3069-25-8

Basic information

• Product Name: N-Methylaminopropyltrimethoxysilane
• Synonyms: 3-TRIMETHOXYSILYL PROPYLMETHYLAMINE;(3-METHYLAMINOPROPYL)TRIMETHOXYSILANE;1-Propanamine, N-methyl-3-(trimethoxysilyl)-;CM8620;Trimethoxy[3-(methylamino)propyl]silane 97%;dynasylan1110;n-methyl-3-(trimethoxysilyl)-1-propanamin;N-methyl-3-(trimethoxysilyl)-1-Propanamine
• CAS NO: 3069-25-8
• Molecular Formula: C₇H₁₉NO₃Si
• Molecular Weight: 193.32
• EINECS: 221-334-5
• Mol File: 3069-25-8.mol

Chemical Properties

• Boiling Point: 106 °C(lit.)
• Flash Point: 180 °F
• Appearance: /
• Density: 0.975 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.448mmHg at 25°C
• Refractive Index: n20/D 1.421
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 10.75±0.10(Predicted)
• Water Solubility: Hydrolyzes in water.
• Sensitive: Moisture Sensitive
• BRN: 2072720
• CAS DataBase Reference: N-Methylaminopropyltrimethoxysilane(CAS DataBase Reference)
• NIST Chemistry Reference: N-Methylaminopropyltrimethoxysilane(3069-25-8)
• EPA Substance Registry System: N-Methylaminopropyltrimethoxysilane(3069-25-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-26/36
• RIDADR: UN 1993 / PGIII
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 3069-25-8(Hazardous Substances Data)

Usage

Uses

Used in Adhesive Industry:
N-Methylaminopropyltrimethoxysilane is used as an adhesion promoter for enhancing the bonding strength between different materials, such as metals, plastics, and glass. Its ability to form strong covalent bonds with both inorganic and organic surfaces contributes to improved adhesion and durability of the final product.
Used in Surface Modification:
In the field of surface modification, N-Methylaminopropyltrimethoxysilane is used as a coupling agent to improve the interaction between inorganic and organic materials. This can be particularly useful in the creation of composite materials, where the enhanced interaction between the components can lead to improved mechanical, thermal, and chemical properties.
Used in Coatings Industry:
N-Methylaminopropyltrimethoxysilane is also employed in the coatings industry as a component of various formulations. Its ability to bond with both inorganic and organic materials can improve the adhesion, durability, and overall performance of coatings applied to different substrates, such as metal, plastic, or concrete.
Used in Silanization Surface Immobilization:
In the field of silanization, N-Methylaminopropyltrimethoxysilane is used for surface immobilization, allowing for the attachment of various organic molecules, such as proteins, enzymes, or other biomolecules, to inorganic surfaces. This can be particularly useful in the development of biosensors, lab-on-a-chip devices, and other bioanalytical applications where the immobilization of specific molecules on a surface is required.

InChI:InChI=1/C7H19NO3Si/c1-6-7(8-2)12(9-3,10-4)11-5/h7-8H,6H2,1-5H3

Synthetic route

methylamine (74-89-5) + 3-Chloropropyltrimethoxysilan (2530-87-2) → N-methyl-3-trimethoxysilylpropylamine (3069-25-8)

N-methyl-N-allylamine (627-37-2) + trimethoxysilane (2487-90-3) → N-methyl-3-trimethoxysilylpropylamine (3069-25-8) + C7H19NO3Si

Conditions	Yield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex at 80℃; for 20h; Schlenk technique; Inert atmosphere; Overall yield = 93.2 %Spectr.; regioselective reaction;

glutaric anhydride, (108-55-4) + N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → C12H25NO6Si

Conditions	Yield
In tetrahydrofuran at 20℃;	100%

2-Isocyanatoethyl methacrylate (30674-80-7) + N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → 3,3-dimethoxy-7-methyl-8-oxo-2-oxa-7,9-diaza-3-silaundecan-11-yl methacrylate (1560012-77-2)

Conditions	Yield
at 60℃;	100%

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) + hexafluoroglutaric anhydride (376-68-1) → C12H19F6NO6Si

Conditions	Yield
In tetrahydrofuran at 20℃; for 0.5h;	99%

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) + epichlorohydrin (106-89-8) → N-(2',3'-epoxypropyl)-(3-N-methylaminopropyl)-trimethoxysilane

