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333018

Sigma-Aldrich

Choline hydroxide solution

45 wt. % in methanol

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

Quality Level

200

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

WGK

WGK 2

Flash Point(F)

73.4 °F

Flash Point(C)

23 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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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
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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