675-62-7

Basic information

• Product Name: (3,3,3-Trifluoropropyl)dichloromethylsilane
• Synonyms: dichloro-methyl-(3,3,3-trifluoro-propyl)-silane;dichloromethyl(3,3,3-trifluoropropyl)-Silane;dichloro-methyl-3,3,3-trifluoro-propyl-silane;dichloromethyl-3,3,3-trifluoropropylsilane;(3,3,3-TRIFLUOROPROPYL)DICHLOROMETHYLSILANE;(3,3,3-TRIFLUOROPROPYL)METHYLDICHLOROSILANE;Dichloromethyl(3,3,3-trifluoropropyl)silane~(3,3,3-Trifluoropropyl)dichloromethylsilane;methyl(3,3,3-trifluoropropyl)dichloro-silane
• CAS NO: 675-62-7
• Molecular Formula: C₄H₇Cl₂F₃Si
• Molecular Weight: 211.09
• EINECS: 211-623-4
• Product Categories: Fluoro;Fluoro Silanes;organic chemical
• Mol File: 675-62-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 121 °C
• Flash Point: 15°C
• Appearance: Colorless clear liquid
• Density: 1.261
• Vapor Pressure: 29.6mmHg at 25°C
• Refractive Index: 1.385
• Sensitive: Moisture Sensitive
• BRN: 1744964
• CAS DataBase Reference: (3,3,3-Trifluoropropyl)dichloromethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: (3,3,3-Trifluoropropyl)dichloromethylsilane(675-62-7)
• EPA Substance Registry System: (3,3,3-Trifluoropropyl)dichloromethylsilane(675-62-7)

Safety Data

• Hazard Codes: C
• Statements: 11-34-37
• Safety Statements: 16-26-28-36/37/39-45
• RIDADR: 2985
• RTECS: VV3531500
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 675-62-7(Hazardous Substances Data)

Usage

Chemical Properties

Colorless clear liquid

Flammability and Explosibility

Flammable

InChI:InChI=1/C4H7Cl2F3Si/c5-3(6,10)1-2-4(7,8)9/h1-2H2,10H3

Synthetic route

Dichloromethylsilane (75-54-7) + 1,1,1-trifluoropropylene (677-21-4) → methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7)

Conditions	Yield
RhCl(PPh3)3 at 120℃; for 12h;	85%
Irradiation.unter Einwirkung von UV-Licht;
With platinum at 250℃;

Dichloromethylsilane (75-54-7) + 1,1,1-trifluoropropylene (677-21-4) → methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) + Dichloro-methyl-((E)-3,3,3-trifluoro-propenyl)-silane

Conditions	Yield
dodecacarbonyl-triangulo-triruthenium at 120℃; for 70h; Yield given. Yields of byproduct given;

Chlor-methyl-<3,3,3-trifluor-propyl>-silan (819-59-0) → methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) + methyl(3,3,3-trifluoropropyl)silane (690-96-0)

Conditions	Yield
With tetrabutylammomium bromide at 105℃; for 24h; Equilibrium constant; Further Variations:; Temperatures; Disproportionation;

Dichloromethylsilane (75-54-7) + 2,3,3,3-tetrafluoro-propene (754-12-1) → methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) + dichloro(methyl)(2,3,3,3-tetrafluoropropyl)silane

Conditions	Yield
With dihydrogen hexachloroplatinate(IV) hexahydrate In neat (no solvent) at 100℃; for 20h;	A 19 %Spectr. B 56 %Spectr.
With dihydrogen hexachloroplatinate(IV) hexahydrate In neat (no solvent) at 80℃; for 48h; Temperature;	A 59 %Spectr. B 15 %Spectr.

Dichloromethylsilane (75-54-7) + 2,3,3,3-tetrafluoro-propene (754-12-1) → methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7)

Conditions	Yield
With Wilkinson's catalyst In neat (no solvent) at 100℃; for 20h;	48 %Spectr.

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) + 3-chloroprop-1-ene (107-05-1) → trifluoropropyl allyl methyl chlorosilane

Conditions	Yield
With iodine; magnesium In tetrahydrofuran at 30 - 40℃; for 4h;	89%

1,1,3,3-Tetramethyldisiloxane (3277-26-7) + methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → C8H21F3O2Si3 (28364-07-0)

Conditions	Yield
With hydrogenchloride at 10 - 20℃;	85%

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) + diphenylsilanediol (947-42-2) → 1,5-dichloro-1,5-dimethyl-1,5-bis(3,3,3-trifluoropropyl)-3,3-diphenyltrisiloxane (67853-21-8)

Conditions	Yield
With triethylamine In ethyl acetate at 0 - 10℃; for 2h; Temperature; Inert atmosphere;	82.6%

