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Choline hydroxide

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Name

Choline hydroxide

EINECS 204-625-1
CAS No. 123-41-1 Density 1.09 g/mL at 20 °C
PSA 43.29000 LogP -0.49190
Solubility miscible with water Melting Point 236~239℃
Formula C5H15NO2 Boiling Point N/A
Molecular Weight 121.18 Flash Point 92°F
Transport Information UN 3286 3/PG 2 Appearance clear light yellow viscous solution
Safety 26-36/37/39-45 Risk Codes 34-35-43-39/23/24/25-23/24/25-10
Molecular Structure Molecular Structure of 123-41-1 (Choline hydroxide) Hazard Symbols CorrosiveC, ToxicT
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;

Article Data 72

Choline hydroxide 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;

Choline hydroxide Consensus Reports

  Choline hydroxide is reported in EPA TSCA Inventory.

Choline hydroxide 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.

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