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67-48-1

Basic Information
CAS No.: 67-48-1
Name: Choline chloride
Molecular Structure:
Molecular Structure of 67-48-1 (Choline chloride)
Formula: C5H14ClNO
Molecular Weight: 139.62
Synonyms: Choline hydrochloride;Choline chloride solutions;(2-Hydroxyethyl)trimethylammonium chloride;Cholinum;Ethanaminium, 2-hydroxy-N,N, N-trimethyl-, chloride;Hormocline;Colina cloruro [DCIT];2-Hydroxy-N,N,N-trimethylethanaminium chloride;Ammonium, (2-hydroxyethyl)trimethyl-, chloride;2-Hydroxy-N,N,N-trimethylethanaminium;Cholinium chloride;sell choline chloride;Bilineurin chloride;Ethanaminium, 2-hydroxy-N,N,N-trimethyl-;Paresan;2-hydroxyethyl-trimethyl-azanium;Neocolina;Choline chlorhydrate;Lipotril;2-Hydroxy-N,N,N-trimethylammonium chloride;Choline, chloride;Chloride de choline [French];Chlorure de choline [INN-French];Biocolina;Cholini chloridum [INN-Latin];2-hydroxyethyl-trimethyl-azanium chloride;
EINECS: 200-655-4
Density: 1.205 g/cm3
Melting Point: 302-305 °C (dec.)(lit.)
Boiling Point:
Flash Point:
Solubility: soluble in water
Appearance: White crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
Transport Information:
PSA: 20.23000
LogP: -3.31110
Synthetic route
75-21-8

oxirane

593-81-7

trimethylamine hydrochloride

67-48-1

choline chloride

Conditions
ConditionsYield
With sodium hydroxide at 24.9℃; Thermodynamic data; ΔrH1;100%
With sodium hydroxide at 24.9℃;100%
107-07-3

2-chloro-ethanol

75-50-3

trimethylamine

67-48-1

choline chloride

Conditions
ConditionsYield
In methanol; acetonitrile at 70℃; for 14h; Inert atmosphere;98%
at 80℃;
With water
64-17-5

ethanol

C25H25Cl2N2O3(1+)*Cl(1-)

A

ethyl 3-amino-1-(2,4-dichlorophenyl)-1H-benzo[f]chromene-2-carboxylate

B

67-48-1

choline chloride

Conditions
ConditionsYield
With diethylamine at 40℃; for 9h;A 88%
B n/a
64-17-5

ethanol

C25H26BrN2O3(1+)*Cl(1-)

A

330957-88-5

ethyl 3-amino-1-(4-bromo phenyl)-1H-benzo[f]chromene-2-carboxylate

B

67-48-1

choline chloride

Conditions
ConditionsYield
With diethylamine at 40℃; for 9h;A 84%
B n/a
64-17-5

ethanol

C25H26N3O5(1+)*Cl(1-)

A

299937-04-5

ethyl 3-amino-1-(3-nitrophenyl)-1H-benzo[f]chromene-2-carboxylate

B

67-48-1

choline chloride

Conditions
ConditionsYield
With diethylamine at 40℃; for 10h;A 83%
B n/a
64-17-5

ethanol

C25H26N3O5(1+)*Cl(1-)

A

330957-87-4

ethyl 3-amino-1-(4-nitro phenyl)-1H-benzo[f]chromene-2-carboxylate

B

67-48-1

choline chloride

Conditions
ConditionsYield
With diethylamine at 40℃; for 10h;A 74%
B n/a
64-17-5

ethanol

C26H29N2O4(1+)*Cl(1-)

A

67-48-1

choline chloride

B

119825-14-8

ethyl 3-amino-1-(4-methoxyphenyl)-1H-benzo[f]chromene-2-carboxylate

Conditions
ConditionsYield
With diethylamine at 40℃; for 11h;A n/a
B 73%
64-17-5

ethanol

C25H26ClN2O3(1+)*Cl(1-)

