3069-21-4

Basic information

• Product Name: Dodecyltrimethoxysilane
• Synonyms: N-DODECYLTRIMETHOXYSILANE;1-TRIMETHOXYSILYLDODECANE;LAURYLTRIMETHOXYSILANE;DODECYLTRIMETHOXYSILANE;Dodecyltrimethoxysilane(1-trimethoxysilyldodecane);Longchainalkyl-trimethoxysilane;n-dodecytrimethoxysilane;Silane coupler WD-10
• CAS NO: 3069-21-4
• Molecular Formula: C₁₅H₃₄O₃Si
• Molecular Weight: 290.51
• EINECS: 221-332-4
• Product Categories: Alkyl;Si (Classes of Silicon Compounds);Si-O Compounds;Trialkoxysilanes;Alkoxy Silanes;Hydrophobing Agents
• Mol File: 3069-21-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: -40°C
• Boiling Point: 125 °C
• Flash Point: 108°C
• Appearance: /
• Density: 0.89
• Vapor Pressure: 0.0787mmHg at 25°C
• Refractive Index: 1.4274
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive: Moisture Sensitive
• BRN: 2356323
• CAS DataBase Reference: Dodecyltrimethoxysilane(CAS DataBase Reference)
• NIST Chemistry Reference: Dodecyltrimethoxysilane(3069-21-4)
• EPA Substance Registry System: Dodecyltrimethoxysilane(3069-21-4)

Safety Data

• Statements: 36/37/38-36/38
• Safety Statements: 26-36/37/39-26/37
• Hazardous Substances Data: 3069-21-4(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to yellowish transparent liquid

InChI:InChI=1/C15H34O3Si/c1-5-6-7-8-9-10-11-12-13-14-15-19(16-2,17-3)18-4/h5-15H2,1-4H3

Synthetic route

potassium methanolate (865-33-8) + Trihydroxydodecylsilan (113823-65-7) → dodecyltrimethoxysilane (3069-21-4)

Conditions	Yield
In hexane at 20℃; for 120h; Etherification;	79%

methanol (67-56-1) + laurylmagnesium bromide (15890-72-9) → dodecyltrimethoxysilane (3069-21-4)

Conditions	Yield
With silicon tetrafluoride In diethyl ether

n-dodecyltrichlorosilane (4484-72-4) → dodecyltrimethoxysilane (3069-21-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: 83 percent / H2O; NaHCO3 / diethyl ether / 1 h / -10 - 10 °C 2: 79 percent / hexane / 120 h / 20 °C View Scheme

tert-butyl methyl ether (1634-04-4) + n-dodecyltrichlorosilane (4484-72-4) → [CH3(CH2)11Si(OMe)2]2O + dodecyltrimethoxysilane (3069-21-4)

Conditions	Yield
With bismuth(III) chloride at 0 - 20℃; Neat (no solvent); Inert atmosphere;	A Ca. 10 %Spectr. B Ca. 90 %Spectr.

1-oxo-1-methyl-4-ethyl-4-hydroxymethyl-2,6-dioxa-1-phosphacyclohexane (1365801-87-1) + dodecyltrimethoxysilane (3069-21-4) → dodecyldimethoxy(1-oxo-1-methyl-4-ethyl-1-phospha-2,6-dioxa-cyclohexan-4-ylmethoxy) silane

Conditions	Yield
In N,N-dimethyl-formamide at 130℃; for 8h; Temperature; Solvent; Inert atmosphere;	97.6%

1-oxo-1-methyl-4-ethyl-4-hydroxymethyl-2,6-dioxa-1-phosphacyclohexane (1365801-87-1) + dodecyltrimethoxysilane (3069-21-4) → dodecyltri(1-oxo-1-methyl-4-ethyl-1-phospha-2,6-dioxacyclohexan-4-ylmethoxy)silane

Conditions	Yield
With tributyl-amine In 1,1,2,2-tetrachloroethane at 65 - 140℃; for 14h; Concentration; Solvent; Reagent/catalyst; Temperature; Inert atmosphere;	96.8%

dodecyltrimethoxysilane (3069-21-4) + ethriol phosphite (824-11-3) → dodecyltri(1-oxo-1-methyl-4-ethyl-1-phospha-2,6-dioxacyclohexan-4-ylmethoxy)silane

Conditions	Yield
With dimethyl sulfate In diethylene glycol dimethyl ether at 160℃; for 16h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere;	88.6%

dodecyltrimethoxysilane (3069-21-4) → n-dodecylsilane (872-19-5)

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; ethyl bromide; tetraoctyl ammonium bromide In benzene-d6 at 20℃; for 24h;	76%

dodecyltrimethoxysilane (3069-21-4) → C12H25(2)H3Si

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; ethyl bromide; sodium borodeuteride; tetraoctyl ammonium bromide In benzene-d6 at 20℃; for 24h;	70%

core-shell fluoroacrylate copolymer latex; monomer(s): butyl acrylate; methyl methacrylate; 2,3,4,5,5,5-hexafluoro-2,4-bis(trifluoromethyl)pentyl methacrylate, content 30 wt% + dodecyltrimethoxysilane (3069-21-4) → silica-containing fluoroacrylate copolymer latex, tetraethoxysilane content 2.20 wt%; monomer(s): butyl acrylate; methyl methacrylate; 2,3,4,5,5,5-hexafluoro-2,4-bis(trifluoromethyl)pentyl methacrylate, content 30 wt%; dodecyltrimethoxysilane

