二苯基-2-吡啶基甲烷 | 3678-70-4

• 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: 二苯基-2-吡啶基甲烷
• 中文别名: 联苯-2-吡啶甲烷
• 英文名称: Diphenyl-2-pyridylmethan
• 英文别名: Diphenyl-2-pyridylmethane；2-benzhydrylpyridine
• CAS: 3678-70-4
• 化学式: C₁₈H₁₅N
• 分子量: 245.324
• InChiKey: MMXYNKLYVRNTCK-UHFFFAOYSA-N

物化性质

• 熔点：
  54-61°C
• 沸点：
  378.28°C (rough estimate)
• 密度：
  0.8855 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2933399090

SDS

Name:	Diphenyl-2-Pyridylmethane 99+% Material Safety Data Sheet
Synonym:	None known
CAS:	3678-70-4

Section 1 - Chemical Product MSDS Name:Diphenyl-2-Pyridylmethane 99+% Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
3678-70-4	Diphenyl-2-Pyridylmethane	99+	222-953-3

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause 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: 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.
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:

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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.
Extinguishing Media:
Use agent most appropriate to extinguish fire. 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:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
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# 3678-70-4: 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: Powder
Color: light yellow
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 59.00 - 62.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C18H15N
Molecular Weight: 245.32

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 3678-70-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Diphenyl-2-Pyridylmethane - 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: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
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# 3678-70-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 3678-70-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3678-70-4 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：

  二苯基-2-吡啶基甲烷 在 氢氧化钾 、 水 作用下， 生成 2-benzhydrylidene-1-methyl-1,2-dihydro-pyridine
  参考文献：
  名称：

  The Absorption Spectra of Some Methylpyridine Derivatives

  摘要：

  DOI：

  10.1021/ja01169a098
• 作为产物：
  描述：

  吡啶-2-YL二苯基甲醇 在 氢碘酸 、 溶剂黄146 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 4.0h， 以74%的产率得到二苯基-2-吡啶基甲烷
  参考文献：
  名称：

  前所未有的带有六元螯合三齿C ^ N ^ C配体的发光铱（III）配合物家族

  摘要：

  一个新的家族，由三个发光的中性Ir（III）配合物组成，具有前所未有的[Ir（C ^ N ^ C）（N ^ N）Cl]结构，其中C ^ N ^ C是双（六元）螯合三齿三脚架的配体由2- benzhydrylpyridine（bnpy）和N 1，N衍生是4,4'-二-叔丁基-2,2'-联吡啶（d吨Bubpy），则报告。X射线晶体学分析显示，bnpy的两个远端非共轭苯环具有意想不到且异常的双C–H键活化，加上非常短的Ir–Cl键反式bnpy配体的吡啶。根据在bnpy配体上的取代，在二氯甲烷溶液中观察到磷光，范围从黄色到红色。结合使用密度泛函理论（DFT）和时变DFT（TD-DFT）的研究证实了相关激发态的混合电荷转移性质。

  DOI：

  10.1021/acs.inorgchem.7b00328

文献信息

• Synthesis of Triarylmethanes via Palladium-Catalyzed Suzuki–Miyaura Reactions of Diarylmethyl Esters
  作者：Amira H. Dardir、Irene Casademont-Reig、David Balcells、Jonathan D. Ellefsen、Matthew R. Espinosa、Nilay Hazari、Nicholas E. Smith

  DOI：10.1021/acs.organomet.1c00085

  日期：2021.7.26

  compatible with systems for diarylmethyl ester coupling. Furthermore, the reaction can be performed stereospecifically to generate stereoinverted products. On the basis of DFT calculations, it is proposed that the oxidative addition of the diarylmethyl 2,3,4,5,6-pentafluorobenzoate substrate occurs via an SN2 pathway, which results in the inverted products. Mechanistic studies indicate that oxidative addition

  描述了通过 Pd 催化的 2,3,4,5,6-五氟苯甲酸二芳基甲酯和芳基硼酸之间的 Suzuki-Miyaura 反应合成三芳基甲烷。该系统在温和的条件下运行，具有广泛的底物范围，包括不包含扩展芳族取代基的二苯甲醇衍生物的偶联。这一点很重要，因为这些底物会导致药物中普遍存在的三芳基甲烷产物类型，而这些底物以前并不与二芳基甲酯偶联系统兼容。此外，该反应可以立体特异性地进行以产生立体反转产物。在 DFT 计算的基础上，提出 2,3,4,5,6-五氟苯甲酸二芳基甲酯底物的氧化加成是通过 S N2 通路，从而产生倒置产物。机理研究表明，将 2,3,4,5,6-五氟苯甲酸二芳基甲酯底物氧化加成到 (IPr)Pd(0) 会导致 O-C(苄基) 键的选择性断裂，部分原因是稳定的 η苄基配体与 Pd 之间的3 -相互作用。这与先前描述的涉及苯基酯的 Pd 催化的 Suzuki-Miyaura 反应形成对比，后者涉及
• Hydrogenation of Pyridines Using a Nitrogen-Modified Titania-Supported Cobalt Catalyst
  作者：Feng Chen、Wu Li、Basudev Sahoo、Carsten Kreyenschulte、Giovanni Agostini、Henrik Lund、Kathrin Junge、Matthias Beller

