6485-79-6

Basic information

• Product Name: Triisopropylsilane
• Synonyms: Tris-isopropylsilane;(ME2CH)3SIH;SILANE IP3H;TIS;TIPS;TRIISOPROPYLSILANE;Triisopropylsilane (TIPS);Triisopropylsilane [Cas#
• CAS NO: 6485-79-6
• Molecular Formula: C₉H₂₂Si
• Molecular Weight: 158.36
• EINECS: 464-880-1
• Product Categories: Other Reagents;Reduction;Si (Classes of Silicon Compounds);Si-H Compounds;Silicon Compounds (for Synthesis);Synthetic Organic Chemistry;Alkyl Silanes;Hydrogensilanes Hydrogensiloxanes;Reducing Agents;Biochemics;Organometallic Reagents;Organosilicon;OthersSynthetic Reagents;Silanes;Chemical Synthesis;Organometallic Reagents;Others;Synthetic Reagents
• Mol File: 6485-79-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 84-86 °C35 mm Hg(lit.)
• Flash Point: 99 °F
• Appearance: Colorless liquid
• Density: 0.773 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.37mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• Storage Temp.: Store at RT.
• Water Solubility: Immiscible with water.
• Sensitive: Moisture Sensitive
• BRN: 1733718
• CAS DataBase Reference: Triisopropylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: Triisopropylsilane(6485-79-6)
• EPA Substance Registry System: Triisopropylsilane(6485-79-6)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36-37/39-16
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• F: 10-21
• TSCA: No
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 6485-79-6(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless liquid

Uses

Different sources of media describe the Uses of 6485-79-6 differently. You can refer to the following data:
1. The bulky isopropyl groups (vs. ethyl) allow for more selective reductions, e.g., beta-selective reduction of anomeric C-phenyl ketals, but do not diminish their activity (e.g. in the copper triflate catalyzed reductive etherification of trimethylsilyl ethers).
2. Selective silylation of primary hydroxy groups in the presence of secondary alcohol.
3. Triisopropylsilane is used as a protecting group in peptide synthesis and is also used as a reducing agent for the selective reduction of anomeric C-phenyl ketals. It is used in the selective silylation of primary hydroxyl groups without affecting the secondary hydroxyl group. It is used in the preparation of anti-1,2-diols catalyzed by a Ni(O) N-heterocyclic carbine complex with high diastereoselectivity.

Application

Very sterically-hindered silane. Used as a cation scavenger in the deprotection of peptides.

InChI:InChI=1/C9H22Si/c1-7(2)10(8(3)4)9(5)6/h7-10H,1-6H3

Synthetic route

isopropyl chloride (75-29-6) → chlorotriisopropylsilane (6485-79-6)

Conditions	Yield
With trichlorosilane; magnesium 1) THF, 2) 0 deg C, 3) 25 deg C, 3d;	80%
(i) Li, Na, PE, (ii) SiCl4; Multistep reaction;

1,1,2,2-tetraisopropyl-1,2-dihydrodisilane (19753-69-6) → di-isopropylsilane (18209-66-0) + chlorotriisopropylsilane (6485-79-6) + 2,2,4-Triisopropyl-[1,3,2,4]dithiadisiletane + 2,2,4,4-Tetraisopropyl-1,3,2,4-dithiadisiletan

Conditions	Yield
With sulfur at 320℃; for 8h;	A n/a B n/a C n/a D 69%

trichlorosilane (10025-78-2) + isopropyllithium (1888-75-1) → chlorotriisopropylsilane (6485-79-6)

Conditions	Yield
In benzine HSiCl3 and i-C3H7Li in benzine at -5°C;;	64%
In benzine HSiCl3 and i-C3H7Li in benzine at -5°C;;	64%

sodium tris(benzene-1,2-diolato)silicate + isopropylmagnesium bromide (920-39-8) → chlorotriisopropylsilane (6485-79-6)

Conditions	Yield
	58%

isopropyllithium (1888-75-1) + monosilane (7440-21-3) → chlorotriisopropylsilane (6485-79-6)

Conditions	Yield
In not given	37.5%
In not given	37.5%

tri(iso-propyl)methoxysilane (33974-42-4) → chlorotriisopropylsilane (6485-79-6)

