N,N-二甲基苯铵四(五氟苯基)硼酸盐 | 118612-00-3

• 物质功能分类: 有机原料 - 有机金属类化合物 - 有机铋、钴、镨、钆、镓、铱、铼、钇、铽等
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N,N-二甲基苯铵四(五氟苯基)硼酸盐
• 中文别名: N，N-二甲基苯胺四（五氟苯）硼酸盐；硼类催化剂
• 英文名称: N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate
• 英文别名: dimethylanilinium tetrakis(pentafluorophenyl)borate；dimethylanilinium tetrakis(perfluorophenyl)borate；N,N-dimethylanilinium tetrakis(perfluorophenyl)borate；N,N-dimethylanilinium tetra(pentafluorophenyl)borate；N,N-dimethylanilinium tetra(perfluorophenyl)borate；[PhNHMe₂][B(C₆F₅)₄]；DMAH-PFPB；DMAB；N,N-dimethylanilinium tetrakis(pentafluorophenyl)borate；dimethyl(phenyl)azanium;tetrakis(2,3,4,5,6-pentafluorophenyl)boranuide
• CAS: 118612-00-3
• 化学式: C₈H₁₂N*C₂₄BF₂₀
• 分子量: 801.233
• InChiKey: BRHZQNMGSKUUMN-UHFFFAOYSA-O

物化性质

• 熔点：
  225.0 to 229.0 °C
• 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)：
  6.31
• 重原子数：
  54
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  4.4
• 氢给体数：
  1
• 氢受体数：
  21

安全信息

• TSCA：
  No
• 危险品标志：
  Xn
• 安全说明：
  S22,S26,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  29319090
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P201,P202,P264,P270,P280,P301+P312+P330,P302+P352+P332+P313+P362+P364,P305+P351+P338+P310,P308+P313,P405,P501
• 危险品运输编号：
  1759
• 危险性描述：
  H302,H315,H318,H351
• 储存条件：
  请将贮藏器密封，并存放在阴凉、干燥处。同时，确保工作环境有良好的通风或排气设施。

SDS

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Section 1: Product Identification
Chemical Name: N,N-Dimethylanilinium tetra(pentafluorophenyl)borate, 98%
CAS Registry Number: 118612-00-3
Formula: [C6H5N(CH3)2H]+[B(C6F5)4]-
EINECS Number: none
Chemical Family: organic or inorganic borate
Synonym: Dimethylaniline, tetra(pentafluorophenyl)boric acid salt

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title Compound 118612-00-3 100% 2.5mg/m3 (as F) 2.5mg/m3 (as F)

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Section 3: Hazards Identification
The toxic effects of this compound have not been reported. Unrecognized hazards may be present. Irritating to
Emergency Overview:
the respiratory tract, skin and eyes. May be harmful if swallowed.
Primary Routes of Exposure: Ingestion, inhalation, eyes and skin
Eye Contact: Causes irritation of the eyes.
Skin Contact: Causes slight to mild irritation of the skin. May cause redness, itching and pain.
Inhalation: Irritating to the nose, mucous membranes and respiratory tract.
No specific information is available on the physiological effects of ingestion. May cause gastrointestinal
Ingestion:
irritation, nausea, and vomiting.
Acute Health Affects: Irritating to skin, eyes and respiratory tract.
Product contains fluorine which under certain conditions of use, decomposition, or metabolism, may generate
Chronic Health Affects: fluoride ion, causing, nausea, vomiting, labored breathing, hypocalcemia, deterioration of bone and tooth
structure, kidney and liver damage.
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: not applicable
Autoignition Temperature: no data
Explosion Limits: no data
Extinguishing Medium: carbon dioxide, dry powder, water spray, or foam
Fire fighters should be equipped with a NIOSH approved positive pressure self-contained breathing apparatus
Special Fire Fighting Procedures:
and full protective clothing.
Hazardous Combustion and If involved in a fire this material may emit irritating 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 cool, dry area away from heat and direct sunlight.

