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Bis-(3-aminopropyl)metdylamine is a potential building block for polyurethanes, cross linker for epoxy resins.
Bis-(3-aminopropyl)metdylamine is suitable for epoxy coatings and epoxy-based plastic parts.
Bis-(3-aminopropyl)metdylamine may be used to prepare cationic stabilized polyurethane dispersions.
CAS Number: 105-83-9
Molecular Formula: C7H19N3
Molecular Weight: 145.25
EINECS Number: 203-336-8
Synonyms: N,N-Bis(3-aminopropyl)methylamine, 105-83-9, 3,3'-Diamino-N-methyldipropylamine, Bis(3-aminopropyl)methylamine, Methyliminobispropylamine, 5-Methyldipropylenetriamine, N-Methyliminobis propylamine, Methylbis(3-aminopropyl)amine, 1,3-Propanediamine, N-(3-aminopropyl)-N-methyl-, 3,3'-Methyliminobispropylamine, N-Methyl-N,N-bis(3-aminopropyl)amine, Propylamine, 3,3'-(methylimino)bis-, NSC 8173, N,N-Bis(gamma-aminopropyl)methylamine, Di(gamma-aminopropyl)methylamine, Methylamine, N,N-bis(3-aminopropyl)-, DIPROPYLAMINE, 3,3'-DIAMINO-N-METHYL-, Bis(gamma-aminopropyl)methylamine, Di(.gamma.-aminopropyl)methylamine, Bis(.gamma.-aminopropyl)methylamine, Bis(.omega.-aminopropyl)methylamine, 3,7'-Diamino-N-methyldipropylamine, EINECS 203-336-8, N-(3-Aminopropyl)-N-methyl-1,3-propanediamine, BRN 1737155, AI3-25362, 62ZM34D74O, NSC-8173, 1,3-Propanediamine, N1-(3-aminopropyl)-N1-methyl-, 5-methyl-1,5,9-triazanonane, DTXSID1044510, EC 203-336-8, 4-04-00-01279 (Beilstein Handbook Reference), 3,3'-DIAMINO-N-METHYLDIPROPYLMINE, 1,7-DIAMINO-4-AZA(METHYL)HEPTANE, 1,7-DIAMINO-4-METHYL-4-AZAHEPTANE, (7-AMINO-4-METHYL-4-AZAHEPTYL)AMINE, DAMDPA compound, DTXCID9024510, Bis(omega-aminopropyl)methylamine, 203-336-8, N1-(3-Aminopropyl)-N1-methylpropane-1,3-diamine, bis(3-aminopropyl)(methyl)amine, N'-(3-aminopropyl)-N'-methylpropane-1,3-diamine, N,N-Bis(.gamma.-aminopropyl)methylamine, N-Methyldipropylenetriamine, MFCD00008217, UNII-62ZM34D74O, N,N-BIS-(3-AMINOPROPYL)METHYLAMINE, NSC8173, n-(3-aminopropyl)-n-methylpropane-1,3-diamine, SCHEMBL15594, N-Methylbis(aminopropyl)amine, CHEMBL283720, SCHEMBL2094521, SCHEMBL11587714, KMBPCQSCMCEPMU-UHFFFAOYSA-, WLN: Z3N1 & 3Z, Propylamine,3'-(methylimino)bis-, Methylamine,N-bis(3-aminopropyl)-, 1, N-(3-aminopropyl)-N-methyl-, STR10732, Dipropylamine,3'-diamino-N-methyl-, N,N-bis(3 -aminopropyl)methylamine, n,n-bis-(3-aminopropyl)-methylamine, AKOS006220714, AT29281, CS-W016359, FB30673, N,N-bis-(3-amino-propyl)-methylamine, 11071-12-8, BP-31128, 3,3'-Diamino-N-methyldipropylamine, 96%, N,N-bis(3-aminoprop-1-yl)-N-methylamine, DB-040660, B0821, NS00005879, ST50823992, EN300-1704336, N-(3-aminopropyl)-N-methyl-propane-1,3-diamine, A801329, N1-(3-aminopropyl)-N1-methyl-1,3-propanediamine, N'-(3-azanylpropyl)-N'-methyl-propane-1,3-diamine, propane, 1-amino-3-(3-aminopropyl-N-methyl)amino-, N1-(3-amino-propyl)-N1-methyl-propane-1,3-diamine, Q27263529, F0001-0112, InChI=1/C7H19N3/c1-10(6-2-4-8)7-3-5-9/h2-9H2,1H3, n,n-bis(3-aminopropyl)-methylamin, N,N-Bis(gamma-aminopropyl)methylamine, N-Methyldipropylenetriamine, N-Methyliminobis propylamine, N-Methyl-N,N-bis(3-aminopropyl)amine, Propylamine, 3,3'-(methylimino)bis-, 3,3'-METHYLIMINOBIS-N-PROPYLAMINE, 3,3'-(METHYLIMINO)BISPROPYLAMINE
Bis-(3-aminopropyl)metdylamine is as a chemical intermediate in the production of complex molecules such as chelating agents, which are compounds that can bind to metal ions to form stable complexes, and are widely used in water treatment, agriculture, detergents, and metal cleaning formulations.
