tetraethylammonium azide | 993-20-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tetraethylammonium azide
• 英文别名: Ethanaminium, N,N,N-triethyl-, azide；tetraethylazanium;azide
• CAS: 993-20-4
• 化学式: C₈H₂₀N*N₃
• 分子量: 172.274
• InChiKey: HEYWXOWEALDDOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  、 tetraethylammonium azide 以 丙酮 为溶剂， 以88%的产率得到
  参考文献：
  名称：

  Transition-Metal Complexes with Sulfur Ligands. 113. Syntheses, X-ray Crystal Structures, and Reactivity of Molybdenum(II) Complexes with Thioetherthiolate Ligands Having XS4 Donor Atom Sets (X = S, O, NH)

  摘要：

  In quest of molybdenum complexes that have sulfur donors in their coordination sphere and exhibit reactivity toward small molecules such as CO, NO, NO+, N-3(-), and above all N-2, the chemistry of [Mo(''(R)XS(4)'')] complexes has been investigated. Mo(II) complexes of the type [Mo(CO)(2)(''(R)XS(4)'')] (R = H, X = S, 1a; R = tert-butyl, X = S, 1b; R = H, X = NH, 2; R = H, X = 0, 3) formed by reaction of [Mo(CO)(4)(Cl)(2)] or [Mo(CO)(3)(PPh(3))(2)(Cl)(2)] and the thiols ''(R)XS(4)''-H-2 or corresponding thiolates. Complex la served as a structural reference and proved the Mo center to be seven-coordinate. The [Mo(''S-5'')] fragment approximately forms a square pyramid at the base of which the two cis CO Ligands are coordinated. Crystal data of 1a 0.5Et(2)O: monoclinic space group P2(1)/c; a = 14.182(7) Angstrom, b = 14.525(11) Angstrom, c = 11.421(15) Angstrom beta = 108.98(7)degrees, Z = 4, R/R(w) = 6.0/5.6. The [Mo(''S-5'')] fragment of 1a exhibits the meso-configuration, and NMR spectra indicate the same configuration for the [Mo(''(R)XS(4)'')] fragments of the other CO complexes. Oxidation of 1-3 yielded the C-s symmetrical Mo(IV) oxo complexes [Mo(=O)(''(R)XS(4)'')] (R = H, X = S, 4a; R = tert-butyl, X = S, 4b; R = H, X = NH, 5; R = H, X = 0, 6). Complex 4a was characterized by X-ray structure analysis (orthorhombic space group P2(1)2(1)2(1); a = 10.872(2), b = 14.502(5), c = 11.324(2) Angstrom; Z = 4; R/R(w) = 4.4/3.7%). When treated with PMe(3), 1a, 1b and 2 yielded the thermolabile-phosphine derivatives meso-[Mo(CO)(PMe(3))(''(R)XS(4)'')] (R = H, X = S, 7; R = tert-butyl, X = S, 9; R = H, X = NH, 8) whereas the reaction of 3 gave [Mo(CO)(PMe(3))(2)(''OS4'')] (10). Reaction of 7 with an excess of PMe(3) resulted in cleavage of the bridging S(C2H4)(2) unit from the ''S-5''(2-) ligand and formation of the Mo(IV) complex [Mo(PMe(3))(2)(''S-2'')2] (11). Complex 11 was characterized by X-ray structure analysis (monoclinic space group P2(1)/c, a = 16.857(4) Angstrom, b = 17.742(4) Angstrom, c = 7.569(2) Angstrom, beta = 93.53(2)degrees, Z = 4, R/R(w) = 2.8/2.6) and contains a Mo center surrounded by four S and two cis P donors in a pseudo-trigonal prismatic arrangement. Complexes 1a and 1b reacted with NO+ or NO gas to give the NO complexes [Mo-(NO)(''S-R(5)'')]BF4 (R = H, 12; R = tert-butyl, 13) and [Mo(NO)(2)(''(US5)-U-bu'')] (14). NMR and IR spectra and reactivity suggest that 13 contains dinuclear cations which reversibly dissociate into mononuclear C-1 symmetrical[Mo-(NO)(''S-bu(5)'')](+) ions in solution. Complexes 13 and 14 added PMe(3) or N-3(-) to give [Mo(NO)(PMe(3))(''S-bu(5)'')] (15), [Mo(NO)(N-3)(''S-bu(5)'')] (16) and (NEt(4))[Mo(NO)(2)(N-3)(''S-bu(5)'')] (17). Although all complexes contain small molecules as ligands which are substrates or inhibitors for nitrogenase and 16 and 17 even molecules which theoretically can conproportionate to give N-2, attempts to obtain N-2 complexes with [Mo(''(R)XS(4)'')] fragments remained unsuccessful.

