2031-67-6

Basic information

• Product Name: Methyltriethoxysilane
• Synonyms: Monomethyltriethoxysilane;Silquest A;Methyltriethoxysilane, 98+% 250ML;Methyltriethoxysilane, 98+% 25ML;HD-120;Triethoxymethylsilane technical grade, 90%;Methyltriethoxysilane, Triethoxy methyl silane;MTES
• CAS NO: 2031-67-6
• Molecular Formula: C₇H₁₈O₃Si
• Molecular Weight: 178.3
• EINECS: 217-983-9
• Product Categories: organosilicon compounds;silane;Silicone series;Functional Materials;Si (Classes of Silicon Compounds);Silane Coupling Agents;Silane Coupling Agents (Intermediates);Si-O Compounds;Trialkoxysilanes;Alkoxy Silanes;Crosslinkers;Crosslinking Agents;Silane series
• Mol File: 2031-67-6.mol
• Article Data: 31

Chemical Properties

• Melting Point: <-40°C
• Boiling Point: 141-143 °C(lit.)
• Flash Point: 75 °F
• Appearance: colorless/liquid
• Density: 0.895 g/mL at 25 °C(lit.)
• Vapor Density: >1 (vs air)
• Vapor Pressure: 11 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.383(lit.)
• Storage Temp.: Flammables area
• Water Solubility: INSOLUBLE
• Sensitive: Moisture Sensitive
• Stability: Stability Moisture-sensitive. Flammable - note low flash point. Incompatible with acids, oxidizing agents, moisture, water.
• BRN: 1742453
• CAS DataBase Reference: Methyltriethoxysilane(CAS DataBase Reference)
• NIST Chemistry Reference: Methyltriethoxysilane(2031-67-6)
• EPA Substance Registry System: Methyltriethoxysilane(2031-67-6)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• RTECS: VV4640000
• F: 10-21
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 2031-67-6(Hazardous Substances Data)

Usage

Description

Methyltriethoxysilane is an alkylalkoxysilane. It is a clear, colorless liquid with an odor characteristic of alcohols. It hydrolyzes slowly in the presence of moisture to form reactive silanols. These react further to produce oligosiloxanes and then polysiloxanes. As a Filler Modifier, Methyltrimethoxysilane is used mainly to render a wide range of surfaces and materials water repellent (e.g. mineral fillers, pigments, glass, cardboard). It may be used pure or in solution to treat fillers, using suitable mixing equipment. It may be necessary to first pre-treat the substrate with water and/or a catalyst. It is also used in the production of silicone resins and condensation-curing silicone rubber, used as an important component in sol-gel systems. As one of the most common Alkoxy Crosslinkers, Methyltrimethoxysilane has high reactivity that precedes by nucleophilic substitution usually in the presence of acid or base catalysts.

Chemical Properties

Colorless clear liquid

Uses

Methyltriethoxysilane is used in production of silicone polymers or silicone resin. It is used in non-metal surface treatment, non-aqueous polymer preparation, manufacture of semi-conductors, coatings and sealants. It finds application as cross linking agent and an adhesion promoter.

Flammability and Explosibility

Flammable

InChI:InChI=1/C7H18O3Si/c1-5-8-11(4,9-6-2)10-7-3/h5-7H2,1-4H3

Synthetic route

Methyltrichlorosilane (75-79-6) + sodium ethanolate (141-52-6) → Methyltriethoxysilan (2031-67-6)

Conditions	Yield
In ethanol for 3h;	99%

Methyltrichlorosilane (75-79-6) + ethanol (64-17-5) → Methyltriethoxysilan (2031-67-6)

Conditions	Yield
With polyaniline at 50 - 55℃; for 5h;	98.3%

diethoxymethylane (2031-62-1) → methylsilane (992-94-9) + Methyltriethoxysilan (2031-67-6)

