This compound belongs to the class of organic compounds known as alkoxysilanes. These are organosilicon compounds with the general formula RO[Si](OR')(R'')(R''') (R,R' = organyl; R'',R''' = any atom).
External Descriptors
Not available
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Determine the necessary mass, volume, or concentration for preparing a solution.
Dilution Calculator
Determine the dilution needed to prepare a stock solution.
Reconstitution Calculator
Revisões
Avaliações dos Clientes
Application Protocols
No manufacturer-validated protocols are provided for this SKU. Below is general, literature-based guidance for surface silanization; adapt to your substrate and QC requirements.
Glass/silica silanization (typical workflow):
Clean/activate substrate (e.g., oxygen plasma or piranha; handle with extreme caution) and dry at 120 °C.
Prepare 1% v/v silane solution in anhydrous toluene or IPA with controlled water (e.g., 0.05% w/w). Work under inert gas.
Immerse or spin-coat for 30–60 min at room temp.
Rinse with dry solvent; blow dry with nitrogen.
Cure at 100 °C for 30 min to condense silanols and remove methanol.
Optional: Cap residual surface silanols/amine with ethanolamine or acetic anhydride depending on downstream chemistry.
Epoxy adhesion promotion:
Add 0.5–2 wt% to epoxy formulation; apply to pretreated mineral surface; cure per resin datasheet. Evaluate lap shear and water soak resistance.
Storage during processing:
Keep solutions dry and use within the working day to minimize self-condensation.
These are starting points only. Establish your own SOPs and QA metrics (contact angle, XPS, AFM, ellipsometry) for acceptance.
Biological Roles
This compound is a synthetic organosilane coupling agent and does not have intrinsic biological roles or occur naturally.
Relevant to bio-oriented research (literature/general):
Surface biofunctionalization: Amino-terminated silanized oxides can be used to immobilize biomolecules (proteins, peptides, oligonucleotides) via NHS-ester chemistry, glutaraldehyde linkers, or reductive amination with aldehydes. The amine provides a versatile anchor for bioconjugation.
Biosensor interfaces: Creates amine-rich interlayers on silica, glass, and certain metal oxides to improve probe density and orientation in microarrays and electrochemical sensors.
Cell-interactive coatings: After further derivatization (e.g., with RGD peptides or poly(ethylene glycol)), silanized substrates can modulate cell adhesion or resist fouling in research devices. Any biological contact must be validated for cytocompatibility in the specific system.
Notes:
Hydrolysis byproducts include methanol; ensure complete removal and proper curing before any biological testing.
Surface density and homogeneity are sensitive to solvent, water content, and curing conditions; these must be optimized for reproducible bio-interfaces.
No medical or clinical claims are made. For research use only, as stated in the product data.
Buffer Applications
Not a buffering agent. 3-Aminopropyldimethoxymethylsilane is a moisture-sensitive organosilane used for surface functionalization and materials synthesis, not for preparing aqueous buffers.
Practical note: If using this reagent to functionalize surfaces intended for work in buffers (e.g., PBS, HEPES), complete silanization and curing must be performed in anhydrous organic media. After curing, surfaces can be rinsed thoroughly and then introduced into the desired buffer for subsequent bioconjugation.
Green Alternatives
Sustainability considerations for aminosilane surface chemistry focus on solvent choice, hydrolysis byproducts, and processing energy.
Solvent choices (literature):
Greener options: ethanol or isopropanol (low toxicity, renewable feedstock options, good EHS profile). Must be rigorously dried to prevent over-condensation; often used at 0.5–2% v/v silane.
Ethers vs aromatics: 2-MeTHF and CPME can substitute for THF/toluene, offering lower peroxide concerns (CPME) and biorenewable sourcing (2-MeTHF). Both permit anhydrous operation and moderate hydrolysis rates.
Aliphatic hydrocarbons (heptane) provide low toxicity and facilitate solvent recovery.
Byproduct profile: Methoxy silanes release methanol upon hydrolysis; ethoxy analogs release ethanol (lower acute toxicity). If solvent and process allow, 3-aminopropylmethyl diethoxysilane (APMDES) may be considered to avoid methanol generation, acknowledging different reactivity and cure profiles.
Energy and emissions: Lower-temperature curing (e.g., leveraging catalysts or humidity-controlled curing) can reduce energy consumption. Closed-loop solvent recovery and molecular sieves enable reuse.
Tradeoffs:
Methoxy variants hydrolyze faster (shorter process times) but produce methanol; ethoxy variants are slower (better control) with ethanol byproduct.
