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1,1',1''-(Chlorosilylidyne)tris(benzene)

HCID 6458
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Basic information

CAS
76-86-8
Standard SMILES
Cl[Si](c1ccccc1)(c1ccccc1)c1ccccc1
InChIKey
MNKYQPOFRKPUAE-UHFFFAOYSA-N
Molecular formula
C18H15ClSi
Average molar mass
294.8 g/mol
Monoisotopic mass
294.0631547

Names & identifiers

Preferred name
1,1',1''-(Chlorosilylidyne)tris(benzene)
IUPAC
chloro(triphenyl)silane
English name
Triphenylsilyl chloride
Molecular formula
C18H15ClSi
Molecular weight
294.85

Names & synonyms

Chlorotriphenylsilane76-86-8TriphenylchlorosilaneTriphenylsilyl chlorideDTXSID70870398Benzene, 1,1',1''-(chlorosilylidyne)tris-1,1',1''-(Chlorosilylidyne)tris(benzene)RefChem:575984DTXCID60818123200-989-0CTPSSILANE, CHLOROTRIPHENYL-
Show more names
P3TPCSMyD10ICAM-1/CDTRIPHENLCHLOROSILANEchlorotriphenyl-silanTriphenylchlorsoilane
chloro(triphenyl)silaneTriphenylsilicon chlorideC18H15ClSiClSiPh3Ph3SiClMFCD00000496S20525triphenylsilylchloride

Database identifiers

CAS
76-86-8
PubChem CID
6458
DTXSID
DTXSID70870398
EC Number
200-989-0
Nikkaji
J54.324A

Properties

Computed structural properties

Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
3
Heavy atoms
20
Formal charge
0
Complexity
240

Experimental & physicochemical properties

SpringerMaterials Properties29Si nuclear magnetic resonance spectrum

Physicochemical properties

Melting point
91 · 91-94 °C(lit.)
Boiling point
378 °C · 378 °C
Density
1.14 · 1.14
Flash point
200 °C · >200°C
storage temp.
Refrigerator
solubility
0.1 g/mL, · acetone: 0.1 g/mL, clear
form
crystal
color
white
Specific Gravity
1.16 · 1.16
Water Solubility
Reacts with water.
Sensitive
Moisture Sensitive
Hydrolytic Sensitivity
8 · 8: reacts rapidly with moisture, water, protic solvents
BRN
1820487 · 1820487
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

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 50 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Silane, chlorotriphenyl-

Chlorotriphenylsilane: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Corr. 1B (100%)

Safety data

F
10-21
PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
1
tsca
TSCA listed
rtecs
VV2720000
ridadr
UN 3261 8/PG 2
hs_code
29310095
risk_code
34-37
Signal word
Danger
Symbol(GHS)
GHS05
hazard_code
C
safety_code
26-36/37/39-45-24/25

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzene, 1,1',1''-(chlorosilylidyne)tris-: ACTIVE
Applications · 3 items

DescriptionTriphenylsilyl chloride is a white to off-white crystal or powder with acrid ordor of hydrogen chloride, used for synthesis of pharmaceutical intermediates.

UsesChlorotriphenylsilane is used as a silylating agent. It is also used as a pharmaceutical intermediate.

UsesA wide variety of Grignard reagents and organolithium complexes participate in reactions with Ph3SiCl to afford organosilanes. Thus the reaction of allylmagnesium chloride with Ph3SiCl gives the allylsilane in high yield (eq 3).However, when hydrosilyl Grignard reagents are employed, reduction to the silane occurs (eq 4).Azaallyl anion6 and diazolithium salts can each be silylated to give the anticipated silane adducts (eqs 5 and 6). Similarly, arylsilanes8 and alkynylsilanes are produced upon silylation of the appropriate metalated13 carbanions with Ph3SiCl (eqs 7–11).

Upstream & downstream products

Upstream raw materials

(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

Downstream products

(3-Bromophenyl)triphenylsilaneDiphenylgermanium dichlorideHexaphenyldisiloxaneTriphenylethoxysilaneTriphenylfluorosilane

Related reactions

47 records
New reaction record
HRID 5047 reaction equation
HRID 5047As reactantuspto-grants-1993_09
HRID 109462 reaction equation
HRID 109462As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 114731 reaction equation
HRID 114731As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 163689 reaction equation
HRID 163689As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 236850 reaction equation
HRID 236850As productuspto-grants-1979_06
HRID 270735 reaction equation
HRID 270735As reactantuspto-grants-2008_11
HRID 371811 reaction equation
HRID 371811As reactantuspto-grants-1978_05
HRID 372860 reaction equation
HRID 372860As reactantuspto-grants-1978_05
Page 1 of 6

Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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InChIKey
MNKYQPOFRKPUAE-UHFFFAOYSA-N
SMILES
Cl[Si](c1ccccc1)(c2ccccc2)c3ccccc3
CAS DataBase Reference
76 · 76-86-8(CAS DataBase Reference)
EWG's Food Scores
1 · 1
NIST Chemistry Reference
Triphenylchlorosilane(76-86-8)
EPA Substance Registry System
Silane, chlorotriphenyl- (76-86-8)
UNSPSC Code
12352002 · 12352002
NACRES
22 · NA.22
Symbol(GHS)
5 · GHS05
Signal word
Danger
Hazard statements
314 · H314-H290
Precautionary statements
501 · P501-P260-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405
PPE
3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes
C
Risk Statements
34 · 34-37
Safety Statements
26 · 26-36/37/39-45-24/25
RIDADR
3261 · UN 3261 8/PG 2
WGK Germany
1 · 1
RTECS
2720000 · VV2720000
F
10 · 10-21
TSCA
TSCA listed
HazardClass
8 · 8
PackingGroup
II
HS Code
29310095 · 29310095
Storage Class
8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications
1 B · Skin Corr. 1B
hazard_class
8
Storage Class
8A - Combustible corrosive hazardous materials
packing_group
II
Hazard statements
H314-H290
Hazard Classifications
Skin Corr. 1B
Precautionary statements
P501-P260-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405
N,N'-Di-(4-methyl-phenyl)-benzidine
Bis(triphenylsilyl)chromate 96