Conditions	Yield
dimethyltitanocene at 50℃; for 0.5h;	A 87% B 96%
dimethyltitanocene at 50℃; for 0.5h; various silanes, other amount if dimethyltitanocene, with solvent, other time and temp.;	A 87% B 96%
With sodium t-butanolate In toluene at 20℃; Inert atmosphere;
With sodium t-butanolate In tetrahydrofuran-d8 at 20℃; for 0.166667h; Sealed tube; Inert atmosphere;

tris(ethylthio)methylsilane (71520-43-9) + orthoformic acid triethyl ester (122-51-0) → tris(ethylsulfanyl)methane (6267-24-9) + Methyltriethoxysilan (2031-67-6)

Conditions	Yield
With zinc(II) chloride In toluene at 0℃; for 5h;	A 90% B 88%

Methyltrichlorosilane (75-79-6) + tetraethoxy orthosilicate (78-10-4) → ethoxy(methyl)dichlorosilane (1825-75-8) + chloro(diethoxy)(methyl)silane (18157-20-5) + Methyltriethoxysilan (2031-67-6)

Conditions	Yield
at 20 - 22℃; for 150h;	A 12% B 80% C 6.5%

penta-Si-ethoxy-Si-methyl-Si,Si'-methanediyl-bis-silane (18055-95-3) → Methyltriethoxysilan (2031-67-6)

Conditions	Yield
With potassium hydroxide In ethanol Heating;	70%

diethoxymethylane (2031-62-1) + methylvinyldiethoxysilane (5507-44-8) → Methyltriethoxysilan (2031-67-6) + 1,2-bis(diethoxymethylsilyl)ethane (18043-74-8)

Conditions	Yield
[RuCl(NCCH3)5][RuCl4(NCCH3)2] at 100℃; for 2h;	A 12 % Chromat. B 55%

tetraethoxy orthosilicate (78-10-4) + [MnMe(μ-Me)(1,3-bis(2,4,6-trimethylphenyl)imidazole-2-ylidene)]2 → Methyltriethoxysilan (2031-67-6)

Conditions	Yield
In benzene at 100℃; for 30h; Inert atmosphere;	47%

tetraethoxy orthosilicate (78-10-4) + [MnMe(μ-Me)(1,3-diisopropyl-4,5-dimethylimidazole-2-ylidene)]2 → Methyltriethoxysilan (2031-67-6)

Conditions	Yield
In benzene at 80℃; for 60h; Inert atmosphere; Schlenk technique;	43%

tris(ethylthio)methylsilane (71520-43-9) + 2-Ethoxy-5,5-dimethyl-1,3-dioxane (5783-79-9) → tris(ethylsulfanyl)methane (6267-24-9) + Methyltriethoxysilan (2031-67-6) + 2-ethoxy-2,5,5-trimethyl-1,2-dioxa-2-silacyclohexane

Conditions	Yield
With hydrogenchloride In toluene at 40℃; for 8h;	A 41% B 20% C 40%

tetraethoxy orthosilicate (78-10-4) + [MnMe(μ-Me)(1,3-bis(2,6-diisopropylphenyl)imidazole-2-ylidene)]2 → Methyltriethoxysilan (2031-67-6)

Conditions	Yield
In benzene at 100℃; for 12h; Inert atmosphere;	21%

Dichloromethylsilane (75-54-7) + orthoformic acid triethyl ester (122-51-0) → Methyltriethoxysilan (2031-67-6)

Conditions	Yield
With AlCl3 CH3SiHCl2 and HC(OC2H5)3 in presence of AlCl3;;	16%

Methyltrichlorosilane (75-79-6) + ethanol (64-17-5) → chloro(diethoxy)(methyl)silane (18157-20-5) + Methyltriethoxysilan (2031-67-6)

Conditions	Yield
at 0 - 20℃;	A n/a B 0.33%

tetraethoxy orthosilicate (78-10-4) + methylene chloride (74-87-3) → diethoxy dimethylsilane (78-62-6) + Methyltriethoxysilan (2031-67-6)

Conditions	Yield
With magnesium
With magnesium

tetraethoxy orthosilicate (78-10-4) + methylene chloride (74-87-3) → Methyltriethoxysilan (2031-67-6)

Conditions	Yield
With amalgamated copper; sodium

tetraethoxy orthosilicate (78-10-4) + dimethyl zinc(II) (544-97-8) → Methyltriethoxysilan (2031-67-6)

