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123-41-1

Basic Information
CAS No.: 123-41-1
Name: Choline hydroxide
Molecular Structure:
Molecular Structure of 123-41-1 (Choline hydroxide)
Formula: C5H15NO2
Molecular Weight: 121.21
Synonyms: Choline,hydroxide (8CI);Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, hydroxide (9CI);(2-Hydroxyethyl)trimethylammonium hydroxide;(b-Hydroxyethyl)trimethylammonium hydroxide;Bursine;Fagine;Gossypine;Luridine;N,N,N-Trimethyl-N-(2-hydroxyethyl)ammoniumhydroxide;Ethanaminium,2-hydroxy-N,N,N-trimethyl-, hydroxide (1:1);Sinkalin;Sinkaline;Trimethyl(2-hydroxyethyl)ammoniumhydroxide;Trimethyl(hydroxyethyl)ammonium hydroxide;Vidine;
EINECS: 204-625-1
Density: 1.09 g/mL at 20 °C
Melting Point: 236~239℃
Boiling Point:
Flash Point: 92°F
Solubility: miscible with water
Appearance: clear light yellow viscous solution
Hazard Symbols: CorrosiveC, ToxicT
Risk Codes: 34-35-43-39/23/24/25-23/24/25-10
Safety: 26-36/37/39-45
Transport Information: UN 3286 3/PG 2
PSA: 43.29000
LogP: -0.49190
Synthetic route
17773-10-3

choline iodide

123-41-1

cholin hydroxide

Conditions
ConditionsYield
With Dowex anion exchange resin In water for 24h;99%
With sodium hydroxide

bis-(trimethylethanolammonium)sulfate

123-41-1

cholin hydroxide

Conditions
ConditionsYield
With barium dihydroxide In water at 50℃; for 5h;87.7%
75-21-8

oxirane

75-50-3

trimethylamine

123-41-1

cholin hydroxide

Conditions
ConditionsYield
With water destilliert das ueberschuessige Trimethylamin ab und dampft im Hochvakuum ueber Phosphorpentoxyd ein;
With water at 15 - 45℃; under 1500.15 - 2250.23 Torr;
With P4; H2O; Ba(OH)2 at 50 - 100℃;
With water at 35 - 40℃; Concentration; Temperature; Time;
108-01-0

2-(N,N-dimethylamino)ethanol

462-10-2

DL-homocystine

123-41-1

cholin hydroxide

Conditions
ConditionsYield
durch enzymatische Methylierung im Organismus der Ratte und in Rattenleber-Praeparaten;
durch enzymatische Methylierung im Organismus der Ratte und in Rattenleber-Praeparaten;
108-01-0

2-(N,N-dimethylamino)ethanol

123-41-1

cholin hydroxide

Conditions
ConditionsYield
bei der Biosynthese;
51-84-3

acetylcholine

123-41-1

cholin hydroxide

Conditions
ConditionsYield
bei der Spaltung durch ein im Presssaft aus Schweineduenndarm enthaltenes Enzym;
67-48-1

choline chloride

123-41-1

cholin hydroxide

Conditions
ConditionsYield
With silver(l) oxide
With 717 anion-exchange resin In water at 20℃; pH=9;
With anion exchange resin
141-43-5

ethanolamine

59-51-8

DL-methionine

123-41-1

cholin hydroxide

Conditions
ConditionsYield
in Gegenwart von Leberfrei oder Nebennierenbrei;
in Gegenwart von Leberfrei oder Nebennierenbrei;
108-01-0

2-(N,N-dimethylamino)ethanol

59-51-8

DL-methionine

123-41-1

cholin hydroxide

Conditions
ConditionsYield
durch enzymatische Methylierung im Organismus der Ratte und in Rattenleber-Praeparaten;
durch enzymatische Methylierung im Organismus der Ratte und in Rattenleber-Praeparaten;
59-51-8

