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3-Aminopropyltriethoxysilane(CAS No. 919-30-2)

3-Aminopropyltriethoxysilane C9H23NO3Si (cas 919-30-2) Molecular Structure

919-30-2 Structure

Identification and Related Records

【Name】
3-Aminopropyltriethoxysilane
【CAS Registry number】
919-30-2
【Synonyms】
AMEO
(3-Aminopropyl)triethoxysilane
DYNASYLAN 1211
DYNASYLAN AMEO
3-Aminopropylmethyldimethoxysilane
3-Triethoxysilylpropylamine
Silane Coupling Agent KH-550
Silane Coupling Agent A-1100
γ-Aminopropyltriethoxysilane
Coupling Agent-550
BHCOUP-550
【EINECS(EC#)】
213-048-4
【Molecular Formula】
C9H23NO3Si (Products with the same molecular formula)
【Molecular Weight】
221.37
【Inchi】
InChI=1/C9H23NO3Si/c1-4-11-14(12-5-2,13-6-3)9-7-8-10/h4-10H2,1-3H3
【InChIKey】
WYTZZXDRDKSJID-UHFFFAOYSA-N
【Canonical SMILES】
CCO[Si](CCCN)(OCC)OCC
【MOL File】
919-30-2.mol

Chemical and Physical Properties

【Appearance】
Colourless Liquid
【Density】
0.942
【Melting Point】
-70℃
【Boiling Point】
217℃
【Refractive Index】
1.42-1.422
【Flash Point】
96℃
【Water】
REACTS
【Color/Form】
Colourless Liquid
【Stability】
Stable. Incompatible with acids, strong oxidizing agents. May decompose on exposure to moisture.
【HS Code】
29310095
【Storage temp】
Store at RT.
【Spectral properties】
Index of refraction = 1.4225 at 20 deg C
MASS: 69542 (NIST/EPA/MSDC Mass Spectral Database 1990 version)
【Computed Properties】
Molecular Weight:221.36932 [g/mol]
Molecular Formula:C9H23NO3Si
H-Bond Donor:1
H-Bond Acceptor:4
Rotatable Bond Count:9
Exact Mass:221.14472
MonoIsotopic Mass:221.14472
Topological Polar Surface Area:53.7
Heavy Atom Count:14
Formal Charge:0
Complexity:118
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Donor Count:1
Feature 3D Cation Count:1
Effective Rotor Count:9
Conformer Sampling RMSD:0.8
CID Conformer Count:98

Safety and Handling

【Hazard Codes】
C:Corrosive
【Risk Statements】
R22;R34
【Safety Statements 】
S26;S36/37/39;S45
【HazardClass】
8
【Safety】
Safty information about 3-(Triethoxysilyl)propylamine (CAS NO.919-30-2)
Poison by intraperitoneal route. Moderately toxic by ingestion and skin contact. A skin and eye irritant. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes:CorrosiveC
Risk Statements: 22-34
R22:Harmful if swallowed.
R34:Causes burns.
Safety Statements: 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2735 8/PG 2
WGK Germany: 1
RTECS: TX2100000
F: 10-34
TSCA: Yes
HazardClass: 8
PackingGroup: III
HS Code: 29310095
【PackingGroup 】
III
【Sensitive】
Moisture Sensitive.
【Skin, Eye, and Respiratory Irritations】
APTES is severely irritating to the skin and eyes. [Organization for Economic Cooperation and Development; Screening Information Data Set for 3-Aminopropyltriethoxysilane
A skin and eye irritant.
【Cleanup Methods】
Methods for cleaning up Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed containers for disposal. Personal precautions: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas.
Environmental precautions: Do not let product enter drains.
SRP: Wastewater from contaminant suppression, cleaning of protective clothing equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.
【Transport】
UN 2735
【Fire Fighting Procedures】
Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special protective equipment for fire-fighters: Wear self contained breathing apparatus for fire fighting if necessary.
【Reactivities and Incompatibilities】
Materials to avoid: Strong oxidizing agents, acids.
【Other Preventative Measures】
In production, this material is mostly handled in closed systems. Necessary engineering controls during production include proper ventilation, containment, safety equipment and actual hardware designed to minimize exposure through splashing, or exposure to the air. Transfer of this material is in closed pipes rather than in open systems to minimize loss of this material (hydrolysis) although some customers do transfer the material in open systems. [Organization for Economic Cooperation and Development; Screening Information Data Set for 3-Aminopropyltriethoxysilane
In case of skin contact: Take off contaminated clothing and shoes immediately. Wash off with soap and plenty of water. Consult a physician.
In case of eye contact: Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
Hygiene measures: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.
SRP: Contaminated protective clothing should be segregated in a manner that results in no direct personal contact by personnel who handle, dispose of, or clean the clothing. Quality assurance procedures to confirm the efficacy of the cleaning procedures should be implemented prior to the decontaminated protective clothing being returned for reuse by the workers. Contaminated clothing (including shoes/socks) should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
【Protective Equipment and Clothing】
Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multipurpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Hand protection: The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Handle with gloves.
Eye protection: Safety glasses
Skin and body protection: Choose body protection according to the amount and concentration of the dangerous substance at the work place.
【Specification】
3-(Triethoxysilyl)propylamine , its cas register number is 919-30-2. It also can be called gamma-Aminopropyltriethoxysilane ; (3-Aminopropyl)triethoxysilane ; (gamma-Aminopropyl)triethoxysilane ; 1-Propanamine, 3-(triethoxysilyl)- ; 3-(Triethoxysilyl)-1-propanamine ; 3-Aminopropyltriethoxysilane ; 4-04-00-04273 (Beilstein Handbook Reference) ; A 1100 ; A 1112 ; AGM-9 ; APTES ; BRN 1754988 ; HSDB 5767 ; NSC 95428 ; Nuca 1100 ; Propylamine, 3-(triethoxysilyl)- ; Silane 1100 ; Silane amg-9 ; Silane, (3-aminopropyl)triethoxy- ; Silane, gamma-aminopropyltriethoxy- ; Silicone A-1100 ; Triethoxy(3-aminopropyl)silane ; Uc-A 1100 . It is a?colorless transparent liquid.
【Disposal Methods】

