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Triphenylsilyl chloride

Triphenylsilyl chloride structure

CAS No:
76-86-8
Formula:
C18H15ClSi
Chemical Name:
Triphenylsilyl chloride
Synonyms:
TPSCl, Triphenylchlorosilane;Chlorotriphenylsilane,95%;Chlorotriphenylsilane, 95% 25GR;CHLOROTRIPHENYLSILANE FOR SYNTHESIS;Chlorotriphenylsilane Triphenylsilyl Chloride;TPCS;TRIPHENYLSILICON CHLORIDE;TRIPHENYLSILYL CHLORIDE
Categories:
Chemical Reagents > Organic Reagents

Description

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

Melting point 88-91℃, boiling point 378℃.

Likely impurities are tetraphenylsilane, small amounts of hexaphenyldisiloxane and traces of triphenylsilanol. Purify it by distillation at 2mm, then crystallise it from EtOH-free CHCl3, and from pet ether (b 30-60o) or hexane by cooling in a Dry-ice/acetone bath. [Allen & Modena J Chem Soc 3671 1957, Curran et al. J Am Chem Soc 72 4471 1950, Speier & Zimmerman J Am Chem Soc 77 6395 1955, Thomas & Rochow J Am Chem Soc 79 1843 1957, Beilstein 16 IV 1484.]

Triphenylsilyl chloride Basic Attributes

Molecular Weight：

294.85

Exact Mass：

294.85

BRN：

1820487

EC Number：

200-989-0

NSC Number：

102804

TSCA：

TSCA listed

Color/Form：

white

HScode：

29310095

Characteristics

PSA：

Physical Properties：

mp 92–94°C; bp 240–243°C/35 mmHg.

XLogP3：

7.43

Appearance：

white crystal

Density：

1.14

Melting Point：

91-94 °C(lit.)

Boiling Point：

378 °C

Flash Point：

>200°C

Refractive Index：

1.614

Water Solubility：

Reacts with water.

Storage Conditions：

Refrigerator

Toxicity：

Intravenous injection-mouse LD50: 56 mg/kg

Flammability characteristics：

Flammable; decomposes toxic chloride gas in contact with water or heat

Critical Temperature & Pressure：

Refrigerator

Safety Information

Packing level：

Hazard category：

Transport codes：

UN 3261 8/PG 2

wgk germany：

hazard class code：

safety instructions：

26-36/37/39-45-24/25

RTECS Number：

VV2720000

Marks：

Storage features：

Treasury is ventilated, low temperature and dry; stored separately from oxidants, alkalis and damp objects

Precautionary statement(s)：

P261-P280-P305 + P351 + P338-P310

Hazard Statements：

34-37

RIDADR：

UN 3261 8/PG 2

GHS Classification：

|Danger|H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]|P260, P261, P264, P271, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 48 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

Toxicity class：

highly toxic

Drug Information

MeSH Entry Terms：

chlorotriphenylsilane

Triphenylsilyl chloride Use and Manufacturing

Uses

Used in the synthesis of pharmaceutical intermediates or other polymers

A 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).

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

Manufacturing Info：

Benzene, 1,1',1''-(chlorosilylidyne)tris-: ACTIVE

Computed Properties

Molecular Weight:294.8
Rotatable Bond Count:3
Exact Mass:294.0631547
Monoisotopic Mass:294.0631547
Heavy Atom Count:20
Complexity:240
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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76-86-8 Triphenylchlorosilane high purity hly 57

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