三(吡唑)甲烷 | 80510-03-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 三(吡唑)甲烷
• 中文别名: 三(1-吡唑基)甲烷
• 英文名称: Tris(pyrazolyl)methane
• 英文别名: tris(pyrazol-1-yl)methane；tris(1-pyrazolyl)methane；tpm；1-[di(pyrazol-1-yl)methyl]pyrazole
• CAS: 80510-03-8
• 化学式: C₁₀H₁₀N₆
• mdl: MFCD00040255
• 分子量: 214.23
• InChiKey: QOHVIMQQEFHOLE-UHFFFAOYSA-N

物化性质

• 熔点：
  103-104°C
• 沸点：
  399.6±37.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)
• 溶解度：
  溶于甲苯

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933199090
• 储存条件：
  室温

SDS

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Section 1: Product Identification
Chemical Name: Tris(pyrazol-1-yl)methane, min. 98%
CAS Registry Number: 80510-03-8
Formula: C10H10N6
EINECS Number: none
Chemical Family: organic amine
Synonym: none

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 80510-03-8 100% no data no data

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Section 3: Hazards Identification
Emergency Overview: No particular hazard associated with this material.
Primary Routes of Exposure: Ingestion, inhalation
Eye Contact: May cause slight to mild irritation of the eyes
Skin Contact: May cause slight to mild irritation of the skin.
Inhalation: The material is a fine powder. Irritating to the nose, mucous membranes and respiratory tract.
Ingestion: No specific information is available on the physiological effects of ingestion.
Acute Health Affects: May be irritating to skin, eyes and respiratory tract.
Chronic Health Affects: No information available on long-term chronic effects.
NTP: No
IARC: No
OSHA: No

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SECTION 4: First Aid Measures
Immediately flush the eyes with copious amounts of water for at least 10-15 minutes. A victim may need
Eye Exposure:
assistance in keeping their eye lids open. Get immediate medical attention.
Wash the affected area with water. Remove contaminated clothes if necessary. Seek medical assistance if
Skin Exposure:
irritation persists.
Remove the victim to fresh air. Closely monitor the victim for signs of respiratory problems, such as difficulty
Inhalation:
in breathing, coughing, wheezing, or pain. In such cases seek immediate medical assistance.
Seek medical attention immediately. Keep the victim calm. Give the victim water (only if conscious). Induce
Ingestion:
vomiting only if directed by medical personnel.

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SECTION 5: Fire Fighting Measures
Flash Point: no data
Autoignition Temperature: none
Explosion Limits: none
Extinguishing Medium: carbon dioxide, dry powder or foam
If this material is involved in a fire, fire fighters should be equipped with a NIOSH approved positive pressure
Special Fire Fighting Procedures:
self-contained breathing apparatus and full protective clothing.
Hazardous Combustion and If involved in a fire this material may emit toxic organic fumes.
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards.

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SECTION 6: Accidental Release Measures
Spill and Leak Procedures: Small spills can be mixed with vermiculite or sodium carbonate and swept up.

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SECTION 7: Handling and Storage
Handling and Storage: Store in a tightly sealed container. Keep away from heat and moisture.

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SECTION 8: Exposure Controls and Personal Protection
Eye Protection: Always wear approved safety glasses when handling a chemical substance in the laboratory.
Skin Protection: Wear protective clothing and gloves.
Ventilation: If possible, handle the material in an efficient fume hood.
If ventilation is not available a respirator should be worn. The use of respirators requires a Respirator
Respirator:
Protection Program to be in compliance with 29 CFR 1910.134.
Ventilation: If possible, handle the material in an efficient fume hood.
Additional Protection: No additional protection required.

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SECTION 9: Physical and Chemical Properties
Color and Form: white pwdr.
Molecular Weight: 214.23
Melting Point: 103-104°
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: no data
Solubility in Water: no data

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SECTION 10: Stability and Reactivity
Stability: air and moisture-stable solid
Hazardous Polymerization: none
Conditions to Avoid: none
Incompatibility: strong oxidizing agents
Decomposition Products: carbon dioxide, carbon monoxide, organic fumes, and nitrogen dioxide

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SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files.
Carcinogenic Effects: No data available
Mutagenic Effects: No data available
Tetratogenic Effects: No data available

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SECTION 12: Ecological Information
Ecological Information: No information available

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SECTION 13: Disposal Considerations
Disposal: Dispose of according to local, state and federal regulations.