Conditions	Yield
With potassium carbonate In toluene for 16h; Reflux; Inert atmosphere;	96%

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) + hexafluoroglutaric anhydride (376-68-1) + silver(l) oxide (20667-12-3) → (H3CO)3Si(CH2)3N(CH3)C(O)(CF2)3COO(1-)*Ag(1+)=Ag[(H3CO)3Si(CH2)3N(CH3)C(O)(CF2)3COO] (876734-90-6)

Conditions	Yield
In further solvent(s) under Ar, Schlenk setup, glutaric anhydride (1.4 mmol) in MTBE added to soln. of silicon compd. (1.4 mmol), stirred for 10 min, added to Ag2O (1.4 mmol) suspd. in MTBE, stirred for 18 h at room temp. in darkness; evapd. (vac.), elem. anal.;	93%

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) + acetyl chloride (75-36-5) → N-methyl-N-(3-(trimethoxysilyl)propyl)acetamide

Conditions	Yield
Stage #1: N-methyl-3-trimethoxysilylpropylamine With trimethylamine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere; Stage #2: acetyl chloride In dichloromethane for 4.5h;	85%

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) + bis(trifluoromethanesulfonyl)amide (82113-65-3) → C32H80N8O12Si8*8C2HF6NO4S2

Conditions	Yield
In water; dimethyl sulfoxide at 25 - 100℃; for 19h;	84%

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) + 1,3-dibromo-propane (109-64-8) → N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,3-propanediamine

Conditions	Yield
at 130℃; for 3h; Inert atmosphere; Industrial scale;	80%

1,10-dichlorodecane (2162-98-3) + N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,10-decanediamine

Conditions	Yield
at 130℃; for 5h; Inert atmosphere;	78.8%

cyanoacetic acid chloride (16130-58-8) + N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → N-methyl-N-(3-trimethoxysilyl propyl)cyanoacetamide

Conditions	Yield
With pyridine In diethyl ether at 20℃; for 2.5h;	75%
With pyridine In diethyl ether at 20℃; for 2.5h;	75%

1,5-dichloropentane (628-76-2) + N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,5-pentanediamine

Conditions	Yield
at 130℃; for 5h; Inert atmosphere;	74.8%

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) + 1,3-Dichloropropane (142-28-9) → N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,3-propanediamine

Conditions	Yield
at 130℃; for 3h; Inert atmosphere; Industrial scale;	72.8%

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) + 1,4-dichlorobutane (110-56-5) → N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,4-butanediamine

Conditions	Yield
at 130℃; for 5h; Inert atmosphere;	72.6%
at 130℃; for 5h; Inert atmosphere;	72.6%

1,12-diiodododecane (24772-65-4) + N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,12-dodecanediamine

Conditions	Yield
at 130℃; for 5h; Inert atmosphere;	67.5%

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) + 1,3-chlorobromopropane (109-70-6) → N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,3-propanediamine

Conditions	Yield
at 130℃; for 3h; Inert atmosphere;	66.4%
at 130℃; for 3h; Inert atmosphere; Industrial scale;	66.4%

1,3,5,7,9,11,14-heptaisobutyltricyclo[7.3.3.15,11]heptasiloxane-endo-3,7,14-triol (307531-92-6) + N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → N-(3-([heptaisobutyl]octasilsesquioxane)propyl)methanamine (1228187-76-5)

Conditions	Yield
With triethylamine In acetone for 48h; Reflux;	64.7%

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) + 1,6-dichlorohexane (2163-00-0) → N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,6-hexanediamine

Conditions	Yield
at 130℃; for 5h; Concentration; Inert atmosphere;	60.9%

1,8-dibromooctane (4549-32-0) + N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,8-octanediamine

Conditions	Yield
at 130℃; for 5h; Inert atmosphere;	41.7%

1,7-dichloroheptane (821-76-1) + N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → N,N'-bis(trimethoxysilylpropyl)-N,N'-dimethyl-1,7-heptanediamine

Conditions	Yield
at 130℃; for 5h; Inert atmosphere;	40.5%

thirane (420-12-2) + N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → N-Methyl-N-(3-trimethoxy-silylpropyl)-2-amino-ethanthiol (18107-13-6)

Conditions	Yield
In 1,4-dioxane

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → methyl-(3-trifluorosilanyl-propyl)-amine; compound with trifluoroborane

