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(2,3-dihydroxypropyl)trimethylammonium chloride, also known as choline chloride, is a quaternary ammonium salt with the chemical formula C5H14ClNO. It is a water-soluble compound that serves as an essential nutrient and plays a vital role in various physiological functions, including cell membrane integrity, nerve impulse transmission, and lipid metabolism.

34004-36-9

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34004-36-9 Usage

Uses

Used in Nutritional Supplements:
Choline chloride is used as a nutritional supplement to support healthy brain function and overall health. It is an essential nutrient that contributes to the maintenance of cell membrane integrity and nerve impulse transmission.
Used in Pharmaceutical Products:
In pharmaceutical applications, choline chloride is used as a cholinergic agent and as a precursor to the neurotransmitter acetylcholine. It helps in the synthesis of acetylcholine, which is crucial for cognitive functions and memory.
Used in Animal Nutrition:
Choline chloride is used as a feed additive in animal nutrition to promote healthy growth and development. It supports the overall well-being of animals by ensuring proper nutrient absorption and metabolism.
Used in Antimicrobial Applications:
Choline chloride possesses antimicrobial properties and is used in some industrial and agricultural products to inhibit the growth of harmful microorganisms, ensuring the safety and quality of various products.

Check Digit Verification of cas no

The CAS Registry Mumber 34004-36-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,4,0,0 and 4 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 34004-36:
(7*3)+(6*4)+(5*0)+(4*0)+(3*4)+(2*3)+(1*6)=69
69 % 10 = 9
So 34004-36-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H16NO2.ClH/c1-7(2,3)4-6(9)5-8;/h6,8-9H,4-5H2,1-3H3;1H/q+1;/p-1

34004-36-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3-dihydroxypropyl(trimethyl)azanium,chloride

1.2 Other means of identification

Product number -
Other names 2,3-dihydroxy-n,n,n-trimethylpropan-1-aminium chloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:34004-36-9 SDS

34004-36-9Synthetic route

N-(3-chloro-2-hydroxypropyl)trimethylammonium chloride

N-(3-chloro-2-hydroxypropyl)trimethylammonium chloride

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

Conditions
ConditionsYield
With sodium hydroxide In water at 20 - 50℃; for 14h;97%
3-monochloro-1,2-propanediol
96-24-2

3-monochloro-1,2-propanediol

trimethylamine
75-50-3

trimethylamine

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

Conditions
ConditionsYield
In water at 90℃; for 16h;91.2%
at 100℃;
at 100℃;
oxiranyl-methanol
556-52-5

oxiranyl-methanol

trimethylamine hydrochloride
593-81-7

trimethylamine hydrochloride

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In methanol at 20℃; for 12h;71%
2-chloro-ethanol
107-07-3

2-chloro-ethanol

trimethylamine
75-50-3

trimethylamine

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

Conditions
ConditionsYield
In methanol; ethanol at 0 - 68℃; for 10h; Inert atmosphere;
cis-Octadecenoic acid
112-80-1

cis-Octadecenoic acid

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

N-[2,3-dioleoyloxypropyl]-N,N,N-trimethylammonium chloride
477274-39-8, 132172-61-3

N-[2,3-dioleoyloxypropyl]-N,N,N-trimethylammonium chloride

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 16h; Inert atmosphere;84.3%
(Z)-9-octadecenoyl chloride
112-77-6

(Z)-9-octadecenoyl chloride

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

N-[2,3-dioleoyloxypropyl]-N,N,N-trimethylammonium chloride
477274-39-8, 132172-61-3

N-[2,3-dioleoyloxypropyl]-N,N,N-trimethylammonium chloride

Conditions
ConditionsYield
With trimethylamine In N,N-dimethyl-formamide at 0 - 25℃; for 9h; Inert atmosphere;46.5%
N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

aq. barium hydroxide solution

aq. barium hydroxide solution

trimethylamine
75-50-3

trimethylamine

sodium acetate
127-09-3

sodium acetate

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

acetic anhydride
108-24-7

acetic anhydride

trimethyl-<β.γ-diacetoxy-propyl>-ammonium chloride

trimethyl-<β.γ-diacetoxy-propyl>-ammonium chloride

hydrogen iodide
10034-85-2

hydrogen iodide

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

red phosphorus

red phosphorus

A

trimethyl-<β.γ diiodide-propyl>-ammonium iodide

trimethyl-<β.γ diiodide-propyl>-ammonium iodide

B

trimethyl--ammonium iodide

trimethyl--ammonium iodide

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

N-(3-chloro-2-hydroxypropyl)trimethylammonium chloride

N-(3-chloro-2-hydroxypropyl)trimethylammonium chloride

Conditions
ConditionsYield
With thionyl chloride In N-methyl-acetamide
With thionyl chloride In N-methyl-acetamide
N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

