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Send EmailEthylenediamine, Ethanediamine, Diaminoethane, EDA, 107-15-3
Chemical Name: Ethylenediamine, 1,2-Diaminoethane, 1,2-Ethanediamine
Synonyms: EDA, En, 1,2-Diaminoethane, Dimethylenediamine
CAS Number: 107-15-3
EC Number (EINECS): 203-468-6
Molecular Formula: C₂H₈N₂ (H₂N–CH₂–CH₂–NH₂)
Molecular Weight: 60.10 g/mol
Chemical Class: Primary diamine (aliphatic amine)
HS Code / GTIP: 2921.51
UN Number: 1604 (Ethylenediamine, flammable liquid, corrosive)
REACH Status: Registered under EC 203-468-6
| Property | Value |
|---|---|
| Appearance | Clear, colorless to pale yellow viscous liquid |
| Physical state (20°C) | Liquid |
| Odor | Ammonia-like, pungent |
| Density (25°C) | 0.899 g/cm³ (7.5 lb/gal) – less dense than water, floats |
| Refractive index (nD20) | 1.4565 |
| Molecular weight | 60.10 g/mol |
| Vapor density (air = 1) | 2.07 (heavier than air) |
| Vapor pressure (20°C) | 10 mmHg |
| pH (diluted solution, 110 g/L, 20°C) | 12.2 (strongly alkaline) |
| Property | Value |
|---|---|
| Melting point / Freezing point | 8.5–11°C (47°F) |
| Boiling point | 116–118°C (241°F) |
| Flash point | 34–43°C (93–110°F) – combustible |
| Autoignition temperature | 385°C (725°F) |
| Lower explosive limit (LEL) | 4.2% (2.7 g/100 g) |
| Upper explosive limit (UEL) | 14.4% (16 g/100 g) |
| Decomposition temperature | No data available; decomposes on heating (NOₓ emissions) |
| Solvent | Solubility |
|---|---|
| Water | Miscible (≥ 1000 mg/mL) |
| Ethanol | Very soluble |
| Methanol | Very soluble |
| Acetone | Miscible |
| Benzene | Soluble (if sufficiently dried) |
| Diethyl ether | Slightly soluble |
| Aliphatic hydrocarbons | Immiscible |
Hygroscopic: Readily absorbs moisture from air
Absorbs CO₂: Forms non-volatile carbonate when exposed to air
Stability: Stable under normal conditions; keep away from heat, sparks, open flames, strong oxidizing agents, acids, acid chlorides, carbon dioxide
Structure: H₂N–CH₂–CH₂–NH₂
Two primary amine groups (–NH₂)
Strong base (pKb ~4.07)
Bidentate ligand – forms stable chelates with metal ions (e.g., EDTA)
High reactivity due to two nucleophilic amine groups
| Parameter | Value |
|---|---|
| pKb (first amine) | ~4.07 |
| pKb (second amine) | ~5.15 |
| pH (110 g/L solution) | 12.2 |
| Reaction Type | Description |
|---|---|
| Acid neutralization | Forms diamine salts with mineral and organic acids |
| Chelation | Bidentate ligand – forms stable complexes with metal ions (Cu²⁺, Ni²⁺, Co²⁺, Zn²⁺) |
| Cyanomethylation | Key reaction for EDTA synthesis: reaction with formaldehyde and HCN → EDTN → EDTA |
| Epoxy curing | Acts as a hardener/crosslinker for epoxy resins |
| Amidation | Reacts with fatty acids → fatty amides (surfactants) |
| Carbamation | Reacts with CO₂ → carbamate salts |
| Alkylation | With alkyl halides → substituted ethylenediamines (e.g., EDTA precursors) |
| Oxidation | Produces toxic nitrogen oxides (NOₓ) on combustion |
| Reaction | Products | Application |
|---|---|---|
| EDA + 4 CH₂O + 4 HCN | EDTA (after hydrolysis) | Chelating agent production |
| EDA + Epoxy resins | Crosslinked polymer | Epoxy curing agent/hardener |
| EDA + Fatty acids | Fatty amides | Surfactants, corrosion inhibitors |
| EDA + CO₂ | Ethylenediamine carbamate | CO₂ capture applications |