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;	32%

3-phenyl-1-tri-tert-butylsilyl-1-triisopropylsilyl-1-silacyclopent-3-ene (366006-72-6) → chlorotriisopropylsilane (6485-79-6) + tri-t-butylsilane (18159-55-2) + 1,1,1-tri-tert-butyl-3,3,3-triisopropyltrisilane + 1,1-di-tert-butyl-4,4-dimethyl-2-triisopropylsilyl-1,2-disilatane

Conditions	Yield
In various solvent(s) at 20℃; under 1 Torr; for 1h; Photolysis; Further byproducts.;	A 6.8% B 6.5% C 0.5% D 21.2%

isopropyllithium (1888-75-1) → chlorotriisopropylsilane (6485-79-6)

Conditions	Yield
With monosilane
With trichlorosilane; Petroleum ether

1,1,1-trichloro-2-methyl-1-silapropane (4170-46-1) + isopropylmagnesium chloride (1068-55-9) → chlorotriisopropylsilane (6485-79-6)

Conditions	Yield
(i) Et2O, (ii) (heating); Multistep reaction;

oxirane (75-21-8) + isopropylmagnesium chloride (1068-55-9) → isopentoxytriisopropylsilane + chlorotriisopropylsilane (6485-79-6)

Conditions	Yield
Stage #1: oxirane; isopropylmagnesium chloride In tetrahydrofuran Stage #2: With tetrachlorosilane In tetrahydrofuran; toluene Heating;	A 47 % Chromat. B 15 % Chromat.

methanol (67-56-1) + isopropylmagnesium chloride (1068-55-9) → tri(iso-propyl)methoxysilane (33974-42-4) + chlorotriisopropylsilane (6485-79-6)

Conditions	Yield
Stage #1: methanol; isopropylmagnesium chloride In tetrahydrofuran at 20℃; for 1h; Stage #2: With tetrachlorosilane In tetrahydrofuran; toluene at 70 - 95℃; for 3h;	A 59 % Chromat. B 19 % Chromat.
Stage #1: methanol With tetrachlorosilane In tetrahydrofuran at 20℃; Stage #2: isopropylmagnesium chloride In tetrahydrofuran; toluene	A 53 % Chromat. B 4 % Chromat.

isopropylmagnesium chloride (1068-55-9) + sodium methylate (124-41-4) → tri(iso-propyl)methoxysilane (33974-42-4) + chlorotriisopropylsilane (6485-79-6)

Conditions	Yield
Stage #1: isopropylmagnesium chloride; sodium methylate In tetrahydrofuran Stage #2: With tetrachlorosilane In tetrahydrofuran; toluene Heating;	A 44 % Chromat. B 29 % Chromat.

isopropylmagnesium chloride (1068-55-9) → chlorotriisopropylsilane (6485-79-6) + Diisopropylsilyl dichloride (7751-38-4)

Conditions	Yield
With tetrachlorosilane In tetrahydrofuran for 4h; Heating;	A 26 % Chromat. B 68 % Chromat.

isopropylmagnesium chloride (1068-55-9) + magnesium methanolate (109-88-6, 16436-83-2, 16436-85-4) → tri(iso-propyl)methoxysilane (33974-42-4) + chlorotriisopropylsilane (6485-79-6)

Conditions	Yield
Stage #1: isopropylmagnesium chloride; magnesium methanolate In tetrahydrofuran Stage #2: With tetrachlorosilane In tetrahydrofuran; toluene Heating;	A 51 % Chromat. B 28 % Chromat.

isopropylmagnesium chloride (1068-55-9) + isopropyl alcohol (67-63-0) → chlorotriisopropylsilane (6485-79-6) + Me2CHOSi(CHMe2)3 (56568-91-3)

Conditions	Yield
Stage #1: isopropylmagnesium chloride; isopropyl alcohol In tetrahydrofuran Stage #2: With tetrachlorosilane In tetrahydrofuran; toluene Heating;	A 18 % Chromat. B 39 % Chromat.

isopropylmagnesium chloride (1068-55-9) + tert-butyl alcohol (75-65-0) → tert-butoxy-triisopropyl-silane + chlorotriisopropylsilane (6485-79-6)

Conditions	Yield
Stage #1: isopropylmagnesium chloride; tert-butyl alcohol In tetrahydrofuran Stage #2: With tetrachlorosilane In tetrahydrofuran; toluene Heating;	A 7 % Chromat. B 12 % Chromat.