Conditions	Yield
With boron trifluoride diethyl etherate

4-fluorobenzylidenemalononitrile (2826-22-4) + N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → C17H23N3O3Si

Conditions	Yield
In various solvent(s)

1,5-difluoro-2,4-dinitrobenzene (327-92-4) + N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → C13H20FN3O7Si

Conditions	Yield
In various solvent(s) at 50℃; for 0.5h;

1,5-difluoro-2,4-dinitrobenzene (327-92-4) + N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → C20H38N4O10Si2

Conditions	Yield
In various solvent(s) at 130℃; for 2h;

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) + (1E,4E)-1,5-bis(4-fluorophenyl)penta-1,4-dien-3-one (33386-21-9, 53369-00-9) → C24H30FNO4Si

Conditions	Yield
In various solvent(s)

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) → T8-(CH2CH2CH2NHCH3)8 + T10-(CH2CH2CH2NHCH3)10 + T12-(CH2CH2CH2NHCH3)12

Conditions	Yield
With water In propan-1-ol at 60℃;

N-methyl-3-trimethoxysilylpropylamine (3069-25-8) + 1-fluoro-2-nitro-4-[(E)-2-(4-nitrophenyl)vinyl]-benzene (1221231-36-2) → C21H27N3O7Si (1221231-39-5)

Conditions	Yield
With tetraethoxy orthosilicate for 5h; Inert atmosphere; Reflux;

Upstream product

• 74-89-5 methylamine 
• 2530-87-2 3-Chloropropyltrimethoxysilan 
• 627-37-2 N-methyl-N-allylamine 
• 2487-90-3 trimethoxysilane 

Downstream Products

• 1221231-39-5 C₂₁H₂₇N₃O₇Si 
• 1228187-76-5 N-(3-([heptaisobutyl]octasilsesquioxane)propyl)methanamine 

Relevant articles and documents

Study of Karstedt's Catalyst for Hydrosilylation of a Wide Variety of Functionalized Alkenes with Triethoxysilane and Trimethoxysilane

The hydrosilylation is one of the most important methods for the synthesis of organosilicon compounds. Karstedt's catalyst [Ptn(H2C=CHSiMe2OSiMe2CH=CH2)m] is a kind of platinum catalyst which is widely used in the hydrosilylation. In this paper, we studied the catalytic activity of Karstedt's catalyst for the hydrogenation of olefins and especially aminated alkenes with trimethoxysilane and triethoxysilane, and demonstrated the excellent performance in terms of the yield and selectivity.

Cleavage of cyclic organosilanes in the preparation of aminofunctional organoalkoxysilanes

An aminofunctional organoalkoxysilane of formula I R2N—(CH2)y—Si(OR1)3?nR2n ??(I), wherein the R groups bonded to nitrogen are identical or different and each individual R group is hydrogen, an alkyl radical having from 1 to 4 carbon atoms, an aryl radical or an arylalkyl radical, R1 is an alkyl radical having from 1 to 8 carbon atoms or an aryl radical, R2 is an alkyl radical having from 1 to 8 carbon atoms or an aryl radical, y is 2, 3 or 4 and n is 0, 1 or 2, is prepared by a process comprising: reacting a chlorofunctional organoalkoxysilane of formula II Cl—(CH2)y—Si(OR1)3?nR2n ??(II), wherein R1, R2, y and n are as defined above, with ammonia or an organic amine of formula III HNR2 ??(III), wherein the two R groups are identical or different and each is defined as described above; separating organic amine hydrochloride or ammonium chloride by-product which is formed in the reaction; distilling the resulting crude product, thereby preparing an aminofunctional organoalkoxysilane or the product fraction of an aminofunctional organoalkoxysilane; and treating the aminofunctional organoalkoxysilane or the product fraction of an aminofunctional organoalkoxysilane with an alcohol.

Reactive silicone hair setting compositions

Reactive silicone hair setting compositions composed of isopropanol solutions containing at least one aminoalkylalkoxysilane and a titanate ester. Optional ingredients include hair conditioners and tetraalkoxysilanes. The compositions provide high set holding levels at high humidities.

Azido-silane compositions

Azido-containing silane compositions of matter useful as coupling agents in the production of polymer composite articles.

Azido-silane compositions

Azido-containing silane compositions of matter useful as coupling agents in the production of polymer composite articles.