DL-methionine

123-41-1

cholin hydroxide

Conditions
ConditionsYield
in Gegenwart von Leberfrei oder Nebennierenbrei;
in Gegenwart von Leberfrei oder Nebennierenbrei;
107-07-3

2-chloro-ethanol

75-50-3

trimethylamine

123-41-1

cholin hydroxide

Conditions
ConditionsYield
With ethanol ueber mehreren Stufen;

γ-Chlor-β-hydroxybuttersaeure-(2-chlorethylester)

75-50-3

trimethylamine

123-41-1

cholin hydroxide

Conditions
ConditionsYield
In ethanol
egg-lecithin

egg-lecithin

123-41-1

cholin hydroxide

Conditions
ConditionsYield
bei der Spaltung durch ein im Presssaft aus Schweineduenndarm enthaltenes Enzym;
lecithin

lecithin

123-41-1

cholin hydroxide

Conditions
ConditionsYield
Spaltung durch Takadiastase im Dunkeln und im ultravioletten Licht;
51-84-3

acetylcholine

A

123-41-1

cholin hydroxide

B

64-19-7

acetic acid

Conditions
ConditionsYield
With water at 80℃; pH=4.6; Kinetics; aq. acetate buffer;
157-18-6

oxirene

75-50-3

trimethylamine

123-41-1

cholin hydroxide

Conditions
ConditionsYield
With water at 30℃; under 7500.75 Torr; Inert atmosphere; Gas phase;
With water at 30℃; under 7500.75 Torr; Inert atmosphere; Gas phase;
With water at 50℃; under 7500.75 Torr; for 0.166667h; Temperature; Pressure;
75-21-8

oxirane

75-50-3

trimethylamine

A

C7H17NO2

B

123-41-1

cholin hydroxide

Conditions
ConditionsYield
With water at 20℃; under 2250.23 Torr; for 0.643333h; Temperature; Time; Inert atmosphere;
67-48-1

choline chloride

anion-exchange column Amberlyst A26-OH

anion-exchange column Amberlyst A26-OH

123-41-1

cholin hydroxide

Conditions
ConditionsYield
In methanol
123-41-1

cholin hydroxide

69-72-7

salicylic acid

2016-36-6

choline salicylate

Conditions
ConditionsYield
In methanol at 20℃; for 12h;100%
at 20 - 50℃; for 2h;98%
With OH-98%
In ethanol; water at 25℃;
In water at 20℃; for 12h;
945892-54-6

1-[6-fluoro-8-methoxy-3-({[2-methyl-4-(trifluoromethoxy)benzyl]amino}carbonyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]piperidine-4-carboxylic acid

123-41-1

cholin hydroxide

945892-82-0

1-[6-Fluoro-8-methoxy-3-({[2-methyl-4-(trifluoromethoxy)benzyl]amino}carbonyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]piperidine-4-carboxylic Acid Choline Salt

Conditions
ConditionsYield
In water; acetonitrile at 20℃;100%
123-41-1

cholin hydroxide

111755-48-7

geranyl monosuccinate

1234188-90-9

2-hydroxy-N,N,N-trimethylethanaminium (E)-4-(3,7-dimethylocta-2,6-dienyloxy)-4-oxobutanoate

Conditions
ConditionsYield
In methanol at 0℃;100%
1112459-57-0

C28H20ClN5O5S2

123-41-1

cholin hydroxide

1112459-38-7

2-Hydroxy-N,N,N-trimethylethanaminium 3-(2-{4-[2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-3,5-dicyanopyridin-4-yl]phenoxy}ethoxy) 3-oxopropanoate

Conditions
ConditionsYield
In 1,4-dioxane; water100%
3144-16-9

(1S)-10-camphorsulfonic acid

123-41-1

cholin hydroxide

1639366-27-0

[cholinium][(S)-camphorsulfonate]