isopropylmagnesium chloride (1068-55-9) + butan-1-ol (71-36-3) → chlorotriisopropylsilane (6485-79-6) + 1-(triisopropylsilyl)oxybutane (75031-67-3)

Conditions	Yield
Stage #1: isopropylmagnesium chloride; butan-1-ol In tetrahydrofuran Stage #2: With tetrachlorosilane In tetrahydrofuran; toluene Heating;	A 17 % Chromat. B 51 % Chromat.

isopropylmagnesium chloride (1068-55-9) + hexan-1-ol (111-27-3) → chlorotriisopropylsilane (6485-79-6) + Hexyloxytriisopropylsilane

Conditions	Yield
Stage #1: isopropylmagnesium chloride; hexan-1-ol In tetrahydrofuran Stage #2: With tetrachlorosilane In tetrahydrofuran; toluene Heating;	A 18 % Chromat. B 41 % Chromat.

[Rh(H)(η2-HSiiPr3)(1,3-bis(diisopropylphosphino)propane)] → chlorotriisopropylsilane (6485-79-6) + [Rh(μ-H)(1,3-bis(diisopropylphosphanyl)propane)]2

Conditions	Yield
In (2)H8-toluene at 50℃; for 8h; Inert atmosphere;

C21H48PSi(1+)*C24BF20(1-) → [P(H)t-Bu2][B(C6F5)4] + chlorotriisopropylsilane (6485-79-6)

Conditions	Yield
With hydrogen at 90℃; under 3000.3 Torr; for 8h;

cyclohexenone (930-68-7) + chlorotriisopropylsilane (6485-79-6) → 1-triisopropylsiloxy-1-cyclohexene (80522-46-9)

Conditions	Yield
platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane at 100℃; for 0.25h;	99%

chlorotriisopropylsilane (6485-79-6) → triisopropylsilyl chloride (13154-24-0)

Conditions	Yield
With hexachloroethane; palladium dichloride at 20℃; for 1h; Cooling with ice;	99%
With iron(III) chloride; acetyl chloride In dichloromethane	93%
With tert-butylhypochlorite at -10℃; Chlorination;	9.5 g

chlorotriisopropylsilane (6485-79-6) → triisopropylsilanol (17877-23-5)

Conditions	Yield
With oxygen In water; acetone at 30℃; under 760.051 Torr; for 1.33333h;	99%
With oxygen In tetrahydrofuran; water at 20℃; under 760.051 Torr; for 0.5h; Green chemistry;	99%
With water In tetrahydrofuran at 25℃; for 0.35h;	98%

heptanal (111-71-7) + chlorotriisopropylsilane (6485-79-6) + 1-(1-propynyl)cyclohexene (1655-05-6) → (E)-{[1-(cyclohex-1-en-1-yl)-2-methylnon-1-en-3-yl]oxy}triisopropylsilane (1223452-07-0)

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); potassium tert-butylate; 1,3-bis(mesityl)imidazolium chloride In tetrahydrofuran Inert atmosphere; regioselective reaction;	99%

norborn-2-ene (498-66-8) + chlorotriisopropylsilane (6485-79-6) + 4-methoxy-benzaldehyde (123-11-5) → C24H38O2Si

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); n-butyllithium; BF4(1-)*C29H27N2(1+) In tetrahydrofuran; hexane at 20℃; for 15h; Inert atmosphere; diastereoselective reaction;	99%

chlorotriisopropylsilane (6485-79-6) + benzaldehyde (100-52-7) → (benzyloxy)triisopropylsilane (80522-43-6)

Conditions	Yield
With uranyl(VI) triflate In dichloromethane at 20℃; for 12h; Solvent;	99%
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In toluene at 50℃; for 24h; Inert atmosphere;	38%
With C48H48N2O4Ru2 In tetrahydrofuran at 20℃; for 24h; Irradiation; Inert atmosphere; chemoselective reaction;	13 %Spectr.

piperonal (120-57-0) + chlorotriisopropylsilane (6485-79-6) + norbornene (498-66-8) → (((6R,6aR,7S,10R,10aS)-6a,7,8,9,10,10a-hexahydro-6H-7,10-methanofluoreno[3,4-d][1,3]-dioxol-6-yl)oxy)triisopropylsilane + (((4bS,5R,8S,8aR,9R)-5,6,7,8,8a,9-hexahydro-4bH-5,8-methanofluoreno[2,3-d][1,3]dioxol-9-yl)oxy)triisopropylsilane

