2-(Methylamino)ethanol

HCID 8016CAS 109-83-1

Basic information

Standard SMILES
CNCCO
InChIKey
OPKOKAMJFNKNAS-UHFFFAOYSA-N
Molecular formula
C3H9NO
Average molar mass
75.11 g/mol
Monoisotopic mass
75.06841391

Overview

Methylethanolamine appears as a clear colorless liquid. Flash point 165 °F. Less dense than water and soluble in water. Vapors are heavier than air. Produces toxic oxides of nitrogen during combustion. Used to make other chemicals.

Names & identifiers

Preferred name
2-(Methylamino)ethanol
IUPAC
2-(methylamino)ethanol
English name
2-Methylaminoethanol
Molecular formula
C3H9NO
Molecular weight
75.11

Names & synonyms

2-(Methylamino)ethanol109-83-1N-Methylethanolamine2-METHYLAMINOETHANOLMethylethanolamineMethylethylolamineEthanol, 2-(methylamino)-N-Methyl-2-aminoethanol2-(N-Methylamino)ethanolN-MethylmonoethanolamineMonomethylaminoethanolMonomethylethanolamine
Show more names
N-MethylaminoethanolMethylaminoethanolN-METHYL(B-HYDROXYETHYL)AMINE
(2-Hydroxyethyl)methylamineN-MonomethylaminoethanolMethyl(2-hydroxyethyl)amineMonomethylmonoethanolamineN-Methyl-2-ethanolamine2-Hydroxy-N-methylethylamineN-Methyl-2-hydroxyethylamineUsaf do-50

Database identifiers

CAS
109-83-1
PubChem CID
8016
DTXSID
DTXSID5025603
ChEMBL
CHEMBL104083
ChEBI
CHEBI:21763
UNII
ZMQ4G4V497
EC Number
203-710-0
Nikkaji
J1.187H

Properties

Computed structural properties

XLogP
-0.9
Topological polar surface area
32.3 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
2
Heavy atoms
5

Experimental & physicochemical properties

Chemical Classes · 2 items

Nitrogen Compounds -> Ethanolamines

Corrosives

CosmeticsBuffering
pHA strong base
SpringerMaterials PropertiesBoiling point
LogP · 2 items

log Kow = -0.94

-0.94

OdorFishy

Physicochemical properties

Melting point
-3 °C · -3 °C
Boiling point
159 °C · 159 °C(lit.)
Density
0.935 g/mL · 0.935 g/mL at 25 °C(lit.)
vapor density
2.6 · 2.6 (vs air)
vapor pressure
0.5 mm · 0.5 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.439(lit.)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Danger

H302 (> 99.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 5 items

Chemical: Ethanol, 2-(methylamino)-

Ethanol, 2-(methylamino)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanol, 2-(methylamino)- 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: 24-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13912

2-(Methylamino) ethanol: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
DOT LabelCorrosive
Fire Hazards · 2 items

Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as nitrogen oxides and carbon monoxide, may be formed when involved in fire. (USCG, 1999)

Combustible. Above 74 °C explosive vapour/air mixtures may be formed.

Fire PotentialFlammable when exposed to heat, flame, or oxidizers.
Health HazardsExposure can cause irritation of eyes, nose and throat. (USCG, 1999)

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Use water spray, powder, alcohol-resistant foam, carbon dioxide.

First Aid Measures · 4 items

Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer for medical attention .

First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageSeparated from strong oxidants and acids.
Fire Fighting Procedures · 4 items

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

Use water spray to cool unopened containers.

To fight fire, used alcohol foam.

Storage Conditions · 2 items

Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Storage class (TRGS 510): Combustible, corrosive hazardous materials.