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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. Consult with glove manufacturer to determine the proper type of glove.
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 to off-white powder
Molecular Weight: 801.23
Melting Point: no data
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: none
Solubility in Water: Insoluble

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SECTION 10: Stability and Reactivity
Stability: hygroscopic
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: none
Incompatibility: Oxidizing agents
Decomposition Products: carbon monoxide, nitrogen oxides, organic fumes, hydrogen fluoride, and carbonyl fluoride

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

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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): Title compound not listed.
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途：聚合反应催化剂

反应信息

• 作为反应物：
  描述：

  boranuide;neodymium(3+);oxolane;1,2,3,4,5-pentamethylcyclopenta-1,3-diene 、 N,N-二甲基苯铵四(五氟苯基)硼酸盐 生成
  参考文献：
  名称：

  调整稀土硼氢化物对异戊二烯聚合的催化性能†

  摘要：

  先前的顺式聚合反应结果异戊二烯用scan半三明治复合物Cp * Sc（BH 4）2（THF）1a扩展到其钕类似物。呈现了已报道的钕单体化合物Cp * Nd（BH 4）2（THF）2 1b的X射线结构。发现Cp * Nd（BH 4）2（THF）2 / [CPh 3 ] [B（C 6 F 5）4 ] / Al（i Bu）3催化体系对异戊二烯聚合反应非常活泼且具有立体选择性，从而导致高度1,4-顺式聚异戊二烯高达92％。上增加了一个NHC分子与Cp * LN（BH的异戊二烯聚合的效果4）2（THF）ñ预催化剂（CP * =η 5 -C 5我5，LN =钪，Ñ = 1，1A ;的Nd，ñ = 2，1B ; SM，ñ = 2，1C）或一个trisborohydride LN（BH 4）3（THF）ñ（LN =钪，ñ = 1.5，图2a ;钕，ñ = 3，2B ;钐，n = 3，2c）也进行了研究。评估了几种NHC配体：经典的[1-C

  DOI：

  10.1039/c2dt31624b
• 作为产物：
  描述：

  ammonium tetrakis(pentafluorophenyl)borate 、 N,N-二甲基苯胺 以 水 为溶剂， 反应 5.0h， 以96.2%的产率得到N,N-二甲基苯铵四(五氟苯基)硼酸盐
  参考文献：
  名称：

  NOVEL TETRAARYL BORATE COMPOUND AND METHOD FOR PRODUCING SAME

  摘要：

  本发明涉及一种新型四芳基硼酸盐化合物及其制备方法，以及使用该四芳基硼酸盐化合物作为中间体制备四芳基硼酸盐化合物的方法。根据本发明，可以提供一种具有高热稳定性且可以在工业上安全处理的四芳基硼酸盐化合物及其制备方法。同时，还可以提供一种通过将四芳基硼酸盐化合物进一步与胺化合物反应制备用作金属茂催化剂共催化剂的四芳基硼酸盐化合物的方法。

  公开号：

  US20160108062A1
• 作为试剂：
  描述：

  N,N-二甲基苯胺 、 烯丙基三甲基硅烷 在 C₄₁H₇₀N₃OScSi₂ 、 N,N-二甲基苯铵四(五氟苯基)硼酸盐 作用下， 以 甲苯 为溶剂， 以22 %的产率得到N,N-dimethyl-2-(1-(trimethylsilyl)propan-2-yl)aniline
  参考文献：
  名称：

  碱性配体和烯烃对叔胺与烯烃的 C−H 加成反应区域选择性的影响

  摘要：

  通过使用咪唑啉-2-亚胺钪(III)烷基配合物，实现了几种叔胺与烯烃的高度区域选择性CH烷基化反应。碱性配体、催化剂中的配位THF和烯烃底物的取代能够改变叔苯胺的CH烷基化反应的区域选择性。

  DOI：

  10.1002/chem.202401014

文献信息

• Addition of C–H Bonds of Pyridine Derivatives to Alkenes Catalyzed by Zirconium Complexes Bearing Amine-Bridged Bis(phenolato) Ligands
  作者：Qiu Sun、Ping Chen、Yaorong Wang、Yunjie Luo、Dan Yuan、Yingming Yao