Conditions	Yield
auf 120grad,160grad,200grad,250grad,290grad,295grad und 300grad erhitzt, indem jedesmal nach mehrstuendigem Erhitzen dei gebildeten Gase abgelassen werden;
With Na In neat (no solvent) Si(OC2H5)4 and Zn(CH3)2 with Na at 300°C;;

tetraethoxy orthosilicate (78-10-4) + methylmagnesium bromide (75-16-1) → Methyltriethoxysilan (2031-67-6)

Methyltrichlorosilane (75-79-6) + tetraethoxy orthosilicate (78-10-4) → ethoxy(methyl)dichlorosilane (1825-75-8) + trichloroethoxysilane (1825-82-7) + chloro(diethoxy)(methyl)silane (18157-20-5) + dichlorodiethoxysilane (4667-38-3) + Methyltriethoxysilan (2031-67-6) + chlorotriethoxysilane (4667-99-6)

Conditions	Yield
N,N-dimethyl-formamide at 90℃; for 5.5h; Product distribution; Thermodynamic data; Equilibrium constant; ΔG0, ΔH0;

Methyltrichlorosilane (75-79-6) + ethanol (64-17-5) → ethoxy(methyl)dichlorosilane (1825-75-8) + chloro(diethoxy)(methyl)silane (18157-20-5) + Methyltriethoxysilan (2031-67-6)

Conditions	Yield
at 19.9℃; Product distribution; Rate constant;
at 24.9℃; Thermodynamic data; Equilibrium constant; ΔH0, ΔS0, ΔG0;

chloromethyltriethoxysilane (15267-95-5) → Methyltriethoxysilan (2031-67-6)

Conditions	Yield
With ethanol; magnesium 1.) THF, 0 to 20 deg C; Yield given. Multistep reaction;

ethyl bromide (74-96-4) + tetraethoxy orthosilicate (78-10-4) + chlorobenzene (108-90-7) → Methyltriethoxysilan (2031-67-6) + diethoxy-methyl-phenyl-silane (775-56-4)

Conditions	Yield
With methyl bottoms Product distribution; various compositions of methyl bottoms, various supply rates;

tetraethoxy orthosilicate (78-10-4) + methylene chloride (74-87-3) + magnesium → diethoxy dimethylsilane (78-62-6) + Methyltriethoxysilan (2031-67-6)

tetraethoxy orthosilicate (78-10-4) + dimethyl zinc(II) (544-97-8) → Methyltriethoxysilan (2031-67-6) + methyl zinc ethylate

ethanol (64-17-5) + chloro(diethoxy)(methyl)silane (18157-20-5) → Methyltriethoxysilan (2031-67-6)

Conditions	Yield
at 20℃; Kinetics; Equilibrium constant;

tetraethoxy orthosilicate (78-10-4) → Methyltriethoxysilan (2031-67-6)

Conditions	Yield
With methylene chloride In neat (no solvent) introduction of CH3Cl into Si(OC2H5)4 at 120°C in presence of Na and small amt. of Cu-amalgam;;
In not given Si(OC2H5)4 and methyl magnesium halides;;
With CH3MgI In not given Si(OC2H5)4 and CH3MgI at 150°C;;

tetraethoxy orthosilicate (78-10-4) → ethyl trimethylsilyl ether (1825-62-3) + diethoxy dimethylsilane (78-62-6) + Methyltriethoxysilan (2031-67-6)

Conditions	Yield
With methylene chloride; magnesium In neat (no solvent)
With methylene chloride; magnesium In neat (no solvent)
With CH3Cl; Mg In neat (no solvent)

Methyltrichlorosilane (75-79-6) → Methyltriethoxysilan (2031-67-6)

Conditions	Yield
With C2H5OH; C6H5N(CH3)2 or C5H5N
With ethanol

diethoxymethylane (2031-62-1) + 3-chloroprop-1-ene (107-05-1) → chloropropyl(ethoxy)(methyl)silyl chloride (688004-16-2) + chloro(diethoxy)(methyl)silane (18157-20-5) + Methyltriethoxysilan (2031-67-6) + 1-diethoxymethylsilylpropane (70017-39-9) + 3-chloropropylmethyldiethoxysilane (13501-76-3)

