氢氧化胆碱

氢氧化胆碱
	IUPAC名; Choline hydroxide
	系统名; 2-Hydroxy-N,N,N-trimethylethanaminium hydroxide
别名	Choline base; Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, hydroxide (1:1); Gossypine; (2-Hydroxyethyl)trimethylammonium hydroxide; 2-Hydroxyethyl(trimethyl)azanium hydroxide; Sincaline;
识别
缩写	ChOH
CAS号	123-41-1
PubChem	31255
ChemSpider	28995
SMILES	C[N+](C)(C)CCO.[OH-];
性质
化学式	C5H15NO2
摩尔质量	121.18 g·mol−1
外观	无色澄清的粘稠液体或白色颗粒状固体
氣味	类似三甲胺的气味
密度	1.073 g/cm3（25 °C，46wt%水溶液）
溶解性（水）	易溶
溶解性	48-50% solution of choline hydroxide in water (by weight) is insoluble in toluene. Choline hydroxide is soluble in ethanol, insoluble in diethyl ether and chloroform.
折光度n; D	1.4304（46%水溶液）
结构
配位几何	Tetrahedral at the nitrogen atom
危险性
	GHS危险性符号;
GHS提示词	危险
主要危害	腐蚀性
NFPA 704	0 3
闪点	92 °F（33 °C）
	致死量或浓度：
LD50（中位剂量）	21.4 mg/kg (mouse, intravenous)
相关物质
其他阴离子	氯化胆碱
其他阳离子	四乙基氢氧化铵
相关化学品	胆碱
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

氢氧化胆碱是一种有机化合物，化学式为[(CH
3)
3NCH
2CH
2OH]+
OH−
。它可由氯化胆碱和氧化银在水中反应得到^[6]，或硫酸胆碱和氢氧化钡在水中于50 °C反应制得^[7]。它和L-半胱氨酸^[8]、1-(氨甲基)环己烷乙酸^[9]等羧酸反应，得到相应的离子液体。

参考文献

^ ^1.0 ^1.1 ^1.2 ^1.3 ^1.4 ^1.5 ^1.6 ^1.7 ^1.8 Choline hydroxide. pubchem.ncbi.nlm.nih.gov. [2023-02-13]. （原始内容存档于2023-03-27）.
^ ^2.0 ^2.1 Choline hydroxide | 123-41-1. ChemicalBook. [2023-02-13]. （原始内容存档于2023-02-10）.
^ ^3.0 ^3.1 存档副本. [2023-02-13]. （原始内容存档于2023-02-10）.
^ 存档副本 (PDF). [2023-02-13]. （原始内容存档 (PDF)于2023-02-10）.
^ Rucker RB, Zempleni J, Suttie JW, McCormick DB. Handbook of vitamins 4th. Taylor & Francis. 2007: 459–477. ISBN 9780849340222.
^ Yoshiro Tahara, Kaho Morita, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto. Biocompatible Ionic Liquid Enhances Transdermal Antigen Peptide Delivery and Preventive Vaccination Effect. Molecular Pharmaceutics. 2020-10-05, 17 (10): 3845–3856 [2023-02-13]. ISSN 1543-8384. doi:10.1021/acs.molpharmaceut.0c00598. （原始内容存档于2023-02-13）（英语）.
^ Szarvas, Laszlo; Massonne, Klemens; Maase, Matthias; Oftring, Alfred. Method for producing quaternary ammonium compounds. 2005 WO 2005115969 A1.
^ Serena De Santis, Giancarlo Masci, Francesco Casciotta, Ruggero Caminiti, Eleonora Scarpellini, Marco Campetella, Lorenzo Gontrani. Cholinium-amino acid based ionic liquids: a new method of synthesis and physico-chemical characterization. Physical Chemistry Chemical Physics. 2015, 17 (32): 20687–20698 [2023-02-13]. ISSN 1463-9076. doi:10.1039/C5CP01612F （英语）.
^ Inês C. B. Martins, M. Conceição Oliveira, Hermínio P. Diogo, Luís C. Branco, M. Teresa Duarte. MechanoAPI-ILs: Pharmaceutical Ionic Liquids Obtained through Mechanochemical Synthesis. ChemSusChem. 2017-04-10, 10 (7): 1360–1363 [2023-02-13]. doi:10.1002/cssc.201700153 （英语）.

