bis(pentafluorophenyl)zinc | 1799-90-2

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 芳香烃
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bis(pentafluorophenyl)zinc
• CAS: 1799-90-2
• 化学式: C₁₂F₁₀Zn
• 分子量: 399.506
• InChiKey: RKAUXNIMJYZJDE-UHFFFAOYSA-N

物化性质

• 熔点：
  100-105 °C (lit.)
• 稳定性/保质期：

  常温常压下稳定。

计算性质

• 辛醇/水分配系数(LogP)：
  5.91
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  10

安全信息

• WGK Germany：
  3
• 海关编码：
  2931900090
• 储存条件：
  请将密闭、通风处干燥保存。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Bis(pentafluorophenyl)zinc
CAS-No. : 1799-90-2

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
The product does not need to be labelled in accordance with EC directives or respective national laws.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C12F10Zn
Molecular Weight : 399,50 g/mol

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Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
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
Carbon oxides, Zinc/zinc oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
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
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Handle and store under inert gas. Air and moisture sensitive.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
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
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).

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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 Melting point/range: 100 - 105 °C - lit.
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) Autoignition 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
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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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 sensitization
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
Potential health effects
Inhalation
May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

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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
no data available
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.
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
and is applicable to the product with regard to appropriate safety precautions. It does not represent any

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  bis(pentafluorophenyl)zinc 生成 Me2C=C(B(C6F5)2)2(CO2)PtBu3
  参考文献：
  名称：

  沮丧的路易斯对中的双硼烷对二氧化碳的活化。

  摘要：

  使用沮丧的刘易斯对方法，显示了1,1-bis-（C（6）F（5））（2）BOB（C（6）F（5））（2）结合了CO（2）一个单齿的方式，而双硼烷（X（2）B）（2）C = CMe（2）（X = Cl，C（6）F（5））给出CO（2）的双齿螯合，提供独特的杂环。

  DOI：

  10.1039/c0cc04791k
• 作为产物：
  描述：

  五氟苯甲酸锌 反应 1.0h， 以80%的产率得到bis(pentafluorophenyl)zinc
  参考文献：
  名称：

  (Pentafluorophenyl) group 11 and 12 metal compounds, processes for preparing (pentafluorophenyl) group 11 and 12 metal compounds, and uses thereof

  摘要：

  本发明揭示了(pentafluorophenyl)11和12族金属化合物及其制备过程。还揭示了制备(pentafluorophenyl)13或15族金属化合物作为路易斯酸的方法。本发明还揭示了低基础杂质水平的组合物和由新型方法生产的产品。

  公开号：

  US07585991B2
• 作为试剂：
  描述：

  bis(4-tert-butylphenyl)zinc 、 2,3,4,6-O-四特戊酰基-alpha-D-溴代吡喃葡萄糖 在 bis(pentafluorophenyl)zinc 作用下， 以 氘代甲苯 为溶剂， 反应 2.5h， 以95%的产率得到
  参考文献：
  名称：

  利用有机锌化学中的协同效应在室温下直接进行立体选择性C-糖基化反应

  摘要：

  将一系列双（芳基）锌试剂ZnAr 2与较强的路易斯酸性[（ZnAr F 2）]（Ar F = C 6 F 5）配对，可实现糖基溴化物与ZnAr 2之间高度立体选择性的交叉偶联，而无需使用过渡金属。反应在室温下以极好的立体选择性发生，其中ZnAr F 2充当非偶联配偶体，尽管它的存在对于执行C（sp 2）–C（sp 3）键的形成过程。机理研究发现两种锌试剂之间存在独特的协同关系，从而避免了对过渡金属催化或强制反应条件的需求。偶联成功的关键是避免使用相对于二芳基锌化合物（例如THF）的路易斯碱的溶剂。

  DOI：

  10.1002/anie.201805758

文献信息

• Bio‐based and Degradable Block Polyester Pressure‐Sensitive Adhesives
  作者：Thomas T. D. Chen、Leticia Peña Carrodeguas、Gregory S. Sulley、Georgina L. Gregory、Charlotte K. Williams

  DOI：10.1002/anie.202006807

  日期：2020.12.21

  fully degradable block polyesters are pressure‐sensitive adhesives. Bio‐derived monomers are efficiently polymerized to make block polyesters with controlled compositions. They show moderate to high peel adhesions (4–13 N cm−1) and controllable storage and loss moduli, and they are removed by adhesive failure. Their properties compare favorably with commercial adhesives or bio‐based polyester formulations

  一类新型生物基完全可降解嵌段聚酯是压敏粘合剂。生物衍生单体可有效聚合，制造成分受控的嵌段聚酯。它们表现出中等到高的剥离粘合力（4-13 N cm -1）和可控的储能模量和损耗模量，并且它们会因粘合失效而被去除。它们的性能优于商业粘合剂或生物基聚酯配方，但不需要增粘剂或添加剂。
• Photocatalytic Decarboxylative Coupling of Aliphatic N‐hydroxyphthalimide Esters with Polyfluoroaryl Nucleophiles
  作者：Xiangli Yi、Runze Mao、Lara Lavrencic、Xile Hu

