Triphenylsilyl chloride supplier

Name
Triphenylsilyl chloride
EINECS 200-989-0
CAS No. 76-86-8
Article Data86
CAS DataBase
Density 1.14 g/cm³
Solubility acetone: 0.1 g/mL, clear
Melting Point 91-94 °C(lit.)
Formula C₁₈H₁₅ClSi
Boiling Point 374.8 °C at 760 mmHg
Molecular Weight 294.856
Flash Point 164.5 °C
Transport Information UN 3261 8/PG 2
Appearance white crystal
Safety 26-36/37/39-45-24/25
Risk Codes 34-37
Molecular Structure
Hazard Symbols C
Synonyms Silane,chlorotriphenyl- (6CI,8CI,9CI);Chlorotriphenylsilane;NSC 102804;TSL 8061;Triphenylchlorosilane;Triphenylsilicon chloride;
PSA 0.00000
LogP 2.89230

Synthetic route

: 789-25-3
HSiPh3

: 76-86-8
Triphenylsilyl chloride

Conditions

Conditions	Yield
With hexachloroethane; palladium dichloride at 20℃; for 1h;	100%
With dichloromethane; eosin y at 40℃; Temperature; Reagent/catalyst; Flow reactor; Inert atmosphere; Irradiation; Green chemistry;	99%
With trichloroisocyanuric acid In dichloromethane Heating;	97.5%

: 10026-04-7, 53609-55-5
tetrachlorosilane

: 591-51-5
phenyllithium

: 76-86-8
Triphenylsilyl chloride

Conditions

Conditions	Yield
In not given SiCl4 and C6H5Li (mol. ratio 1:3);;	99%
In not given SiCl4 and C6H5Li (mol. ratio 1:3);;	99%

: 1558-25-4
(chloromethyl)trichlorosilane

: 789-25-3
HSiPh3

A: 75-79-6
Methyltrichlorosilane

B: 76-86-8
Triphenylsilyl chloride

Conditions

Conditions	Yield
at 165 - 250℃; for 12h;	A 87.3% B 95.8%
at 165 - 210℃; for 12h;	A 95.8% B 87.3%

...Expand

: 791-31-1
triphenylhydroxysilane

: 76-86-8
Triphenylsilyl chloride

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether introduction of gaseous HCl into a soln. of (C6H5)3SiOH in abs. ether at room temp.;;	90%
With HCl In diethyl ether introduction of gaseous HCl into a soln. of (C6H5)3SiOH in abs. ether at room temp.;;	90%
With iron(III) chloride; acetyl chloride In 1,2-dichloro-ethane for 2h;	57%

: 1829-41-0
methoxy-triphenyl-silane

: 76-86-8
Triphenylsilyl chloride

Conditions

Conditions	Yield
With iron(III) chloride; acetyl chloride In 1,2-dichloro-ethane for 24h;	90%

: 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

: 98-13-5
Phenyltrichlorosilane

A: 76-86-8
Triphenylsilyl chloride

B: 80-10-4
diphenylsilyl dichloride

Conditions

Conditions	Yield
Stage #1: 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole With bis(tricyclohexylphosphine)nickel(II) dichloride; triethylaluminum; dimethylaluminum chloride In 1,4-dioxane; hexane; 1,3,5-trimethyl-benzene at 90℃; for 0.5h; Stage #2: Phenyltrichlorosilane In hexane; toluene; 1,3,5-trimethyl-benzene at 90℃; for 24h;	A n/a B 88%

...Expand

: 98-13-5
Phenyltrichlorosilane

: 108-90-7
chlorobenzene

A: 76-86-8
Triphenylsilyl chloride

B: 80-10-4
diphenylsilyl dichloride

Conditions

Conditions	Yield
With magnesium at 155℃; Inert atmosphere;	A 67.2% B 31.4%

...Expand

: 379-50-0
triphenylsilyl fluoride

: 76-86-8
Triphenylsilyl chloride

Conditions

Conditions	Yield
With AlCl3 In diethyl ether boiling of (C6H5)3SiF and AlCl3 in ether;;	55%
Multi-step reaction with 2 steps 1: diethyl ether 2: not given View Scheme