  DOI：

  10.1021/ic00128a006
• 作为产物：
  描述：

  四乙基溴化铵 在 sodium azide 作用下， 以 水 为溶剂， 生成 tetraethylammonium azide
  参考文献：
  名称：

  一种绿色环保的制备具有优异环境因子的叠氮化四烷基铵的方法：间歇式和流式塔式反应器的比较

  摘要：

  这项研究提出了一种绿色高效的制备四烷基叠氮化铵的方法，该方法可在温和条件下大规模使用。而且，产物的纯度和反应产率都很高。在这方面，比较了两个反应器：间歇式和流动塔式反应器。结果表明，流动塔反应器具有更高的效率。强碱阴离子交换树脂用作催化剂。树脂的可重复使用性极好。该过程的环境因子为0.85，对于工业规模的化学过程而言是极好的。因此，该方法涉及绿色化学的几乎所有原理，这是该类型所独有的。

  DOI：

  10.1021/acs.oprd.8b00230
• 作为试剂：
  描述：

  4,4-difluorocyclohexadienone 在 tetraethylammonium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 7-Fluoro-1H-benzotriazol-4-ol
  参考文献：
  名称：

  Oxidative fluorination in amine-hf mixturess

  摘要：

  The selective electrochemical fluorination of alkenes, phenanthroline, naphthalene and chlorobenzene in neat amine-HF mixtures is described, together with the chemistry of 4,4-difluorocyclohexadienone.

  DOI：

  10.1016/s0040-4020(01)87060-5

文献信息

• Method for Producing Alpha-Azidoaniline Derivative or Alpha,AlphaPrime-Diazide Derivative
  申请人：Tokuyama Corporation

  公开号：US20210246108A1

  公开（公告）日：2021-08-12

  Provided is a method for producing an α-azidoaniline derivative or an α,α′-diazide derivative using an aniline derivative as a starting material that includes a method for producing an α-azidoaniline derivative or an α,α′-diazide derivative represented by Formula (2), including the step of: contacting an aniline derivative represented by Formula (1) with an azidating agent in presence of water, a persulfate, and a copper compound.

  提供了一种使用苯胺衍生物作为起始材料生产α-叠氮苯胺衍生物或α,α′-二叠氮衍生物的方法，包括一种生产由公式(2)表示的α-叠氮苯胺衍生物或α,α′-二叠氮衍生物的方法，包括以下步骤：在水的存在下，将表示为公式(1)的苯胺衍生物与叠氮化剂、过硫酸盐和铜化合物接触。
• Molybdenum atom ligand substitution reactions of molybdenum-iron-sulfur (MoFe3S4) cubane-type clusters: synthesis and structures of clusters containing molybdenum-bound pseudosubstrates of nitrogenase
  作者：R. E. Palermo、R. Singh、J. K. Bashkin、R. H. Holm

  DOI：10.1021/ja00321a019

  日期：1984.5

  Resolution des structures cristallines des trois complexes (Et 4 N) 4 [Mo 2 Fe 6 S 8 (S-p-C 6 H 4 Cl) 6 (cat) 2 ], (Et 4 N) 3 [MoFe 3 S 4 (SEt) 3 (Cl 4 cat)(CN)] et (Et 4 N) 3 [MoFe 3 S 4 (S-p-C 6 H 4 Cl) 3 (Cl 4 cat)N 3 ]•MeCN. Spectres RMN

  分辨率 des 结构 cristallines des trois complexes (Et 4 N) 4 [Mo 2 Fe 6 S 8 (SpC 6 H 4 Cl) 6 (cat) 2 ], (Et 4 N) 3 [MoFe 3 S 4 (SEt) 3 ( Cl 4 cat)(CN)] et (Et 4 N) 3 [MoFe 3 S 4 (SpC 6 H 4 Cl) 3 (Cl 4 cat)N 3 ]•MeCN。幽灵RMN
• Transition metal complexes with sulfur ligands. XXXVIII. 18 and 19 electron iron(II) nitrosyl complexes with thiolato thioether ligands including nitrogen and oxygen donators in S5, OS4, NS4, S4 and S3 donator sets: synthesis and reactions of [Fe(NO)(‘S5’)]n+, [Fe(NO)(‘NHS4’)]n+ (n=0,1) and [Fe(NO)2(L)] and X-ray structure analysis of [Fe(NO)(‘NHS4’)]
  作者：Dieter Sellman、Herbert Kunstmann、Matthias Moll、Falk Knoch

  DOI：10.1016/s0020-1693(00)90131-2

  日期：1988.12

  related carbonyl complexes are reacted with gaseous nitrogen monoxide the dinitrosyl complexes [Fe(NO)2(L)] are isolated with L=‘S5’2−, ‘OS4’2−= 1,5-bis(2-(2-mercaptophenylthio)ethyl)ether(2−), ‘S4’2−=2,3,8,9-dibenzo-1,4,7,10-tetrathiadecane(2−) and ‘S3’2−=1,4,7-trithiaheptane(2−). Reacting [Fe(NO)(‘XS4’)]BF4 with N2H4 or N3− does not lead to a nucleophilic attack at NO, but to a reduction yielding