  DOI：10.1021/acs.inorgchem.8b01959

  日期：2018.9.17

  Cationic zirconium complexes in situ generated from zirconium dibenzyl complexes bearing amine-bridged bis(phenolato) ligands have been developed to catalyze addition of C(sp2)–H and C(sp3)–H bonds of pyridine derivatives to alkenes. A series of zirconium complexes bearing different ligands have been synthesized, and their activities in catalyzing addition of C(sp3)–H bonds of pyridine derivatives to alkenes

  由带有胺桥联双（酚基）配体的二苄基锆二茂锆原位生成的阳离子锆络合物已被开发用于催化吡啶衍生物与烯烃的C（sp 2）-H和C（sp 3）-H键加成。合成了一系列带有不同配体的锆配合物，并研究了它们在催化吡啶衍生物的C（sp 3）-H键加成到烯烃中的活性。反应活性和区域选择性都受配体主链的电子和空间特性影响。此外，已分离出阳离子锆络合物，并对其结构进行了表征，以阐明某些反应机理。
• Single component cationic palladium proinitiators for the latent polymerization of cycloolefins
  申请人：Bell Andrew

  公开号：US20050187398A1

  公开（公告）日：2005-08-25

  Palladium compound compositions are provided in accordance with Formulae [((R) 3 E) a Pd(Q)(LB) b ] p [WCA] r , where ((R) 3 E) is a Group 15 electron donor ligand, Q is an anionic ligand, LB is a Lewis base, WCA is a weakly coordinating anion, a is 1, 2 or 3, b is 0, 1 or 2, the sum of a and b is 1, 2 or 3 and each of p and r is an integer such that the molecular charge is zero, or [(E(R) 3 )(E(R) 2 R*)Pd(LB)] p [WCA] r where E(R) 2 R* represents a Group 15 neutral electron donor ligand and where R* is an anionic hydrocarbyl containing moiety, bonded to the Pd and having a β hydrogen with respect to the Pd center. Such compound composition exhibits latent polymerization activity in the presence of polycyclic olefins.

  钯化合物组成按照以下公式提供：[((R)3E)aPd(Q)(LB)b]p[WCA]r，其中((R)3E)是第15族电子供体配体，Q是阴离子配体，LB是路易斯碱，WCA是弱配位阴离子，a为1、2或3，b为0、1或2，a和b的总和为1、2或3，p和r各自为整数，使得分子电荷为零，或[(E(R)3)(E(R)2R*)Pd(LB)]p[WCA]r，其中E(R)2R*代表第15族中性电子供体配体，R*是与Pd键合的含有阴离子烃基的部分，并且相对于Pd中心具有β氢。这种化合物组成在多环烯烃存在时表现出潜在的聚合活性。
• Siloxyaluminum Alkyl Cations:  Syntheses, Structures, and Reactions Related to Activation of Zirconocene Catalysts on Silica Gel Surfaces
  作者：Olaf Wrobel、Frank Schaper、Ulrich Wieser、Heike Gregorius、Hans H. Brintzinger

  DOI：10.1021/om0207515

  日期：2003.3.1

  solution yields a moderately active catalyst for ethene polymerization. This reactivity of siloxyaluminum methyl cations is qualitatively similar to, although substantially lower than, that of a silica gel surface treated with trimethylaluminum and a cationizing agent.

  类型的Me双核甲硅烷氧基甲基络合物2的Al（μ-OSIR 3）2阿尔梅2与质子化反应Ñ，Ñ -dimethylanilinium四（五氟苯基）硼酸盐，用CH释放4，以形成二甲基苯胺（DMA） -稳定的甲硅烷氧基甲基阳离子我2的Al（μ-OSIR 3）2阿尔梅（NME 2（C 6 H ^ 5）+这些阳离子抽象为C1。-配体选自（C 5 H ^ 5）2的ZrCl 2，得到双核阳离子（C 5 H ^ 5）2的ZrCl} 2（μ-Cl）的+和CH 3 -从配位体（C 5 H ^ 5）2的Zr（CH 3）2，通过的方式，得到DMA稳定的阳离子（C 5 H 5）2 Zr（CH 3）NMe 2（C 6 H 5）+ CH活化产物（C 5 H 5）2 ZrCH 2 NMe（C 6 H5）+ ; 与Me 2 Si（ind）2 ZrMe 2在甲苯溶液中的反应生成用于乙烯聚合的中等活性催化剂。甲硅烷氧基铝甲基阳
• Relative Reactivity of the Metal−Amido versus Metal−Imido Bond in Linked Cp-Amido and Half-Sandwich Complexes of Vanadium
  作者：Marco W. Bouwkamp、Aurora A. Batinas、Peter T. Witte、Ton Hubregtse、Jeroen Dam、Auke Meetsma、Jan H. Teuben、Bart Hessen