Conditions	Yield
Stage #1: diethoxymethylane; ruthenium trichloride at 20 - 80℃; Under N2 atmosphere; Stage #2: 3-chloroprop-1-ene at 80℃; for 1h; Under N2 atmosphere;

Brookhart's acid + diethoxymethylane (2031-62-1) → Methyltriethoxysilan (2031-67-6) + 1,1,3,3-tetraethoxy-1,3-dimethyldisiloxane (18001-60-0)

Conditions	Yield
With norborn-2-ene; 1-methylindole In toluene at 80℃; for 18h; Glovebox; Inert atmosphere;

Methyltriethoxysilan (2031-67-6) → sodium diethoxy(methyl)silanolate (127177-29-1)

Conditions	Yield
With sodium hydroxide In ethanol at 10 - 25℃; for 1h; Concentration; Inert atmosphere;	99%
With sodium hydroxide at 20℃; Inert atmosphere;	98%
With sodium hydroxide at 0 - 25℃;	96%

tetrabutoxytitanium + Methyltriethoxysilan (2031-67-6) + glycerol (56-81-5) → methyltris(2,3-dihydroxypropoxy)silane•tetrakis(2,3-dihydroxypropoxy)titanium•11(glycerol)

Conditions	Yield
at 60 - 140℃; for 15h;	99%

tetrabutoxytitanium + Methyltriethoxysilan (2031-67-6) + glycerol (56-81-5) → 2[methyltris(2,3-dihydroxypropoxy)silane]•tetrakis(2,3-dihydroxypropoxy)titanium•12(glycerol)

Conditions	Yield
at 60 - 140℃; for 15h;	99%

Methyltriethoxysilan (2031-67-6) + triethylamine (121-44-8) → tetraethylammonium fluorosulfonate (86759-27-5)

Conditions	Yield
With fluorosulfonyl fluoride In chlorobenzene at 20℃; for 12h; Solvent; Sealed tube;	99%
With fluorosulfonyl fluoride In chlorobenzene at 23 - 27℃; for 12h;	99%

dimethylmonochlorosilane (1066-35-9) + Methyltriethoxysilan (2031-67-6) → dodecamethyldodeca(dimethylhydro)cyclododecasilsesquioxane

Conditions	Yield
Stage #1: dimethylmonochlorosilane; Methyltriethoxysilan With copper dichloride Alkaline conditions; Stage #2: dimethylmonochlorosilane With pyridine In toluene at 25℃; for 24h;	98%

Methyltrichlorosilane (75-79-6) + Methyltriethoxysilan (2031-67-6) → ethoxy(methyl)dichlorosilane (1825-75-8)

Conditions	Yield
at 200℃; for 6h; Temperature; Molecular sieve; Large scale;	98%
With bismuth(III) chloride at 25℃; for 24h; Inert atmosphere;	85%
With bismuth(III) chloride at 20℃; for 24h; Schlenk technique; Inert atmosphere;	50 mol

Methyltriethoxysilan (2031-67-6) + N-(3,5-dimethoxybenzyl)-N-ethylethanamine (90704-70-4) → N-(3,5-dimethoxybenzyl)-N,N-diethylethanaminium sulfofluoridate

Conditions	Yield
With fluorosulfonyl fluoride In chlorobenzene at 20℃; for 12h; Solvent; Sealed tube;	97%

Methyltriethoxysilan (2031-67-6) + benzene-1,2-diol (120-80-9) → Potassium; 2-(2-methyl-benzo[1,3,2]dioxasilol-2-yloxy)-phenolate

Conditions	Yield
With potassium ethoxide In ethanol Heating;	96%

Methyltriethoxysilan (2031-67-6) → 1,1,3,3-tetraethoxy-1,3-dimethyldisiloxane (18001-60-0)

