Diethylethanolamine

HCID 7497

Basic information

CAS
100-37-8
Standard SMILES
CCN(CC)CCO
InChIKey
BFSVOASYOCHEOV-UHFFFAOYSA-N
Molecular formula
C6H15NO
Average molar mass
117.19 g/mol
Monoisotopic mass
117.1153641

Overview

2-diethylaminoethanol appears as a colorless liquid. Flash point 103-140 °F. Less dense than water. Vapors heavier than air. Produces toxic oxides of nitrogen during combustion. Causes burns to the skin, eyes and mucous membranes.

Names & identifiers

Preferred name
Diethylethanolamine
IUPAC
2-(diethylamino)ethanol
English name
Diethylaminoethanol
Molecular formula
C6H15NO
Molecular weight
117.19

Names & synonyms

2-(Diethylamino)ethanol2-Diethylaminoethanol100-37-8DIETHYLAMINOETHANOLDEAEDiethylethanolamine(Diethylamino)ethanol2-(Diethylamino)Ethan-1-OlN,N-Diethyl-2-aminoethanolEthanol, 2-(diethylamino)-(2-Hydroxyethyl)diethylamineDiethyl(2-hydroxyethyl)amine
Show more names
DEEAN,N-DIETHYLETHANOLAMINE1-(diethylamino)ethanolN,N-DiethylaminoethanolDehydasalRotec A.O.
Diethylmonoethanolamine2-HydroxytriethylaminePennad 1502-(N,N-Diethylamino)ethanolDiaethylaminoaethanolN,N-Diethylmonoethanolaminebeta-DiethylaminoethanolN,N-Diethyl-2-hydroxyethylamine

Database identifiers

CAS
100-37-8
PubChem CID
7497
DTXSID
DTXSID5021837
ChEMBL
CHEMBL1183
ChEBI
CHEBI:52153
UNII
S6DL4M053U
EC Number
202-845-2
Nikkaji
J4.982D

Properties

Computed structural properties

XLogP
0.3
Topological polar surface area
23.5 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
4
Heavy atoms
8

Experimental & physicochemical properties

Chemical Classes · 3 items

Nitrogen Compounds -> Ethanolamines

Flammable agents - 2nd degree

Industrial compound

SpringerMaterials PropertiesBoiling point
LogP0.46
Odor · 2 items

NAUSEATING ODOR

Nauseating, ammonia-like odor.

Food AdditivesBOILER WATER ADDITIVE -> FDA Substance added to food
Density · 6 items

0.8921 at 77 °F (USCG, 1999) - Less dense than water; will float

0.8921 @ 20 °C/4 °C

Relative density (water = 1): 0.88

0.89

0.8851 @ 20°C

0.89

Physicochemical properties

Melting point
-70 °C · -70 °C
Boiling point
161 °C · 161 °C (lit.)
Density
0.884 g/mL · 0.884 g/mL at 25 °C (lit.)
vapor density
4.04 · 4.04 (vs air)
vapor pressure
1 mm · 1 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.441(lit.)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H226: Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P234, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P361+P364, P362+P364, P363, P370+P378, P390, P403+P233, P403+P235, P405, P406, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 5 items

Chemical: Ethanol, 2-(diethylamino)-

Ethanol, 2-(diethylamino)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanol, 2-(diethylamino)- 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: 10-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/2134

2-Diethylaminoethanol: 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 InformationIMAP assessments - Ethanol, 2-(diethylamino)-: Human health tier II assessment
DOT LabelCorrosive Flammable Liquid
Fire Hazards · 3 items

Special Hazards of Combustion Products: Toxic and irritating gases may be generated.

· Flammable/combustible material.

Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 52 °C explosive vapour/air mixtures may be formed.

Fire PotentialFlammable; moderate fire hazard
Health Hazards · 2 items

INHALATION: Irritation of mucous membranes. EYES: Corrosive, causes intense pain. SKIN: Severe irritation. May cause allergic skin reaction. INGESTION: Gastrointestinal irritation. (USCG, 1999)

· May cause toxic effects if inhaled or ingested.

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 132 [Flammable Liquids - Corrosive]:

Use water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

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. Give one or two glasses of water to drink. Do NOT induce vomiting. Refer for medical attention .

Accidental Release Measures · 2 items

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 3 items

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.

General First Aid:

(General first aid procedures)

Safe StorageFireproof. Separated from strong oxidants and strong acids. Cool. Dry.
Exposure Control and Personal Protection · 2 items

· Wear positive pressure self-contained breathing apparatus (SCBA).

2.0 [ppm] (Ceiling = 5 ppm)[German Research Foundation (DFG)]

Toxicology

Target OrgansEyes, skin, respiratory system
Ecotoxicity Values · 1 item

LC50 Pimephales promelas (fathead minnow) 1780 mg/l/96 hr (95% confidence limit 1660-1920 mg/l), flow-through bioassay with measured concentrations, 24.9 °C, dissolved oxygen 6.5 mg/l, hardness 40.8 mg/l calcium carbonate, alkalinity 40.9 mg/l calcium carbonate, and pH 7.70

Adverse EffectsDermatotoxin - Skin burns.
Exposure Routes · 2 items

The substance can be absorbed into the body by inhalation, through the skin and by ingestion.

inhalation, skin absorption, ingestion, skin and/or eye contact

Signs and Symptoms · 5 items

Cough. Nausea. Sore throat. Vomiting. Dizziness.

MAY BE ABSORBED! Redness. Pain.

Redness. Pain. Blurred vision.

