429-60-7

Basic information

• Product Name: (3,3,3-TRIFLUOROPROPYL)TRIMETHOXYSILANE
• Synonyms: (3,3,3-TRIFLUOROPROPYL)TRIMETHOXYSILANE;3-TRIMETHOXYSILYL-1,1,1-TRIFLUOROPROPANE;trimethoxy(3,3,3-trifluoropropyl)-silan;trimethoxy(3,3,3-trifluoropropyl)-Silane;(3,3,3-Trifluoropropyl)trimethoxysilane(3-Trimethoxysilyl-1,1,1-trifluoropropane);(3,3,3-Trifluoropropyl)trimethoxysilane 97%;(3,3,3-Trifluoropropyl)trimethoxysilane97%;Silane,trimethoxy(3,3,3-trifluoropropyl)-
• CAS NO: 429-60-7
• Molecular Formula: C₆H₁₃F₃O₃Si
• Molecular Weight: 218.25
• EINECS: 207-059-3
• Product Categories: Organics;Fluoro Silanes;Chemical Synthesis;Contact Printing;Materials Science;Micro/NanoElectronics;Organometallic Reagents;Organosilicon;Self Assembly &Self-Assembly Materials;Silanes;Trialkoxysilanes
• Mol File: 429-60-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 144 °C(lit.)
• Flash Point: 38°C
• Appearance: Colorless clear liquid
• Density: 1.142 g/mL at 20 °C(lit.)
• Vapor Pressure: 15.4mmHg at 25°C
• Refractive Index: n20/D 1.355
• Sensitive: Moisture Sensitive
• BRN: 1762962
• CAS DataBase Reference: (3,3,3-TRIFLUOROPROPYL)TRIMETHOXYSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: (3,3,3-TRIFLUOROPROPYL)TRIMETHOXYSILANE(429-60-7)
• EPA Substance Registry System: (3,3,3-TRIFLUOROPROPYL)TRIMETHOXYSILANE(429-60-7)

Safety Data

• Hazard Codes: Xi,F
• Statements: 10-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• F: 10-21
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 429-60-7(Hazardous Substances Data)

Usage

Chemical Properties

Colorless clear liquid

Uses

Different sources of media describe the Uses of 429-60-7 differently. You can refer to the following data:
1. (3,3,3-Trifluoropropyl)trimethoxysilane is used in the manufacture of defoaming agents, releasing agents, fluoro silicone resin and coating. It is used as a coupling agent for epoxy resin.
2. Trimethoxy(3,3,3-trifluoropropyl)silane is commonly used in the synthesis of a variety of silsesquioxane based polymers. It is a precursor in the synthesis of macroporous gels for separation of oil and water. It can also be used in the synthesis of hydrophobic silica aerogel for the removal of uranium from aqueous solutions.

InChI:InChI=1/C6H13F3O3Si/c1-10-13(11-2,12-3)5-4-6(7,8)9/h4-5H2,1-3H3

Synthetic route

methanol (67-56-1) + 3,3,3-trifluoropropyltrichlorosilane (592-09-6) → 3,3,3-trifluoropropyltrimethoxysilane (429-60-7)

tetramethylorthosilicate (681-84-5) + 3,3,3-trifluoropropyl magnesium chloride (461-21-2) → 3,3,3-trifluoropropyltrimethoxysilane (429-60-7)

trimethoxysilane (2487-90-3) + perfluoropropylene (116-15-4) → 3,3,3-trifluoropropyltrimethoxysilane (429-60-7)

Conditions	Yield
With caesium carbonate; triethylamine; [Rh{(Z)-CF=CF(CF3)}(PEt3)3] In hexane at 20℃; for 20h;

chloro-trimethyl-silane (75-77-4) + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) → 1,3,5,7,9,11,14-heptakis-(3,3,3-trifluoro-propyl)-3,7,14-tris-trimethylsilanyloxy-2,4,6,8,10,12,13,15,16-nonaoxa-1,3,5,7,9,11,14-heptasila-tricyclo[7.3.3.15,11]hexadecane

Conditions	Yield
Stage #1: 3,3,3-trifluoropropyltrimethoxysilane With sodium hydroxide In tetrahydrofuran; water for 5h; Heating; Stage #2: chloro-trimethyl-silane With triethylamine In tetrahydrofuran at 20℃; for 3h;	100%

3,3,3-trifluoropropyltrimethoxysilane (429-60-7) → hepta(3,3,3-trifluoropropyl)tricycloheptasiloxane trisodium silanolate

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water Inert atmosphere;	100%
With sodium hydroxide; water In tetrahydrofuran for 5h; Heating / reflux;
With water; sodium hydroxide In tetrahydrofuran at 20℃; for 24h;