Conditions	Yield
With hydrogenchloride; tetraethoxy orthosilicate at 75℃;

core-shell fluoroacrylate copolymer latex; monomer(s): butyl acrylate; methyl methacrylate; 2,3,4,5,5,5-hexafluoro-2,4-bis(trifluoromethyl)pentyl methacrylate, content 30 wt% + dodecyltrimethoxysilane (3069-21-4) → silica-containing fluoroacrylate copolymer latex, tetraethoxysilane content 3.10 wt%; monomer(s): butyl acrylate; methyl methacrylate; 2,3,4,5,5,5-hexafluoro-2,4-bis(trifluoromethyl)pentyl methacrylate, content 30 wt%; dodecyltrimethoxysilane

Conditions	Yield
With hydrogenchloride; tetraethoxy orthosilicate at 75℃;

core-shell fluoroacrylate copolymer latex; monomer(s): butyl acrylate; methyl methacrylate; 2,3,4,5,5,5-hexafluoro-2,4-bis(trifluoromethyl)pentyl methacrylate, content 30 wt% + dodecyltrimethoxysilane (3069-21-4) → silica-containing fluoroacrylate copolymer latex, tetraethoxysilane content 3.80 wt%; monomer(s): butyl acrylate; methyl methacrylate; 2,3,4,5,5,5-hexafluoro-2,4-bis(trifluoromethyl)pentyl methacrylate, content 30 wt%; dodecyltrimethoxysilane

Conditions	Yield
With hydrogenchloride; tetraethoxy orthosilicate at 75℃;

core-shell fluoroacrylate copolymer latex; monomer(s): butyl acrylate; methyl methacrylate; 2,3,4,5,5,5-hexafluoro-2,4-bis(trifluoromethyl)pentyl methacrylate, content 30 wt% + dodecyltrimethoxysilane (3069-21-4) → silica-containing fluoroacrylate copolymer latex, tetraethoxysilane content 4.40 wt%; monomer(s): butyl acrylate; methyl methacrylate; 2,3,4,5,5,5-hexafluoro-2,4-bis(trifluoromethyl)pentyl methacrylate, content 30 wt%; dodecyltrimethoxysilane

Conditions	Yield
With hydrogenchloride; tetraethoxy orthosilicate at 75℃;

core-shell fluoroacrylate copolymer latex; monomer(s): butyl acrylate; methyl methacrylate; 2,3,4,5,5,5-hexafluoro-2,4-bis(trifluoromethyl)pentyl methacrylate, content 30 wt% + dodecyltrimethoxysilane (3069-21-4) → silica-containing fluoroacrylate copolymer latex, tetraethoxysilane content 4.68 wt%; monomer(s): butyl acrylate; methyl methacrylate; 2,3,4,5,5,5-hexafluoro-2,4-bis(trifluoromethyl)pentyl methacrylate, content 30 wt%; dodecyltrimethoxysilane

Conditions	Yield
With hydrogenchloride; tetraethoxy orthosilicate at 75℃;

Upstream product

• 1634-04-4 tert-butyl methyl ether 
• 4484-72-4 n-dodecyltrichlorosilane 
• 67-56-1 methanol 
• 15890-72-9 laurylmagnesium bromide 
• 865-33-8 potassium methanolate 
• 113823-65-7 Trihydroxydodecylsilan 

Relevant articles and documents

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METHOD OF PRODUCING A HYDROLYZABLE SILICON-CONTAINING COMPOUND

The present invention provides a safe, inexpensive, and high yield means of producing a hydrolyzable silicon-containing compound, e.g., an organooxysilane and the like. A compound (A) represented by the general formula R1-O-R2 wherein R1 represents a C4-30, substituted or unsubstituted, tertiary alkyl group or aralkyl group and R2 represents a C1-30, substituted or unsubstituted, monovalent hydrocarbyl group or acyl group, is reacted in the presence of a Lewis acid catalyst with a halosilane (B) represented by the general formula R3mSiX4-m wherein R3 represents the hydrogen atom or a C1-30 substituted or unsubstituted monovalent hydrocarbyl group, X is independently bromine or chlorine, and m represents an integer from 0 to 3.

Syntheses and characteristics of long-chain hydroxy-, methoxyalkylsilanes and glucopyranosides

Syntheses of long-chain hydroxy-, methoxyalkylsilanes of the type (RSi(CH3)2OH, R(m)SiY(4-m) with R = C12H25, C18H37 and Y = OH, OMe, m = 1, 2, 3) (5, 6, 7a-c, 8a-c, 9a-c, 10a-c) and alkylsilyl glycopyranosides (13, 14, 15a-c, 16a-c) are reported. Hydroxyalkylsilanes (5, 6, 7a-c, 8a-c) were prepared by the hydrolysis of alkylchlorosilanes (1a-c, 2a-c, 3, 4) with NaHCO3-H2O in diethyl ether. Alkylchlorosilanes 1a-c and 2a-c react with KOMe in n-hexane to give methoxyalkylsilanes 9a-c and 10a-c, respectively. Alkylchlorosilanes 1a-c, 2a-c, 3 and 4react direct with 2,3,4,6-tetra-O-acetyl-α/β-D-glucopyranose 12 in CH2Cl2 to give alkylsilyl glucopyranosides 13, 14, 15a-c and 16a-c, respectively.