Dissolve or mix the material with a conbustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. Observe all federal, state, and local environmental regulations. Contact a licensed professional waste disposal service to dispose of this material.
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing
In the acrylonitrile process, cyanoethylsilane is thoxylated and then hydrogenated over Raney nickel at high hydrogen pressure.
The ammonia substitution process starts from chloropropyltriethoxysilane, and requires a large excess and high pressure of NH3. With a 75-fold molar quantity of NH3 with respect to the chloro component, selectivities for the primary amine of up to 8% have been reported. The correspondingly low space-time yields can only be improved if increased proportions of di- and even trisubstituted downstream products of the initially formed aminopropylsilane are acceptable.
Catalyzed hydrogenation of the corresponding nitrile (2-cyanoethyltriethoxysilane) to produce the primary amino-functional silane as follows: (EtO)3-Si-CH2CH2-CN + 2H2 + [catalyst]--> (EtO)3-SiCH2CH2CH2-NH2. Vacuum distillation provides the highest quality version.

U.S. Production
1-Propanamine, 3-(triethoxysilyl)- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).
Production volumes for non-confidential chemicals reported under the Inventory Update Rule. Year Production Range (pounds) 1986 >1 million - 10 million 1990 >1 million - 10 million 1994 >1 million - 10 million 1998 >1 million - 10 million 2002 >1 million - 10 million
Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 1-Propanamine, 3-(triethoxysilyl)-. Aggreated National Production Volume: 1 to
【Usage】
Coupling agent.

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
TERRESTRIAL FATE: Adsorption to soil will not be an important environmental fate process(SRC) due to (3-aminopropyl)triethoxysilane's rapid hydrolysis; its half-life is 0.15 hours at pH 9 and 24.7 deg C(1). (3-Aminopropyl)triethoxysilane is not expected to volatilize from dry soil based on its vapor pressure of 0.015 mm Hg at 20 deg C(2). The observed biodegradation of (3-aminopropyl)triethoxysilane, a 67% loss in 28 days indicated by a DOC die-away test using domestic sewage innoculum, is of the hydrolysis products (ethanol and trisilanols)(1); therefore, biodegradation is not an important environmental fate process in soil(SRC).
AQUATIC FATE: Hydrolysis of (3-aminopropyl)triethoxysilane occurs rapidly via cleavage of the ethoxy groups in the presence of water; at pH 9.0, hydrolysis occurred most rapidly, with a half lives at 10, 24.7, and 37 deg C of 0.78, 0.15, and 0.043 hours, respectively(1). Due to (3-aminopropyl)triethoxysilane's rapid hydrolysis, adsorption to suspended solids and sediment, and bioconcentration in aquatic organisms will not be important environmental fate processes(SRC). (3-Aminopropyl)triethoxysilane is not readily biodegradable as indicated by a DOC die-away test using domestic sewage innoculum; the observed degradation was attributed primarily to hydrolysis and further degradation of resulting products (ethanol and trisilanols)(1). Therefore, biodegradation is not an important environmental fate process in water(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), (3-aminopropyl)triethoxysilane, which has a vapor pressure of 0.015 mm Hg at 20 deg C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase (3-aminopropyl)triethoxysilane is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 7.2 hours(SRC), calculated from its rate constant of 5.3X10-11 cu cm/molecule-sec at 25 deg C(SRC) that was derived using a structure estimation method(3). However, because of the rapid hydrolysis of this material with moisture in the atmosphere, photolysis in the atmosphere is not predicted to be a significant mode of removal, and should be considered secondary to hydrolysis(4). Hydrolysis occurs rapidly via cleavage of the ethoxy groups in the presence of water; at pH 9.0, hydrolysis of (3-aminopropyl)triethoxysilane occurred most rapidly, with a half lives at 10, 24.7, and 37 deg C of 0.78, 0.15, and 0.043 hours, respectively(4). (3-Aminopropyl)triethoxysilane does not contain chromophores that absorb at wavelengths >290 nm(5) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

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