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Ethylenediamine, abbreviated as en when used as a ligand, is an organic compound with the structure C₂H₄(NH₂)₂.
Ethylenediamine is a colorless, basic liquid with a sharp, ammonia-like odor.
Ethylenediamine is an important building block widely used in chemical synthesis.
Ethylenediamine is the simplest member of the group of compounds known as polyethyleneamines.
CAS No.: 107-15-3
Chemical Name: Ethylenediamine
CBNumber: CB2127811
Molecular Formula: C₂H₈N₂
Formula Weight: 60.1 g/mol
ChemSpider: 13835550
ECHA InfoCard: 100.003.154
EC Number: 203-468-6
SYNONYMS
Redistilled Ethylenediamine,
Ethylenediaminum,
Ethylenediamine 99+%,
AcroSeal,
Ethylenediamine for Synthesis,
EDA, Amerstat 274,
Beta-aminoethylamine,
Caswell No. 437
DESCRIPTION
Ethylenediamine (1,2-diaminoethane, commonly abbreviated as en) is an organic chemical compound belonging to the aliphatic amine class.
Ethylenediamine is a colorless, strongly alkaline liquid with a pungent, ammonia-like odor.
Ethylenediamine can absorb moisture from the air and may produce fumes or mist in humid conditions.
Ethylenediamine is an important industrial precursor used in the synthesis of chelating agents, polymers, pharmaceuticals, agricultural chemicals, and surfactants.
PROPERTIES
Melting Point: 8.5 °C (literature)
Boiling Point: 118 °C (literature)
Density: 0.899 g/mL at 25 °C (literature)
Vapor Density: 2.07 (relative to air)
Vapor Pressure: 10 mmHg at 20 °C
Refractive Index: n²⁰/D 1.4565 (literature)
Flash Point: 93 °F (approximately 33.9 °C)
Storage Temperature: Storage area designated for flammable materials
Solubility: Soluble in ethanol (literature)
pKa: 10.712 at 0 °C
Physical State: Liquid
Appearance: May produce fumes or mist when exposed to moisture in the air
Specific Gravity: 0.899
Color: Colorless to pale yellow
pH: 12.2 at 100 g/L in water, 20 °C
Odor: Strong, ammonia-like
Explosion Limits: 2–17% by volume
Water Solubility: Completely miscible with water
Specific Heat Capacity: Cp (liquid) = 2.87 J/(g·K) at 25 °C
Sensitivity: Sensitive to air and moisture
Merck: 14,3795
InChI: 1S/C2H8N2/c3-1-2-4/h1-4H2
InChIKey: PIICEJLVQHRZGT-UHFFFAOYSA-N
APPLICATIONS
Ethylenediamine is widely used in the manufacture of many industrial chemicals.
It reacts with carboxylic acids, including fatty acids, nitriles, alcohols, alkylating agents, carbon disulfide, aldehydes, and ketones to form various derivatives.
Due to its bifunctional structure containing two amino groups, it is used in the synthesis of heterocyclic compounds such as imidazolidines.
PHARMACEUTICAL APPLICATIONS
Ethylenediamine is one of the components of the bronchodilator drug aminophylline.
In aminophylline formulations, it helps increase the solubility of theophylline.
Ethylenediamine has historically been used in some dermatological preparations but has been removed from certain formulations because it can cause contact dermatitis.
Its use as a pharmaceutical excipient and its bioavailability depend on the route of administration and the formulation.
Ethylenediamine derivatives represent an important class of compounds in the development of antihistamine drugs.
Examples include mepyramine, tripelennamine, and antazoline.
Other first-generation antihistamine classes include ethanolamines, alkylamines, piperazine derivatives, and various tricyclic compounds.
ROLE IN POLYMERS
Because Ethylenediamine contains two amino groups, ethylenediamine is an important precursor used in the production of various polymers and polymer intermediates.
Certain condensation products formed with formaldehyde are used in resin and polymer chemistry.
Ethylenediamine can be used in the production or modification of certain polyurethane and other polymer systems.
PAMAM dendrimers can be synthesized using an ethylenediamine core.
TETRAACETYLETHYLENEDIAMINE AND OTHER DERIVATIVES
Tetraacetylethylenediamine (TAED) is produced from ethylenediamine and is used as a bleach activator in detergents.
N,N'-ethylenebis(stearamide) (EBS) is used in plastic processing and various industrial applications because of its mold-release and lubricating properties.
SAFETY
Like ammonia and other low-molecular-weight amines, ethylenediamine can irritate the skin, eyes, and respiratory tract.
If not kept in a closed container, Ethylenediamine may release irritating vapors, particularly when heated.
Its vapors may form a mist when they come into contact with humid air.
Direct contact or inhalation of its vapors may cause severe irritation, allergic sensitization, and chemical burns.
HANDLING, HAZARDS, AND STORAGE
Flammability: Flammable liquid and vapor. Keep away from heat, sparks, open flames, and hot surfaces.
Corrosivity and Toxicity: May cause severe irritation and chemical burns to the skin, eyes, and mucous membranes.
Inhalation and Contact Hazards: Inhalation of vapors or skin contact may cause irritation, respiratory sensitization, and chemical burns.
Sensitivity: May absorb moisture and carbon dioxide from the air and form carbamate salts.
Incompatibilities: May be incompatible with strong oxidizing agents, strong acids, halogens, copper, and certain copper alloys.
Storage: Store in suitable, tightly closed, chemically compatible containers in a cool, well-ventilated area appropriate for flammable and corrosive chemicals.
If storage under a nitrogen atmosphere is required, follow the instructions in the product's Safety Data Sheet.
Use appropriate personal protective equipment during handling and follow the precautions specified in the current Safety Data Sheet.
CONTACT ATAMAN KIMYA
For further information, technical specifications, product quality details, and supply inquiries regarding EDA Ethylenediamine, please contact Ataman Kimya.