Separated from strong oxidants and acids.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that 2-methylaminoethanol is expected to have very high mobility in soil(SRC). The pKa of 2-methylaminoethanol is 9.95(3), indicating that this compound will exist almost entirely in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization of the neutral species of 2-methylaminoethanol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 8.1X10-10 atm-cu m/mole(SRC), using a fragment constant estimation method(2). 2-Methylaminoethanol is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1.08 mm Hg at 25 °C(5). A 68% of theoretical BOD using activated sludge in the Japanese MITI test classifies 2-methylaminoethanol as readily biodegradable(6) and suggests that biodegradation is an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1(SRC), determined from a structure estimation method(2), indicates that 2-methylaminoethanol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 8.1X10-10 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). The pKa of 2-methylaminoethanol is 9.95(4), indicating that this compound will exist almost entirely in cation form in the environment, and volatilization from water is unlikely since cations do not volatilize(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from its log Kow of -0.94(6) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). A 68% of theoretical BOD using activated sludge in the Japanese MITI test classifies 2-methylaminoethanol as readily biodegradable(7) and suggests that biodegradation is an important environmental fate process in water(SRC). Hydrolysis is not expected to be an important environmental fate process(SRC) since this compound lacks functional groups that hydrolyze under environmental conditions(3).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-methylaminoethanol, which has a vapor pressure of 1.08 mm Hg at 25 °C (2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-methylaminoethanol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 4.9 hours(SRC), calculated from its rate constant of 7.9X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 2-Methylaminoethanol does not contain chromophores that absorb at wavelengths >290 nm and, therefore, is not expected to be susceptible to direct photolysis by sunlight(4).

Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.
Toxicity Summary · 1 item

IDENTIFICATION AND USE: 2-Methylaminoethanol is a viscous liquid. It is used in the manufacture of textile chemicals, pharmaceuticals. HUMAN EXPOSURE AND TOXICITY: Prolonged hematuria, pathologic liver function tests, and multiple skin warts described in a patient after 2-methylaminoethanol exposure. ANIMAL STUDIES: In rats it was irritating to the skin, eyes, and mucous membranes. 2-Methylaminoethanol (150 ppm) was not maternally toxic or embryotoxic in rats. It was not mutagenic in S. typhimurium TA 1535, TA 1537, TA 98 and TA 100 with and without metabolic activation.

Signs and Symptoms · 4 items

Sore throat. Cough. Burning sensation. Shortness of breath. Laboured breathing. Symptoms may be delayed.

Pain. Redness. Blisters. Skin burns.

Pain. Redness. Severe deep burns. Loss of vision.

Burning sensation. Abdominal pain. Shock or collapse.

Ongoing Test Status · 2 items

EPA has released the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays/[USEPA; ICSS Dashboard Application; Available from, as of December 8, 2016: http://actor.epa.gov/dashboard/]

The following link will take the user to the National Toxicology Program (NTP) Test Status of Agents Search page, which tabulates the results and current status of tests such as "Short-Term Toxicity Studies", "Long-term Carcinogenicity Studies", "Developmental Studies", "Genetic Toxicology Studies", etc., performed with this chemical. Testing status for N-methylethanolamine is available.[Available from, as of March 24, 2017: https://ntpsearch.niehs.nih.gov/?e=True&ContentType=Testing+Status]

Safety data

PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
KL6650000
ridadr
UN 2735 8/PG 2
hs_code
29221980

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 2 items

In vivo precursor of choline.

The incorporation of the phosphate ester of 2-methylaminoethanol into phospholipids of brain and liver suspensions was observed.

Uses & manufacturing

Uses · 5 items

Used in electrostatic automotive coatings, for acid gas scrubbing, and in textile chemicals and pharmaceuticals; [HSDB]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

For 2-methylaminoethanol (USEPA/OPP Pesticide Code: 489200) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Acid gas scrubbing, electrostatic automotive coatings. /From table/

Textile chemicals, pharmaceuticals.

U.S. Exports · 2 items

(1972) No Data

(1975) No Data

U.S. Imports · 2 items

(1972) No Data

(1975) No Data

U.S. Production · 6 items

2023: 10,000,000 - <25,000,000 lb

This chemical is listed as a High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 9.0X10+5 GRAMS

(1986) >1 million-10 million pounds

For more U.S. Production (Complete) data for 2-Methylaminoethanol (9 total), please visit the HSDB record page.

Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesSolvent
Applications · 3 items

UsesTextile chemicals, pharmaceuticals.

Uses2-Methylaminoethanol is used as an intermediate in synthetic chemistry. It finds application in various fields such as textile lubricants, polishes, detergents and in personal care products. It is also involved in electrostatic automotive coatings and in acid gas scrubbing. Further, it serves as an intermediate in polymers and pharmaceuticals. In addition to this, it is used as a solvent in the natural gas-processing industry.

General Description2-Methylaminoethanol is a clear colorless liquid. Flash point 165°F. Less dense than water and soluble in water. Vapors are heavier than air. Produces toxic oxides of nitrogen during combustion. Used to make other chemicals.

Suppliers50 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]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Additional notes

DefinitionChEBI: An ethanolamine compound having an N-methyl substituent.

Related reactions

751 records

Linked notes

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