(Triisopropylsilyl)acetylene

Bezeichnung:(Triisopropylsilyl)acetylene

CAS-Nr89343-06-6

Englisch Name:(Triisopropylsilyl)acetylene

CBNumberCB0416001

SummenformelC11H22Si

Molgewicht182.38

MOL-Datei89343-06-6.mol

(Triisopropylsilyl)acetylene physikalisch-chemischer Eigenschaften

Schmelzpunkt	50-51 °C
Siedepunkt	50-52 °C/0.6 mmHg (lit.)
Dichte	0.813 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.4527(lit.)
Flammpunkt	133 °F
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
Löslichkeit	Miscible with organic solvents.
Aggregatzustand	liquid
Farbe	Clear, colourless
Wichte	0.813
Hydrolytic Sensitivity	4: no reaction with water under neutral conditions
BRN	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	89343-06-6(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36/37/39-37/39
RIDADR	UN 1993 3/PG 3
WGK Germany	3
TSCA	N
HazardClass	3.2
PackingGroup	III
HS Code	29319090

Gefahreninformationscode (GHS)

(Triisopropylsilyl)acetylene Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
clear colorless liquid
Physikalische Eigenschaften
colorless clear liquid; bp 50–52 °C at 0.8 hPa (0.6 mmHg), flash point 56 °C (closed cup); d = 0.813.
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.
Verwenden
(Triisopropylsilyl)acetylene may be used as reagent for the rhodium-catalyzed asymmetric alkynylation of various α,β-unsaturated ketones. It may be used as reagent in the enantioselective synthesis of β-alkynylated nitroalkanes.
Allgemeine Beschreibung
Asymmetric addition of (triisopropylsilyl)acetylene to α,β,γ,δ-unsaturated carbonyl compounds in the presence of a cobalt/Duphos catalyst is reported. A Sonogashira coupling reaction between 1-bromo-3-iodo-5-tertbutylbenzene and (triisopropylsilyl)acetylene is reported.
Lager
(Triisopropylsilyl)acetylene (Ethynyltriisopropylsilane) is stable to air and moisture, incompatible with strong acids, bases, or oxidants, and flammable vapor and liquid. Skin/eye contact and inhalation should be avoided.

(Triisopropylsilyl)acetylene Upstream-Materialien And Downstream Produkte

(Triisopropylsilyl)acetylene Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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