3-monochloro-1,2-propanediol
96-24-2

3-monochloro-1,2-propanediol

A

1-trimethylammonium-2,5,6-trihydroxydipropyl ether chloride

1-trimethylammonium-2,5,6-trihydroxydipropyl ether chloride

B

1-trimethylammonium-2-hydroxymethyl-4,5-dihydroxypropyl ethyl ether chloride

1-trimethylammonium-2-hydroxymethyl-4,5-dihydroxypropyl ethyl ether chloride

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; pH=< 9;
Stage #1: N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride With sodium hydride at 20℃;
Stage #2: 3-monochloro-1,2-propanediol at 20℃; pH=< 9;
5-chloromethyl-2,2-dimethyl-1,3-dioxolane
4362-40-7

5-chloromethyl-2,2-dimethyl-1,3-dioxolane

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

A

1-trimethylammonium-2,5,6-trihydroxydipropyl ether chloride

1-trimethylammonium-2,5,6-trihydroxydipropyl ether chloride

B

1-trimethylammonium-2-hydroxymethyl-4,5-dihydroxypropyl ethyl ether chloride

1-trimethylammonium-2-hydroxymethyl-4,5-dihydroxypropyl ethyl ether chloride

Conditions
ConditionsYield
Stage #1: 5-chloromethyl-2,2-dimethyl-1,3-dioxolane; N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride With sodium hydroxide In water at 20℃; pH=< 9;
Stage #2: With acetic acid In diethyl ether; water at 20℃; for 16h;
C14H15ClF12O

C14H15ClF12O

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

A

(2,3-bis((3,4,4,5,5,6,6,7,7,8,8-undecafluorotetradecen-2-oyl)oxy)prop-1-yl)-N,N,N-trimethylammonium chloride

(2,3-bis((3,4,4,5,5,6,6,7,7,8,8-undecafluorotetradecen-2-oyl)oxy)prop-1-yl)-N,N,N-trimethylammonium chloride

B

(2,3-bis(3,3,4,4,5,5,6,6,7,7,8,8-dodecafluorotetradecanoyloxy)prop-1-yl)-N,N,N-trimethylammonium chloride
1208999-57-8

(2,3-bis(3,3,4,4,5,5,6,6,7,7,8,8-dodecafluorotetradecanoyloxy)prop-1-yl)-N,N,N-trimethylammonium chloride

Conditions
ConditionsYield
With pyridine In tetrahydrofuran; dichloromethane at 20℃; Sonication;
C14H15ClF12O

C14H15ClF12O

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

(2,3-bis((3,4,4,5,5,6,6,7,7,8,8-undecafluorotetradecen-2-oyl)oxy)prop-1-yl)-N,N,N-trimethylammonium chloride

(2,3-bis((3,4,4,5,5,6,6,7,7,8,8-undecafluorotetradecen-2-oyl)oxy)prop-1-yl)-N,N,N-trimethylammonium chloride

Conditions
ConditionsYield
Stage #1: C14H15ClF12O; N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride With pyridine In tetrahydrofuran; dichloromethane at 20℃; Sonication;
Stage #2: With triethylamine In tetrahydrofuran; dichloromethane; acetonitrile at 20℃; for 2h;
20 mg
C16H23ClF8O

C16H23ClF8O

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

A

(2,3-bis((3,4,4,5,5,6,6-heptafluorohexadecen-2-oyl)oxy)prop-1-yl)-N,N,N-trimethylammonium chloride

(2,3-bis((3,4,4,5,5,6,6-heptafluorohexadecen-2-oyl)oxy)prop-1-yl)-N,N,N-trimethylammonium chloride

B

(2,3-bis(3,3,4,4,5,5,6,6-octafluorohexadecanoyloxy)prop-1yl)-N,N,N-trimethylammonium chloride
1208999-58-9