Conditions
ConditionsYield
for 1h; Inert atmosphere;100%

4-{[(6-bromo-3-methyl-2-phenylquinolin-4-yl)carbonyl]amino}-3-fluorobenzoic acid

123-41-1

cholin hydroxide

2-hydroxy-N,N,N-trimethylethanaminium 4-{[(6-bromo-3-methyl-2-phenylquinolin-4-yl)carbonyl]amino}-3-fluorobenzoate

Conditions
ConditionsYield
In 1,4-dioxane; water Heating;100%
6600-40-4

L-Norvaline

123-41-1

cholin hydroxide

C5H10NO2(1-)*C5H14NO(1+)

Conditions
ConditionsYield
In water at 3℃; Darkness;99%
79-33-4

L-Lactic acid

123-41-1

cholin hydroxide

888724-51-4

2-hydroxyethyl-trimethylammonium L-Lactate

Conditions
ConditionsYield
In methanol at 20℃; Cooling with ice;98%
In ethanol at 20℃; for 1h;
123-41-1

cholin hydroxide

71-00-1

L-histidine

1361335-95-6

(2-hydroxyethyl)trimethylammonium L-histidinate

Conditions
ConditionsYield
In water at 3℃; Darkness;98%
In water at 3℃; for 48h; Darkness;95%
In water at 3℃; for 48h; Darkness;95%
123-41-1

cholin hydroxide

68-11-1

mercaptoacetic acid

choline thioglycolate

Conditions
ConditionsYield
In water for 2h; Cooling with ice;98%
In neat (no solvent) at 20℃;91%
1522-22-1

1,1,1,5,5,5-hexafluoroacetylacetone

123-41-1

cholin hydroxide

1428640-83-8

[choline][hexafluoroacetylacetonate]

Conditions
ConditionsYield
In water for 0.5h; Cooling with ice;98%
In water
327-57-1

L-Norleucine

123-41-1

cholin hydroxide

C6H12NO2(1-)*C5H14NO(1+)

Conditions
ConditionsYield
In water at 3℃; Darkness;98%
123-41-1

cholin hydroxide

1119-70-6

3-isobutylamino-1-propanesulfonic acid

cholinium isobutylaminopropanesulfonate

Conditions
ConditionsYield
In water for 0.5h;98%

3-isopropylamino-1-propanesulfonic acid

123-41-1

cholin hydroxide

cholinium isopropylaminopropanesulfonate

Conditions
ConditionsYield
In water for 0.5h;98%
89585-26-2

dimethyl(4-sulfonatobutyl)ammonium

123-41-1

cholin hydroxide

cholinium dimethylaminobutanesulfonate

Conditions
ConditionsYield
In water for 0.5h;98%
1119-71-7

3-hexylamino-1-propanesulfonic acid

123-41-1

cholin hydroxide

cholinium hexylaminopropanesulfonate

Conditions
ConditionsYield
In water for 0.5h;98%
946828-89-3

4-isopropylaminobutane-1-sulfonic acid

123-41-1

cholin hydroxide

cholinium isopropylaminobutanesulfonate

Conditions
ConditionsYield
In water for 0.5h;98%
1116-85-4

3-(diethylamino)propane-1-sulfonic acid

123-41-1

cholin hydroxide

cholinium diethylaminopropanesulfonate

Conditions
ConditionsYield
In water for 0.5h;98%
90225-80-2

diethyl(4-sulfonatobutyl)ammonium

123-41-1

cholin hydroxide

cholinium diethylaminobutanesulfonate

Conditions
ConditionsYield
In water for 0.5h;98%
1119-24-0

3-butylamino-propane-1-sulfonic acid

123-41-1

cholin hydroxide

cholinium butylaminopropanesulfonate

Conditions
ConditionsYield
In water for 0.5h;98%
123-41-1

cholin hydroxide

147493-54-7

7-chloro-4-hydroxy-1-oxo-1,2-dihydropyridazino[4,5-b]quinoline

7-chloro-4-hydroxy-1-oxo-1,2-dihydropyridazino[4,5-b]quinoline, cholinium salt

Conditions
ConditionsYield
In methanol Addition;97%
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    123-41-1