| EDA + Metal salts | [M(EDA)₂]²⁺ complexes | Coordination chemistry, metal extraction |
| Substance | Hazard |
|---|---|
| Strong oxidizing agents | Fire, explosion risk |
| Strong acids | Exothermic neutralization, may release toxic fumes |
| Acid chlorides | Violent reaction |
| Carbon dioxide | Forms solid carbonate (can clog equipment) |
| Chlorinated compounds | May form explosive products |
| Nitrites | Potential nitrosamine formation |
| Parameter | Specification | Test Method |
|---|---|---|
| Purity (EDA, w/w) | ≥ 99.0–99.8% | GC |
| Appearance | Clear, colorless to pale yellow liquid | Visual |
| Water content (K. Fischer) | ≤ 0.5% | Titration |
| Color (APHA) | ≤ 20 | Visual |
| Density (25°C) | 0.899 ± 0.005 g/mL | Hydrometer |
| Refractive index (nD20) | 1.4565 ± 0.0005 | Refractometer |
| Distillation range (95%) | 116–118°C | Distillation |
| pH (110 g/L solution, 20°C) | 12.2 ± 0.5 | pH meter |
| Parameter | Specification |
|---|---|
| Purity | ≥ 99.8% (GC) |
| Water | ≤ 0.1% |
| Residue on evaporation | ≤ 0.01% |
| Suitable for | HPLC, GC |
| Identifier | Code |
|---|---|
| HS Code / GTIP | 2921.51 |
| TSCA | Listed |
| REACH | 203-468-6 |
| PubChem CID | 3301 |
| OSHA IMIS Code | 1130 |
Primary method: Reaction of 1,2-dichloroethane with ammonia
Reaction: Cl–CH₂–CH₂–Cl + 4 NH₃ → H₂N–CH₂–CH₂–NH₂ + 2 NH₄Cl
Process:
1,2-Dichloroethane is reacted with excess ammonia under pressure (15–25 bar)
Temperature: 100–150°C
Reaction time: 2–4 hours
Product is separated from ammonium chloride by-product
Purification by distillation
Typical yield: 80–85%
Co-products: Diethylenetriamine (DETA), triethylenetetramine (TETA), and higher polyamines (by varying ammonia:dichloroethane ratio)
Ethanolamine + NH₃ → Ethylenediamine + H₂O (under high pressure, with catalyst)
| Parameter | Value |
|---|---|
| Application | Raw material for ethylenediaminetetraacetic acid (EDTA) synthesis |
| Reaction | EDA + 4 CH₂O + 4 HCN → EDTN → EDTA (after hydrolysis) |
| Process stage | First step: two moles CH₂O + two moles HCN → EDDN; Second step: additional two moles each → EDTN |
| End products | EDTA, EDTA salts (Na₂EDTA, Na₄EDTA, CaEDTA, etc.) |
EDTA applications: Chelating agent in detergents, water treatment, cosmetics, food preservation, pharmaceuticals, oilfield chemicals
| Parameter | Value |
|---|---|
| Application | Curing agent/hardener for epoxy resins (one-component and two-component systems) |
| Mechanism | Primary amine groups react with epoxy groups (oxirane rings) → crosslinked polymer network |
| Cure temperature (latent system) | Stable up to 100°C; complete curing at 140°C |
| Typical loading | 6–12 phr (parts per hundred resin) |
| Advantages | Fast curing at room temperature (two-component), good chemical resistance, high adhesion |
Formulated products: Adducts, latent curing agents, accelerated systems
| Application | Description |
|---|---|
| Metal ion sequestration | EDA-based chelating agents (EDTA, EDDS, IDS, etc.) |
| Fertilizer stabilizers | Metal chelates (Fe-EDTA, Zn-EDTA, Mn-EDTA, Cu-EDTA) for agriculture |
| Photographic chemicals | Part of developing solutions |
| Detergent builders | Chelating agent intermediates |
| Application | Description |
|---|---|
| Fatty amides | Reaction with fatty acids → non-ionic/amphoteric surfactants |
| Imidazoline synthesis | Intermediate for corrosion inhibitors, fabric softeners |
