1,1',1''-(Chlorosilylidyne)tris(benzene) (HCID 6458)

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-RefChem:575984DTXCID608181231,1',1''-(Chlorosilylidyne)tris(benzene)200-989-0CTPSSILANE, CHLOROTRIPHENYL-

Show more names

P3TPCSMyD10ICAM-1/CDTRIPHENLCHLOROSILANEchlorotriphenyl-silanTriphenylchlorsoilane

chloro(triphenyl)silaneTriphenylsilicon chlorideMFCD00000496S20525triphenylsilylchloridechloro-tri(phenyl)silaneC18H15ClSiChlorotriphenylsilane.

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 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 3
Heavy atoms: 20
Formal charge: 0
Complexity: 240

Experimental & physicochemical properties

Kovats Retention Index2191

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
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

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H335 (80%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

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%)；STOT SE 3 (80%)

Regulatory information

Regulatory Information · 2 items

Chemical: Silane, chlorotriphenyl-

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

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
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

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).