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → methyl(3,3,3-trifluoropropyl)silane (690-96-0)

Conditions	Yield
With lithium aluminium tetrahydride In dibutyl ether at 40℃; for 2h; Reduction;	82%

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) + allyl bromide (106-95-6) → trifluoropropyl allyl methyl chlorosilane

Conditions	Yield
With iodine; magnesium In tetrahydrofuran at 30 - 40℃; for 4h;	81%

2,2,2-trifluoroethanol (75-89-8) + methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → methyl(3,3,3-trifluoropropyl)bis(2,2,2-trifluoroethoxy)silane (1233922-28-5)

Conditions	Yield
at 40 - 50℃; Inert atmosphere;	65%

tetraethoxy orthosilicate (78-10-4) + methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → Chlor-aethoxy-methyl-(3,3,3-trifluor-propyl)-silan (1546-86-7)

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide for 24h;	62%

methanol (67-56-1) + methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → methyl(3,3,3-trifluoro-n-propyl)dimethoxysilane (358-67-8)

Conditions	Yield
at 40 - 50℃; Inert atmosphere;	54%

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) + methyl(3,3,3-trifluoropropyl)silane (690-96-0) → Chlor-methyl-<3,3,3-trifluor-propyl>-silan (819-59-0)

Conditions	Yield
With tetrabutylammomium bromide at 105℃; for 24h; Equilibrium constant; Further Variations:; Temperatures; redistribution;	50%
With tetrabutylammomium bromide at 105℃; for 24h; redistribution;	50%

dichloromethylpropylsilane (4518-94-9) + methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → polymer; monomer(s): methyl(propyl)dichlorosilane; methyl-3,3,3-trifluoropropyldichlorosilane

Conditions	Yield
With sodium In octane at 120℃; for 3h;	15.8%

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → poly(methyl-3,3,3-trifluoropropylsilane); monomer(s): methyl-3,3,3-trifluoropropyldichlorosilane

Conditions	Yield
With sodium In octane at 125℃; for 4h;	2.5%

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) + vinyl magnesium bromide (1826-67-1) → methyl(3,3,3-trifluoropropyl)divinylsilane (757-85-7)

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → 1,3,5-tris(3,3,3-trifluoropropyl)-1,3,5-trimethylcyclotrisiloxane (2374-14-3) + 2,4,6,8-tetramethyl-2,4,6,8-tetrakis-(3,3,3-trifluoro-propyl)-cyclotetrasiloxane (429-67-4)

Conditions	Yield
With diethyl ether; water

chloro-trimethyl-silane (75-77-4) + methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → C10H27F3N2Si3 (40330-60-7)

Conditions	Yield
With ammonia

dimethylmonochlorosilane (1066-35-9) + methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → C8H21F3O2Si3 (28364-07-0)

Conditions	Yield
With water

ethanol (64-17-5) + methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → Chlor-aethoxy-methyl-(3,3,3-trifluor-propyl)-silan (1546-86-7)

Conditions	Yield
In toluene

poly(methacrylic acid) (79-41-4) + methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → Dimethacryloyloxy-methyl-(3,3,3-trifluor-propyl)-silan (23416-01-5)

Conditions	Yield
With N,N-dimethyl-aniline

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) + octamethylcyclotetrasiloxane (556-67-2) → C12H31Cl2F3O4Si5 (13092-29-0)

Conditions	Yield
at 250℃;

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) + octamethylcyclotetrasiloxane (556-67-2) → C20H55Cl2F3O8Si9 (13092-28-9)

Conditions	Yield
at 250℃;

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → 2,4,6,8-Tetramethyl-2,4,6,8-tetrakis-(3,3,3-trifluoro-propyl)-[1,3,5,7,2,4,6,8]tetrazatetrasilocane (40330-59-4)

Conditions	Yield
With ammonia

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → 2,4,6-Trimethyl-2,4,6-tris-(3,3,3-trifluoro-propyl)-[1,3,5,2,4,6]trithiatrisilinane (64176-25-6)

Conditions	Yield
With pyridine; hexamethyldisilathiane

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → 3-Chlor-3-(dichlor-methyl-silyl)-1,1,1-trifluor-propan (1537-84-4)

Conditions	Yield
With chlorine Irradiation;

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → 3-(Dichlor-chlormethyl-silyl)-1,1,1-trifluor-propan (1732-87-2)

Conditions	Yield
With chlorine Irradiation;

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → 2,4,6-Trimethyl-2,4,6-tris-(3,3,3-trifluoro-propyl)-[1,3,5,2,4,6]triazatrisilinane + 2,4,6-Trimethyl-2,4,6-tris-(3,3,3-trifluoro-propyl)-[1,3,5,2,4,6]triazatrisilinane