| Quaternary ammonium compounds | EDA-based quats for disinfectants, fabric softeners |
| Application | Description |
|---|---|
| Chelated micronutrients | Fe-EDTA, Zn-EDTA, Mn-EDTA, Cu-EDTA for foliar sprays and soil application |
| Fungicide intermediate | EDA derivatives used in fungicide formulations |
| Plant growth regulators | Certain EDA derivatives |
| Application | Description |
|---|---|
| Polyamide resins | Condensation with dicarboxylic acids (e.g., dimer acids, adipic acid) → polyamide resins |
| Polyurethane | Chain extender, crosslinker |
| Polyimides | High-performance polymer precursors |
| Epoxy-polyamide hybrids | Coatings, adhesives |
| Application | Description |
|---|---|
| CO₂ absorption | Forms carbamate salts (reversible reaction) |
| Acid gas scrubbing | Removal of H₂S and CO₂ from natural gas and refinery streams |
| Amine-based sweetening | Component in formulated amine blends |
| Application | Description |
|---|---|
| Rubber stabilizers | EDA derivatives as stabilizers and vulcanization accelerators |
| Textile lubricants | EDA-based derivatives as fiber lubricants |
| Dyeing auxiliaries | Leveling agents, dispersants |
| Application | Description |
|---|---|
| API intermediates | Synthesis of various pharmaceutical compounds |
| Creams and lotions | Excipient, pH adjuster (formulated products) |
| Cosmetics | Ingredient in limited applications (subject to regulations) |
| Application | Description |
|---|---|
| Casein, albumin, shellac solvent | Dissolves proteins and resins |
| Sulfur solvent | Dissolves elemental sulfur |
| Corrosion inhibitors | EDA-based formulations for oilfield and industrial applications |
| Mineral processing | Flotation agents, metal extraction |
| Polymerization catalyst | Component in Ziegler-Natta catalysts |
| Parameter | Value | Classification |
|---|---|---|
| Oral LD₅₀ (rat) | 1,200–1,600 mg/kg | Acute Tox. 4 (H302) |
| Dermal LD₅₀ (rabbit) | 500–1,000 mg/kg | Acute Tox. 3 (H311) |
| Inhalation LC₅₀ (rat, 4 h) | 2–5 mg/L | Acute Tox. 4 (H332) |
| Endpoint | Classification |
|---|---|
| Skin corrosion | Category 1B – Causes severe skin burns (H314) |
| Eye damage | Category 1 – Causes serious eye damage (H318) |
| Skin sensitization | Category 1 – May cause an allergic skin reaction (H317) |
| Respiratory sensitization | Category 1 – May cause allergy or asthma symptoms or breathing difficulties if inhaled (H334) |
| Endpoint | Classification |
|---|---|
| Carcinogenicity | ACGIH: A4 (Not classifiable as a human carcinogen); EPA-D |
| Mutagenicity | Negative |
| Reproductive toxicity | Not classified |
| Target organ toxicity (STOT) | Category 3 – May cause respiratory irritation |
| Hazard Class | Category |
|---|---|
| Flammable liquids | Category 3 – H226 |
| Acute toxicity (oral) | Category 4 – H302 |
| Acute toxicity (dermal) | Category 3 – H311 |
| Acute toxicity (inhalation) | Category 4 – H332 |
| Skin corrosion | Category 1B – H314 |
| Eye damage | Category 1 – H318 |
| Respiratory sensitization | Category 1 – H334 |
| Skin sensitization | Category 1 – H317 |
| Aquatic chronic toxicity | Category 3 – H412 |
| Health | Flammability | Instability | Special |
|---|---|---|---|
| 3 | 2 | 0 | 0 |
NFPA Descriptions:
Health 3: Short exposure could cause serious temporary or residual injury