  为了研究由硫为主的配位球中的铁中心对一氧化氮的配位和活化作用，合成了一系列新的亚硝酰基铁配合物。所述monomtrosyl铁II络合物的[Fe（NO）（ 'S 5 '）] BF 4和[使用Fe（NO）（' N ħ小号4 '）] BF 4与五齿配位体作者：5 ' 2- = 1,5 -双- （2- mercaptophenylthio）-3- thiapentane（2-）或'N ħ小号4 ' 2- = 1,5-双- （2-（2- mercaptophenylthio）乙基）胺（2-）从获得的NOBF 4和[Fe（CO）（'XS 4'）]（XS，NH）。如果这些和相关的羰基配合物与气态氮气进行反应的一氧化碳的dinitrosyl络合物的[Fe（NO）2（L）]是其中L =分离的5 ' 2-，“OS 4 ” 2- = 1,5-双（ 2-（2- mercaptophenylthio）乙基）醚（2
• Vanadium Complexes of the N(CH₂CH₂S)₃^3- and O(CH₂CH₂S)₂^2- Ligands with Coligands Relevant to Nitrogen Fixation Processes
  作者：Sian C. Davies、David L. Hughes、Zofia Janas、Lucjan B. Jerzykiewicz、Raymond L. Richards、J. Roger Sanders、James E. Silverston、Piotr Sobota

  DOI：10.1021/ic9909476

  日期：2000.8.1

  by reaction of [V(NNMe2)(dipp)3] (dipp = OC6H3Pri2-2,6) with NS3H3. N2H4 is displaced quantitatively from 4 by anions to give the salts [NR3(4)][V(NS3)X] (X = Cl, R3 = Et, 7a; X = Cl, R3 = Ph, 7b; X = Br, R3 = Et, 7c; X = N3, R3 = Bu(n), 7d; X = N3, R3 = Et, 7e; X = CN, R3 = Et, 7f). Compound 6 loses NH3 thermally to give 5, which can also be prepared from [VCl3(THF)3] and NS3H3/LiBun. Displacement

  衍生自三（2-硫代乙基）胺配体[（NS3）3-]和双（2-硫代乙基）醚配体[（OS2）2-]的钒（III）和钒（V）配合物与目的是研究这些钒位点结合二氮并激活其还原的潜力。提供了（V（NS3）（N2）V（NS3）的瞬时存在的证据，并且已制备了一系列包含肼，酰肼，酰亚胺，胺，有机氰化物和异氰化物配体的单核配合物，并且这些化合物的化学性质[V（NS3）O]（1）与过量的N2H4反应，可能通过中间体（V（NS3）（NNH2）（2a）和（V（NS3）（N2）V（NS3） （3），V（III）加合物[V（NS3）（N2H4）]（4）。如果用0.5 mol N2H4处理1，则析出0.5 mol N2，绿色不溶[[V（NS3）） n]（5）结果。化合物4通过歧化作用转化为[V（NS3）（NH3）]（6），但化合物4不充当N2H4歧化的催化剂，也不充当Zn / HOC6H3Pri2-2,6还原的催化剂。化合物1与NR1（2）NR2（2）（R1
• Reaktivität von wolfram-CS2-komplexen
  作者：W.A. Schenk、T. Schwietzke、H. Müller

  DOI：10.1016/s0022-328x(00)87650-0

  日期：1982.6

  The preparation and reactivity of two carbon disulfide complexes of tungsten, W(CO)3(R2PC2H4PR2)CS2 (R = CH3, C6H5) are described. Electrophiles (MeI, W(CO)3(R2PC2H4PR2)) add at the exocyclic sulfur, nucleophiles react with CS2 substitution (pyridine, P(OR)3), sulfur abstraction, or addition at carbon (PR3. Towards N3− the coordinated CS2 acts as a dipolarophile, where as with acetylene dicarboxylic

  描述了钨的两种二硫化碳配合物W（CO）3（R 2 PC 2 H 4 PR 2）CS 2（R = CH 3，C 6 H 5）的制备和反应性。亲电试剂（MeI，W（CO）3（R 2 PC 2 H 4 PR 2））在环外硫上添加，亲核试剂与CS 2取代（吡啶，P（OR）3）反应，硫抽象或在碳上加成（ PR 3朝向N 3 －协调的CS 2 用作双极性亲和剂，其中与乙炔二羧酸酯一样，它作为1,3-偶极反应生成二硫代卡宾衍生物。