Conditions	Yield
With ammonia

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) + dimethylsilicon dichloride (75-78-5) → Heptamethyl-<3,3,3-trifluor-propyl>-cyclotetrasiloxan (1744-30-5)

Conditions	Yield
With water In diethyl ether

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) + dimethylsilicon dichloride (75-78-5) → 2.6-Bis-<3.3.3-trifluor-propyl>-hexamethylcyclotetrasiloxan (20442-93-7)

Conditions	Yield
With water In diethyl ether

methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → 1,3,5-tris(3,3,3-trifluoropropyl)-1,3,5-trimethylcyclotrisiloxane (2374-14-3)

Conditions	Yield
hydrolysis;

tetraethoxy orthosilicate (78-10-4) + chloroethane (75-00-3) + methyl(3,3,3-trifluoropropyl)dichlorosilane (675-62-7) → ethyltriethoxy silane (78-07-9) + diethyldiethoxysilane (5021-93-2) + diethoxy-methyl-(3, 3, 3-trifluoro-propyl)-silane + Ethoxy-ethyl-methyl-(3,3,3-trifluoro-propyl)-silane

Conditions	Yield
With magnesium In toluene at 60℃; for 1h; Product distribution; other temperature, reaction time;

Upstream product

• 75-54-7 Dichloromethylsilane 
• 677-21-4 1,1,1-trifluoropropylene 
• 754-12-1 2,3,3,3-tetrafluoro-propene 
• 819-59-0 Chlor-methyl-<3,3,3-trifluor-propyl>-silan 

Downstream Products

• 2374-14-3 1,3,5-tris(3,3,3-trifluoropropyl)-1,3,5-trimethylcyclotrisiloxane 
• 429-67-4 2,4,6,8-tetramethyl-2,4,6,8-tetrakis-(3,3,3-trifluoro-propyl)-cyclotetrasiloxane 
• 1744-30-5 2-(3.3.3-Trifluor-propyl)-heptamethyl-cyclotetrasiloxan 
• 1481-41-0 chlorodimethyl-3,3,3-trifluoropropylsilane 
• 78-07-9 ethyltriethoxy silane 
• 597-67-1 ethoxytriethylsilane 
• 5021-93-2 diethyldiethoxysilane 
• 118162-95-1 diethoxy-methyl-(3, 3, 3-trifluoro-propyl)-silane 
• 358-67-8 methyl(3,3,3-trifluoro-n-propyl)dimethoxysilane 

Relevant articles and documents

Catalytic Hydrosilylation of Hydrofluoroolefins (HFOs): Synthesis of New Fluorinated Silanes and Diversity of their Synthetic Character

New polyfluorinated silanes were synthesized via the Pt, Rh and Pd catalyzed hydrosilylation of commercially available hydrofluoroolefins (HFOs) in moderate to excellent yields. HFO-1234yf (2,3,3,3-tetrafluoropropene-1) and –1234ze (1,3,3,3-tetrafluoropropene-1) were reactive with Pt catalyst to form tetrafluoropropylsilanes along with defluorosilylation products. The Z- and E-isomers of HFO-1336mzz (1,1,1,4,4,4-hexafluorobut-2-ene) gave the desired silanes with Pd catalysis in good to excellent yields, while with Pt catalyst only the dehydrofluorination product CF2=CHCH2CF3 (HFO-1345czf, 1,1,4,4,4-pentafluorobut-1-ene) was obtained. Synthetic applications of the new polyfluorinated silanes were illustrated by conversion of dichloro(hexafluorobutyl)(methyl)silane to the cyclic trisiloxane, which can serve as a monomer for the preparation of polysiloxanes. In addition, the hexafluorobutylsilanes showed defluorinative reactivity with lithium reagents, thereby demonstrating their synthetic utility as valuable building blocks for further transformations via C–F and C-Si bond activation.

Redistribution of dichlorosilanes and dihydridosilanes. Synthesis of chloro hydridosilanes

The redistribution of dichlorosilanes RSi(CH3)Cl2 and dihydridosilanes RSi(CH3)H2, prepared by reduction of the homologues dichlorosilanes, in the presence of a quaternary ammonium salt is presented. The influence of the nature of R (fluoroalkyl chain RFCH2CH2 with RF = CF3, C4F9, C8F17, alkyl chain R = C6H13 or aromatic R = C6H5) and of the temperature on the rate of the reaction is studied. The equilibrium constants and free enthalpies are calculated and discussed taking into account the nature of R. The new products described were characterized from I.R, 1H, 19F and 29Si NMR spectroscopies.