: 1048-08-4
tetraphenylsilane

A: 76-86-8
Triphenylsilyl chloride

B PhSbCl4, SbCl3: PhSbCl4, SbCl3

Conditions

Conditions	Yield
With antimonypentachloride In tetrachloromethane	A 30% B n/a

: 1719-53-5
diethyldichlorosilane

: 80-10-4
diphenylsilyl dichloride

A: 76-86-8
Triphenylsilyl chloride

B: 1125-27-5, 18447-29-5
dichloro(ethyl)phenylsilane

C: 98-13-5
Phenyltrichlorosilane

Conditions

Conditions	Yield
With aluminum (III) chloride at 120℃; for 3h; Overall yield = 64 %;	A 7% B 25% C 28%

...Expand

: 624-65-7
2-propynyl chloride

: 789-25-3
HSiPh3

A: 76-86-8
Triphenylsilyl chloride

B: 14657-23-9
triphenylpropargylsilane

C: ((E)-3-Chloro-propenyl)-triphenyl-silane

Conditions

Conditions	Yield
With dihydrogen hexachloroplatinate at 50℃; for 6h; Product distribution;	A 24% B 9% C 7%
With dihydrogen hexachloroplatinate at 50℃; for 6h; Title compound not separated from byproducts;	A 24% B 9% C 7%

...Expand

: 789-25-3
HSiPh3

A: 76-86-8
Triphenylsilyl chloride

B: 14657-23-9
triphenylpropargylsilane

C: ((E)-3-Chloro-propenyl)-triphenyl-silane

Conditions

Conditions	Yield
With dihydrogen hexachloroplatinate; 2-propynyl chloride at 50℃; for 6h; Title compound not separated from byproducts;	A 24% B 9% C 7%

...Expand

: 115-21-9
ethyltrichlorosilane

: phenylmagnesium bromide

: 76-86-8
Triphenylsilyl chloride

Conditions

Conditions	Yield
With diethyl ether

: 1048-08-4
tetraphenylsilane

: 76-86-8
Triphenylsilyl chloride

Conditions

Conditions	Yield
With tetrachlorosilane; copper(l) chloride at 300 - 360℃;
With phosphorus pentachloride at 180℃; und Erhitzen dann auf 240grad;

: 4206-75-1
phenylchlorosilane

A: 76-86-8
Triphenylsilyl chloride

B: 80-10-4
diphenylsilyl dichloride

Conditions

Conditions	Yield
With aluminium trichloride

: 18758-56-0
1-(triphenylsiloxy)-2-phenylethane

A: 76-86-8
Triphenylsilyl chloride

B: 18839-09-3
Si(Oet-2-ph)4

Conditions

Conditions	Yield
With tetrachlorosilane

: 75-36-5
acetyl chloride

: 791-31-1
triphenylhydroxysilane

: 76-86-8
Triphenylsilyl chloride

: 108-90-7
chlorobenzene

A: 76-86-8
Triphenylsilyl chloride

B: 1048-08-4
tetraphenylsilane

Conditions

Conditions	Yield
With tetrachlorosilane; sodium

: phenylmagnesium bromide

: 80-10-4
diphenylsilyl dichloride

: 76-86-8
Triphenylsilyl chloride

: 71-43-2
benzene

: 76-86-8
Triphenylsilyl chloride

Conditions

Conditions	Yield
With tetrachlorosilane at 980℃; in der Dampfphase;

: 1450-23-3
hexaphenyldisilane

: 76-86-8
Triphenylsilyl chloride

Conditions

Conditions	Yield
With n-Butyl chloride In cyclohexane at 23℃; Rate constant; Irradiation; other alkyl halides;

: phenylmagnesium chloride

: 98-13-5
Phenyltrichlorosilane

: 76-86-8
Triphenylsilyl chloride

Conditions

Conditions	Yield
In tetrahydrofuran

: 1450-18-6
1,1,1-trimethyl-2,2,2-triphenyldisilane

: 67-64-1
acetone

A: 75-77-4
chloro-trimethyl-silane

B: 76-86-8
Triphenylsilyl chloride

C: 3,3-Dimethyl-1,1-diphenyl-9-trimethylsilanyl-2-oxa-1-sila-spiro[3.5]nona-5,7-diene