1,2,3,4-tetrahydroisoquinoline (91-21-4) + 3,3,3-Trifluoropropyl(1,2,3,4-tetrahydroisoquinolinyl)dimethoxysilane - A + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + isopropylmagnesium chloride (1068-55-9) → 3,3,3-trifluoropropyl(1,2,3,4-tetrahydroisoquinolinyl)dimethoxysilane

Conditions	Yield
In tetrahydrofuran	99%

1,2,3,4-tetrahydroisoquinoline (635-46-1) + 3,3,3-Trifluoropropyl(1,2,3,4-tetrahydroquinolinyl)dimethoxysilane - A + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + isopropylmagnesium chloride (1068-55-9) → 3,3,3-trifluoropropyl(1,2,3,4-tetrahydroquinolinyl)dimethoxysilane

Conditions	Yield
In tetrahydrofuran	99%

3,3,3-Trifluoropropyl(bis(2-ethylhexyl)aminodimethoxysilane - A + 2-ethyl-N-(2-ethylhexyl)-1-hexanamine (106-20-7) + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + isopropylmagnesium chloride (1068-55-9) → (3,3,3-trifluoropropyl)(bis(2-ethylhexyl)amino)dimethoxysilane (227768-97-0)

Conditions	Yield
In tetrahydrofuran	98%

3,3,3-Trifluoropropyl(2-trimethylsilylpyrrolidinyl)dimethoxysilane - A + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + isopropylmagnesium chloride (1068-55-9) + 2-(Trimethylsilyl)pyrrolidine (174363-70-3) → (3,3,3-trifluoropropyl)(2-trimethylsilylpyrrolidino)dimethoxysilane

Conditions	Yield
In tetrahydrofuran	91%

3,3,3-Trifluoropropyl(2-trimethylsilylpiperidinyl)dimethoxysilane - A + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + isopropylmagnesium chloride (1068-55-9) + 2-(trimethylsilyl)piperidine (174363-71-4) → (3,3,3-trifluoropropyl)(2-trimethylsilylpiperidino)dimethoxysilane

Conditions	Yield
In tetrahydrofuran	85%

3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + tetrabutyl ammonium fluoride (429-41-4) → tetra-n-butylammonium octa(3,3,3-trifluoropropyl)octasilsesquioxane fluoride (1358980-93-4)

Conditions	Yield
In tetrahydrofuran; water; toluene for 16h; Reflux;	81%

2-(3-methylphenyl)piperidine + 3,3,3-Trifluoropropyl(2-(3-methylphenyl)piperidinyl)dimethoxysilane - A + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + isopropylmagnesium chloride (1068-55-9) → 3,3,3-trifluoropropyl(2-(3-methylphenyl)piperidinyl)dimethoxysilane

Conditions	Yield
In tetrahydrofuran	80.4%

3,3,3-trifluoropropyltrimethoxysilane (429-60-7) → C3H4F7Si(1-)*H3N*H(1+)

Conditions	Yield
With ammonium hydrogen difluoride In water at 20℃;	75%

3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + (acetoxyethyl)trichlorosilane (18204-80-3) → (2-acetoxyethyl)hepta(3,3,3-trifluoropropyl)-T8-silsesquioxane

Conditions	Yield
Stage #1: 3,3,3-trifluoropropyltrimethoxysilane With sodium hydroxide In tetrahydrofuran; water for 5h; Heating; Stage #2: (acetoxyethyl)trichlorosilane With triethylamine In tetrahydrofuran at 20℃; for 4h;	66%

2-(3-methylphenyl)pyrrolidine + 3,3,3-Trifluoropropyl(2-(3-methylphenyl)pyrrolidinyl)dimethoxysilane - A + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + isopropylmagnesium chloride (1068-55-9) → 3,3,3-trifluoropropyl(2-(3-methylphenyl)pyrrolidinyl)dimethoxysilane

Conditions	Yield
In tetrahydrofuran	62.2%

3,3,3-Trifluoropropyl(cis-2,6-dimethylpiperidinyl)dimethoxysilane - A + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + isopropylmagnesium chloride (1068-55-9) + (2R,6S)-2,6-dimethylpiperidine (766-17-6, 1218906-26-3) → 3,3,3-trifluoropropyl(cis-2,6-dimethylpiperidinyl)dimethoxysilane

Conditions	Yield
In tetrahydrofuran	48%

3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + 3,3,3-trifluoropropyl magnesium chloride (461-21-2) → dimethoxy-bis-(3,3,3-trifluoro-propyl)-silane (563-02-0)

1-[N,N-bis(2-hydroxyethyl)amino]-2-propanol (6712-98-7) + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) → 3-methyl-1-(3,3,3-trifluoro-propyl)-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane (63453-66-7)

