(Triisopropylsilyl)acetylene (HCID 2734682)

Namen und Bezeichner

Bevorzugter Name: (Triisopropylsilyl)acetylene
IUPAC: ethynyl-tri(propan-2-yl)silane
Englischer Name: (Triisopropylsilyl)acetylene
Summenformel: C11H22Si
Molmasse: 182.38

Namen und Synonyme

(Triisopropylsilyl)acetylene89343-06-6DTXSID30370445RefChem:408562DTXCID60321480629-580-9EthynyltriisopropylsilaneTriisopropylsilylacetyleneethynyltris(propan-2-yl)silaneethynyl-tri(propan-2-yl)silaneMFCD00075452Silane, ethynyltris(1-methylethyl)-

Weitere Namen anzeigen

TIPS ACETYLENE(Triisopropylsilyl)acetylene,97%DK423DKSI047DKFELEX0266JACS-89343-06-6Triisopropylsilylethyne

C11H22SiS18000ethynyl(triisopropyl)silaneethynyltri(isopropyl)silaneTIPS-acetyleneTriisopropylacetylenetriisopropylsilylacetylenethynyltriisopropyl-silane

Datenbank-Bezeichner

CAS: 89343-06-6
PubChem CID: 2734682
DTXSID: DTXSID30370445
UNII: DWX24P8A9S
EC Number: 629-580-9
Nikkaji: J890.896F

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 0 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 0
Frei drehbare Bindungen: 4
Schwere Atome: 12
Formalladung: 0
Komplexität: 159

Physikochemische Eigenschaften

Schmelzpunkt: 50 · 50-51 °C
Siedepunkt: 50 · 50-52 °C/0.6 mmHg (lit.)
Dichte: 0.813 g/mL · 0.813 g/mL at 25 °C (lit.)
Brechungsindex: 20 · n20/D 1.4527(lit.)
Flammpunkt: 133 °F · 133 °F
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
Löslichkeit: Miscible with organic solvents.
Aggregatzustand: liquid
Wichte: 0.813 · 0.813
Farbe: Clear, colourless
BRN: 3536241 · 3536241
InChI: InChI=1S/C11H22Si/c1-8-12(9(2)3,10(4)5)11(6)7/h1,9-11H,2-7H3
InChIKey: KZGWPHUWNWRTEP-UHFFFAOYSA-N
SMILES: [Si](C#C)(C(C)C)(C(C)C)C(C)C
CAS Datenbank: 89343 · 89343-06-6(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H226 (98.1%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 53 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 25-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/32819

Hazard Classes and CategoriesFlam. Liq. 3 (98.1%)

Sicherheitsdaten

wgk: 3
tsca: N
ridadr: UN 1993 3/PG 3
hs_code: 29319090
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36/37/39-37/39
hazard_class: 3.2
packing_group: III
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden(Triisopropylsilyl)acetylene (TIPS-acetylene) is an easily handled and inexpensive monoprotected acetylene used as an attractive substitute for trimethylsilylacetylene (TMSacetylene). The bulkier silyl protecting group of TIPS-acetylene provides stability in a wider range of reaction conditions than TMS-acetylene. Its higher boiling point also provides better handling and safety than TMS-acetylene (bp 87–88°C at 12 hPa (9 mmHg)). The general utility of TIPS-acetylene is often highlighted in the transition metal-catalyzed C–C bond formations， including but not limited to transition metal-catalyzed Coupling Reactions；Reaction of TIPS-acetylide with Electrophiles；Synthesis of Polyynes；Transition Metal-catalyzed Cross-addition of TIPSacetylene to Alkynes；Hydroalkynylation；Direct Alkynylation；Conjugate Addition；Cycloaddition；Ring-opening Reactions etc.