Abdominal pain. Diarrhoea.

irritation eyes, skin, respiratory system; nausea, vomiting

Medical Surveillance · 1 item

Employees should be screened for history of certain medical conditions which might place the employee at increased risk from diethylaminoethanol exposure. /These are/ chronic respiratory disease ... skin disease ... /and/ eye disease. ... Any employee developing the above-listed conditions should be referred for further medical examination.

Safety data

OEB
A
OEL
TWA: 10 ppm (50 mg/m3) [skin]
wgk
1
IDLA
100 ppm
tsca
TSCA listed
rtecs
KK5075000

Chemistry & industry

Pharmacology

Biological Half-LifeThe biological half-life is 3.5 hr ... .
Metabolism/MetabolitesCHRONIC ORAL ADMIN ... TO RATS RESULTS IN LIVER ACCUM OF UP TO 60% OF THE DRUG. ... METABOLITES PRODUCED WERE DIETHYLAMINOETHANOL N-OXIDE, DIETHYLAMINOACETIC ACID & ETHYLAMINOETHANOL ... .
MeSH Pharmacological Classification · 1 item

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.

Absorption, Distribution and Excretion · 2 items

ORALLY ADMIN TO RATS, WAS MAINLY EXCRETED VIA KIDNEYS. ELIMINATED WITHIN FIRST 24 HR. AFTER 48 HR EXCRETED INDEPENDENTLY OF DOSE. AFTER 40 DAYS STILL BEING ELIMINATED. UP TO 60% ACCUMULATED IN LIVER. CNS & SPINAL CORD SHOWED HIGHEST CONCN AFTER 7 DAYS.

The absorption of 2-diethylaminoethanol (administered orally as 2-diethylaminoethanol acid malate or 'Cerebrol') in healthy adult rats is very rapid, reaching a peak plasma level in 30 min. The biological half-life is 3.5 hr with 39% of the excreted product appearing in the urine after 48 hr.

Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 6 items

Used as an isocyanate curing agent; [Sullivan, Table 34-2, p. 471] Used as a chemical intermediate for pharmaceuticals, cosmetics, flocculants, emulsifiers, surface coatings, and other organic chemicals (in the chemical, agricultural, plastics, paper, and leather industries); [HSDB]

Pulp and Paper Processing [Category: Industry]

MFR OF EMULSIFYING AGENTS AND SPECIAL SOAPS

CHEM INT FOR PETROLEUM & GAS PROCESSING CHEMS, COSMETICS, SURFACE COATINGS, TEXTILES & FIBERS, PROCAINE, CHLOROQUINE

WATER-SOL SALTS; FATTY ACID DERIVATIVES; TEXTILES SOFTNERS; PHARMACEUTICALS; ANTIRUST COMPOSITIONS; EMULSIFYING AGENTS IN ACID MEDIA; DERIVATIVES CONTAINING TERTIARY AMINE GROUPS; CURING AGENT FOR RESINS

Intermediate in production of pharmaceuticals, crop protection agents, and flocculants. Preparation of chemicals for the paper and leather industries; production of plastics.

U.S. Production2023: 10,000,000 - <50,000,000 lb
Consumption PatternsAnnual worldwide demand is more than 1,000 tons
Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesIntermediate
Methods of Manufacturing · 2 items

... BY ACTION OF ETHYLENE CHLOROHYDRIN ON DIETHYLAMINE

... BY ACTION OF ETHYLENE OXIDE ON DIETHYLAMINE

Applications · 4 items

DescriptionDEAE, an aminoethanol compound, is a colorless liquid with a weak ammoniacal odor. The odor perception limit in air is 0.011 ppm; the odor recognition level is0.04 ppm. Molecular weight=117.22; Specific gravity(H2O:1)=0.89; Boiling point=162.8℃; Freezing/Meltingpoint=270℃; Vapor pressure=1 mmHg at 20℃; Flashpoint=52.2℃; Autoignition temperature=250℃.Explosive limits: LEL=6.7; UEL=11.7. HazardIdentification (based on NFPA-704 M Rating System):Health 3, Flammability 2, Reactivity 0. Soluble in water.

UsesWater-soluble salts; textile softeners; antirust formulations; fatty acid derivatives; pharmaceuticals; curing agent for resins; emulsifying agents in acid media; organic synthesis.

UsesDiethylethanolamine can be used as a precursor chemical to procaine. It is used as a corrosion inhibitor in steam and condensate lines by neutralizing carbonic acid and scavenging oxygen. it is used for the synthesis of drugs in the pharmaceutical industry and as a catalyst for the synthesis of polymers in the chemical industry. It is also used as a pH stabilizer.

General DescriptionA colorless liquid. Flash point 103-140°F. Less dense than water . Vapors heavier than air. Produces toxic oxides of nitrogen during combustion. Causes burns to the skin, eyes and mucous membranes.

Suppliers33 total

江西益众化工有限公司15307925109 15350027073 · [email protected]
济南万多鑫化工有限公司0531-88770993 13905318421 · [email protected]
武汉市恒久化工有限公司17317534732 17671758929 · [email protected]
济南和信化工有限公司18764033565 18764033565 · [email protected]
江苏艾康生物医药研发有限公司025-5885952 15955137747 · [email protected]
Additional notes · 1 item

DefinitionChEBI: 2-diethylaminoethanol is a member of the class of ethanolamines that is aminoethanol in which the hydrogens of the amino group are replaced by ethyl groups. It is a member of ethanolamines, a tertiary amino compound and a primary alcohol. It derives from an ethanolamine. It derives from a hydride of a triethylamine.

Related reactions

111 records

Compound notes

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