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); n-butyllithium; (4R,5R)-1,3-bis(2-isopropylphenyl)-4,5-di(naphthalen-1-yl)-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate In tetrahydrofuran; hexane for 17h; Glovebox; enantioselective reaction;	A 99% B n/a

chlorotriisopropylsilane (6485-79-6) + carbon dioxide (124-38-9) + phenethylamine (64-04-0) → N-Tsoc-2-phenylethylamine

Conditions	Yield
With palladium 10% on activated carbon In N,N-dimethyl acetamide under 760.051 Torr; for 16h; Sealed tube; Heating; Schlenk technique;	98.8%

4,4-dimethylcyclohexenone (1073-13-8) + chlorotriisopropylsilane (6485-79-6) → 4,4-dimethyl-1-triisopropylsilyl(oxy)-cyclohex-1-ene (137963-62-3)

Conditions	Yield
platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane at 100℃; for 0.25h;	98%

chlorotriisopropylsilane (6485-79-6) + (7RS)-(tert-butyldimethylsilanyloxy)-2,2-dimethyl-(7,7aRS)-dihydro-(3aSR)H-benzo[1,3]dioxol-4-one (138913-29-8, 141269-41-2) → (3aS,4S,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-7-triisopropylsilanyloxy-3a,4,5,7a-tetrahydro-benzo[1,3]dioxole

Conditions	Yield
platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane at 70℃; for 1h;	98%

chlorotriisopropylsilane (6485-79-6) + 4-(3-chloro-4-fluorophenyl)-3-(4-{[2-(tritylamino)ethyl]amino}-1,2,5-oxadiazol-3-yl)-1,2,4-oxadiazol-5(4H)-one (1204669-82-8) → 3-{4-[(2-aminoethyl)amino]-1,2,5-oxadiazol-3-yl}-4-(3-chloro-4-fluorophenyl)-1,2,4-oxadiazol-5(4H)-one hydrochloride (1204669-83-9)

Conditions	Yield
With hydrogenchloride; trifluoroacetic acid In 1,4-dioxane; diethyl ether	98%

chlorotriisopropylsilane (6485-79-6) + (1R,4S,5S,6R)-5,6-bis(methoxymethyl)bicyclo[2.2.1]hept-2-ene (172926-02-2) + benzaldehyde (100-52-7) → C27H44O3Si

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); n-butyllithium; BF4(1-)*C29H27N2(1+) In tetrahydrofuran; hexane at 20℃; for 15h; Inert atmosphere; diastereoselective reaction;	98%

chlorotriisopropylsilane (6485-79-6) + carbon dioxide (124-38-9) + benzylamine (100-46-9) → N-Tsoc-benzylamine

Conditions	Yield
With palladium 10% on activated carbon In N,N-dimethyl acetamide under 760.051 Torr; for 16h; Catalytic behavior; Reagent/catalyst; Solvent; Pressure; Temperature; Sealed tube; Heating; Schlenk technique;	98%

chlorotriisopropylsilane (6485-79-6) + 1-bromo-4-cyclopropylbenzene (1124-14-7) → (3-(4-bromophenyl)propyl)triisopropylsilane

Conditions	Yield
Stage #1: chlorotriisopropylsilane With tri(phenyl)methylium closo-7,8,9,10,11,12-hexabromocarboranate In benzene at 20℃; for 0.0166667h; Glovebox; Inert atmosphere; Stage #2: 1-bromo-4-cyclopropylbenzene In benzene at 20℃; for 0.25h; Glovebox; Inert atmosphere; regioselective reaction;	98%

chlorotriisopropylsilane (6485-79-6) + trifluorormethanesulfonic acid → triisopropylsilyl trifluoromethanesulfonate (80522-42-5)

Conditions	Yield
at 22℃; for 16h;	97%
at 0 - 20℃;
at 0 - 20℃; for 21h; Inert atmosphere;
at 0 - 20℃; for 18h; Inert atmosphere; Schlenk technique;
In dichloromethane at 0 - 20℃; Inert atmosphere;

chlorotriisopropylsilane (6485-79-6) + 4-acetoxy-cyclopentenone (768-48-9) → Acetic acid 3-triisopropylsilanyloxy-cyclopent-3-enyl ester

