N-(carboxymethyl)-N,N-diethylethanamonium bromide | 93614-68-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(carboxymethyl)-N,N-diethylethanamonium bromide
• 英文别名: triethyl-carboxymethyl-ammonium; bromide；[Et3NCH2COOH]Br；Triaethyl-carboxymethyl-ammonium; Bromid；Carboxymethyl(triethyl)azanium;bromide
• CAS: 93614-68-7
• 化学式: Br*C₈H₁₈NO₂
• 分子量: 240.14
• InChiKey: IKQPAYICUPCIMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.05
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(carboxymethyl)-N,N-diethylethanamonium bromide 、 iron(II) chloride tetrahydrate 、 ammonium tri(oxalato)chromate(III) trihydrate 以 甲醇 为溶剂， 生成 [Et3NCH2COOH][FeCr(oxalate)3]
  参考文献：
  名称：

  Promotion of Low-Humidity Proton Conduction by Controlling Hydrophilicity in Layered Metal–Organic Frameworks

  摘要：

  We controlled the hydrophilicity of metal-organic frameworks (MOFs) to achieve high proton conductivity and high adsorption of water under low humidity conditions, by employing novel class of MOFs, {NR3(CH2COOH)}[MCr(ox)(3)]center dot nH(2)O (abbreviated as R-MCr, where R = Me (methyl), Et (ethyl), or Bu (n-butyl), and M = Mn or Fe): Me-FeCr, Et-MnCr, Bu-MnCr, and Bu-FeCr. The cationic components have a carboxyl group that functions as the proton carrier. The hydrophilicity of the cationic ions was tuned by the NR3 residue to decrease with increasing bulkiness of the residue: {NMe3(CH2COOH)}(+) > {NEt3(CH2COOH)}(+) > {NBu3(CH2COOH)}(+). The proton conduction of the MOFs increased with increasing hydrophilicity of the cationic ions. The most hydrophilic sample, Me-FeCr, adsorbed a large number of water molecules and showed a high proton conductivity of similar to 10(-4) S cm(-1), even at a low humidity of 65% relative humidity (RH), at ambient temperature. Notably, this is the highest conductivity among the previously reported proton-conducting MOFs that operate under low RH conditions.

  DOI：

  10.1021/ja300122r
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢溴酸 作用下， 生成 N-(carboxymethyl)-N,N-diethylethanamonium bromide
  参考文献：
  名称：

  THE BASIS FOR THE PHYSIOLOGICAL ACTIVITY OF -ONIUM COMPOUNDS. IX. DERIVATIVES OF HOMOLOGS OF BETAINE¹

  摘要：

  DOI：

  10.1021/ja01343a029

文献信息

• Proton-Conductive Magnetic Metal–Organic Frameworks, {NR₃(CH₂COOH)}[M_a^IIM_b^III(ox)₃]: Effect of Carboxyl Residue upon Proton Conduction
  作者：Hisashi O̅kawa、Masaaki Sadakiyo、Teppei Yamada、Mitsuhiko Maesato、Masaaki Ohba、Hiroshi Kitagawa

  DOI：10.1021/ja309968u

  日期：2013.2.13

  Bu-FeFe (R-FeFe MOFs) belong to the class II of mixed-valence compounds and show the magnetism characteristic of Néel N-type ferrimagnets. The Et-MOFs (Et-MnCr·2H(2)O, Et-FeCr·2H(2)O and Et-FeFe·2H(2)O) show high proton conduction, whereas the Bu-MOFs (Bu-MnCr, Bu-FeCr, and Bu-FeFe) show moderate proton conduction. Together with water adsorption isotherm studies, the significance of the carboxyl residues

  质子传导磁性金属有机骨架 (MOF)，NR(3)(CH(2)COOH)}[M(a)(II)M(b)(III)(ox)(3)]（缩写为RM(a)M(b)：R = 乙基 (Et)、正丁基 (Bu)；M(a)M(b) = MnCr、FeCr、FeFe) 已被研究。制备了以下六种 MOF：Et-MnCr·2H(2)O、Et-FeCr·2H(2)O、Et-FeFe·2H(2)O、Bu-MnCr、Bu-FeCr 和 Bu-FeFe。Bu-MnCr 的结构由 X 射线晶体学确定。晶体数据：三角，R3c (#161)，a = 9.3928(13) Å，c = 51.0080(13) Å，Z = 6。晶体由 NBu(3)(CH( 2)COOH)}(+) 离子。Et-MnCr·2H(2)O 和 Bu-MnCr (R-MnCr MOFs) 表现出铁磁有序，T(C) 为 5.5-5.9 K，Et-FeCr·2H(2)O
• Sign Inversion in Photopharmacology: Incorporation of Cyclic Azobenzenes in Photoswitchable Potassium Channel Blockers and Openers
  作者：Julie B. Trads、Katharina Hüll、Bryan S. Matsuura、Laura Laprell、Timm Fehrentz、Nicole Görldt、Krystian A. Kozek、C. David Weaver、Nikolaj Klöcker、David M. Barber、Dirk Trauner

  DOI：10.1002/anie.201905790

  日期：2019.10.21

  cis-form. Incorporation of these switches into a variety of photopharmaceuticals could convert dark-active ligands into dark-inactive ligands, which is preferred in most biological applications. This "pharmacological sign-inversion" is demonstrated for a photochromic blocker of voltage-gated potassium channels, termed CAL, and a photochromic opener of G protein-coupled inwardly rectifying potassium (GIRK)

  光药理学依赖于通过光异构化改变其药效学的配体。这些配体中的许多是偶氮苯，它们在延长的反式构型中在热力学上更稳定。通常，它们以这种形式具有生物活性，并且在辐射和光异构化为其顺式异构体时失去活性。最近，出现了环状偶氮苯，即所谓的重氮辛，它们的弯曲顺式形式在热力学上更稳定。将这些开关结合到各种光药物中可以将暗活性配体转化为暗活性配体，这在大多数生物应用中是首选。这种“药理学符号反转”被证明用于电压门控钾通道的光致变色阻滞剂，称为 CAL，
• Coupling of epoxides and carbon dioxide catalyzed by Brönsted acid ionic liquids
  作者：Tao Chang、Xiaorui Gao、Li Bian、Xiying Fu、Mingxia Yuan、Huanwang Jing

  DOI：10.1016/s1872-2067(14)60227-8

  日期：2015.3

  A series of Bronsted acid ionic liquids (BAILS) containing a long chain Bronsted acid site in the cationic part and a Lewis basic site in the anionic part were designed, synthesized, and used as catalyst for the coupling of epoxides and carbon dioxide to cyclic carbonates without a co-catalyst or co-solvent. The effects of catalyst structure and other parameters on the catalytic performance were investigated. The long chain 2-(N,N-dimethyldodecylammonium) acetic acid bromide ([(CH2COOH)DMDA]Br) showed high catalytic activity and good reusability. This protocol was expanded to various epoxides, which gave the corresponding cyclic carbonates in good yields. The acidity of the catalyst influenced its catalytic activity. (C) 2015, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.