D: 1-(Isopropoxy-diphenyl-silanyl)-2-trimethylsilanyl-benzene

Conditions

Conditions	Yield
With chloroform In Cyclohexane-d12 Product distribution; Irradiation; other disilane; var. solvents; also without CHCl3;

...Expand

: 75-77-4
chloro-trimethyl-silane

: 791-31-1
triphenylhydroxysilane

A: 1066-40-6
Trimethylsilanol

B: 76-86-8
Triphenylsilyl chloride

Conditions

Conditions	Yield
Equilibrium constant;

...Expand

: 7647-01-0
hydrogenchloride

: 60-29-7
diethyl ether

: 791-31-1
triphenylhydroxysilane

: 76-86-8
Triphenylsilyl chloride

...Expand

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 75-36-5
acetyl chloride

: 791-31-1
triphenylhydroxysilane

: 76-86-8
Triphenylsilyl chloride

...Expand

: 1048-08-4
tetraphenylsilane

: 10026-13-8, 874483-75-7
phosphorus pentachloride

A: 76-86-8
Triphenylsilyl chloride

B: 80-10-4
diphenylsilyl dichloride

...Expand

: 7446-70-0
aluminium trichloride

: 4206-75-1
phenylchlorosilane

A: 76-86-8
Triphenylsilyl chloride

B: 80-10-4
diphenylsilyl dichloride

...Expand

: 76-86-8
Triphenylsilyl chloride

: ((i)Pr2N)2BP(H)Li * 1,2-dimethoxyethane

: 235756-00-0
(((CH3)2CH)2N)2BP(H)Si(C6H5)3

Conditions

Conditions	Yield
In hexane silylation; 1.) 0 deg C, 1 h, 2.) 23 deg C, 6 h;	100%
In hexane byproducts: LiCl, DME; inert atmosphere; equimolar amts., stirring (0°C, 1 h; 23°C, 6 h); filtration off of LiCl, evapn. (vac.), crystn. on standing (23°C, several d); elem. anal.;	100%

: 76-86-8
Triphenylsilyl chloride

: 60-24-2
2-hydroxyethanethiol

: 205698-59-5
1-triphenylsiloxy-ethane-2-thiol

Conditions

Conditions	Yield
With pyridine at 20℃;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h;	65%

: 76-86-8
Triphenylsilyl chloride

: 350795-03-8
(2S,3S)-3-isopropyl-2-phenyl-2,3-epoxypropan-1-ol

: 350795-04-9
(2S,3S)-3-isopropyl-2-phenyl-2,3-epoxypropan-1-triphenylsilyl ether

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 6h;	100%

: 76-86-8
Triphenylsilyl chloride

: 637741-35-6
2-hydroxy-4-iodo-1,3-dimethyl-cyclopent-3-enecarboxylic acid ethyl ester

: 637741-36-7
4-iodo-1,3-dimethyl-2-triphenylsilanyloxy-cyclopent-3-enecarboxylic acid ethyl ester

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 2h;	100%

: 76-86-8
Triphenylsilyl chloride

: 106-37-6
1.4-dibromobenzene

: 18737-40-1
4-bromophenyltriphenylsilane

Conditions

Conditions	Yield
Stage #1: 1.4-dibromobenzene With n-butyllithium In diethyl ether; hexane at -78℃; Stage #2: Triphenylsilyl chloride In diethyl ether; hexane at -78 - 20℃; Further stages.;	100%
Stage #1: 1.4-dibromobenzene With n-butyllithium In diethyl ether at -78℃; for 2.33333h; Inert atmosphere; Stage #2: Triphenylsilyl chloride In diethyl ether at -78 - 20℃; Inert atmosphere;	87.1%
Stage #1: 1.4-dibromobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: Triphenylsilyl chloride at -78℃; for 2h;	85%

: 76-86-8
Triphenylsilyl chloride

: 556-82-1
3-methyl-2-buten-1-ol

: C23H24OSi

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 22h;	99%

: 75-77-4
chloro-trimethyl-silane

: 76-86-8
Triphenylsilyl chloride

: 1450-18-6
1,1,1-trimethyl-2,2,2-triphenyldisilane

Conditions

Conditions	Yield
With C8K In tetrahydrofuran at 0℃; for 0.0833333h;	98%
With lithium In tetrahydrofuran at 0℃; 1.) THF, room temp., 6 h;	82%
With lithium In tetrahydrofuran for 20h; Ambient temperature;	77%

