(2-BROMOALLYL)TRIMETHYLSILANE Struktur

(2-BROMOALLYL)TRIMETHYLSILANE

Bezeichnung:(2-BROMOALLYL)TRIMETHYLSILANE

CAS-Nr81790-10-5

Englisch Name:(2-BROMOALLYL)TRIMETHYLSILANE

CBNumberCB7292730

SummenformelC6H13BrSi

Molgewicht193.16

MOL-Datei81790-10-5.mol

(2-BROMOALLYL)TRIMETHYLSILANE physikalisch-chemischer Eigenschaften

Siedepunkt	82-85 °C/60 mmHg (lit.)
Dichte	1.121 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.462(lit.)
Flammpunkt	87 °F
storage temp.	2-8°C
Löslichkeit	sol alcohol, acetone, ether, THF, pentane; insol water.
Aggregatzustand	liquid
BRN	3600686

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	10-36/37/38
S-Sätze:	16-26-36
RIDADR	UN 1993 3/PG 3
WGK Germany	3
F	8-10
HS Code	2931.90.9010
HazardClass	3.2
PackingGroup	III

Gefahreninformationscode (GHS)

(2-BROMOALLYL)TRIMETHYLSILANE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R10:Entzündlich.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S16:Von Zündquellen fernhalten - Nicht rauchen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Physikalische Eigenschaften
bp 46–50°C/20 mmHg,64–65°C/38– 39 mmHg.
Verwenden
2-Bromo-3-trimethylsilyl-1-propene can be used as synthon for CH2=C?CH2TMS1–3 and CH2=CBrC?H2;2 for synthesis of 1-trimethylsilylmethyl-substituted 1,3-butadienes.
The 1-trimethylsilylmethylvinyl anion CH2=C(M)CH2TMS (2) (M = Li, Mg, Cu, etc.), readily prepared from 2-bromo-3-trimethylsilyl-1-propene (1) under typical conditions, allows the introduction of the synthetically useful 1-trimethylsilylmethylvinyl group to a wide variety of substrates. Ring opening of 1-butene oxide with the Grignard reagent (2) (M = MgBr) in the presence of copper(I) iodide gives only one regioisomer. Subsequent desilylative oxidation of this allyl alcohol to α-methylene-γ-lactones provides further utility of (1) as a 1-hydroxymethylvinyl anion equivalent, i.e. CH2=?C?CH2OH (eq 1).Alternatively, the alcohol from trans-2,3-epoxybutane provides a route to the unstable sixmembered β,γ-unsaturated lactone (eq 2).The copper-catalyzed 1,4-addition to the typically unreactive mesityl oxide proceeds smoothly. The versatility of the allylsilane moiety is again illustrated in the ethylaluminum dichloride-induced cyclization of the adduct to a tertiary cyclopentanol in high yield (eq 3).
synthetische
reaction of 2,3-dibromopropene with lithium (trimethylsilyl)cuprate in HMPA at 0°C (63–90%);(2) reaction of 2,3-dibromopropene with trichlorosilane in the presence of trichlorosilane and copper( I) chloride, followed by treatment with methylmagnesium bromide (63–71%).
läuterung methode
It is fractionally distilled through an efficient column. It is flammable. [Trost & Chan J Am Chem Soc 104 3733 1982, Trost & Coppola J Am Chem Soc 104 6879 1982.]

(2-BROMOALLYL)TRIMETHYLSILANE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

81790-10-5, (2-BROMOALLYL)TRIMETHYLSILANE Verwandte Suche:

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