Bis-(3-aminopropyl)metdylamine unique molecular structure, which contains both primary and secondary amine groups, allows it to react readily with acids, anhydrides, or alkylating agents, making it ideal for producing aminopolycarboxylic acids like EDTA derivatives and other chelators that improve the solubility and stability of metal ions in aqueous solutions.
Bis-(3-aminopropyl)metdylamine is a colorless to yellow liquid with an amine odor. BAPMA is fully soluble in water in all proportions.
Bis-(3-aminopropyl)metdylamine is a liquid that ranges in color from colorless to yellow and possesses an amine odor.
It is completely soluble in water, regardless of the proportion. BAPMA serves as a chemical intermediate in various industries, including agriculture, pulp and paper, textiles, and water treatment.
Bis-(3-aminopropyl)metdylamine serves as an effective curing agent (hardener) for epoxy resins, which are widely used in adhesives, coatings, composites, sealants, and flooring systems.
Its multiple amine functionalities contribute to rapid and thorough cross-linking with epoxide groups, resulting in hardened thermoset polymers with high mechanical strength, thermal resistance, and excellent adhesion properties.
Because Bis-(3-aminopropyl)metdylamine is relatively low in viscosity, it can be easily blended with epoxy resins to form formulations suitable for applications in electronics, marine coatings, automotive repair, and construction materials.
Bis-(3-aminopropyl)metdylamine, also known by its CAS number 105-83-9, is an organic compound characterized by its structure, which features two 3-aminopropyl groups attached to a central methylamine moiety.
Bis-(3-aminopropyl)metdylamine is a colorless to pale yellow liquid at room temperature and is soluble in water and various organic solvents, reflecting its polar nature due to the presence of amino groups.
It exhibits basic properties, making it a potential candidate for applications in the synthesis of polymers, surfactants, and as a curing agent in epoxy resins.
The presence of multiple amine groups allows for the formation of hydrogen bonds, which can influence its reactivity and interaction with other chemical species.
Additionally, Bis-(3-aminopropyl)metdylamine can participate in various chemical reactions, including alkylation and acylation, and is often utilized in the production of specialty chemicals and as a building block in organic synthesis.
Chemical Identity and Structure Bis-(3-aminopropyl)metdylamine is a branched polyamine with the molecular formula C₇H₁₉N₃ (molecular weight: 145.25 g/mol).
Its structure consists of a central methylamine group flanked by two 3-aminopropyl chains, as represented by the SMILES notation: CN(CCCN)CCCN .
Bis-(3-aminopropyl)metdylamine is characterized by three primary amine groups, which confer high nucleophilicity and versatility in chemical reactions.
Bis-(3-aminopropyl)metdylamine can be employed as a probe for determining the molecular weight of other molecules.
This technique, known as the end-group titration method, utilizes the reaction between the amine groups of Bis-(3-aminopropyl)metdylamine and functional groups present on the target molecule.
By measuring the amount of Bis-(3-aminopropyl)metdylamine consumed in the reaction, the molecular weight of the target molecule can be calculated.