Flammability 2: Must be moderately heated before ignition will occur (flash point 93°F)
| Authority | Limit | Type | Skin Notation |
|---|---|---|---|
| OSHA PEL | 10 ppm (25 mg/m³) | TWA (8-hour) | N |
| NIOSH REL | 10 ppm (25 mg/m³) | TWA (10-hour) | N |
| ACGIH TLV | 10 ppm | TWA (8-hour) | Y (Skin – potential dermal absorption) |
| NIOSH IDLH | 1,000 ppm | Immediately Dangerous to Life and Health | — |
Hazards:
Flammable liquid and vapor (H226) – flash point 38°C
Causes severe skin burns and eye damage (H314)
Toxic in contact with skin (H311)
May cause allergic skin reaction (H317) – contact sensitizer
May cause allergy or asthma symptoms if inhaled (H334) – respiratory sensitizer
Harmful if swallowed or if inhaled (H302+H332)
Hygroscopic – absorbs moisture and CO₂ from air
PPE (mandatory):
Chemical-resistant gloves (nitrile, neoprene, or butyl rubber, EN 374)
Chemical splash goggles (EN 166) or full face shield – mandatory
Protective clothing (acid/alkali-resistant, chemical-resistant coverall)
Respiratory protection: Type A (brown) filter for organic gases and vapors (EN 14387); SCBA for high concentrations
Face protection shield recommended
Engineering controls:
Local exhaust ventilation (LEV) mandatory
Explosion-proof electrical equipment (flammable vapors)
Eyewash stations and safety showers in immediate vicinity
Storage:
Store in a cool, dry, well-ventilated area (30°C or below)
Keep container tightly closed
Store under inert gas (N₂) to prevent CO₂ absorption
Protect from moisture (hygroscopic)
Separate from strong oxidizing agents, strong acids, acid chlorides
Store in explosion-proof area (flammable liquids)
Bond and ground containers to prevent static discharge
First aid:
Inhalation: Remove to fresh air; keep at rest in position comfortable for breathing; administer oxygen if breathing difficulty; if breathing stops, give artificial respiration (use pocket mask with one-way valve); seek immediate medical attention
Skin contact: Remove contaminated clothing; rinse skin with water/shower for at least 15 minutes; wash contaminated clothing before reuse; seek immediate medical attention
Eye contact: Rinse cautiously with water for at least 15 minutes; remove contact lenses if present; continue rinsing; seek immediate medical attention
Ingestion: Do NOT induce vomiting; rinse mouth; give plenty of water to drink; seek immediate medical attention (Never give anything by mouth to an unconscious person)
| Parameter | Value |
|---|---|
| Biodegradability | Readily biodegradable |
| Aquatic toxicity (fish, LC₅₀) | 100–500 mg/L (estimated) |
| Daphnia magna (EC₅₀) | 50–200 mg/L |
| Algal toxicity (EC₅₀) | 10–100 mg/L |
| Aquatic chronic toxicity | Category 3 – H412 (Harmful to aquatic life with long-lasting effects) |
| Bioaccumulation | Low (log P < 1) |
| Mobility in soil | High (miscible with water) |
| WGK Germany | 1 (low hazard to water) |
| Disposal method | Incineration at licensed waste disposal facility (NOₓ scrubbing required) |
| Regulation | Classification |
|---|---|
| UN Number | 1604 |
| Proper shipping name | Ethylenediamine |
| ADR/RID | Class 3 (Flammable liquids), Class 8 (Corrosive), Packing group II |
| IMDG | Class 3/8, PG II |
| IATA | Class 3/8, PG II |
| DOT | Class 3 (Flammable), Class 8 (Corrosive), PG II |
| Hazard labels | Flammable liquid (3), Corrosive (8) |