[:1-1] 1.0 ^1.1 ^1.2 ^1.3 ^1.4 ^1.5 ^1.6 ^1.7 ^1.8 Choline hydroxide. pubchem.ncbi.nlm.nih.gov. [2023-02-13]. （原始内容存档于2023-03-27）.

[chemicalbook-2] 2.0 ^2.1 Choline hydroxide | 123-41-1. ChemicalBook. [2023-02-13]. （原始内容存档于2023-02-10）.

[sigmaaldrich-3] 3.0 ^3.1 存档副本. [2023-02-13]. （原始内容存档于2023-02-10）.

[carlroth-4] 存档副本 (PDF). [2023-02-13]. （原始内容存档 (PDF)于2023-02-10）.

[:3-5] Rucker RB, Zempleni J, Suttie JW, McCormick DB. Handbook of vitamins 4th. Taylor & Francis. 2007: 459–477. ISBN 9780849340222.

[6] Yoshiro Tahara, Kaho Morita, Rie Wakabayashi, Noriho Kamiya, Masahiro Goto. Biocompatible Ionic Liquid Enhances Transdermal Antigen Peptide Delivery and Preventive Vaccination Effect. Molecular Pharmaceutics. 2020-10-05, 17 (10): 3845–3856 [2023-02-13]. ISSN 1543-8384. doi:10.1021/acs.molpharmaceut.0c00598. （原始内容存档于2023-02-13）（英语）.

[7] Szarvas, Laszlo; Massonne, Klemens; Maase, Matthias; Oftring, Alfred. Method for producing quaternary ammonium compounds. 2005 WO 2005115969 A1.

[8] Serena De Santis, Giancarlo Masci, Francesco Casciotta, Ruggero Caminiti, Eleonora Scarpellini, Marco Campetella, Lorenzo Gontrani. Cholinium-amino acid based ionic liquids: a new method of synthesis and physico-chemical characterization. Physical Chemistry Chemical Physics. 2015, 17 (32): 20687–20698 [2023-02-13]. ISSN 1463-9076. doi:10.1039/C5CP01612F （英语）.

[9] Inês C. B. Martins, M. Conceição Oliveira, Hermínio P. Diogo, Luís C. Branco, M. Teresa Duarte. MechanoAPI-ILs: Pharmaceutical Ionic Liquids Obtained through Mechanochemical Synthesis. ChemSusChem. 2017-04-10, 10 (7): 1360–1363 [2023-02-13]. doi:10.1002/cssc.201700153 （英语）.

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氢氧化胆碱

IUPAC名 Choline hydroxide
系统名 2-Hydroxy-N,N,N-trimethylethanaminium hydroxide
别名	Choline base Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, hydroxide (1:1)^[1] Gossypine^[1] (2-Hydroxyethyl)trimethylammonium hydroxide^[1] 2-Hydroxyethyl(trimethyl)azanium hydroxide^[1] Sincaline^[1]
识别
缩写	ChOH
CAS号	123-41-1 ^Y
PubChem	31255
ChemSpider	28995
SMILES	C[N+](C)(C)CCO.[OH-]
性质
化学式	C₅H₁₅NO₂
摩尔质量	121.18 g·mol⁻¹
外观	无色澄清的粘稠液体^[1]或白色颗粒状固体^[2]
氣味	类似三甲胺的气味
密度	1.073 g/cm³（25 °C，46wt%水溶液）^[3]
溶解性（水）	易溶
溶解性	48-50% solution of choline hydroxide in water (by weight) is insoluble in toluene.^[4] Choline hydroxide is soluble in ethanol, insoluble in diethyl ether and chloroform.^[5]
折光度n D	1.4304（46%水溶液）^[3]
结构
配位几何	Tetrahedral at the nitrogen atom
危险性
GHS危险性符号
GHS提示词	危险
主要危害	腐蚀性
NFPA 704	0 3
闪点	92 °F（33 °C）^[2]
致死量或浓度：
LD₅₀（中位剂量）	21.4 mg/kg (mouse, intravenous)^[1]
相关物质
其他阴离子	氯化胆碱
其他阳离子	四乙基氢氧化铵
相关化学品	胆碱
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。