  DOI：10.1021/om8003306

  日期：2008.8.1

  be generated as its N,N-dimethylaniline adduct by treatment of the methyl complex with [PhNMe2H][BAr4] (Ar = Ph, C6F5). Instead, the analogous reaction with the linked Cp-amido precursor results in protonation of the imido-nitrogen atom. Sequential cyclometalation of the amide substituents gave cationic imine complexes [(η5-C5H4C2H4NCR′2)V(NH-t-Bu)]+ (R′ = H, Me) and methane. Reaction of cationic [(

  （η的治疗5 -C 5 H ^ 4 c ^ 2 ^ h 4 NR）V（N-吨-Bu）Me（R = Me中，我-Pr）和CPV（N- p -Tol）（N-我-Pr 2）我（CP =η 5 -C 5 H ^ 5）与B（C 6 ˚F 5）3或[PH 3 C] [B（C 6 ˚F 5）4 ]导致形成相应的阳离子，[（η 5 -C 5 H 4 C 2 H 4NR）V（N- t- Bu）] +和[CpV（N- p -Tol ）（N- i -Pr 2）] +。后者也可以通过用[PhNMe 2 H] [BAr 4 ]（Ar = Ph，C 6 F 5）处理甲基络合物而生成为其N，N-二甲基苯胺加合物。相反，与连接的Cp-酰胺基前体的类似反应导致亚氨基-氮原子的质子化。酰胺取代基的序贯环金属化，得到阳离子亚胺配合物[（η 5 -C 5 H ^ 4 c ^ 2 ^ h 4 NCR'2）V（NH- t- Bu）]
• Neutral and Cationic Group 4 Complexes Containing Bis(borylamide) Ligands, [R₂BNCH₂CH₂NBR₂]²^- (R = 2,4,6-i-Pr₃C₆H₂, M = Zr; R = Cyclohexyl, M = Ti, Zr, Hf)
  作者：Timothy H. Warren、Richard R. Schrock、William M. Davis

  DOI：10.1021/om970765o

  日期：1998.2.1

  Reaction of Li2(TripBen)(THF)4 ([(2,4,6-i-Pr3C6H2)2BNCH2CH2NB(2,4,6-i-Pr3C6H2)2]2- = (TripBen)2-) with ZrCl4(THF)2 in toluene cleanly provides (TripBen)ZrCl2. (TripBen)ZrCl2 can be alkylated with Grignard reagents to yield the dimethyl (2), diethyl (3), and dibutyl (4) derivatives, (TripBen)ZrR2. The structure of (TripBen)Zr(CD3)2 reveals that π bonding between boron and nitrogen results in one Trip

  Li 2（TripBen）（THF）4（[（2,4,6-i-Pr 3 C 6 H 2）2 BNCH 2 CH 2 NB（2,4,6-i-Pr 3 C 6 H 2）2 ] 2 - =（TripBen）2 - ）与的ZrCl 4（THF）2在甲苯中干净地提供（TripBen）的ZrCl 2。（TripBen）ZrCl 2可以用格氏试剂烷基化以生成二甲基（2），二乙基（3）和二丁基（4））派生词（TripBen）ZrR 2。（TripBen）Zr（CD 3）2的结构表明，硼与氮之间的π键键导致每个硼上的一个Trip环在两个烷基上取向。（TripBen）ZrMe 2和B（C 6 F 5）3在戊烷中的反应产生（TripBen）ZrMe} MeB（C 6 F 5）3 }（5a）的无色晶体。二烷基配合物2 - 4与[HNME反应2 PH] [B（C 6 ˚F 5）4在甲苯中产生]游离二甲基苯胺和根据