English: Ethylenediamine, EDA, 1,2-Diaminoethane, 1,2-Ethanediamine, Dimethylenediamine, Ethane-1,2-diamine
Trade names: EDA, En
German: Ethylendiamin
French: Éthylènediamine
Spanish: Etilendiamina
Turkish: Etilen Diamin, EDA
| Regulation | Status |
|---|---|
| REACH (EC 1907/2006) | Registered (EC 203-468-6) |
| TSCA (US) | Listed |
| EINECS | 203-468-6 |
| FDA | Indirect food contact permitted (as precursor) |
| EPA | Extremely Hazardous Substance (EHS) – TPQ 10,000 lb |
| OSHA | Regulated as hazardous substance |
| EU SVHC | Not listed (but EDA is listed on positive list for food contact plastics) |
| Advantage | Description |
|---|---|
| Bifunctional reactivity | Two primary amine groups enable extensive derivatization (amides, imidazolines, EDTA, polyamides, epoxy adducts) |
| Strong chelating ability | Forms stable complexes with numerous metal ions (bidentate ligand) |
| Essential EDTA precursor | Virtually all EDTA produced globally uses EDA as starting material |
| Fast epoxy curing | Highly reactive with epoxy resins; room-temperature and elevated-temperature curing possible; latent systems tunable |
| Versatile building block | Used in surfactants, polymers, agrochemicals, pharmaceuticals, water treatment, gas sweetening |
| Cost-effective | Large-scale production; relatively low cost compared to specialty diamines |
| High water solubility | Miscible with water, enabling aqueous-based formulations |
| Readily available | Produced globally by multiple manufacturers; established supply chain |
Corrosive – Causes severe skin burns and eye damage; requires PPE (goggles, gloves, protective clothing)
Flammable – Flash point 38°C (Category 3); requires explosion-proof equipment and ignition source control
Skin and respiratory sensitizer – May cause allergic reactions; proper ventilation and skin protection required
Hygroscopic – Absorbs moisture and CO₂ from air; must be stored under inert gas in tightly sealed containers
Toxic – Harmful if swallowed, inhaled, or absorbed through skin; strict exposure controls required (OSHA PEL 10 ppm)
| Sector | Application | Function | Typical Usage |
|---|---|---|---|
| Chemical Industry | EDTA production | Raw material | Large-scale (>50% of EDA consumption) |
| Epoxy Systems | Curing agent/hardener | Crosslinker | 6–12 phr (parts per hundred resin) |
| Agriculture | Chelated micronutrients (Fe-EDTA, Zn-EDTA, etc.) | Metal chelator | Variable |
| Surfactants | Fatty amides, imidazolines | Intermediate | Variable |
| Water Treatment | Chelating agents, corrosion inhibitors | Metal complexation | 1–100 ppm |
| Textile | Dye auxiliaries, lubricants | Leveling agent | 0.1–5 g/L |
| Gas Processing | CO₂/H₂S removal | Acid gas absorbent | 10–30% in amine blends |
| Pharmaceuticals | API intermediates | Building block | Variable |
| Photography | Developing solutions | Component | Small scale |
| Rubber | Vulcanization accelerators, stabilizers | Additive | 0.1–2 phr |
| Property | EDA (C2) | DAP (C3) | DAB (C4) | HEX (C6) | DETA (higher) |
|---|---|---|---|---|---|
| Formula | C₂H₈N₂ | C₃H₁₀N₂ | C₄H₁₂N₂ | C₆H₁₆N₂ | C₄H₁₃N₃ |
| Molecular weight | 60.1 | 74.1 | 88.2 | 116.2 | 103.2 |
| Boiling point (°C) | 117 | 140 | 159 | 205 | 207 |
| Basicity (pKb) | 4.07 | 3.9 | 3.9 | 3.8 | — |
| Viscosity | Low | Low | Low | Moderate | High |
