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333018

Sigma-Aldrich

Choline hydroxide solution

45 wt. % in methanol

Synonym(s):

(2-Hydroxyethyl)trimethylammonium hydroxide, (beta-Hydroxyethyl)trimethylammonium hydroxide, 2-Hydroxy-N,N,N-trimethylethanaminium hydroxide

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About This Item

Linear Formula:
HOCH2CH2N(CH3)3OH
CAS Number:
123-41-1
Molecular Weight:
121.18
MDL number:
MFCD00002831
UNSPSC Code:
12352000
PubChem Substance ID:
24860096
NACRES:
NA.22

form

liquid

contains

0.5% paraformaldehyde as stabilizer

concentration

45 wt. % in methanol

refractive index

n20/D 1.4186

density

0.945 g/mL at 25 °C

SMILES string

[OH-].C[N+](C)(C)CCO

InChI

1S/C5H14NO.H2O/c1-6(2,3)4-5-7;/h7H,4-5H2,1-3H3;1H2/q+1;/p-1

InChI key

KIZQNNOULOCVDM-UHFFFAOYSA-M

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General description

Choline hydroxide solution, also known as choline base, is a strong organic base that can be used in the chemical industry as a solvent, catalyst, and corrosion inhibitor. It can also be used as a stabilizer for quaternary ammonium compounds and as a phase transfer agent in organic synthesis.

Application

Choline hydroxide solution can be used as a catalyst in the efficient conversion of CO2 and 2-aminobenzonitriles to quinazoline-2,4(1H,3H)-dione derivatives.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 1B - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1A - STOT SE 1

Target Organs

Eyes,Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

73.4 °F - closed cup

Flash Point(C)

23 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Xue-Dan Hou et al.
Biotechnology and bioengineering, 112(1), 65-73 (2014-07-30)
In this work, 28 cholinium ionic liquids (ILs), most of which are good solvents for dissolving lignin, were used for rice straw pretreatment to improve subsequent enzymatic hydrolysis. The anion exerted a significant effect on the pretreatment effectiveness of the
Kyung-Eui Park et al.
Bioscience, biotechnology, and biochemistry, 78(6), 981-988 (2014-07-19)
Phospholipase D (PLD) catalyzes the hydrolysis of phosphatidylcholine (PC), the most abundant phospholipids of plasma membrane, resulting in the production of choline and phosphatidic acid (PA). Choline is a precursor of the neurotransmitter acetylcholine, whereas PA functions as an intracellular
Yan-Xia An et al.
Bioresource technology, 192, 165-171 (2015-06-01)
Pretreatment of lignocelluloses is a key step in the biorefinery for production of biofuels and valuable platform chemicals. In this work, various lignocelluloses were pretreated using cholinium ionic liquids (ILs) that are wholly composed of biomaterials, and fractionated into carbohydrate-rich
Bieke Onghena et al.
Dalton transactions (Cambridge, England : 2003), 43(30), 11566-11578 (2014-06-19)
The ionic liquid choline bis(trifluoromethylsulfonyl)imide, [Chol][Tf2N], was used for the extraction of neodymium(III), in combination with choline hexafluoroacetylacetonate, [Chol][hfac], as the extractant. The binary mixture of [Chol][Tf2N] and water shows temperature-dependent phase behavior, with an upper critical solution temperature of

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