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SECTION 14: Transportation
Shipping Name (CFR): Non-hazardous
Hazard Class (CFR): NA
Additional Hazard Class (CFR): NA
Packaging Group (CFR): NA
UN ID Number (CFR): NA
Shipping Name (IATA): Non-hazardous
Hazard Class (IATA): NA
Additional Hazard Class (IATA): NA
Packaging Group (IATA): NA
UN ID Number (IATA): NA

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SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory.
SARA (Title 313): Not reportable under SARA Title 313
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  三(吡唑)甲烷 在 三乙胺 作用下， 以 二氯甲烷 、 二氯甲烷-D2 为溶剂， 反应 1.75h， 生成 [Pt(COMe)₂{(pz)₃CH}]
  参考文献：
  名称：

  带有κ2-和κ3-配位三（吡唑基）甲烷配体的二乙酰铂（II）和-铂（IV）配合物：与配体取代模式相关的合成、流动性和反应性的研究

  摘要：

  双核铂-β-二酮 [Pt2{(COMe)2H}2(μ-Cl)2] (1) 与 HC(pz)3 和 HC(3,5-Me2pz)3 的反应（pz = pyrazol-1 -yl; 3,5-Me2pz = 3,5-二甲基吡唑-1-yl) 提供阳离子、热不稳定的二乙酰（氢化）铂 (IV) 络合物 [Pt(COMe)2H{(pz)3CH}]Cl (3a)和 [Pt(COMe)2H{(3,5-Me2pz)3CH}]Cl (3b) 与 κ3 配位的三（吡唑基）甲烷配体，发现它们与 NaOH 或 NEt3 反应生成中性二乙酰铂（II）配合物具有κ2-配位的三(吡唑基)甲烷配体{[Pt(COMe)2{(pz)3CH}](4a)；[Pt(COMe)2{(3,5-Me2pz)3CH}] (4b)}。在 4a/b 中，发现了一种分子重排（吡唑基环的脱位和原始侧链的配位），已通过变温 1H NMR 光谱测量（聚结法）以及

  DOI：

  10.1002/ejic.201201468
• 作为产物：
  描述：

  吡唑 在 四丁基溴化铵 、 sodium carbonate 、 对甲苯磺酸 作用下， 以 氯仿 、 水 、 甲苯 为溶剂， 反应 96.0h， 生成 三(吡唑)甲烷
  参考文献：
  名称：

  非经典蝎形配体St入的镁：合成和锥角计算

  摘要：

  合成了一系列RCTp 3-R'（R = Me，n Bu，SiMe 3 ; R'= H，Me，Ph，i Pr，t Bu）类型的三（吡唑基）烷烃（RCTp）蝎形配体，并他们协调甲基镁部分的能力进行了审查。Mg（AlMe 4）2与中性配体HCTp 3-Ph或Me 3 SiCTp 3-Me的反应，其中包含非纯主链次甲基部分，导致去质子/重排，SiMe 3 / AlMe 3交换得到[[Me 3 AlCTp 3-Ph）2 Mg]和[（Me 3AlCTp 3-Me）Mg（AlMe 4）]，分别带有单阴离子三脚架配体。的空间要求不高RCTP治疗'3-R用Mg（阿尔梅4）2生产的类型[（RCTP的同构的双阳离子“金属在一箱”复合物3-R' ）2的Mg] [阿尔梅4 ] 2（ R ＝ Me，n Bu； R′＝ H，Me）。所述配体superbulky MeCTp利用3-PH和MeCTp 3-吨卜，得到单阳离子配合物[（MeCTp

  DOI：

  10.1002/chem.201803067
• 作为试剂：
  描述：

  4-溴苯胺 在 bis(1,5-cyclooctadiene)nickel (0) 、 三(吡唑)甲烷 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以56%的产率得到联苯胺
  参考文献：
  名称：

  Homocoupling of Halotropones Promoted by Bis(1,5-cyclooctadiene) Nickel in the Presence of Tris(1-pyrazolyl)methane: An Easy Route to [Bi-1,3,5-cycloheptatrien-1-yl]-7,7′-diones

  摘要：

  An efficient homocoupling of 2-halotropones, to afford 2,2'-bitropones, occurs in toluene at rt in the presence of stoichiometric amounts of [Ni(cod)2] and tris(1-pyrazolyl)methane ligand, in a 1:1 molar ratio. This methodology was extended to aryl halides.

  DOI：

  10.1080/00397910802563404

文献信息

• Allyl molybdenum(II) and tungsten(II) compounds bearing bidentate and tridentate pyrazolylmethane ligands
  作者：Iva Honzíčková、Jan Honzíček、Jaromír Vinklárek、Zdeňka Padělková

  DOI：10.1016/j.poly.2014.06.045

  日期：2014.10

  [(η3-C3H5)M(CO)2(κ3-tpm)]+ (M = Mo, W). The coordination mode of the tridentate ligand was resolved by 1H NMR spectroscopy. This study further covers the model systems with the bidentate ligands bis(pyrazolyl)methane (bpm) and bis(1,3-dimethylpyrazolyl)methane (Me4bpm). All compounds under the study were characterized by the infrared spectroscopy. The structures of two molybdenum compounds [(η3-C3H5)Mo(CO)2(κ2-bpm)Cl]