Due to its strong amine functionality and metal ion interaction capability, Bis-(3-aminopropyl)metdylamine is also used in the formulation of corrosion inhibitors, especially for ferrous metals in water-based systems, fuel pipelines, boiler systems, or oil drilling operations.
It functions by adsorbing onto the metal surface, creating a protective film that minimizes exposure to oxygen, water, and corrosive ions such as chlorides, thereby significantly slowing down the electrochemical processes responsible for corrosion.
Melting point: -30 to -28 °C
Boiling point: 110–112 °C / 6 mmHg (lit.)
Density: 0.901 g/mL at 25 °C (lit.)
Vapor pressure: 6 mmHg (110 °C)
Refractive index: n20/D = 1.4725 (lit.)
Flash point: 217 °F
Storage temp.: Keep in dark place, inert atmosphere, room temperature
Solubility: Completely miscible in water
pKa: pK1 = 6.32 (+3); pK2 = 9.19 (+2); pK3 = 10.33 (+1) (30 °C)
Form: Liquid
Color: Colorless to almost colorless
Water solubility: 1000 g/L at 20 °C
LogP: –0.94 at 25 °C
Due to its ability to strongly interact with metal surfaces via lone pairs on nitrogen atoms, Bis-(3-aminopropyl)metdylamine can be used alone or in combination with other additives as a film-forming corrosion inhibitor, especially in systems exposed to moisture, acidic gases (like CO₂ or H₂S), or saltwater, such as pipelines, refinery units, or industrial boilers.
Bis-(3-aminopropyl)metdylamine provides a protective amine film that adheres to the metal surface and resists oxidative or electrochemical degradation, and is often found in closed-loop cooling systems, gas transmission lines, and oil extraction fluids, where metal corrosion is a major operational challenge.
Bis-(3-aminopropyl)metdylamine is frequently used as a key nitrogen-containing scaffold in the synthesis of aminopolycarboxylic acid-based chelators, where its three nitrogen atoms and three reactive sites make it ideal for attachment to carboxyl groups through acylation or alkylation reactions.
The resulting compounds are capable of strongly binding multivalent metal ions such as calcium, magnesium, iron, or lead, and are therefore commonly formulated into water softeners, scale inhibitors, metal cleaners, and detoxifying agents for use in industrial water systems, food processing, textiles, and even medical formulations like metal chelation therapy or MRI contrast agents.
Thanks to its low molecular weight, high amine functionality, and moderate basicity, Bis-(3-aminopropyl)metdylamine is highly valued in the formulation of epoxy resin curing systems, where it serves as a polyfunctional amine hardener that helps initiate and propagate ring-opening polymerization of epoxide groups under ambient or elevated temperatures.
The cured networks exhibit excellent adhesion, thermal resistance, chemical stability, and low shrinkage, making them suitable for use in high-performance protective coatings, adhesives, electrical encapsulants, and fiber-reinforced composites used in aerospace, automotive, and construction applications.
Due to its polyamine character, it is also incorporated into the manufacture of functionalized ion-exchange resins or polymeric amine adsorbents, which are used to selectively bind anionic contaminants, acidic species, or heavy metals in water purification, chromatography, and chemical separations.
Bis-(3-aminopropyl)metdylamines dual primary amine groups, along with the tertiary or secondary amine center, make BAPMA an excellent candidate for reactions with diisocyanates or diacid chlorides to form polyurea- or polyamide-based polymers, respectively.
These materials are widely used in sealants, gasketing foams, flexible coatings, and membrane technologies, where the resulting polymers must demonstrate good mechanical properties, chemical resistance, and elasticity under both high and low temperatures.
In some cases, its use helps improve adhesion to metal or composite substrates, enhancing long-term durability in harsh environments.
In advanced materials science and polymer chemistry, Bis-(3-aminopropyl)metdylamine is used as a functional linker or branching agent, especially in the development of hyperbranched polymers, dendrimers, and block copolymers, where its trifunctional nature supports controlled molecular architecture and tunable solubility.
