z.sup.3取代，与它们连接的碳原子一起形成4-至8-成员饱和、不饱和或芳香环；其余符号如规范中定义。