  摘要该研究描述了烯丙基钼和钨配合物[（η3-C3H5）M（CO）2（NCMe）2Cl]（M = Mo，W）与三（吡唑基）甲烷（tpm）的反应。该三齿蝎形配体产生两种类型的产物。从非水介质中分离出中性κ2复合物[（η3-C3H5）M（CO）2（κ2-tpm）Cl]（M = Mo，W），而水性处理则得到阳离子κ3复合物[（ η3-C3H5）M（CO）2（κ3-tpm）] +（M = Mo，W）。三齿配体的配位模式通过1 H NMR光谱解析。这项研究进一步涵盖了具有双齿配体双（吡唑基）甲烷（bpm）和双（1,3-二甲基吡唑基）甲烷（Me4bpm）的模型系统。通过红外光谱对所研究的所有化合物进行表征。两种钼化合物[（η3-C3H5）Mo（CO）2（κ2-bpm）Cl的结构，
• Cyclometallation of polydentate ligands containing pyrazole groups, including the synthesis of platinum(IV) complexes with tripodal [NCN]- ligand systems
  作者：Allan J. Canty、R.Thomas Honeyman

  DOI：10.1016/0022-328x(90)80028-x

  日期：1990.5

  cyclometallation at a C(5) position of one pyrazol-1-yl ring. The cyclometallated ligands have been examined as 'isoelectronic' analogues of nitrogen donor poly(pyrazol-1-yl)alkane and poly(pyrazol-1-yl)borate ligands. A carbon monoxide derivative, PtMe(pz)2(C3H2N2)CH-N,C(CO) (1d) and a series of phosphine complexes have been prepared. The complex PtMe(pz)2(C3H2N2)CH-N,C(py) (1a) and polymeric [PtMe(pz)2(C3H2N2)CH]n

  Dimethylplatinum（II）络合物，PTR 2（L），已经进行了通过[PTR反应2（μ-SET 2）] 2与一系列含有一种或多种吡唑-1-基多齿氮供体配体（PZ）供体的基团，包括新的配体双（吡唑-1-基）（噻吩-2-基）甲烷。当在室温下溶于吡啶时，该配合物会产生顺式-PtMe 2（py）2，除了PtMe 2（L）（L =（pz）2 CH 2，（pz）2 C（H）Ph，（pz）3 CH或（pz）2（mim）CH（mim = N-甲基咪唑-2-基）），在一个吡唑-1-基环的C（5）位置进行环金属化。已将环金属化的配体作为氮供体聚（吡唑-1-基）烷和聚（吡唑-1-基）硼酸酯配体的“等电子”类似物进行了研究。制备了一氧化碳衍生物PtMe（pz）2（C 3 H 2 N 2）CH- N，C（CO）（1d）和一系列膦配合物。络合物PtMe（pz）2（C 3 H 2 N 2）CH- N，C（p
• Oxorhenium Complexes Bearing the Water-Soluble Tris(pyrazol-1-yl)methanesulfonate, 1,3,5-Triaza-7-phosphaadamantane, or Related Ligands, as Catalysts for Baeyer–Villiger Oxidation of Ketones
  作者：Luísa M. D. R. S. Martins、Elisabete C. B. A. Alegria、Piotr Smoleński、Maxim L. Kuznetsov、Armando J. L. Pombeiro

  DOI：10.1021/ic400024r

  日期：2013.4.15

  New rhenium(VII or III) complexes [ReO3(PTA)2][ReO4] (1) (PTA = 1,3,5-triaza-7-phosphaadamantane), [ReO3(mPTA)][ReO4]I (2) (mPTA = N-methyl-1,3,5-triaza-7-phosphaadamantane cation), [ReO3(HMT)2][ReO4] (3) (HMT = hexamethylenetetramine), [ReO3(η2-Tpm)(PTA)][ReO4] (4) [Tpm = hydrotris(pyrazol-1-yl)methane, HC(pz)3, pz = pyrazolyl], [ReO3(Hpz)(HMT)][ReO4] (5) (Hpz = pyrazole), [ReO(Tpms)(HMT)] (6) [Tpms

