2-二环己基膦-苯乙酮缩乙二醇 | 221187-50-4

• 物质功能分类: 有机原料 - 有机膦化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-二环己基膦-苯乙酮缩乙二醇
• 中文别名: 2’-二环己基膦苯乙酮缩乙二醇；二环己基-(2-(2-甲基-1,3-二氧杂烷-2-基)-苯基)磷；2'-(二环己基膦)苯乙酮缩乙二醇
• 英文名称: 2’-(dicyclohexylphosphino)acetophenone ethylene ketal
• 英文别名: 2-(2'-dicyclohexylphosphinophenyl)-2-methyl-1,3-dioxolane；2-(2-dicyclohexylphosphinophenyl)-2-methyl-1,3-dioxolane；2'-(dicyclohexylphosphino)acetophenone ethylene ketal；symphos；Dicyclohexyl(2-(2-methyl-1,3-dioxolan-2-yl)phenyl)phosphine；dicyclohexyl-[2-(2-methyl-1,3-dioxolan-2-yl)phenyl]phosphane
• CAS: 221187-50-4
• 化学式: C₂₂H₃₃O₂P
• 分子量: 360.477
• InChiKey: ZQASITYRQOCACA-UHFFFAOYSA-N

物化性质

• 熔点：
  85-92 °C
• 沸点：
  485.4±40.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• WGK Germany：
  3
• 海关编码：
  2932999099
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
: 2′-(Dicyclohexylphosphino)acetophenone ethylene
Product name
ketal
CAS-No. : 221187-50-4
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Chronic aquatic toxicity (Category 4)
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram none
Signal word none
Hazard statement(s)
H413 May cause long lasting harmful effects to aquatic life.
Precautionary statement(s) none
Supplemental Hazard none
Statements
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C22H33O2P
Molecular Weight : 360,47 g/mol
Component Concentration
2'-(Dicyclohexylphosphino)acetophenone ethylene ketal
CAS-No. 221187-50-4 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
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. Consult a physician.
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 immediate medical attention and special treatment needed
no data available

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Section 5. FIRE-FIGHTING 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, Oxides of phosphorus
Precautions for fire-fighters
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. Ensure adequate ventilation.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the
environment must be avoided.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. 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.
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 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
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at
the end of workday.
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/freezing point Melting point/range: 85 - 92 °C
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- log Pow: 7,403
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. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
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 users
no data available

---

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途： 作为配体，主要用于 Buchwald、Suzuki 等偶联反应中。

反应信息

• 作为反应物：
  描述：

  (Pd[P(o-tolyl)3](4-(t)Bu-C6H4)(μ-Br))2 、 2-二环己基膦-苯乙酮缩乙二醇 以 二氯甲烷 为溶剂， 生成 (2-(2-dicyclohexylphosphinophenyl)-2-methyl-1,3-dioxolane)Pd(4-(t)Bu-C6H4)(Br)
  参考文献：
  名称：

  钯/配体催化的芳基溴化物，碘化物和氯化物的苯基骨干衍生的P，O和P，N配体。（P，O）n-钯（II）芳基（Br）配合物的合成与结构

  摘要：

  苯基骨架衍生的P，O-和P，N的化合物1 - 10进行了调查它们的效用，如钯/配体催化的芳基胺化的配体。P，O-配体2-（2'-二苯基膦基苯基）-2-甲基-1,3-二氧戊环（1）和2-（2'-二环己基膦基苯基）-2-甲基-1,3-二氧戊环（6）与Pd（dba）2的结合提供了用于芳基溴化物，碘化物和氯化物的一般胺化的活性催化剂。特别是，Pd /配体6催化剂对于芳基氯化物的一般胺化是有效的。但是与结构相关的配体2-（2'-二苯基膦基苯基）-1,3-二氧戊环（2）和其他P，O-或P，N-配体效果较差。Pd（dba）的反应2，多余的4-吨卜-C 6 H ^ 4 Br和过量配体（1，6，2）或{PD [P（配体置换反应ö -toluyl）3 ]（4-吨卜-C 6 H ^ 4）（μ-溴）} 2与配体1，6，和2得到的Pd的电位催化中间体/ L催化（L = 1，6，2）芳基胺化，即，LPD（ 4吨Bu-C