    Choline hydroxide

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    123-41-1

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    123-41-1

    Choline hydroxide 123-41-1

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    123-41-1

    Choline hydroxide

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  • Casno:

    123-41-1

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    Name: Choline Hydroxide Molecular Formula: C5H15NO2 CAS Number: 123-41-1 Package: According to the customer's request Export Port: Wuhan, Shanghai, Shenzhen, Guangzhou, etc, Purity: 99% min Storage condition: Refrigerator store (wi

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  • Choline hydroxide

  • Casno:

    123-41-1

    MSDS/COA Download

    Choline hydroxide

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    Product Name: Choline hydroxide CAS: 123-41-1 MF: C5H15NO2 MW: 121.18 EINECS: 204-625-1 Mol File: 123-41-1.mol Choline hydroxide Structure Choline hydroxide Chemical Properties Melting point 236~239℃ density 1.09 g/mL at 2

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Consensus Reports

  Choline hydroxide is reported in EPA TSCA Inventory.

Specification

The Choline hydroxide, with the CAS registry number 123-41-1, is also known as Sincaline. Its molecular formula is C5H15NO2 and its systematic name is IUPAC name is 2-hydroxyethyl(trimethyl)azanium hydroxide. Additionally, its product categories are Quarternary Ammonium Bases; Vitamin Related Compounds; Ammonium Hydroxides (Quaternary); Biochemistry; Quaternary Ammonium Compounds; Vitamins; Chemical Synthesis; Organic Bases; Synthetic Reagents. This chemical tates bitter and it's soluble in water, ethanol, but insoluble in ether.It is a clear light yellow viscous solution which is stable, combustible,incompatible with strong oxidizing agents.

Other characteristics of Choline hydroxide can be summarised as followings: 
(1)ACD/LogP: -3.70; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.7; (4)ACD/LogD (pH 7.4): -3.7; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 9.23 Å2.

Production method of the Choline hydroxide:
It could be obtained by the reactants of Trimethylamine ethanol and Ethylene oxide. This reaction needs the temperature of 30 °C and stirring for 4h.
(CH3)3N+(CH2CH2)O+H20→[(CH3)3N+CH2CH2OH]OH-

Uses of the Choline hydroxide:
It's used as organic synthesis intermediates and for biochemical research. It could react with 7-chloro-4-hydroxy-2H-pyridazino[4,5-b]quinolin-1-one to obtain the (2-hydroxy-ethyl)-trimethyl-ammonium; 7-chloro-1-oxo-1,2-dihydro-pyridazino[4,5-b]quinolin-4-olate. This reaction needs the solvent of methanol. The yield is 97 %. In addition, the type of this reaction is addition.
The Choline hydroxide could react with 7-chloro-4-hydroxy-2H-pyridazino[4,5-b]quinolin-1-one to obtain the (2-hydroxy-ethyl)-trimethyl-ammonium; 7-chloro-1-oxo-1,2-dihydro-pyridazino[4,5-b]quinolin-4-olate

Safety information of Choline hydroxide:
When you are using this chemical, please be cautious about it as the following: This chemical causes burns and it's toxic by inhalation, in contact with skin and if swallowed. It has danger of very serious irreversible effects. Wear suitable protective clothing, gloves and eye/face protection if you use it. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. As it's flammable, keep it away from the sources of ignition.

You can still convert the following datas into molecular structure:
1.SMILES: [OH-].OCC[N+](C)(C)C
2.InChI: InChI=1/C5H14NO.H2O/c1-6(2,3)4-5-7;/h7H,4-5H2,1-3H3;1H2/q+1;/p-1
3.InChIKey: KIZQNNOULOCVDM-REWHXWOFAT

The toxicity data of Choline hydroxide is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 21400ug/kg (21.4mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Therapie. Vol. 23, Pg. 1357, 1968.