Choline, hydroxide

HCID 31255

Basic information

CAS
123-41-1
Standard SMILES
C[N+](C)(C)CCO.[OH-]
InChIKey
KIZQNNOULOCVDM-UHFFFAOYSA-M
Molecular formula
C5H15NO2
Average molar mass
121.18 g/mol
Monoisotopic mass
121.11027872

Names & identifiers

Preferred name
Choline, hydroxide
IUPAC
2-hydroxyethyl(trimethyl)azanium hydroxide
English name
Choline hydroxide
Molecular formula
C5H15NO2
Molecular weight
121.18

Names & synonyms

CHOLINE HYDROXIDE123-41-1GossypineLuridine2-Hydroxy-N,N,N-trimethylethanaminium hydroxideSinkalinSinkaline(2-Hydroxyethyl)trimethylammonium hydroxideDTXSID9047467CHOLINE, HYDROXIDETrimethyl(2-hydroxyethyl)ammonium hydroxideEthanaminium, 2-hydroxy-N,N,N-trimethyl-, hydroxide
Show more names
CHOLINECholine hydroxide solutionvidineCHOLINE BASECholine hydroxide, 45 wt.% aqueous solution, stabilized, pureSKL1388SKL1600
(beta-Hydroxyethyl)trimethylammonium hydroxideDTXCID7027467Hydroxide, CholineRefChem:125755204-625-1SincalineBursineFagine

Database identifiers

CAS
123-41-1
PubChem CID
31255
DTXSID
DTXSID9047467
ChEMBL
CHEMBL3187547
UNII
7THJ3EG9SY
EC Number
204-625-1

Properties

Computed structural properties

Topological polar surface area
21.2 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
2
Heavy atoms
8

Experimental & physicochemical properties

Physical Description · 2 items

Liquid

45% aqueous solution: Brown viscous liquid; [Acros Organics MSDS]

Physicochemical properties

Melting point
236 · 236~239℃
Density
1.09 g/mL · 1.09 g/mL at 20 °C
vapor pressure
28.284 hPa · 28.284hPa at 25℃
refractive index
20 · n20/D 1.4304
Flash point
92 °F · 92 °F
storage temp.
2 · Inert atmosphere,2-8°C

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H314 (99.7%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H318 (69%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H335 (20.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H373 (20.2%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 352 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 4 items

Chemical: Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, hydroxide

Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, hydroxide (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, hydroxide (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 24-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/5289

Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, hydroxide: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryCauses convulsions and dyspnea in intravenous lethal-dose studies of mice (LD50 = 21.4 mg/kg); [RTECS] 45% aqueous solution: Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Acros Organics MSDS]
Hazard Classes and CategoriesSkin Corr. 1B (99.7%);Eye Dam. 1 (69%);STOT SE 3 (20.5%);STOT RE 2 (20.2%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.

Regulatory information

Regulatory Information · 4 items

Chemical: Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, hydroxide

Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, hydroxide (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, hydroxide (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 24-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/5289

Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, hydroxide: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Safety data

F
8-9-23
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
GA4025500
ridadr
UN 3286 3/PG 2

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Endogenous factors or drugs that increase the transport and metabolism of LIPIDS including the synthesis of LIPOPROTEINS by the LIVER and their uptake by extrahepatic tissues.

Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms.

Uses & manufacturing

U.S. Production2023: 10,000,000 - <50,000,000 lb;2022: 10,000,000 - <50,000,000 lb;2021: 25,000,000 - <40,000,000 lb;2020: 25,000,000 - <40,000,000 lb
Consumer UsesSolids separation (precipitating) agent, not otherwise specified;Intermediate
Industry UsesPlating agent;pH regulating agent;Solids separation (precipitating) agent, not otherwise specified;Intermediate
General Manufacturing Information · 2 items

Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing;Computer and Electronic Product Manufacturing;All Other Chemical Product and Preparation Manufacturing;All Other Basic Organic Chemical Manufacturing;Other (requires additional information)

Ethanaminium, 2-hydroxy-N,N,N-trimethyl-, hydroxide (1:1): ACTIVE

Applications · 3 items

DescriptionCholine hydroxide or choline base is also known as 2-hydroxyl ethyl trimethyl ammonium hydroxide. It is a strong yet organic base. Choline hydroxide is primarily used to produce other choline salts, which could be used in nutraceuticals, baby food, etc. Choline hydroxide can be used as phase transfer catalysts which carry the hydroxide ion into organic systems. It is used as an ingredient in cleaning and developer formulations in the electronics and printed circuit board industry and in paint stripping formulations. It can also be used as corrosion inhibitor, for the H2S removal from gas streams. Furthermore, it is used as the cleaning and degreasing agent in the metal industry.

UsesCholine hydroxide is used as a precursor molecule for the neurotransmitter acetylcholine, it is involved in several functions including muscle and memory muscle control. It was used as a basic catalyst for aldol condensation reactions.

UsesCholine hydroxide solution has been used in the synthesis of choline hexafluoroacetylacetonate that can be used as an extractant along with bis-(trifluoromethylsulfonyl)imide ionic liquid for the homogeneous liquid-liquid extraction of neodymium(III).

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
河北创之源生物科技有限公司13012111162
上海遐瑞医药科技有限公司+86-021-61551413 · [email protected]
陕西晨明生物科技有限公司15529026321
Additional notes · 1 item

DefinitionAn amino alcohol,CH2OHCH2N(CH3)3OH. It occurswidely in living organisms as aconstituent of certain types ofphospholipids– the lecithins andsphingomyelins– and in the neurotransmitteracetylcholine. It issometimes classified as a memberof the vitamin B complex.

Related reactions

44 records

Compound notes

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