Bis-(3-aminopropyl)metdylamine is often introduced to the backbone of polymers to create amine-rich surfaces or reactive end groups that can later be modified with dyes, drugs, ligands, or surface coatings for use in biosensors, drug delivery, nanocomposites, and smart materials.
Bis-(3-aminopropyl)metdylamine is sometimes used in the synthesis of bioactive molecules, agrochemical intermediates, and pharmaceutical raw materials, especially where multi-functional amine groups are needed to interact with other functional moieties.
Bis-(3-aminopropyl)metdylamine contributes to the development of herbicide adjuvants, growth regulators, or even API precursors, although such uses typically require high purity and further functionalization steps.
In some formulations, particularly in fuel additives or lubricant additives, it is used to enhance detergency, acidity control, and anti-wear properties, either as part of ashless dispersants or multifunctional amine-based inhibitors.
Bis-(3-aminopropyl)metdylamine polar groups enable it to interact with acidic and polar byproducts, helping to maintain cleaner systems and prolong equipment life.
Bis-(3-aminopropyl)metdylamine was used in the synthesis of:• new bischromone derivatives, potential anticancer drugs• polyamine derivatives containing dimeric quinolone, cinnoline and phthalimide moieties• 3-(2,4-dinitroanilino)-3′-amino-N-methyldipropylamine
In polymer chemistry, Bis-(3-aminopropyl)metdylamine is utilized as a building block in the production of polyamides, polyureas, and polyurethane-modified systems, where it reacts with diacids, diisocyanates, or carbonates to form robust polymer networks.
These polymers are used in a wide range of industrial applications, including coatings, elastomers, adhesives, membranes, and engineering plastics, where flexibility, toughness, and chemical resistance are required.
In research laboratories and fine chemical manufacturing, Bis-(3-aminopropyl)metdylaminee is valued for its bifunctional primary amine and tertiary amine structure, which makes it an excellent linking agent, cross-linker, or nucleophile in a variety of synthetic organic transformations.
It can be used to introduce amine-functional linkers into larger molecular structures such as polymers, dendrimers, ligands, and bio-conjugates.
Uses Of Bis-(3-aminopropyl)metdylamine:
Bis-(3-aminopropyl)metdylamine is widely employed as a critical nitrogen-rich intermediate in the manufacture of aminopolycarboxylic acid chelators, such as derivatives of EDTA and DTPA, where it contributes multiple reactive amine sites that can be chemically modified to form ligands capable of tightly binding metal ions like calcium, magnesium, iron, and heavy metals.
These chelating compounds are used extensively in industrial water treatment systems to prevent scale formation, in detergents to soften hard water, and in medical and pharmaceutical formulations to control metal ion bioavailability or detoxify the body from toxic metals.
Bis-(3-aminopropyl)metdylamine was used in the synthesis of: new bischromone derivatives, potential anticancer drugs, polyamine derivatives containing dimeric quinolone, cinnoline and phthalimide moieties.
Bis-(3-aminopropyl)metdylamine functions effectively as a multifunctional curing agent in epoxy resin formulations, due to its possession of both primary and secondary amine groups, which allows it to react efficiently with epoxide rings to form robust, cross-linked polymer networks.
These properties make it especially suitable for high-performance coatings, adhesives, electrical potting compounds, and fiber-reinforced composite materials, where strong chemical resistance, thermal stability, and mechanical durability are required, such as in aerospace, automotive, electronics, and marine industries.
Because it contains multiple reactive amine groups, Bis-(3-aminopropyl)metdylamine is also commonly utilized in reactions with diisocyanates to form polyureas, or with diacid chlorides to synthesize polyamides, resulting in flexible, high-strength polymers used in sealants, elastomers, insulating foams, and membranes.
These materials are appreciated for their resistance to abrasion, moisture, and chemicals, and are often applied in construction, automotive interiors, filtration systems, and protective clothing.
In advanced polymer research and specialty material development, this amine is frequently used as a crosslinking agent or end-functional monomer, contributing to the synthesis of dendrimers, hyperbranched polymers, or functionalized resins, where high levels of amine functionality are required to create uniform, chemically reactive surfaces or backbones.