: 76-86-8
Triphenylsilyl chloride

: 246510-31-6
(2R,3S)-2-Hydroxy-3-phenylsulfanylcarbonyl-butyric acid ethyl ester

: 500103-02-6
(2R,3S)-3-Phenylsulfanylcarbonyl-2-triphenylsilanyloxy-butyric acid ethyl ester

Conditions

Conditions	Yield
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 0℃;	98%

: 76-86-8
Triphenylsilyl chloride

: 527-60-6
Mesitol

: 234123-80-9
1,3,5-trimethyl-2-(triphenylsilyloxy)benzene

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃;	98%
Stage #1: Mesitol With sodium In tetrahydrofuran Inert atmosphere; Schlenk technique; Stage #2: Triphenylsilyl chloride In tetrahydrofuran at 20℃; for 48h; Inert atmosphere; Schlenk technique; Cooling with liquid nitrogen;	49%

: 76-86-8
Triphenylsilyl chloride

: 157430-14-3
(2S,3S,6S)-6-(4-Methoxy-phenoxy)-2-methyl-3,6-dihydro-2H-pyran-3-ol

: C31H30O4Si

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 0℃;	98%

: 1076068-52-4
C15(13)CH14O

: 76-86-8
Triphenylsilyl chloride

: 1076068-56-8
C33(13)CH28OSi

Conditions

Conditions	Yield
Stage #1: C15(13)CH14O With n-butyllithium In tetrahydrofuran at -20℃; for 2h; Stage #2: Triphenylsilyl chloride In tetrahydrofuran at 20℃; for 3h; Further stages.;	98%

: C15(13)CH14O

: 76-86-8
Triphenylsilyl chloride

: C33(13)CH28OSi

Conditions

Conditions	Yield
Stage #1: C15(13)CH14O With n-butyllithium In tetrahydrofuran at -20℃; for 2h; Stage #2: Triphenylsilyl chloride In tetrahydrofuran at 20℃; for 3h; Further stages.;	98%

: 76-86-8
Triphenylsilyl chloride

: 13632-79-6
1,1'-(3-methoxyprop-1-yne-3,3-diyl)dibenzene

: 1076068-55-7
C34H28OSi

Conditions

Conditions	Yield
Stage #1: 1,1'-(3-methoxyprop-1-yne-3,3-diyl)dibenzene With n-butyllithium In tetrahydrofuran at -20℃; for 2h; Stage #2: Triphenylsilyl chloride In tetrahydrofuran at 20℃; for 3h; Further stages.;	98%

: 126296-34-2
{niobium(I)(methyl isocyanide)(CO)(1,2-bis(dimethylphosphino)ethane)2Cl}

: 76-86-8
Triphenylsilyl chloride

: C33H50NNbOP4Si

Conditions

Conditions	Yield
With Na/Hg In tetrahydrofuran addn. of excess 40% Na/Hg to the red soln. of Nb(CNMe)(CO)(dmpe)2Cl in THF, stirring 30 min, the resulting violet soln. decanted, addn. of Ph3SiCl, colour change to deep red over 30 min; vac. evapn., residue extd. into pentane, filtered, vac. evapn., orange red solid, elem. anal.;	98%

: 76-86-8
Triphenylsilyl chloride

: 3355-28-0
1-Bromo-2-butyne

: 850172-10-0
buta-2,3-dien-2-yltriphenylsilane

Conditions

Conditions	Yield
Stage #1: 1-Bromo-2-butyne With indium In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: Triphenylsilyl chloride In N,N-dimethyl-formamide at 20℃; for 3h;	98%

: 76-86-8
Triphenylsilyl chloride

: 106-96-7
propargyl bromide

: 14583-75-6
triphenyl(propa-1,2-dien-1-yl)silane

Conditions

Conditions	Yield
Stage #1: propargyl bromide With indium In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: Triphenylsilyl chloride at 20℃; for 3h;	98%