A

67-48-1

choline chloride

B

130944-14-8

ethyl 3-amino-1-(4-chlorophenyl)-1H-benzo[f]chromene-2-carboxylate

Conditions
ConditionsYield
With diethylamine at 40℃; for 10h;A n/a
B 70%
64-17-5

ethanol

C25H26N3O5(1+)*Cl(1-)

A

405109-32-2

ethyl 3-amino-1-(2-nitrophenyl)-1H-benzo[f]chromene-2-carboxylate

B

67-48-1

choline chloride

Conditions
ConditionsYield
With diethylamine at 40℃; for 10h;A 70%
B n/a
64-17-5

ethanol

C26H26N3O3(1+)*Cl(1-)

A

405109-16-2

C23H18N2O3

B

67-48-1

choline chloride

Conditions
ConditionsYield
With diethylamine at 40℃; for 11h;A 68%
B n/a
64-17-5

ethanol

1277100-30-7

C25H27N2O3(1+)*Cl(1-)

A

67-48-1

choline chloride

B

84186-26-5

2-amino-3-ethoxycarbonyl-4-phenyl-4H-naphtho<2,1-b>pyran

Conditions
ConditionsYield
With diethylamine at 40℃; for 8h;A n/a
B 67%
64-17-5

ethanol

C27H31N2O5(1+)*Cl(1-)

A

1277100-29-4

C24H23NO5

B

67-48-1

choline chloride

Conditions
ConditionsYield
With diethylamine at 40℃; for 12h;A 66%
B n/a
64-17-5

ethanol

C25H27N2O4(1+)*Cl(1-)

A

67-48-1

choline chloride

B

130944-15-9

ethyl 3-amino-1-(4-hydroxy phenyl)-1H-benzo[f]chromene-2-carboxylate

Conditions
ConditionsYield
With diethylamine at 40℃; for 12h;A n/a
B 60%
74-83-9

methyl bromide

108-01-0

2-(N,N-dimethylamino)ethanol

67-48-1

choline chloride

Conditions
ConditionsYield
With boron fluoride ether; acetone
64-17-5

ethanol

60-31-1

acetylcholine chloride

67-48-1

choline chloride

Conditions
ConditionsYield
beim Umkrystallisieren;
2758-06-7

(2-bromoethyl)trimethylammonium bromide

67-48-1

choline chloride

Conditions
ConditionsYield
With silver nitrate
141-43-5

ethanolamine

74-88-4

methyl iodide

67-48-1

choline chloride

Conditions
ConditionsYield
With potassium hydroxide
Stage #1: ethanolamine; methyl iodide With potassium carbonate for 12h;
Stage #2: With silver(l) oxide In methanol for 0.25h;
593-81-7

trimethylamine hydrochloride

107-07-3

2-chloro-ethanol

67-48-1

choline chloride

Conditions
ConditionsYield
With sodium hydroxide; trimethylamine at -12 - -10℃; Erhitzen auf 80-90grad;
60-31-1

acetylcholine chloride

A

67-48-1

choline chloride

B

64-19-7

acetic acid

Conditions
ConditionsYield
With macrocyclic polyphenolate; water at 60℃; Rate constant; Equilibrium constant; Mechanism; pH 10.0; ionic strength 0.10 M; var. pH;
107-73-3

phosphorylcholine chloride

67-48-1

choline chloride

Conditions
ConditionsYield
With water at 30℃; for 0.166667h; Rate constant; relative rate, different alkaline phosphotases;
2964-09-2

benzoylcholine chloride

A

67-48-1

choline chloride

B

65-85-0

benzoic acid

Conditions
ConditionsYield
With sodium phosphate buffer at 25.2℃; Rate constant; Mechanism; Electrophorus electricus acetylcholinesterase (EC 3.1.1.7), pH 7.26, μ=0.3 (0.06 N NaCl), also Torpedo californica acetylcholinesterase; other choline and thiocholine esters;
81372-19-2