| Water solubility | Miscible | Miscible | Miscible | Soluble | Soluble |
| Primary use | EDTA, epoxy curing | Polyamides | Polyamides | Polyamides | Polyamides, chelants |
Storage conditions:
Cool, dry, well-ventilated area (10–30°C)
Keep tightly closed in original container (stainless steel, carbon steel, or lined drums)
Store under inert gas (N₂) to prevent CO₂ absorption and carbonate formation
Protect from moisture (hygroscopic)
Store in explosion-proof area (flammable liquids – flash point 38°C)
Bond and ground containers to prevent static discharge
Separate from strong oxidizing agents, strong acids, acid chlorides
Shelf life:
Unopened container: 12–24 months
Opened container: 6–12 months (if stored under inert gas, kept dry, and tightly sealed)
Degradation indicators:
Color darkening (yellow to brown – oxidation)
Sediment/crystals (carbonate formation from CO₂ absorption)
Reduced purity (GC analysis)
Change in odor
| Parameter | Recommendation |
|---|---|
| Ventilation | Use adequate local exhaust ventilation; keep away from ignition sources |
| Transfer | Use explosion-proof pumps and bonding/grounding for flammable liquid transfer |
| Spill response | Absorb with inert absorbent (sand, vermiculite); collect in sealed containers; avoid release to environment |
| Personal hygiene | Wash thoroughly after handling; remove contaminated clothing immediately; do not eat, drink, or smoke in work area |
| Container disposal | Dispose of in accordance with local regulations; do not reuse containers for food/feed |
| Material | Compatibility |
|---|---|
| Carbon steel | Suitable (anhydrous; dry conditions) |
| Stainless steel (304, 316) | Suitable |
| Aluminum | Not suitable (corrosion) |
| Copper | Not suitable (corrosion) |
| Brass | Not suitable (corrosion) |
| PTFE / Teflon | Excellent |
| Polyethylene (HDPE) | Suitable (short-term; may swell) |
| Polypropylene | Suitable (short-term; may swell) |
| Natural rubber | Not suitable |
| Nitrile rubber | Suitable (gloves) |
| Neoprene | Suitable (gloves) |
| Parameter | Value |
|---|---|
| Product Name | Ethylenediamine (EDA) |
| CAS Number | 107-15-3 |
| EC Number | 203-468-6 |
| Molecular Formula | C₂H₈N₂ (H₂NCH₂CH₂NH₂) |
| Molecular Weight | 60.10 g/mol |
| Appearance | Clear, colorless to pale yellow viscous liquid |
| Odor | Ammonia-like, pungent |
| Density (25°C) | 0.899 g/cm³ |
| Melting Point | 8.5°C |
| Boiling Point | 116–118°C |
| Flash Point | 38°C (100°F) – Category 3 flammable |
| LEL / UEL | 4.2% / 14.4% |
| Vapor Density (air=1) | 2.07 (heavier than air) |
| pH (110 g/L solution) | 12.2 |
| Water Solubility | Miscible |
| log P | -2 |
| Primary Applications | EDTA production, epoxy curing agent, chelating agent intermediate, surfactants, agrochemicals |
| OSHA PEL | 10 ppm (25 mg/m³) TWA |
| UN Number | 1604 |
| DOT Hazard Class | 3 (Flammable liquid) + 8 (Corrosive) |
| GHS Signal Word | Danger |
| Hazard Statements | H226, H302+H332, H311, H314, H317, H334, H412 |
This TDS is prepared in compliance with ISO 11014-1 format and is intended for chemical engineers, epoxy formulators, water treatment specialists, pharmaceutical chemists, agrochemical manufacturers, and procurement professionals. Certificates of Analysis (CoA), Safety Data Sheets (SDS), and sample validation reports are available upon request.