  DOI：

  10.1021/om9900162
• 作为产物：
  描述：

  正丁基锂 、 2-(2-溴苯基)-2-甲基-1,3-二氧戊环 、 氩 、 二环己基氯化膦 以 乙醚 、 正己烷 、 水 为溶剂， 以71%的产率得到2-二环己基膦-苯乙酮缩乙二醇
  参考文献：
  名称：

  Catalyst ligands, catalyst compositions, catalyst metal complexes and

  摘要：

  本发明揭示了新的有机化合物（例如配体），它们的金属配合物以及使用这些化合物的组合物。本发明还涉及催化领域。具体而言，本发明涉及新化合物，当与适当的金属或金属前体化合物结合时，可提供用于各种成键反应的有用催化剂，包括Suzuki交叉偶联反应。本发明还涉及使用不活性芳基氯化物进行Suzuki交叉偶联反应。

  公开号：

  US06124476A1
• 作为试剂：
  描述：

  邻氯苯乙酮 、 4-甲苯硼酸 在 cesium fluoride 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 2-二环己基膦-苯乙酮缩乙二醇 作用下， 以 1,4-二氧六环 为溶剂， 反应 17.5h， 以83%的产率得到1-[2-(4-甲基苯基)苯基]乙酮
  参考文献：
  名称：

  芳基硼酸和芳基氯化物的钯/ P，O配体催化的Suzuki交叉偶联反应。（P，O）-Pd（dba）配合物的分离和结构表征。

  摘要：

  研究了苯基主链衍生的P，O-配体1和2在钯/配体催化的Suzuki反应中作为配体的作用。2-（2'-二环己基膦基苯基）-2-甲基-1,3-二氧戊环（配体1）与Pd（dba）（2）结合提供了一种有效的催化剂，用于各种芳基硼酸和芳基的一般Suzuki反应氯化物，溴化物和碘化物，以较高的分离收率得到所需的联芳基产物。含有贫电子，富电子和邻位取代基的芳基硼酸和芳基氯化物有效参与。相反，发现在相似条件下结构相关的配体2-（2'-二环己基膦基苯基）-1，3-二氧戊环（配体2）效率较低。配体1与Pd（dba）（2）的反应得到复合物LPd（dba）（14，L ＝ 1）。配合物14的NMR光谱和X射线晶体学数据确定，配体1在配合物14中起P，O螯合配体的作用。配体2（2当量）与Pd（dba）（2）和过量的4- （t）（）Bu-C（6）H（4）Br或{Pd [P（o-tolyl）（3）]（4-（t）（）Bu-C（6）H

  DOI：

  10.1021/jo990805t

文献信息

• ORGANIC COMPOUND, LIGHT-EMITTING ELEMENT, LIGHT-EMITTING DEVICE, ELECTRONIC DEVICE, AND LIGHTING DEVICE
  申请人：OSAKA Harue

  公开号：US20120077987A1

  公开（公告）日：2012-03-29

  A novel substance with which an increase in life and emission efficiency of a light-emitting element can be achieved is provided. A carbazole compound having a structure represented by General Formula (G1) is provided. Note that a substituent which makes the HOMO level and the LUMO level of a compound in which a bond of the substituent is substituted with hydrogen deep and shallow, respectively is used as each of substituents in General Formula (G1) (R 1 , R 2 , Ar 3 , and α 3 ). Further, a substituent which makes the band gap (Bg) and the T1 level of a compound in which a bond of the substituent is substituted with hydrogen wide and high is used as each of the substituents in General Formula (G1) (R 1 , R 2 , Ar 3 , and α 3 ).