<2-(n-dodecylmethyl-tert-butylsiloxy)ethyl>trimethylammonium nitrate

A

67-48-1

choline chloride

B

81372-22-7

n-dodecylmethyl-tert-butylsilanol

Conditions
ConditionsYield
With potassium fluoride In water-d2 at 25℃; for 24h; stability/lability; var. solvents, reagents and reaction times;
7647-01-0

hydrogenchloride

816-94-4, 4539-70-2, 66701-63-1, 816-93-3

{2-[(2,3-bis-stearoyloxy-propoxy)-hydroxy-phosphoryloxy]-ethyl}-trimethyl-ammonium betaine

A

67-48-1

choline chloride

B

α,β-distearoyl-glycerol-α'-phosphoric acid

α,β-distearoyl-glycerol-α'-phosphoric acid

calve's brain

calve's brain

67-48-1

choline chloride

Conditions
ConditionsYield
bei der Autolyse;
egg yolk

egg yolk

67-48-1

choline chloride

Conditions
ConditionsYield
With ethanol; barytes Isolieren mit konz.Ueberchlorsaeure;
lecithins

lecithins

67-48-1

choline chloride

Conditions
ConditionsYield
With acid Hydrolysis.Lecithine aus Maiskeimen;
With alkali Hydrolysis.Lecithine aus Maiskeimen;
With acid Hydrolysis.Lecithine aus den Samen von Avena sativa;
lupinus albus L.

lupinus albus L.

67-48-1

choline chloride

Conditions
ConditionsYield
With alkali Hydrolysis.Lecithine den Samen von Lupinus albus L.;
phosphorus containing substance from bovine kidneys

phosphorus containing substance from bovine kidneys

67-48-1

choline chloride

Conditions
ConditionsYield
With barium dihydroxide; ethanol
rohoryzanin I

rohoryzanin I

67-48-1

choline chloride

Conditions
ConditionsYield
With hydrogenchloride Hydrolysis;
With sulfuric acid Hydrolysis;
67-48-1

choline chloride

urea/choline chloride eutectic salt

Conditions
ConditionsYield
at 70 - 80℃; for 0.333333h;100%
at 120℃; for 0.333333h; Neat (no solvent);
at 74℃;
67-48-1

choline chloride

(2-hydroxyethyl)trimethylazanium urea chloride

Conditions
ConditionsYield
at 70 - 80℃;100%
at 80℃; for 0.5h;
at 50℃; Inert atmosphere;
67-48-1

choline chloride

577-11-7

sodium docusate

1214261-62-7

choline dioctylsulfosuccinate

Conditions
ConditionsYield
In water; acetone at 20℃;100%
141-82-2

malonic acid

67-48-1

choline chloride

choline malonate

Conditions
ConditionsYield
at 100℃;100%
at 20℃; for 24h;
at 50 - 120℃;
at 80℃;
67-48-1

choline chloride

54-21-7

sodium salicylate

2016-36-6

choline salicylate

Conditions
ConditionsYield
In acetone for 72h;100%
In ethanol at 20℃; for 1h;
67-48-1

choline chloride

144-62-7

oxalic acid

oxaline

Conditions
ConditionsYield
at 100℃;100%
at 50 - 120℃;
at 80 - 100℃;
at 90℃; for 1h;
4202-38-4

dodecyl isocyanate

67-48-1

choline chloride

N-dodecylcarbamylcholine chloride

Conditions
ConditionsYield
In acetonitrile at 85℃; for 24h;100%
67-48-1

choline chloride

118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

2-hydroxy-N,N,N-trimethylethan-1-aminium hydrogen (1-hydroxy-2-(1H-imidazol-1-yl)-1-phosphonoethyl)phosphonate

Conditions
ConditionsYield
Stage #1: choline chloride With anion-exchange column A-26 (OH) In methanol
Stage #2: 1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid In methanol; water for 1h;
100%
67-48-1

choline chloride

118072-93-8

1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid

bis(2-hydroxy-N,N,N-trimethylethan-1-aminium) (1-hydroxy-2-(1H-imidazol-1-yl)ethane-1,1-diyl)bis(hydrogen phosphonate)