Alcohol solvents are greener but demand more stringent water control to avoid polymeric films.
Implement process hazard analysis when changing solvents or alkoxy groups; pilot-scale trials are recommended to balance EHS, performance, and throughput.
Pharmaceutical Uses
No direct excipient or pharmacopeial use is specified for this item; refer to CoA/Spec Sheet.
General context (non-clinical, literature):
Organosilanes such as 3-aminopropyl-functional silanes are used in research and industrial settings as adhesion promoters and surface primers, including for glass, silica, and metal oxides. Such treatments can be part of device manufacturing workflows, coatings, and analytical surfaces.
In preclinical research, amine-terminated silanized surfaces are common platforms for immobilizing ligands or biomolecules for screening and analytics.
Compliance note: Any use in drug product manufacturing would require qualification, extractables/leachables studies, and regulatory acceptance; this listing is for research use only and does not imply suitability as an excipient or active.
Density: ca. 0.95–1.01 g/mL at 25 °C (literature ranges for similar aminosilanes; consult CoA for this item).
Boiling point: often reported in the ~180–210 °C range at ambient pressure for related dimethoxysilanes; may distill under reduced pressure to limit hydrolysis (literature guidance).
Refractive index (nD20): typically ~1.41–1.43 for comparable aminosilanes (literature).
Solubility: miscible with many aprotic organic solvents (toluene, THF, hexanes, alcohols); reacts/hydrolyzes in water (literature).
pKa: primary amine pKaH typically ~10–11 in water; practical protonation state depends on medium (literature).
Vapor pressure: low–moderate; handle in fume hood (literature).
Important: The above values are provided as general, literature-based guidance to aid method planning. They are not item-specific specifications. Always verify with the CoA for this SKU before use in validated procedures.
Quality and Grades
Grade/Purity (item-specific): Not specified for this item; refer to CoA/Spec Sheet.
Interpretation and guidance (general):
Organosilanes used for surface functionalization and polymer crosslinking are often supplied as neat liquids with assay typically reported by GC or NMR. Low hydrolysis byproducts, low residual solvents, and controlled color are common acceptance criteria.
If an inhibitor/stabilizer is used (e.g., trace acetic acid in some silanes or neutralizers), it will be declared on the CoA. For aminosilanes like 3-aminopropyldimethoxymethylsilane, products are commonly shipped inhibitor-free but under dry inert gas to minimize hydrolysis.
For surface chemistry and analytical applications (e.g., LC stationary phase modification, biosensor preparation), customers often require tight control over water content, free amine assay, and silanol content. These are specification-dependent and must be confirmed on the lot-specific CoA for this SKU.
UV cutoffs, metal content, and peroxide levels are generally not defining metrics for this class. Unless explicitly listed on the CoA, treat such figures as Not specified for this item.
Recommendation: For critical applications (e.g., monolayer formation, sol–gel feedstock), request the latest CoA and, if needed, a methods package describing assay, residuals, and Karl Fischer data for the specific lot you will use.
Reaction and Applications
Aminosilanes with two methoxy groups are versatile coupling agents and crosslinkers. Typical applications (literature/general):
Surface functionalization of oxides: Chemisorption onto silica, glass, alumina, and metal oxides forming –Si–O–M linkages after hydrolysis/condensation. The terminal primary amine provides a handle for further conjugation (e.g., to epoxides, NHS esters, isocyanates, aldehydes via imines/reductive amination).
Sol–gel and hybrid materials: Acts as an amine-bearing silane precursor to incorporate organic functionality into siloxane networks. Dimethoxy substitution offers balanced reactivity compared to tri-alkoxy analogs, often reducing uncontrolled polycondensation.
Adhesion promotion: Improves bonding of organic polymers (epoxy, PU, acrylics) to mineral substrates. The amine participates in curing (e.g., with epoxides) while the silane anchors to the surface.
Polymer modification: Grafting to polyolefins or silicone rubbers to introduce amine functionality; subsequent quaternization or urea/urethane formation expands property tuning.
Micro/nano-fabrication: Formation of amine-terminated self-assembled monolayers on silica-based MEMS, with post-functionalization options for sensor/biosensor assembly.
Practical notes:
Control water content to favor monolayers vs polymerized films; 0.5–2 vol% silane in dry toluene or IPA is common for dip-coating (literature).
Cure conditions (e.g., 80–120 °C for 10–60 min, dry air/inert) promote condensation and robust attachment.
Residual methanol (from hydrolysis) should be removed during curing to prevent voids and ensure adhesion.