Conditions	Yield
With hydrogenchloride; water In ethanol for 5h; Reagent/catalyst; Cooling with ice; Large scale;	92.7%
In not given partial hydrolysis;;

perfluorooctyl sulfofluorure (307-35-7) + Methyltriethoxysilan (2031-67-6) + triethylamine (121-44-8) → perfluorooctanesulfonic acid, tetraethylammonium salt

Conditions	Yield
In further solvent(s) 20°C, slight warming, 8 h, solvent: C6H5Cl;	92%
In further solvent(s) 20°C, slight warming, 8 h, solvent: C6H5Cl;	92%

Methyltriethoxysilan (2031-67-6) → octamethylsilsesquioxane (17865-85-9)

Conditions	Yield
With hydrogenchloride; water; triethylamine In formic acid; acetone; acetonitrile at 20℃; for 48h; Reflux;	88%
With water; potassium hydroxide In methanol at 60℃; for 72h;	83.6%
With potassium hydroxide In methanol; water at 60℃; for 72h;	83.6%
Stage #1: Methyltriethoxysilan With 2-methyl-2-propenoic acid 2-hydroxyethyl ester at 50 - 95℃; for 52h; bulk polymerization; Stage #2: With ammonium hydroxide In methanol at 40℃; for 72h;	22.94%
With potassium hydroxide und Erhitzen des Reaktionsprodukts auf 300grad;

Methyltriethoxysilan (2031-67-6) + 1,2-dihydroxy-4-nitrobenzene (3316-09-4) → Potassium; 2-(2-methyl-5-nitro-benzo[1,3,2]dioxasilol-2-yloxy)-5-nitro-phenolate

Conditions	Yield
With potassium ethoxide In ethanol Heating;	88%

Methyltriethoxysilan (2031-67-6) + 1-aza-4,6,11-trioxa-5-boratricyclo[3.3.3.0(1,5)]undecane (15277-97-1) → triethyl borate (150-46-9) + 1-methylsilatrane (23908-48-7)

Conditions	Yield
With aluminum (III) chloride In 5,5-dimethyl-1,3-cyclohexadiene for 12h; Reflux;	A n/a B 86%

Methyltriethoxysilan (2031-67-6) + water (7732-18-5) → silicon oxycarbide

Conditions	Yield
With hydrogenchloride In ethanol alkoxide dissolved, hydrolyzed with water (pH=1 by HCl) at 70 °C,maintained at 70 °C for 20 min, pirolyzed at 1000 °C for 1 h in Ar; elem. anal., powder XRD;	85.9%

Methyltriethoxysilan (2031-67-6) + water (7732-18-5) → silicon oxycarbide

Conditions	Yield
With hydrogenchloride In ethanol alkoxide dissolved, hydrolyzed with water (pH=1 by HCl) at 70 °C,maintained at 70 °C for 20 min, pyrolyzed at 1200 °C for 1 h in Ar; elem. anal., power XRD;	85.9%
With HCl; ammonia In ethanol; water addn. of aq. HCl at pH 4.9 to a refluxing silicon compd. in ethanol, stirring for 20 min, cooling to room temp., addn. of ammonia soln., stirring for 2-3 min, pyrolysis under Ar by heating to 1200°C at 5°C /min, standing for 1 h; elem. anal., X-ray diffraction;

Methyltriethoxysilan (2031-67-6) + 2,2-dimethyl-6-<2-(trimethylsiloxy)ethyl>-1,3,6,2-dioxazasilocane (135718-12-6) → 1-methylsilatrane (2288-13-3)

Conditions	Yield
With sodium isopropylate In isopropyl alcohol for 20h;	85%

Methyltriethoxysilan (2031-67-6) + 1,1',1''-tris<(trimethylsiloxy)carbonyl>trimethylamine (51407-32-0) → 1-methylsilatrane-3,7,10-trione

Conditions	Yield
In N,N-dimethyl-formamide for 3h; Ambient temperature;	85%

CF2Cl(CF2)5OCF2CF2SO2F (73606-14-1) + Methyltriethoxysilan (2031-67-6) + triethylamine (121-44-8) → C8ClF16O4S(1-)*C8H20N(1+)

Conditions	Yield
In chlorobenzene at 20℃; for 9h;	85%
In chlorobenzene at 20℃;	85%