These modified polymers are then utilized in drug delivery, sensor platforms, catalysis, or as adhesion promoters, especially where tailored surface chemistry or biological compatibility is necessary.
In the oil and gas industry, water treatment systems, and metal processing applications, Bis-(3-aminopropyl)metdylamine is often formulated into corrosion inhibitor packages, where its multiple nitrogen atoms allow it to adsorb onto metal surfaces and form a passivating film that reduces electrochemical corrosion caused by water, oxygen, carbon dioxide, hydrogen sulfide, and chlorides.
Its use is especially prevalent in pipeline protection, boiler water conditioning, and refinery environments, where corrosion could otherwise lead to costly equipment damage and operational downtime.
Due to its structural resemblance to natural polyamines such as spermidine, this compound is sometimes used as a scaffold or intermediate in the synthesis of biologically active molecules, including enzyme inhibitors, antimicrobial agents, pesticide synergists, and growth regulators.
Its multiple amine groups offer sites for derivatization, allowing medicinal and agrochemical chemists to attach pharmacophores or reactive groups that enhance biological activity or improve molecular delivery profiles.
Bis-(3-aminopropyl)metdylamine strong nucleophilicity and basicity make it suitable for modifying the surfaces of nanoparticles, pigments, or silica-based materials, thereby improving their compatibility with organic matrices in nanocomposite materials, adhesives, coatings, and biomedical imaging agents.
By reacting with silanes, acids, or activated esters, the amine groups anchor onto surfaces and allow further conjugation, enabling fine-tuned control over surface charge, dispersion, reactivity, or targeting ability.
Though not directly surfactant-like on its own, Bis-(3-aminopropyl)metdylamine can be converted into cationic surfactants or used as a hydrophilic head group precursor, enabling the development of surface-active agents that stabilize emulsions, aid in cleaning formulations, or improve pesticide delivery.
Bis-(3-aminopropyl)metdylamine presence in emulsifier systems is especially useful where electrostatic interaction with negatively charged substrates or particles is desired, such as in cosmetics, agricultural sprays, and emulsion polymerization processes.
Because it contains multiple amine functionalities, it is often grafted or bound to polymer supports or silica beads to produce anion-exchange resins or affinity chromatography materials, which are used in purifying proteins, removing anionic contaminants from water, or separating biologically relevant molecules in laboratory and industrial separation systems.
These materials benefit from the compound’s high basicity and buffering ability, allowing precise control over retention and elution behavior.
Safety Profile Of Bis-(3-aminopropyl)metdylamine:
Poison by inhalation and skin contact, moderately toxic by ingestion.
A skin and severe eye irritant combustible when exposed to heat or flame.
To fight fire, use foam, fog, dry chemical, when heated to decomposition it emits toxic fumes of NOx.
Bis-(3-aminopropyl)metdylamine is a strongly alkaline organic diamine, and it can cause moderate to severe irritation upon contact with the skin or eyes, primarily due to its high pH and ability to disrupt cell membranes and proteins.
When applied to the skin, even in small amounts, it may cause redness, itching, and chemical burns, especially after prolonged or repeated exposure.
Contact with the eyes can lead to painful inflammation, corneal injury, or even permanent damage if not promptly flushed and treated, making the use of proper personal protective equipment (PPE) like gloves and goggles essential during handling.
Although Bis-(3-aminopropyl)metdylamine is not particularly volatile under ambient conditions, heating it or using it in processes that generate mists or aerosols can result in the inhalation of irritating vapors, which can affect the upper respiratory tract.
Short-term inhalation exposure may lead to coughing, throat irritation, chest tightness, or shortness of breath, while prolonged or repeated exposure in poorly ventilated environments could potentially result in chronic respiratory inflammation or sensitization.
Ingestion of Bis-(3-aminopropyl)metdylamine, whether accidental or intentional, may cause serious irritation or burns to the mouth, throat, esophagus, and stomach, due to its corrosive and basic nature.
Systemic absorption may further lead to symptoms such as nausea, vomiting, abdominal pain, or in severe cases, central nervous system effects.
For this reason, it is classified as harmful if swallowed, and ingestion must be treated as a medical emergency requiring immediate intervention.