For biological conjugation on silanized surfaces, passivate unreacted sites (e.g., with ethanolamine) to reduce nonspecific binding.
Reaction Conditions
General, literature-based guidance for common uses (not product specifications):
Silanization of silica/glass:
Solvent: anhydrous toluene, heptane, or dry IPA/EtOH.
Concentration: 0.5–2% v/v silane.
Water control: 0.02–0.1% w/w water in solvent to promote controlled hydrolysis; alternatively, pre-hydrolyze silane with stoichiometric water and acid trace, then dilute.
Temperature/time: 20–25 °C for 30–120 min (solution deposition) followed by cure at 80–120 °C for 10–60 min to drive condensation and remove methanol.
Rinsing: After deposition, rinse with dry solvent to remove physisorbed material; post-cure improves stability.
Coupling to polymers/coatings:
Blend 0.5–3 wt% into resin; apply and cure per resin chemistry. Amines catalyze epoxy ring-opening; adjust stoichiometry to avoid over-curing.
Sol–gel incorporation:
Co-condense with TEOS/MTES under acid or base catalysis. Dimethoxy silane reacts faster than ethoxy analogs; lower catalyst or temperature may be used to maintain control.
Expected outcomes: Monolayer coverages on silica typically 2–5 μmol/m2 (literature), depending on surface pretreatment and solvent system. Film thickness often ~0.5–1.0 nm for monolayers.
Always validate on small scale. Optimize substrate cleaning (e.g., piranha/plasma), solvent dryness (KF), and curing protocol to achieve reproducible films.
Safety and Handling
Item-specific safety data provided: none beyond storage/shipping. Always consult the SDS for authoritative information.
General GHS and handling considerations for primary aminosilanes bearing methoxy groups (literature/general):
Hazards: Corrosive/irritant to skin, eyes, and respiratory tract; methoxy groups hydrolyze to release methanol (toxic, flammable). Amines are basic and can cause chemical burns.
Flammability: Organic silanes are typically combustible; methanol formed upon hydrolysis increases flammability risk. Keep away from ignition sources.
Moisture sensitivity: Hydrolyzes with ambient moisture to silanols and methanol, potentially forming gels/solids. Work under dry, inert atmosphere.
PPE: Chemical-resistant gloves (e.g., nitrile), lab coat, splash goggles/face shield. Use in a certified fume hood. Consider butyl or laminated gloves for extended contact.
Incompatibilities: Avoid water, alcohols in presence of moisture, strong oxidizers, strong acids/bases (uncontrolled hydrolysis/condensation), and isocyanates/acid chlorides unless intended.
First aid (general):
Skin/eye contact: Immediate decontamination with copious water for ≥15 minutes; remove contaminated clothing; seek medical attention.
Inhalation: Move to fresh air; monitor for respiratory irritation; seek medical advice.
Ingestion: Rinse mouth; do not induce vomiting; get medical attention.
Spill response: Contain with inert absorbent, keep dry, transfer to compatible container; ventilate. Prevent water contact.
Definitive classification (signal word, H/P statements, pictograms) is Not specified for this item; refer to CoA/SDS.
Solvent Selection
This reagent is a moisture-sensitive aminosilane; solvent choice governs hydrolysis/condensation rate and surface grafting quality.
Polarity/miscibility (literature): Miscible with many organic solvents, including toluene, heptane/hexanes, ether/THF, acetone, and alcohols. Avoid water; alcohols can participate in transesterification/hydrolysis under humid conditions.
Preferred media for silanization of inorganic oxides: anhydrous toluene, heptane, or dry IPA/EtOH under strictly controlled water content (≤0.02–0.1% w/w, literature) to tune monolayer vs polymeric deposition.
For polymer modification and crosslinking: nonpolar solvents (xylene, toluene) or bulk blending into silicone/olefin matrices; remove moisture to prevent premature gelation.
Dielectric considerations: Using lower dielectric, aprotic solvents (heptane/toluene) slows hydrolysis, favoring controlled grafting; polar protic solvents accelerate hydrolysis/condensation and can increase multilayer formation.
Comparison (literature):
Toluene/heptane: slower hydrolysis, cleaner monolayers; higher curing temps often used.
Moisture protection: Store tightly sealed in original container under inert gas (argon or nitrogen). Minimize headspace and consider adding dry molecular sieves (appropriately contained) to storage cabinets, not to the reagent bottle unless validated.
Light/temperature: Ambient storage is typically acceptable; avoid heat sources and large temperature swings. Do not refrigerate in humid environments to prevent condensation ingress upon warming.