Conditions	Yield
platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane In diethyl ether for 2h; Ambient temperature;	97%

chlorotriisopropylsilane (6485-79-6) + 1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazasilol-2-ylidene (154030-95-2) + trityl tetrakis(pentafluorophenyl)borate → C19H41N2Si2(1+)*C24BF20(1-)

Conditions	Yield
Stage #1: chlorotriisopropylsilane; trityl tetrakis(pentafluorophenyl)borate In benzene at 20℃; Inert atmosphere; Stage #2: 1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazasilol-2-ylidene In benzene at 20℃; Inert atmosphere;	97%

4-Octyne (1942-45-6) + chlorotriisopropylsilane (6485-79-6) → C17H36Si (1277099-76-9)

Conditions	Yield
With platinum 1,3-divinyl-1,1,3,3-tetramethyldisiloxane In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene for 24h; Inert atmosphere; Reflux;	97%

chlorotriisopropylsilane (6485-79-6) + 4-n-methylphenylacetylene (766-97-2) → [2-(4-methylphenyl)ethynyl]tris(propan-2-yl)silane

Conditions	Yield
With Au97Ag3; oxygen In toluene at 80℃; for 18h; Reagent/catalyst; Solvent; chemoselective reaction;	97%

chlorotriisopropylsilane (6485-79-6) + 4-fluoro-1-cyclopropyl-benzene (18511-60-9) → (3-(4-fluorophenyl)propyl)triisopropylsilane

Conditions	Yield
Stage #1: chlorotriisopropylsilane With tri(phenyl)methylium closo-7,8,9,10,11,12-hexabromocarboranate In benzene at 20℃; for 0.0166667h; Glovebox; Inert atmosphere; Stage #2: 4-fluoro-1-cyclopropyl-benzene In benzene at 20℃; for 0.25h; Glovebox; Inert atmosphere; regioselective reaction;	97%

chlorotriisopropylsilane (6485-79-6) + carbon dioxide (124-38-9) + 2,3-dihydro-1H-inden-2-amine (2975-41-9) → N-Tsoc-(indan-2-yl)amine

Conditions	Yield
With palladium 10% on activated carbon In N,N-dimethyl acetamide at 100℃; under 7600.51 Torr; for 16h; Sealed tube; Schlenk technique; Autoclave;	96.6%

chlorotriisopropylsilane (6485-79-6) + carbon dioxide (124-38-9) + methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) → N-Tsoc-phenylalanine methyl ester (228704-07-2)

Conditions	Yield
With palladium 10% on activated carbon In N,N-dimethyl acetamide under 760.051 Torr; for 16h; Reagent/catalyst; Pressure; Sealed tube; Heating; Schlenk technique;	96.6%

chlorotriisopropylsilane (6485-79-6) + carbon dioxide (124-38-9) + N-Methyl-N-phenethylamine (589-08-2) → N-Tsoc-methyl(2-phenylethyl)amine

Conditions	Yield
With palladium 10% on activated carbon In N,N-dimethyl acetamide under 760.051 Torr; for 16h; Sealed tube; Heating; Schlenk technique;	96.2%

chlorotriisopropylsilane (6485-79-6) → triisopropylbromosilane (149063-93-4)

Conditions	Yield
With ethyl tribromoacetate; palladium dichloride In tetrahydrofuran for 0.25h; Inert atmosphere; Reflux;	96%
With lithium nitrate; bromine In N,N-dimethyl-formamide at 25℃; Rate constant;
With bromine In tetrachloromethane at 25℃; Rate constant;

chlorotriisopropylsilane (6485-79-6) → hexaisopropyldisiloxane

Conditions	Yield
With indium(III) bromide; oxygen In tetrahydrofuran at 20℃; for 24h;	96%

chlorotriisopropylsilane (6485-79-6) + bis(trifluoromethanesulfonyl)amide (82113-65-3) → C11H21F6NO4S2Si (213339-58-3)

Conditions	Yield
In 1,2-dichloro-ethane at 80℃; for 12h; Inert atmosphere;	96%

chlorotriisopropylsilane (6485-79-6) + 4-methoxyphenylacetylen (768-60-5) → 1-(4-methoxyphenyl)-2-(triisopropylsilyl)acetylene (144304-05-2)

