Diethylenetriamine

HCID 8111CAS 111-40-0

Basic information

Standard SMILES
NCCNCCN
InChIKey
RPNUMPOLZDHAAY-UHFFFAOYSA-N
Molecular formula
C4H13N3
Average molar mass
103.17 g/mol
Monoisotopic mass
103.11094742

Overview

Diethylenetriamine appears as a yellow liquid with an ammonia-like odor. Less dense than water. Corrosive to metals and tissue. Vapors heavier than air. Burns, although possibly difficult to igntie. Toxic oxides of nitrogen produced during combustion. Used as a solvent for plastics and dyes and in chemical synthesis.

Names & identifiers

Preferred name
Diethylenetriamine
IUPAC
N'-(2-aminoethyl)ethane-1,2-diamine
English name
Diethylenetriamine
Molecular formula
C4H13N3
Molecular weight
103.17

Names & synonyms

DIETHYLENETRIAMINE111-40-0Bis(2-aminoethyl)amine2,2'-Diaminodiethylamine1,4,7-TriazaheptaneDETADiethylene triamineBarsamide 115Epicure TAncamine DETA3-Azapentane-1,5-diamineAminoethylethandiamine
Show more names
N1-(2-aMinoethyl)ethane-1,2-diaMineDIENDIETHYLENTRIAMINEDETA DiethylenetriamineDiethylenetriamindiethylenetriamine(deta)
N,N-Bis(2-aminoethyl)amine1,5-Diamino-3-azapentaneImino-bis-ethylamine1,2-Ethanediamine, N-(2-aminoethyl)-ChS-P 12,2'-Iminobis(ethanamine)N-(2-Aminoethyl)-1,2-ethanediamineBis(beta-aminoethyl)amine

Database identifiers

CAS
111-40-0、75037-24-0
PubChem CID
8111
DTXSID
DTXSID2025050
ChEMBL
CHEMBL303429
ChEBI
CHEBI:30629
UNII
03K6SX4V2J
EC Number
203-865-4、616-182-5
Nikkaji
J5.108J

Properties

Computed structural properties

XLogP
-2.1
Topological polar surface area
64.1 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
3
Rotatable bonds
4
Heavy atoms
7

Experimental & physicochemical properties

Chemical Classes · 2 items

Nitrogen Compounds -> Amines, Aliphatic

Corrosives

pHSTRONGLY ALKALINE
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP · 2 items

-1.3

-1.3

Odor · 2 items

AMMONIACAL ODOR

... Strong, ammonia-like odor ...

Food AdditivesPROCESSING AID -> FDA Substance added to food

Physicochemical properties

Melting point
-40 °C · -40 °C
Boiling point
206 °C · 206 °C
Density
0.955 g/mL · 0.955 g/mL at 25 °C(lit.)
vapor density
3.6 · 3.6 (vs air)
vapor pressure
0.08 mm · 0.08 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.484(lit.)

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

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

P260, P261, P264, P270, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (2 of 3716) of reports.

Danger

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

Hazard information

Regulatory Information · 5 items

Chemical: 1,2-Ethanediamine, N-(2-aminoethyl)-

1,2-Ethanediamine, N1-(2-aminoethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Ethanediamine, N1-(2-aminoethyl)- 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: 14-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15883

Diethylene triamine: HSNO Approval: HSR002966 Approved with controls

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 - 1,2-Ethanediamine, N-(2-aminoethyl)-: Environment tier I assessment
DOT LabelCorrosive
Fire Hazards · 3 items

Special Hazards of Combustion Products: Irritating vapors are generated when heated. (USCG, 1999)

· Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes.

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 97 °C explosive vapour/air mixtures may be formed.

Fire PotentialLOW, WHEN EXPOSED TO HEAT OR FLAME
Health Hazards · 2 items

Prolonged breathing of vapors may cause asthma. Liquid burns skin and eyes. A skin rash can form. (USCG, 1999)

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:

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. Half-upright position. Artificial respiration may be needed. Refer immediately for medical attention.

First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again. Refer immediately for medical attention .

Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer immediately for medical attention.

Rinse mouth. Do NOT induce vomiting. Rest. Refer immediately 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 StorageSeparated from strong oxidants, acids, organic nitro compounds and food and feedstuffs. Keep in a well-ventilated room.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).