Methyltriethoxysilan (2031-67-6) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) + 1,1',1''-tris<(trimethylsiloxy)carbonyl>trimethylamine (51407-32-0) → 1-Methyl-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane-3,7,10-trione; compound with N,N-dimethyl-formamide

Conditions	Yield
for 0.5h;	83%

Methyltriethoxysilan (2031-67-6) → methyl-tri-n-butylsilane (995-43-7)

Conditions	Yield
With n-C4H9Li In diethyl ether	83%

Methyltriethoxysilan (2031-67-6) + N,N-bis(2-hydroxyethyl)-L-serine → (4S)-(-)-1-methylsilatrane-4-carboxylic acid

Conditions	Yield
With pyridine at 70 - 80℃; for 8h;	82%

1-cyclohexylpiperidine (3319-01-5) + Methyltriethoxysilan (2031-67-6) → 1-cyclohexyl-1-ethylpiperidin-1-ium sulfofluoridate

Conditions	Yield
With fluorosulfonyl fluoride In chlorobenzene at 20℃; for 12h; Solvent; Sealed tube;	82%

Methyltriethoxysilan (2031-67-6) + (1-adamantyl)dimethylamine (3717-40-6) → (3s,5s,7s)-N-ethyl-N,N-dimethyladamantan-1-aminium sulfofluoridate

Conditions	Yield
With fluorosulfonyl fluoride In chlorobenzene at 20℃; for 12h; Solvent; Sealed tube;	82%

Methyltrichlorosilane (75-79-6) + Methyltriethoxysilan (2031-67-6) → ethoxy(methyl)dichlorosilane (1825-75-8) + chloro(diethoxy)(methyl)silane (18157-20-5)

Conditions	Yield
CH3SiCl3 and CH3Si(OC2H5)3 (1:2 mol) at 180°C;;	A 8% B 80.7%
In toluene Product distribution; equilibrium composition;	A 75.8% B 17.7%
CH3SiCl3 and CH3Si(OC2H5)3 (1:1 mol) at 180°C;;	A 41.1% B 32%
at 180℃;

Methyltriethoxysilan (2031-67-6) + 2-Methyl-6-(2-trimethylsilanyloxy-ethyl)-2-vinyl-[1,3,6,2]dioxazasilocane (144967-53-3) → 1-methylsilatrane (2288-13-3)

Conditions	Yield
With sodium isopropylate In isopropyl alcohol for 20h;	80%

Upstream product

• 78-10-4 tetraethoxy orthosilicate 
• 75-79-6 Methyltrichlorosilane 
• 64-17-5 ethanol 
• 18001-60-0 1,1,3,3-tetraethoxy-1,3-dimethyldisiloxane 
• 2031-62-1 diethoxymethylane 
• 75-54-7 Dichloromethylsilane 
• 122-51-0 orthoformic acid triethyl ester 
• 5507-44-8 methylvinyldiethoxysilane 
• 18157-20-5 chloro(diethoxy)(methyl)silane 
• 544-97-8 dimethyl zinc(II) 
• 74-87-3 methylene chloride 
• 74-96-4 ethyl bromide 
• 108-90-7 chlorobenzene 
• 71520-43-9 tris(ethylthio)methylsilane 

Downstream Products

• 995-43-7 methyl-tri-n-butylsilane 
• 18419-59-5 1,1,3,5,5-pentaethoxy-1,3,5-trimethyl-trisiloxane 
• 18001-60-0 1,1,3,3-tetraethoxy-1,3-dimethyldisiloxane 
• 105-58-8 Diethyl carbonate 
• 17928-28-8 methyltrimethicone 
• 1428345-70-3 [(4-benzyloxy)phenyl]triethoxysilane 
• 775-56-4 diethoxy-methyl-phenyl-silane 
• 17151-26-7 benzylmethyldiethoxysilane 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 18412-62-9 (Oet)3Si(Oph-2-Ome) 
• 2157-42-8 hexaethoxydisiloxane 
• 78-07-9 ethyltriethoxy silane 
• 150-46-9 triethyl borate 
• 23908-48-7 2-methylsilatrane 

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