(2,3-bis(3,3,4,4,5,5,6,6-octafluorohexadecanoyloxy)prop-1yl)-N,N,N-trimethylammonium chloride

Conditions
ConditionsYield
With pyridine In tetrahydrofuran; dichloromethane at 20℃; Sonication;
C16H23ClF8O

C16H23ClF8O

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

(2,3-bis((3,4,4,5,5,6,6-heptafluorohexadecen-2-oyl)oxy)prop-1-yl)-N,N,N-trimethylammonium chloride

(2,3-bis((3,4,4,5,5,6,6-heptafluorohexadecen-2-oyl)oxy)prop-1-yl)-N,N,N-trimethylammonium chloride

Conditions
ConditionsYield
Stage #1: C16H23ClF8O; N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride With pyridine In tetrahydrofuran; dichloromethane at 20℃; Sonication;
Stage #2: With triethylamine In tetrahydrofuran; dichloromethane; acetonitrile at 20℃; for 2h;
6 mg
C18H23ClF12O

C18H23ClF12O

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

A

(2,3-bis((3,4,4,5,5,6,6,7,7,8,8-undecafluorooctadecen-2-oyl)oxy)prop-1-yl)-N,N,N-trimethylammonium chloride

(2,3-bis((3,4,4,5,5,6,6,7,7,8,8-undecafluorooctadecen-2-oyl)oxy)prop-1-yl)-N,N,N-trimethylammonium chloride

B

(2,3-bis(3,3,4,4,5,5,6,6,7,7,8,8-dodecafluorooctadecanoyloxy)prop-1-yl)-N,N,N-trimethylammonium chloride
1208999-59-0

(2,3-bis(3,3,4,4,5,5,6,6,7,7,8,8-dodecafluorooctadecanoyloxy)prop-1-yl)-N,N,N-trimethylammonium chloride

Conditions
ConditionsYield
With pyridine In tetrahydrofuran; dichloromethane at 20℃; Sonication;
C18H23ClF12O

C18H23ClF12O

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

(2,3-bis((3,4,4,5,5,6,6,7,7,8,8-undecafluorooctadecen-2-oyl)oxy)prop-1-yl)-N,N,N-trimethylammonium chloride

(2,3-bis((3,4,4,5,5,6,6,7,7,8,8-undecafluorooctadecen-2-oyl)oxy)prop-1-yl)-N,N,N-trimethylammonium chloride

Conditions
ConditionsYield
Stage #1: C18H23ClF12O; N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride With pyridine In tetrahydrofuran; dichloromethane at 20℃; Sonication;
Stage #2: With triethylamine In tetrahydrofuran; dichloromethane; acetonitrile at 20℃; for 2h;
10 mg
N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride
34004-36-9

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium chloride

bis(trifluoromethane)sulfonimide lithium
90076-65-6

bis(trifluoromethane)sulfonimide lithium

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium bistriflamide
1613460-36-8

N-[(2,3-dihydroxy)prop-1-yl]-N,N,N-trimethylammonium bistriflamide

Conditions
ConditionsYield
In water at 20℃; for 24h;

34004-36-9Relevant academic research and scientific papers

Preparation method of positive liposome DOTAP (2,3-dioil oxypropyl trimethylammonium chloride)

-

Paragraph 0027; 0029; 0030, (2018/07/06)

The invention discloses a preparation method of positive liposome DOTAP (2,3-dioil oxypropyl trimethylammonium chloride). The preparation method of the positive liposome DOTAP comprises preparation methods of (+/-)-DOTAP, (S)-DOTAP and (R)-DOTAP. The DOTAP product is synthesized by taking cheap 3,-chlorine-1,2-propylene glycol a starting material and by a two-step method, and high-purity positiveliposome DOTAP can be obtained through silica gel column purification. The invention provides a preparation method of the DOTAP, which is low in cost and simple in process. The method is low in raw material cost, mild in reaction condition and simple in aftertreatment, does not need an ion exchange process and has economic property, environmental friendliness and high efficiency.