Handling: Use dry syringes or transfer under inert atmosphere (glovebox or Schlenk). Wipe septa clean and reseal promptly. Purge bottle with inert gas after each use.
Stability: Hydrolysis and self-condensation lead to viscosity increase and potential gelation. Discard if cloudiness, precipitate, or significant viscosity change is observed.
Reconstitution: Supplied neat; no reconstitution required. To prepare working solutions, use rigorously dried solvents and freshly prepare on the day of use.
Note: Appearance, assay, water content, and any stabilizers are Not specified for this item; refer to the lot-specific CoA/Spec Sheet and SDS for definitive guidance. For research use only, per product data.
Structure and Identity
Research-grade organosilane bearing a primary amine and two hydrolyzable methoxy groups for surface coupling and hybrid materials synthesis.
Item-specific identifiers (from Product Data):
SKU: A151452
Product Name: 3-Aminopropyldimethoxymethylsilane
CAS: 3663-44-3
CID: 77233 (PubChem)
InChIKey: 469429 (as provided; appears incomplete — refer to CoA/SDS for the full identifier)
SMILES: Not specified for this item; refer to CoA/Spec Sheet.
Structure (literature/general):
Common description: H2N–(CH2)3–Si(CH3)(OCH3)2 (primary amine linked via propyl to a methyl-dimethoxysilane).
2D structural features: a three-carbon spacer terminating in –NH2 attached to silicon; silicon tetra-coordinate with one methyl and two methoxy ligands. Upon hydrolysis, –Si(OMe)2– units convert to silanols, enabling siloxane network formation and surface grafting.
Notes: Exact structural identifiers (canonical SMILES, full InChI, InChIKey) may vary by source. For regulatory/analytical purposes, consult the item’s CoA/SDS.
Synthetic Utility
Functional motif: primary amine tethered to a methyl-dimethoxysilane. This dual functionality enables both organic reactions at the amine and inorganic condensation at silicon.
Amine chemistry (literature):
Nucleophilic additions to epoxides and activated esters; formation of amides/ureas/urethanes with acyl chlorides, isocyanates, and carbonates.
Schiff base formation with aldehydes/ketones; subsequent reductive amination to immobilize carbonyl-bearing ligands on silanized surfaces.
Quaternization to yield ammonium-functional materials.
Silane chemistry (literature):
Controlled hydrolysis of –Si(OMe)2– to silanols and condensation to siloxanes for surface grafting or network formation.
Compared to tri-alkoxysilanes (e.g., APTES), dimethoxy analogs can reduce crosslinking density and mitigate excessive polymerization in some monolayer applications, improving film uniformity.
Coupling/adhesion: Acts as a bridging molecule between inorganic substrates and organic matrices (epoxy, PU). The amine participates in curing while the silane anchors to –OH-rich surfaces.
Retrosynthetic use: As a building block for amine-terminated siloxanes and for preparing tethered catalysts/ligands on silica supports.
Tips:
Control pH (slightly acidic to neutral) and water content during hydrolysis to favor desired condensation pathways.
Purge systems of CO2/H2O; amines absorb CO2 forming carbamates which can affect surface chemistry.
Target Specificity
Not applicable. This product is a small-molecule organosilane, not a biological targeting reagent or antibody. It does not have an antigen, epitope, clone, or species reactivity. For surface functionalization selectivity, see Reaction & Applications and Synthetic Utility.
Perguntas frequentes
How is this product shipped?
This product ships under standard ambient conditions. No temperature-controlled packaging is required.
What is the purity of this product, and how is it determined?
This product is supplied at ≥97% purity, determined by gas chromatography (GC). Lot-specific values are stated on the Certificate of Analysis.
How should this product be stored?
Store at room temperature under argon. It is supplied under an argon blanket; reseal under inert gas after each use.
What are the CAS number, molecular formula and molecular weight?
The CAS Number is 3663-44-3, the molecular formula is C6H17NO2Si, and the molecular weight is 163.29 g/mol. InChIKey ZYAASQNKCWTPKI-UHFFFAOYSA-N.
What documentation is provided?
Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.
Usamos cookies para garantir o funcionamento adequado do site e, quando permitido, para melhorar a sua experiência. Você pode gerenciar suas preferências a qualquer momento nas Configurações. Saiba mais em nossa Política de Cookies.
Deseja que lhe enviemos uma mensagem quando tivermos descontos disponíveis?
Lembrar-me mais tarde
Obrigado! Por favor, verifique a sua caixa de entrada de e-mail para confirmar.
Products are supplied to verified businesses, institutions, and qualified professionals for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
L2201417