: 76-86-8
Triphenylsilyl chloride

: 108-24-7
acetic anhydride

: 60-24-2
2-hydroxyethanethiol

: 1113062-55-7
C22H22O2SSi

Conditions

Conditions	Yield
Stage #1: Triphenylsilyl chloride; 2-hydroxyethanethiol With triethylamine In dichloromethane at 20℃; Stage #2: acetic anhydride In dichloromethane at 20℃; for 2h;	98%

...Expand

: 76-86-8
Triphenylsilyl chloride

: 1066-54-2
trimethylsilylacetylene

: 17146-53-1
1-trimethylsilyl-2-triphenylsilylacetylene

Conditions

Conditions	Yield
Stage #1: trimethylsilylacetylene With n-butyllithium In diethyl ether; hexane at -78 - 0℃; for 1h; Stage #2: Triphenylsilyl chloride In diethyl ether; hexane at 0 - 20℃;	98%

: 76-86-8
Triphenylsilyl chloride

: 82679-59-2
benzyl D-threonin p-toluenesulfonate

: 143000-26-4
benzyl D-threonin triphenylsilyl ether

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide Ambient temperature;	97.05%

: 76-86-8
Triphenylsilyl chloride

: (R)-(+)-3,3'-dibromo-1,1'-bi-2-naphthol

: 3,3'-Dibromo-2,2'-bis-triphenylsilanyloxy-[1,1']binaphthalenyl

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 5h; Ambient temperature;	97%

Triphenylsilyl chloride Chemical Properties

Product Name: Triphenylsilyl chloride (CAS NO.76-86-8)

Molecular Formula: C₁₈H₁₅ClSi
Molecular Weight: 294.85g/mol
Mol File: 76-86-8.mol
EINECS: 200-989-0
Boiling point: 374.8 °C at 760 mmHg
Storage Temperature: Refrigerator
Flash Point: 164.5 °C
Density: 1.14 g/cm³
Sensitive: Moisture Sensitive
Index of Refraction: 1.614
Molar Refractivity: 89.76 cm³
Molar Volume: 257.4 cm3
Surface Tension: 40.6 dyne/cm
Enthalpy of Vaporization: 59.78 kJ/mol
Vapour Pressure: 1.76E-05 mmHg at 25°C
H-Bond Donor: 0
H-Bond Acceptor: 0
Structure Descriptors of Triphenylsilyl chloride (CAS NO.76-86-8):
IUPAC Name: chloro(triphenyl)silane
Canonical SMILES: C1=CC=C(C=C1)[Si](C2=CC=CC=C2)(C3=CC=CC=C3)Cl
InChI: InChI=1S/C18H15ClSi/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
InChIKey: MNKYQPOFRKPUAE-UHFFFAOYSA-N
Product Categories: nochlorosilanes; Si (Classes of Silicon Compounds); Si-Cl Compounds; Silicon Compounds (for Synthesis); Synthetic Organic Chemistry; Blocking Agents; Phenyl Silanes; Protective Agents; Silylating Agents

Triphenylsilyl chloride Toxicity Data With Reference

ivn-mus LD50:56 mg/kg

CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#04717 .

Triphenylsilyl chloride Consensus Reports

Reported in EPA TSCA Inventory.

Triphenylsilyl chloride Safety Profile

Poison by intravenous route. When heated to decomposition it emits toxic vapors of Cl⁻.
Hazard Codes C Corrosive
Risk Statements 34-37
R34:Causes burns.
R37:Irritating to respiratory system
Safety Statements 26-36/37/39-45-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S24/25:Avoid contact with skin and eyes.
RIDADR UN 3261 8/PG 2
WGK Germany 1
RTECS VV2720000
F 10-21
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29310095

Triphenylsilyl chloride Specification

Triphenylsilyl chloride , its CAS NO. is 76-86-8, the synonyms are Triphenylsilicon chloride ; Benzene, 1,1',1''-(chlorosilylidyne)tris- ; Chlorotriphenylsilane ; Silane, chlorotriphenyl- .

Product Name

Triphenylsilyl chloride

Synthetic route

Triphenylsilyl chloride Chemical Properties

Triphenylsilyl chloride Toxicity Data With Reference

Triphenylsilyl chloride Consensus Reports

Triphenylsilyl chloride Safety Profile

Triphenylsilyl chloride Specification

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