Hydrogen-bond-rich ionic liquids as effective organocatalysts for Diels-Alder reactions

Erfurt, Karol,Wandzik, Ilona,Walczak, Krzysztof,Matuszek, Karolina,Chrobok, Anna

, p. 3508 - 3514 (2014/07/08)

The synthesis and characterisation of new hydrogen-bond-rich ionic liquids and studies of their catalytic performance in Diels-Alder reactions are described. d-Glucose and chloroalcohols were used as the raw materials and as the sources of hydroxyl groups for the synthesis of ionic-liquid cations, whereas weakly coordinating bis(trifluoromethylsulfonyl)imide was used as the anion. The new ionic liquids were analysed by 1H and 13C NMR spectroscopy and by ESI-MS experiments, which confirmed their structures. In addition, the thermal data of the studied ionic liquids measured by differential scanning calorimetry and thermogravimetric analysis showed that these compounds tend to form a glass at temperatures in the range of -29°C to -16°C and are thermally stable from ambient temperature to at least 430°C, most likely because of the presence of bis(trifluoromethylsulfonyl) imide anions. The performance of the ionic liquids in the model reaction of cyclopentadiene with diethyl maleate or methyl acrylate was investigated. The studied ionic liquids showed high activity even when present in catalytic amounts (4 mol% with respect to the dienophile). An increase in the number of hydroxyl groups present in the ionic liquid structure resulted in higher reaction rates. This journal is the Partner Organisations 2014.

HFP fluorinated cationic lipids for enhanced lipoplex stability and gene delivery

Klein, Emmanuel,Ciobanu, Miahala,Klein, Jerome,MacHi, Valerie,Leborgne, Christian,Vandamme, Thierry,Frisch, Benoit,Pons, Francoise,Kichler, Antoine,Zuber, Guy,Lebeau, Luc

experimental part, p. 360 - 371 (2011/01/04)

Although a great number of cationic lipids have been designed and evaluated as gene delivery systems, there is still a need for improvement of nonviral vectors. Recently, cationic lipids incorporating terminal fluoroalkyl segments ( FHP lipids) have been described to display remarkable transfection potency. Here, we describe the synthesis of a new family of fluorinated triblock cationic lipids in which a fluorous segment lays between the cationic and the lipophilic parts of the molecule ( HFP lipids). The compounds were designed so their self-assembly would offer enhanced resistance toward the host's degradation mechanisms mediated by lipophilic insertion. Self-assembly properties of these cationic lipids were evaluated at the air-water interface where they collapse in a highly ordered liquid phase. The HFP lipids efficiently condense DNA, and the resulting lipoplexes display enhanced resistance to amphiphilic agents when compared to nonfluorinated or FHP cationic lipids. Transfection properties of the fluorinated vectors, alone or as mixtures with different helper lipids (DOPE and a fluorinated analogue of DOPE), were then investigated on different cell lines (BHK-21, HepG2, and HeLa) and compared to those of the reference cationic lipid DOTAP. Data show that impermeabilization of the lipidic phase by fluorous segments alter significantly the gene transfection activities. Remarkably, incorporation of DOPE within the lipoplexes provides the particles with high gene transfection activity without reducing their resistance to amphiphilic agents.

PROCESS FOR PREPARING DIHYDROXYTRIALKYLAMMONIUM HALIDES AND PRODUCTS THEREOF

-

Page/Page column 12; 13, (2008/06/13)

Compositions and methods for making compositions including a quaternary trialkylammonium halide compound are described. Compositions follow the formula (I): wherein the R1 groups are each individually selected from alkyl groups having from 1 to 12 carbon atoms; wherein the R2, R3, and R4 groups are each individually selected from hydrogen, hydroxide, alkyl groups having from 1 to 12 carbon atoms, and hydroxy alkyl groups having from 1 to 12 carbon atoms; wherein y ranges from O to 12; wherein X- is selected from fluoride, chloride, bromide, and iodide; wherein the quaternary trialkylammonium compound is present in an amount of at least 90 wt. percent; and wherein the composition comprises not greater than 4000 ppm of a trialkylamine or protonated form thereof.

Personal care products which include dihydroxypropyltri(C1-C3 alkyl) ammonium salts

-

Page/Page column 7, (2008/06/13)

A personal care product is provided which includes a composition containing dihydroxypropyltri(C1-C3 alkyl) ammonium salt in a carrier. The composition is packaged for delivery to a consumer and includes instructions printed on or associated with the packaging indicating topical use of the composition on skin, hair or the oral mucosae. Particularly useful is dihydroxypropyltrimonium chloride which operates as a humectant to moisturize both at high and low relative humidity environments.

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