Toxicology

Target OrgansEyes, skin, respiratory system
Environmental Fate · 3 items

TERRESTRIAL FATE: If released on land, diethylenetriamine would principally leach into the ground. The only circumstance where biodegradation would be significant is where the microorganisms at the site are well acclimated. Some of the diethylenetriamine may volatilize from the soil surface. (SRC)

AQUATIC FATE: The fate of diethylenetriamine released into water is unknown. Volatilization and adsorption to sediment will not be significant loss mechanisms. Biodegradation would not be expected to be significant unless the microorganisms at the site were well acclimated. (SRC)

ATMOSPHERIC FATE: Diethylenetriamine emitted to the atmosphere will degrade by reaction with photochemically produced hydroxyl radicals. The estimated half-life for this reaction is 2.7 hr(1,SRC).

Adverse EffectsDermatotoxin - Skin burns.
Exposure Routes · 2 items

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

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

Signs and Symptoms · 5 items

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

Pain. Serious skin burns.

Pain. Severe deep burns. Loss of vision.

Burning sensation. Abdominal pain. Shock or collapse.

irritation eyes, skin, mucous membrane, upper respiratory system; dermatitis, skin sensitization; eye, skin necrosis; cough, dyspnea (breathing difficulty), pulmonary sensitization

ICSC Environmental DataEnvironmental effects of the substance have been adequately investigated, but no significant effects have been found.

Regulatory information

TSCA Requirements · 2 items

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble in 51 FR 41329.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Diethylenetriamine is included on this list.

Safety data

OEB
B
OEL
TWA: 1 ppm (4 mg/m3) [skin]
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
rtecs
IE1225000

Chemistry & industry

Pharmacology

Mechanism of Action... The mechanism of action /for pulmonary or dermal sensitization/ is probably a cross-linking of proteins with bifunctional amine groups.
MeSH Pharmacological Classification · 1 item

A diverse group of agents, with unique chemical structures and biochemical requirements, which generate NITRIC OXIDE. These compounds have been used in the treatment of cardiovascular diseases and the management of acute myocardial infarction, acute and chronic congestive heart failure, and surgical control of blood pressure. (Adv Pharmacol 1995;34:361-81)

Absorption, Distribution and Excretion · 1 item

Diethylenetriamine is readily absorbed through the gastrointestinal tract and 96% of the administered dose is excreted withing 48 hr. Roughly equal amounts are excreted in the feces and urine with at least 4 metabolites being detected (but not identified) in the latter. Only a small proportion (<2%) was recovered as expired carbon dioxide. Any residual remaining in the animal was found primarily in kidney, liver, bladder and large intestine.

Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 6 items

Used as a solvent, fuel component, and saponification agent; [ACGIH] Used in the production of epoxy resin curing agents and reactive polyamide resins; [HSDB]

Plastic Composites Manufacturing [Category: Industry]

CHEM INT FOR REACTIVE POLYAMIDE RESINS, FATTY AMINOAMIDES, FATTY IMIDAZOLINES.

SOLVENT FOR SULFUR, ACID GASES, VARIOUS RESINS, DYES; SAPONIFICATION AGENT FOR ACIDIC MATERIALS.

In the synthesis of polymer antistatic agents for textiles

In synthesis of 2-part epoxy amine hardeners

U.S. Production · 4 items

2023: 50,000,000 - <100,000,000 lb

(1972) 1.47X10+10 G

(1974) 1.47X10+10 G (SALES)

(1992) 38,941,000 kgs

Consumer UsesHardener
Industry UsesNot Known or Reasonably Ascertainable
Methods of ManufacturingREACTION OF ETHYLENE DICHLORIDE AND AMMONIA
Formulations/PreparationsGrade: Technical
Applications · 3 items

DescriptionDiethylenetriamine is a hardener in epoxy resins of the Bisphenol A type. It has been reported as a sensitizer in ultrasonic baths for cleaning jewels, in synthetic lubricants and in carbonless copy paper.

UsesDiethylenetriamine is a solvent for sulfur, acidic gas, resin and dye intermediates for organic synthesis; saponification agent for acidic materials; fuel component; hardener for epoxy resins.

General DescriptionA yellow liquid with an ammonia-like odor. Less dense than water. Corrosive to metals and tissue. Vapors heavier than air. Burns, although possibly difficult to igntie. Toxic oxides of nitrogen produced during combustion. Used as a solvent for plastics and dyes and in chemical synthesis.

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]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东铭宇供应链管理有限公司0531-18615601 18615601385
上海光铧科技有限公司13801626616 · [email protected]

Additional notes

DefinitionChEBI: Diethylenetriamine is a triamine and a polyazaalkane.

Related reactions

93 records

Linked notes

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