Conditions
ConditionsYield
Stage #1: choline chloride With anion-exchange column A-26 (OH) In methanol
Stage #2: 1-hydroxy-2-(imidazol-1-yl)ethylidene-1,1-bisphosphonic acid In methanol; water for 1h;
100%
67-48-1

choline chloride

108-29-2

5-methyl-dihydro-furan-2-one

1211890-41-3

cholinium 4-hydroxyvalerate

Conditions
ConditionsYield
In water at 25℃; for 1h;99.2%
512-56-1

trimethyl phosphite

67-48-1

choline chloride

118978-98-6

(2-hydroxyethyl)trimethylammonium dimethyl phosphate

Conditions
ConditionsYield
With calcium chloride In toluene at 120℃; for 2h;99%
In methanol at 80℃; for 12h;
75-75-2

methanesulfonic acid

67-48-1

choline chloride

N-(2-hydroxyethyl)-N,N,N-trimethylammonium methanesulfonate

Conditions
ConditionsYield
Stage #1: choline chloride With sodium hydroxide In ethanol at 40℃; for 4h;
Stage #2: methanesulfonic acid In ethanol at 0 - 75℃; for 5.5h;
99%
67-48-1

choline chloride

24801-88-5

3-(triethoxypropyl) isocyanate

N-{2-(3-triethoxysilylpropyl)carbamoyloxyethyl}-N,N,N-trimethylammonium chloride

Conditions
ConditionsYield
With dibutyltin dilaurate In acetonitrile at 80℃; for 14h; Inert atmosphere;98.7%
75-44-5

phosgene

67-48-1

choline chloride

92442-84-7

2-(trimethylammonio)ethyl carbonochloridate chloride

Conditions
ConditionsYield
In acetone for 16h; Ambient temperature;98%
In tetrahydrofuran; toluene88%
In tetrahydrofuran; toluene for 40h;
With chloroform
67-48-1

choline chloride

potassium gibberellate

choline gibberallate

Conditions
ConditionsYield
In methanol at 25℃; for 0.5h;98%

gallium(III) oxide

13598-36-2

phosphonic Acid

16898-52-5

1,3-di(piperidin-4-yl)propane

67-48-1

choline chloride

6153-56-6

oxalic acid dihydrate

(choline)0.9(4,4'-trimethylenedipiperidinium))0.05[Ga2(HPO3)2(oxalate)(OH)(H2O)]*0.5H2O

Conditions
ConditionsYield
In water High Pressure; mixt. of diamine, Ga2O3, H3PO3 and choline chloride/oxalic acid (1/1) inH2O was heated in autoclave at 160°C for 1 d;97%
67-48-1

choline chloride

15307-79-6

diclofenac sodium

148439-51-4

(2-hydroxyethyl)tri-methylammonium [o-(2,6-dichloroanilino)phenyl]acetate

Conditions
ConditionsYield
In ethanol at 20℃; for 1h;96%
67-48-1

choline chloride

22767-50-6

sodium heptanesulfonate

choline heptanesulfonate

Conditions
ConditionsYield
In chloroform at 20℃; for 5h;95%
67-48-1

choline chloride

N,N,N-trimethyl-2-(sulfooxy)ethanaminium chloride

Conditions
ConditionsYield
With chlorosulfonic acid In acetonitrile at 20℃; for 4.25h;95%
With chlorosulfonic acid In acetonitrile at 5 - 27℃; for 4h;
With chlorosulfonic acid In hexane at 0 - 5℃; for 1.5h;
With chlorosulfonic acid In dichloromethane at 0 - 20℃; for 4h;
With chlorosulfonic acid In acetonitrile at 5℃;
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    MSDS/COA Download

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  • Choline chloride   CAS: 67-48-1

  • Casno:

    67-48-1

    Choline chloride CAS: 67-48-1

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    Product Name Choline chloride CAS No 67-48-1 Formula C5H14ClNO Molecular Weight 139.6

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  • Casno:

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Chemistry

Structure of Choline chloride (CAS NO.67-48-1):

IUPAC Name: 2-hydroxyethyl(trimethyl)azanium chloride 
Empirical Formula: C5H14ClNO
Molecular Weight: 139.6238 
EINECS: 200-655-4 
Melting point: 298-304 ºC
Water solubility: soluble 
Sensitive: Hygroscopic
Physical Appearance: White crystalline powder
 Product Categories: Quarternary ammonium salts;Ammonium Chlorides (Quaternary);Biochemistry;Quaternary Ammonium Compounds;Vitamin Related Compounds;Vitamins;Antioxidants;Intermediates & Fine Chemicals;Pharmaceuticals 
Synonyms of Choline chloride (CAS NO.67-48-1): (2-Hydroxyethyl)trimethylammonium chloride ; (beta-Hydroxyethyl)trimethylammonium chloride ; 2-Hydroxy-N,N,N,-trimethylethanaminium chloride ; Ammonium, (2-hydroxyethyl)trimethyl-, chloride ; Bilineurin chloride ; Biocolina ; Biocoline ; Chloride de choline ; Choline chlorhydrate ; Choline hydrochloride ;
 Cholini chloridum ; Cloruro de colina ; Colina cloruro ; Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, chloride ; Hepacholine ;
 Hormocline ; Lipotril ; Luridin chloride ; Trimethyl(2-hydroxyethyl)ammonium chloride .

Uses

 Choline chloride (CAS NO.67-48-1) is an important additive in feed especially for chicken where it accelerates growth and is mass produced . With urea it forms a deep eutectic solvent. Other commercial choline salts are choline bitartrate choline and hydroxide . In foodstuffs the compound is often present as phosphatidylcholine.

Production

In the industrial Davy process choline chloride is produced from ethylene oxide, hydrochloric acid, and trimethylamine,[1] or from the pre-formed salt:

 

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 25mg/kg (25mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
dog LDLo intravenous 5mg/kg (5mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
frog LDLo unreported 1500mg/kg (1500mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 51, Pg. 281, 1942.
mouse LD50 intraperitoneal 320mg/kg (320mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 51, Pg. 281, 1942.
mouse LD50 intravenous 53mg/kg (53mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Arzneimittel-Forschung. Drug Research. Vol. 33, Pg. 1016, 1983.
mouse LD50 oral 3900mg/kg (3900mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Arzneimittel-Forschung. Drug Research. Vol. 33, Pg. 1016, 1983.
mouse LDLo subcutaneous 735mg/kg (735mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 6, Pg. 477, 1914/1915.
rabbit LDLo intraperitoneal 500mg/kg (500mg/kg) SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Infectious Diseases. Vol. 42, Pg. 473, 1928.
rabbit LDLo intravenous 1100ug/kg (1.1mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Proceedings of the Society for Experimental Biology and Medicine. Vol. 51, Pg. 281, 1942.
rabbit LDLo rectal 1gm/kg (1000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Proceedings of the Society for Experimental Biology and Medicine. Vol. 51, Pg. 281, 1942.
rabbit LDLo subcutaneous 1gm/kg (1000mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 51, Pg. 281, 1942.
rat LD50 intraperitoneal 450mg/kg (450mg/kg)   Indian Journal of Experimental Biology. Vol. 24, Pg. 91, 1986.
rat LD50 oral 3400mg/kg (3400mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE

BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Proceedings of the Society for Experimental Biology and Medicine. Vol. 58, Pg. 87, 1945.

Safety Profile

Hazard Codes:  Xi
The Risk Statements information of  Choline chloride :
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of  Choline chloride :
26:  In case of contact with eyes, rinse immediately with plenty of WATER and seek medical advice 
36:  Wear suitable protective clothing 
WGK Germany: 1
RTECS: KH2975000
F: 3-9