  新的（（VII或III）络合物[ReO 3（PTA）2 ] [ReO 4 ]（1）（PTA = 1,3,5-三氮杂-7-磷酸金刚烷），[ReO 3（mPTA）] [ReO 4 ] I（2）（mPTA = N-甲基-1,3,5-三氮杂-7-磷酸金刚烷阳离子），[ReO 3（HMT）2 ] [ReO 4 ]（3）（HMT =六亚甲基四胺），[ReO 3（ η 2 -Tpm）（PTA）] [REO 4 ]（4）[Tpm时=氢三（吡唑-1-基）甲烷，HC（PZ）3，PZ =吡唑基]，[REO 3（HPZ）（HMT）] [ReO 4]（5）（Hpz =吡唑），[ReO（Tpms）（HMT）]（6）[Tpms =三（吡唑-1-基）甲磺酸盐，O 3 SC（pz）3 – ]和[ReCl 2 N 2 C（O）PH}（PTA）3 ]（7）已经从重新制备（VII）氧化物重新2 ö 7（1 - 6），或在的情况
• Synthesis, Characterization, and Reactivity of [Ru(bpy)(CH₃CN)₃(NO₂)]PF₆, a Synthon for [Ru(bpy)(L₃)NO₂] Complexes
  作者：Daniel A. Freedman、Seth Kruger、Christina Roosa、Chandra Wymer

  DOI：10.1021/ic061039t

  日期：2006.11.1

  fac-[Ru(bpy)(CH3CN)3NO2]PF6 from the known complex [(p-cym)Ru(bpy)Cl]PF6 (p-cym = eta(6)-p-cymene). [(p-cym)Ru(bpy)NO2]PF6 is prepared by reacting [(p-cymene)Ru(bpy)Cl]PF6 with AgNO3/KNO2 or AgNO2. The 15NO2 analogue is prepared using K15NO2. Displacement of p-cymene from [(p-cym)Ru(bpy)NO2]PF6 by acetonitrile gives [Ru(bpy)(CH3CN)3NO2]PF6. The new complexes [(p-cym)Ru(bpy)NO2]PF6 and fac-[Ru(bpy)(CH3CN)3NO2]PF6

  我们报告了从已知复合物[（p-cym）Ru（bpy）Cl] PF6（p-cym = eta（6） -p-cymene）。通过使[（对-cymene）Ru（bpy）Cl] PF6与AgNO3 / KNO2或AgNO2反应来制备[（对-cym）Ru（bpy）NO2] PF6。15NO2类似物是使用K15NO2制备的。用乙腈从[（p-cym）Ru（bpy）NO2] PF6置换对伞花烃，得到[Ru（bpy）（CH3CN）3NO2] PF6。新的配合物[（p-cym）Ru（bpy）NO2] PF6和fac- [Ru（bpy）（CH3CN）3NO2] PF6的特征在于1H和15N NMR，IR，元素分析和单晶结构决心。[Ru（bpy）（CH3CN）3NO2] PF6与适当的配体反应得到新的络合物[Ru（bpy）（Tp）NO2]（Tp = HB（pz）3-，pz = 1-吡唑基），[Ru （bpy）（Tpm）NO2]
• Preparation, characterization, and catalytic properties of ruthenium nitrosyl complexes with polypyrazolylmethane ligands
  作者：Hui-Jun Xu、Yong Cheng、Jia-Feng Sun、Brenda A. Dougan、Yi-Zhi Li、Xue-Tai Chen、Zi-Ling Xue

  DOI：10.1016/j.jorganchem.2008.09.045

  日期：2008.12

  Ruthenium(II) nitrosyl complexes with polypyrazolylmethanes, [(Bpm)Ru(NO)Cl3] [Bpm = bis(1-pyrazolyl)methane, 1], [(Bpm∗)Ru(NO)Cl3] [Bpm∗ = bis(3,5-dimethyl-1-pyrazolyl)methane, 2], [(Tpm)Ru(NO)Cl2][PF6] [Tpm = tris(1-pyrazolyl)methane, 3], and [(Tpm∗)Ru(NO)Cl2][PF6] [Tpm∗ = tris(3,5-dimethyl-1-pyrazolyl)methane, 4], have been synthesized and characterized. The solid-state structures of [(Bpm∗)Ru(NO)Cl3]

  钌（II）亚硝酰基与聚吡唑基甲烷的络合物，[（Bpm）Ru（NO）Cl 3 ] [Bpm =双（1-吡唑基）甲烷，1 ]，[（Bpm ∗）Ru（NO）Cl 3 ] [Bpm ∗  =双（3,5-二甲基-1-吡唑基）甲烷2 ]，[（Tpm）Ru（NO）Cl 2 ] [PF 6 ] [Tpm =三（1-吡唑基）甲烷，3 ]和[（Tpm ∗）Ru（NO）Cl 2 ] [PF 6 ] [Tpm ∗  =三（3,5-二甲基-1-吡唑基）甲烷4 ]已经合成并表征。[（Bpm ∗）Ru（NO）Cl 3 ]（2的固态结构）和[（Tpm ∗）Ru（NO）Cl 2 ] [PF 6 ]（4）是通过单晶X射线晶体学分析确定的。这些配合物已在温和条件下作为几种酮的转移氢化反应中的催化剂进行了测试。