  提供一种新型物质，可以实现发光元件寿命和发射效率的提高。提供一种具有通用式（G1）表示的结构的咔唑化合物。请注意，在通用式（G1）中，使取代基的HOMO能级和LUMO能级分别变深和变浅的取代基被用作每个取代基（R1、R2、Ar3和α3）。此外，在通用式（G1)中，使取代基的带隙（Bg）和T1能级分别变宽和变高的取代基被用作每个取代基（R1、R2、Ar3和α3）。
• [EN] PROCESS FOR PRODUCING N-(HETERO)ARYLAZOLES<br/>[FR] PROCÉDÉ DE PRODUCTION DE N-(HÉTÉRO)ARYLAZOLES
  申请人：TAKASAGO PERFUMERY CO LTD

  公开号：WO2013032035A1

  公开（公告）日：2013-03-07

  The present invention provides a process for effectively producing an N-(hetero)arylazole with high yield, which is useful as a medical or agrochemical product, an organic photoconductor material, an organic electroluminescent element material, or the like. The present invention relates to a process for producing an N-(hetero)arylazole, which includes reacting a (hetero)aryl (pseudo)halide with an NH-azole in the presence of: a catalyst including a palladium compound and a coordination compound; and a basic magnesium compound.

  本发明提供了一种有效生产高产率的N-(杂)芳唑的方法，该方法可用作医药或农药产品、有机光导体材料、有机电致发光元件材料等。本发明涉及一种生产N-(杂)芳唑的方法，包括在存在催化剂包括钯化合物和配位化合物以及碱性镁化合物的情况下，将(杂)芳(伪)卤化物与NH-唑反应。
• PROCESS FOR PREPARING AROMATIC AND HETEROAROMATIC AMINES
  申请人：Reetz Manfred

  公开号：US20140213785A1

  公开（公告）日：2014-07-31

  A process is described for preparing aromatic and heteroaromatic amines of the general formula (I) Ar—NR 1 R 2 , in which an aromatic compound with the general formula (II) Ar—X is reacted in the presence of a catalyst with an amine of the general formula (III) H—NR 1 R 2 and a base, wherein the catalyst is selected from transition metal complexes having one or more ligands with the general formula (IV).

  描述了一种制备一般式（I）Ar—NR1R2的芳香族和杂芳族胺的过程，其中在催化剂的存在下，通过将一般式（II）Ar—X的芳香化合物与一般式（III）H—NR1R2的胺和碱反应，选择的催化剂为具有一种或多种配体的过渡金属配合物，其一般式为（IV）。
• Catalyst ligands, catalytic metal complexes and processes using same
  申请人：Symyx Technologies, Inc.

  公开号：US20040249157A1

  公开（公告）日：2004-12-09

  A new ligands that include a benzene ring in the backbone can be combined with a metal or metal precursor compound or formed into a metal-ligand complex catalyze a number of different chemical transformations, including olefin polymerization reactions. The ligands, complexes formed with the ligands and compositions including the ligands are useful catalysts, depending on the reaction.

  一种新的配体，其骨架中包含苯环，可以与金属或金属前体化合物结合，或形成金属配体复合物，催化许多不同的化学转化，包括烯烃聚合反应。这些配体，与配体形成的配合物以及包含这些配体的组合物，根据反应类型都是有用的催化剂。
• Catalyst ligands, catalytic metal complexes and processes using and methods of making same
  申请人：Symyx Technologies

  公开号：US20020137934A1

  公开（公告）日：2002-09-26

  A new ligands that include a benzene ring in the backbone can be combined with a metal or metal precursor compound or formed into a metal-ligand complex catalyze a number of different chemical transformations, including olefin polymerization reactions. The ligands, complexes formed with the ligands and compositions including the ligands are useful catalysts, depending on the reaction.

  一种新的配体，其骨架中包含苯环，可以与金属或金属前体化合物结合，或形成金属配体复合物，催化许多不同的化学转化，包括烯烃聚合反应。这些配体，与配体形成的复合物以及包含这些配体的组合物，根据反应类型可以作为有用的催化剂。