Conditions	Yield
With sodium ethanolate In ethanol

triisopropanolamine (122-20-3) + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) → 3,7,10-trimethyl-1-(3,3,3-trifluoro-propyl)-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane (63453-67-8)

triethanolamine (102-71-6) + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) → 1-(3,3,3-Trifluoropropyl)silatrane (63071-88-5)

3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + 3-[bis(2-hydroxyethyl)amino]1,1,1-trifluoro-2-propanol (404-07-9) → 3-trifluoromethyl-1-(3,3,3-trifluoro-propyl)-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane (63453-69-0)

3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + N,N-bis(2-hydroxypropyl)-N-(hydroxyethyl)amine (10353-86-3) → 3,7-dimethyl-1-(3,3,3-trifluoro-propyl)-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane (63495-22-7)

3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + p-toluenesulfonyl chloride (98-59-9) → 3,3,3-trifluoropropyl-4-methylbenzene sulphonate (2342-67-8)

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid Yield given. Multistep reaction;

Methyltrimethoxysilan (1185-55-3) + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + 2,4,6,8-tetrakis-[2-(trimethoxy-silanyl)-ethyl]-2,4,6,8-tetramethyl-[1,3,5,7,2,4,6,8]tetroxatetrasilocane (93236-49-8) → Reaxys ID: 11387454

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; water at -78 - 70℃; for 24h;

sodium hydroxide (1310-73-2) + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + water (7732-18-5) → hepta(3,3,3-trifluoropropyl)tricycloheptasiloxane trisodium silanolate

Conditions	Yield
In tetrahydrofuran at 20℃; for 5h; Heating / reflux;
In tetrahydrofuran at 20℃; for 5h; Heating / reflux;

sodium hydroxide (1310-73-2) + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) → hepta(3,3,3-trifluoropropyl)tricycloheptasiloxane trisodium silanolate

Conditions	Yield
With water In tetrahydrofuran at 20℃; Heating / reflux;

3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + isopropylmagnesium chloride (1068-55-9) + 2-ethylpiperidine (1484-80-6, 78738-37-1) → (3,3,3-trifluoro-n-propyl)(2-ethylpiperidinyl)dimethoxysilane

Conditions	Yield
In tetrahydrofuran

3,3,3-trifluoropropyltrimethoxysilane (429-60-7) → C22H30F21O11Si7(3-)*3Na(1+)

Conditions	Yield
With sodium hydroxide In tetrahydrofuran for 5h; Reflux;

3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + benzene-1,2-diol (120-80-9) + diisopropylamine (108-18-9) → diisopropylammonium bis(catecholato)(3,3,3-trifluoropropyl)silicate

Conditions	Yield
Stage #1: benzene-1,2-diol; diisopropylamine In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere; Sealed tube; Stage #2: 3,3,3-trifluoropropyltrimethoxysilane In tetrahydrofuran at 75℃; for 16h; Inert atmosphere; Sealed tube;
Inert atmosphere; Autoclave; Reflux;

18-crown-6 ether (17455-13-9) + 3,3,3-trifluoropropyltrimethoxysilane (429-60-7) + benzene-1,2-diol (120-80-9) → C15H12F3O4Si(1-)*C12H24KO6(1+)

Conditions	Yield
With potassium methanolate In methanol at 20℃; for 3h; Schlenk technique; Inert atmosphere;

Upstream product

• 67-56-1 methanol 
• 592-09-6 3,3,3-trifluoropropyltrichlorosilane 
• 681-84-5 tetramethylorthosilicate 
• 461-21-2 3,3,3-trifluoropropyl magnesium chloride 
• 2487-90-3 trimethoxysilane 
• 116-15-4 perfluoropropylene 

Downstream Products

• 2342-67-8 3,3,3-trifluoropropyl-4-methylbenzene sulphonate 
• 63495-22-7 3,7-dimethyl-1-(3,3,3-trifluoro-propyl)-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane 
• 63071-88-5 1-(3,3,3-Trifluoropropyl)silatrane 
• 63453-66-7 3-Methyl-1-(3,3,3-trifluorpropyl)silatran 

Relevant articles and documents

Catalytic C-F bond activation of hexafluoropropene by rhodium: Formation of (3,3,3-trifluoropropyl)silanes

A clean break: The novel catalytic conversion of hexafluoropropene into (3,3,3-trifluoropropyl)silanes by C-F activation has been developed (see scheme). The reactions are catalyzed by the rhodium complex [Rh{(Z)-CF= CF(CF3)}(PEt3)3], proceed at room temperature, and are highly selective. (Chemical Equation Presented).