  DOI：10.1002/anie.201803426

  日期：2018.10.26

  Novel heterogeneous catalysts were prepared by impregnation of titania with a solution of cobalt acetate/melamine and subsequent pyrolysis. The resulting materials show an unusual nitrogen‐modified titanium structure through partial implementation of nitrogen into the support. The optimal catalyst displayed good activity and selectivity for challenging pyridine hydrogenation under acid free conditions

  通过用乙酸钴/三聚氰胺溶液浸渍二氧化钛并随后进行热解来制备新型的非均相催化剂。所得材料通过将氮部分引入载体中而显示出不同寻常的氮改性钛结构。最佳的催化剂显示出良好的活性和选择性，可以在无酸条件下以水为溶剂，挑战吡啶的氢化反应。
• Palladium-Catalyzed Arylation of Benzylic C–H Bonds of Azaarylmethanes with Aryl Sulfides
  作者：Ke Gao、Keita Yamamoto、Keisuke Nogi、Hideki Yorimitsu

  DOI：10.1055/s-0036-1589098

  日期：2017.12

  Benzylic C–H arylation of azaarylmethanes with aryl sulfides has been developed by using a Pd-NHC catalyst and an amide base. Various azaarylmethanes and aryl sulfides were involved in the reaction to afford the corresponding diarylmethanes in good to excellent yields. Moreover, triarylmethane synthesis was accomplished through iterative arylations of 2- or 4-methylpyridine with two different aryl

  已经通过使用 Pd-NHC 催化剂和酰胺碱开发了氮杂芳基甲烷与芳基硫化物的苄基 C-H 芳基化。各种氮杂芳基甲烷和芳基硫化物参与反应，以良好至极好的产率提供相应的二芳基甲烷。此外，三芳基甲烷的合成是通过 2- 或 4- 甲基吡啶与两种不同的芳基硫化物的迭代芳基化来完成的。
• Iron-Catalyzed C-H Bond Functionalization for the Exclusive Synthesis of Pyrido[1,2-<i>a</i>]indoles or Triarylmethanols
  作者：Iyyanar Karthikeyan、Govindasamy Sekar

  DOI：10.1002/ejoc.201403233

  日期：2014.12

  The efficient and selective iron-catalyzed C–H activation of 2-benzhydrylpyridine derivatives was employed for the preparation of pyrido[1,2-a]indoles through an intramolecular C–H amination reaction. In the presence of molecular oxygen as the sole oxidant, the same 2-benzhydrylpyridines were also used for the synthesis of the corresponding tertiary alcohols. In these approaches, the iron catalyst

  2-二苯甲基吡啶衍生物的高效和选择性铁催化C-H活化用于通过分子内C-H胺化反应制备吡啶并[1,2-a]吲哚。在分子氧作为唯一氧化剂的存在下，同样的 2-二苯甲基吡啶也用于合成相应的叔醇。在这些方法中，铁催化剂用于选择性激活 2-二苯甲基吡啶的 C(sp2)-H 键，在分子内闭环 C-H 胺化反应的情况下，吡啶氮原子是一个导向基团，如以及亲核试剂和相同化合物的 C(sp3)-H 键，在氧化反应的情况下，得到相应的三芳基甲醇。
• Enantio‐ and Regioselective Palladium(II)‐Catalyzed Dioxygenation of (Aza‐)Alkenols
  作者：Sabrina Giofrè、Letizia Molteni、Donatella Nava、Leonardo Lo Presti、Egle Maria Beccalli

  DOI：10.1002/anie.202109312

  日期：2021.9.27

  An oxidative Pd-catalyzed intra-intermolecular dioxygenation of (aza-)alkenols has been reported, with total regioselectivity. To study the stereoselectivity, different chiral ligands as well as different hypervalent-iodine compounds have been compared. In particular, by using a C-6 modified pyridinyl-oxazoline (Pyox) ligand and hypervalent iodine bearing an aromatic ring, an excellent enantio- and

  据报道，氧化钯催化的（氮杂）烯醇分子间双氧化反应具有完全区域选择性。为了研究立体选择性，比较了不同的手性配体以及不同的高价碘化合物。特别是，通过使用C-6修饰的吡啶基恶唑啉（Pyox）配体和带有芳香环的高价碘，实现了优异的对映选择性和非对映选择性。

表征谱图