  DOI：10.1002/anie.202108465

  日期：2021.10.25

  of alkylated polyfluoroarenes remains challenging. Here we describe a decarboxylative coupling reaction of N-hydroxyphthalimide esters of aliphatic carboxylic acids with polyfluoroaryl zinc reagents (Zn-ArF) via synergetic photoredox and copper catalysis. This method readily converts primary and secondary alkyl carboxylic acids into the corresponding polyfluoroaryl compounds, which could have a wide

  多氟芳烃是医学和材料化学中的一类重要化合物。烷基化多氟芳烃的合成仍然具有挑战性。在这里，我们描述了脂肪族羧酸的 N-羟基邻苯二甲酰亚胺酯与多氟芳基锌试剂 (Zn-Ar F ) 通过协同光氧化还原和铜催化进行的脱羧偶联反应。该方法很容易将伯烷基羧酸和仲烷基羧酸转化为相应的多氟芳基化合物，该化合物可以具有广泛的 F 含量 (2F-5F) 和芳基上可变的 F 取代模式。实现了广泛的范围和良好的官能团相容性，包括在天然产物和药物衍生的底物上。机理研究表明，[Cu-(Ar F ) 2 ]物种可能负责将多氟芳基转移至烷基自由基。
• Transition-Metal Oxos as the Lewis Basic Component of Frustrated Lewis Pairs
  作者：Nikola S. Lambic、Roger D. Sommer、Elon A. Ison

  DOI：10.1021/jacs.6b00705

  日期：2016.4.13

  with B(C6F5)3 results in the formation of classical Lewis acid-base adducts. The adducts effectively catalyze the hydrogenation of a variety of unactivated olefins at 100 °C. Control reactions with these complexes or B(C6F5)3 alone did not yield any hydrogenated products under these conditions. Mechanistic studies suggest a frustrated Lewis pair is generated between the oxorhenium DAP complexes and

  包含二酰氨基吡啶 (DAP) 配体的氧铼配合物与 B(C6F5)3 的反应导致经典路易斯酸碱加合物的形成。这些加合物在 100 °C 下有效地催化了多种未活化烯烃的氢化。在这些条件下，与这些配合物或 B( )3 单独的对照反应不会产生任何氢化产物。机理研究表明，在氧铼 DAP 配合物和 B( )3 之间生成了一个受挫的路易斯对，这对烯烃氢化是有效的。因此，我们首次证明在受挫的路易斯对中掺入过渡金属氧可以产生协同效应并导致催化活性增强。
• Pyrimidine-directed metal-free C–H borylation of 2-pyrimidylanilines: a useful process for tetra-coordinated triarylborane synthesis
  作者：Supriya Rej、Amrita Das、Naoto Chatani

  DOI：10.1039/d1sc02937a

  日期：——

  researchers. Among the various available strategies, a metal-free approach would be overwhelmingly accepted, since the target boron compounds can be prepared in a metal-free state. We herein present a detailed study of the metal-free directed ortho-C–H borylation of 2-pyrimidylaniline derivatives. The approach allowed us to synthesize various boronates, which are synthetically important compounds and various

  目前，研究人员对提供具有合成重要性的有机硼化合物的方便、易于处理、实验室友好、稳健的方法非常感兴趣。在各种可用的策略中，无金属方法将被绝大多数人接受，因为目标硼化合物可以在无金属状态下制备。我们在此详细研究了无金属定向邻域2-嘧啶基苯胺衍生物的-C-H硼化。该方法使我们能够合成各种硼酸盐，它们是合成上重要的化合物和各种四配位的三芳基硼烷衍生物，可用于材料科学以及路易斯酸催化剂。这种不含金属的定向 C-H 硼化反应顺利进行，不受外部杂质的干扰，如无机盐、活性官能团、杂环甚至过渡金属前体，这进一步增强了其重要性。
• Direct C(sp²)C(sp³) Cross-Coupling of Diaryl Zinc Reagents with Benzylic, Primary, Secondary, and Tertiary Alkyl Halides
  作者：Jay J. Dunsford、Ewan R. Clark、Michael J. Ingleson

  DOI：10.1002/anie.201411403

  日期：2015.5.4

  The direct C(sp2)C(sp3) cross‐coupling of diaryl zinc reagents with benzylic, primary, secondary, and tertiary alkyl halides proceeded in the absence of coordinating ethereal solvents at ambient temperature without the addition of a catalyst. The C(sp2)C(sp3) cross‐coupling showed excellent functional‐group tolerance, and products were isolated in high yields, generally without the requirement for

  二芳基锌试剂与苄基，伯，仲和叔烷基卤化物的直接C（sp 2）C（sp 3）直接交叉偶联在环境温度下不加配醚溶剂的情况下进行，无需添加催化剂。C（sp 2）C（sp 3）交叉偶联显示出极好的官能团耐受性，并且通常以色谱法纯化的产物，收率很高。该过程代表了构造新的C（sp 2）C（sp 3）键的便捷，操作简单的方法。