Choline hydroxide

Base Information

• Chemical Name: Choline hydroxide
• CAS No.: 123-41-1
• Deprecated CAS: 259229-71-5
• Molecular Formula: C5H15NO2
• Molecular Weight: 121.18
• Hs Code.: 29231000
• European Community (EC) Number: 204-625-1
• UNII: 7THJ3EG9SY
• DSSTox Substance ID: DTXSID9047467
• Wikipedia: Choline_hydroxide
• Wikidata: Q27268827
• ChEMBL ID: CHEMBL3187547
• Mol file: 123-41-1.mol

Synonyms:2-Hydroxy-N,N,N-trimethylethanaminium;Bitartrate, Choline;Bursine;Chloride, Choline;Choline;Choline Bitartrate;Choline Chloride;Choline Citrate;Choline Hydroxide;Choline O Sulfate;Choline O-Sulfate;Citrate, Choline;Fagine;Hydroxide, Choline;O-Sulfate, Choline;Vidine

Chemical Property of Choline hydroxide

Chemical Property:

• Appearance/Colour: clear light yellow viscous solution
• Vapor Pressure: 28.284hPa at 25℃
• Melting Point: 236～239℃
• Refractive Index: n20/D 1.4304
• PKA: 13.9(at 25℃)
• Flash Point: 92°F
• PSA: 43.29000
• Density: 1.09 g/mL at 20 °C
• LogP: -0.49190
• Storage Temp.: 2-8°C
• Water Solubility.: miscible
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 121.110278721
• Heavy Atom Count: 8
• Complexity: 46.5

Purity/Quality:

99% ^*data from raw suppliers

Choline hydroxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, T
• Hazard Codes: C,T
• Statements: 34-35-43-39/23/24/25-23/24/25-10-R35
• Safety Statements: 26-36/37/39-45-S45-S36/37/39-S26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: C[N+](C)(C)CCO.[OH-]
• Description: Choline hydroxide or choline base is also known as 2-hydroxyl ethyl trimethyl ammonium hydroxide. It is a strong yet organic base. Choline hydroxide is primarily used to produce other choline salts, which could be used in nutraceuticals, baby food, etc.? Choline hydroxide can be used as phase transfer catalysts which carry the hydroxide ion into organic systems. It is used as an ingredient in cleaning and developer formulations in the electronics and printed circuit board industry and in paint stripping formulations. It can also be used as corrosion inhibitor, for the H2S removal from gas streams. Furthermore, it is used as the cleaning and degreasing agent in the metal industry.
• Uses: Choline hydroxide is used as a precursor molecule for the neurotransmitter acetylcholine, it is involved in several functions including muscle and memory muscle control. It was used as a basic catalyst for aldol condensation reactions. Choline hydroxide solution has been used in the synthesis of choline hexafluoroacetylacetonate that can be used as an extractant along with bis-(trifluoromethylsulfonyl)imide ionic liquid for the homogeneous liquid-liquid extraction of neodymium(III).

Technology Process of Choline hydroxide

There total 21 articles about Choline hydroxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

choline iodide (17773-10-3) → cholin hydroxide (123-41-1)

Guidance literature:

With Dowex anion exchange resin; In water; for 24h;

Reference yield: 87.7%

bis-(trimethylethanolammonium)sulfate → cholin hydroxide (123-41-1)

Guidance literature:

With barium dihydroxide; In water; at 50 ℃; for 5h;

Reference yield:

choline chloride (67-48-1) → cholin hydroxide (123-41-1)

Guidance literature:

With silver(l) oxide;

upstream raw materials:

oxirane

trimethylamine

2-(N,N-dimethylamino)ethanol

DL-homocystine

Downstream raw materials:

creatinine

Creatinine

ethylene glycol

trimethylamine

Refernces

• 1、 Vajekar, Shailesh N.,Shankarling, Ganapati S.. "Highly efficient green synthesis of the photochromic spironaphthoxazines using an eco-friendly choline hydroxide catalyst". . p. 338 - 347. Retrieved 2020.
• 2、 Hu, Suqin,Jiang, Tao,Zhang, Zhaofu,Zhu, Anlian,Han, Buxing,Song, Jinliang,Xie, Ye,Li, Wenjing. "Functional ionic liquid from biorenewable materials: synthesis and application as a catalyst in direct aldol reactions". . p. 5613 - 5617. Retrieved 2007.
• 3、 Bremer,Greenberg. "-". . . Retrieved 1960.
• 4、 Wolfenden, Richard,Yuan, Yang. "The "neutral" hydrolysis of simple carboxylic esters in water and the rate enhancements produced by acetylcholinesterase and other carboxylic acid esterases". . p. 13821 - 13823. Retrieved 2011.
• 5、 Samadi-Maybodi, Abdolraouf,Nejad-Darzi, Seyed Karim Hassani. "Shape-selective production of zinc phosphate in aqueous and nonaqueous media using (2-hydroxyethyl) trimethylammonium hydroxide-assisted sonochemical route". . p. 431 - 439. Retrieved 2012.
• 6、 Platova, Elena V.,Batyeva, Elvira S.,Kursheva, Lidiya I.,Sinyashin, Oleg G.. "Synthesis of phosphorous acid and its derivatives based on the reaction of elemental phosphorus (P4) and aqueous solution of choline in the presence of the hydroxides of earth alkali metals". . p. 517 - 519. Retrieved 2008.
• 7、 Guncheva,Ossowicz,Janus,Todinova,Yancheva. "Elucidation of the effect of some cholinium amino acid ionic liquids on the thermal and the conformational stability of insulin". . p. 257 - 262. Retrieved 2019.
• 8、 Alves, Celso,Branco, Luís C.,Costa, Alexandra,Florindo, Catarina,Marrucho, Isabel M.,Pedrosa, Rui,Petrovski, ?eljko,Santos, Miguel M.,Silva, Joana. "Antimicrobial activities of highly bioavailable organic salts and ionic liquids from fluoroquinolones". . p. 1 - 15. Retrieved 2020.
• 9、 Vadagaonkar, Kamlesh S.,Kalmode, Hanuman P.,Prakash, Sattey,Chaskar, Atul C.. "Greener [3+3] tandem annulation-oxidation approach towards the synthesis of substituted pyrimidines". . p. 3639 - 3645. Retrieved 2015.
• 10、 Chowdhury, Md. Raihan,Goto, Masahiro,Islam, Md. Rafiqul,Kamiya, Noriho,Moniruzzaman, Muhammad,Tahara, Yoshiro,Wakabayashi, Rie. "Choline and amino acid based biocompatible ionic liquid mediated transdermal delivery of the sparingly soluble drug acyclovir". . . Retrieved 2020.