Conditions	Yield
With Au97Ag3; oxygen In toluene at 80℃; for 18h; chemoselective reaction;	96%

chlorotriisopropylsilane (6485-79-6) + 4-chlorobenzaldehyde (104-88-1) → (4-chloro-benzyloxy)-triisopropyl-silane

Conditions	Yield
With uranyl(VI) triflate In dichloromethane-d2 at 20℃; for 12h;	96%

chlorotriisopropylsilane (6485-79-6) + carbon dioxide (124-38-9) + Phentermin (122-09-8) → N-Tsoc-(1,1-dimethyl-2-phenylethyl)amine

Conditions	Yield
With palladium 10% on activated carbon In N,N-dimethyl acetamide at 100℃; under 7600.51 Torr; for 16h; Sealed tube; Schlenk technique; Autoclave;	95.1%

cyclopent-2-enone (930-30-3) + chlorotriisopropylsilane (6485-79-6) → 1-triisopropylsilyl(oxy)-cyclopentene (80522-45-8)

Conditions	Yield
platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane at 100℃; for 0.25h;	95%

Upstream product

• 1068-55-9 isopropylmagnesium chloride 
• 67-63-0 isopropyl alcohol 
• 33974-42-4 tri(iso-propyl)methoxysilane 
• 1888-75-1 isopropyllithium 
• 7440-21-3 monosilane 
• 10025-78-2 trichlorosilane 
• 920-39-8 isopropylmagnesium bromide 
• 111-27-3 hexan-1-ol 
• 71-36-3 butan-1-ol 
• 75-65-0 tert-butyl alcohol 
• 109-88-6 magnesium methanolate 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 75-21-8 oxirane 

Downstream Products

• 17903-14-9 triisopropyl(phenyl)silane 
• 100-41-4 ethylbenzene 
• 76372-98-0 trans-2-triisopropylsilyl-1-phenylethylene 
• 80522-46-9 1-triisopropylsiloxy-1-cyclohexene 
• 137963-62-3 4,4-dimethyl-1-triisopropylsilyl(oxy)-cyclohex-1-ene 
• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 834-14-0 p-benzylanizole 
• 128709-42-2 C₉H₂₁Si⁽¹⁺⁾ 
• 98264-26-7 1,3-Bis-triisopropylsilanyloxy-propan-2-ol 
• 75031-66-2 <(triisopropylsilyl)oxy>cyclohexane 
• 75-83-2 2,2-Dimethylbutane 
• 13154-24-0 triisopropylsilyl chloride 
• 16969-45-2 pyridin-1-ium 
• 17897-63-1 triisopropyl(3-methylphenyl)silan 

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The thermally robust silylium complex [iPr3Si-PtBu3]+[B(C6F5)4]- (1) activates H2/D2 at 90 °C (PhCl); no evidence for dissociation into the separated Lewis pair is found. DFT calculations show H2 cleavage proceeds via Si-P bond elongation to form an encounter complex directly from the adduct, thus avoiding the non-isolable iPr3Si+-PtBu3 FLP. This journal is

Versatile method for introduction of bulky substituents to alkoxychlorosilanes

The reactions of various alkoxytrichlorosilanes prepared in situ from tetrachlorosilane and alcohols, with Grignard reagents bearing a bulky substituent such as the isopropyl, sec-butyl, and cyclohexyl group afforded triisopropyl-, tri(sec-butyl)-, and tricyclohexylalkoxysilane in high yields. The reactions of n-butoxytrichlorosilane with these Grignard reagents produced triisopropyl-, tri(sec-butyl)-, and tricyclohexyl(n-butoxy)silane in 94%, 96%, and 92% yields, respectively. Methoxymethyldichlorosilane reacted with the same Grignard reagents to give diisopropyl-, di(sec-butyl)-, and dicyclohexylmethoxymethylsilane in 84%, 83%, and 83% yields. Treatment of methoxydimethylchlorosilane with the Grignard reagents readily afforded isopropyl-, sec-butyl-, and cyclohexylmethoxydimethylsilane in excellent yields. Similar treatment of methoxydimethylchlorosilane with tert-butylmagnesium chloride gave tert-butylmethoxydimethylsilane in 62% yield.