(Chlormethyl)dimethylphenylsilan

Bezeichnung:(Chlormethyl)dimethylphenylsilan

CAS-Nr1833-51-8

Englisch Name:CHLOROMETHYLDIMETHYLPHENYLSILANE

CBNumberCB9344055

SummenformelC9H13ClSi

Molgewicht184.74

MOL-Datei1833-51-8.mol

Synonyma

(Chlormethyl)dimethylphenylsilan

(Chlormethyl)dimethylphenylsilan physikalisch-chemischer Eigenschaften

Siedepunkt	106-107 °C/15 mmHg (lit.)
Dichte	1.024 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.520(lit.)
Flammpunkt	196 °F
storage temp.	2-8°C
Aggregatzustand	clear liquid
Farbe	Colorless to Almost colorless
Wichte	1.031
Hydrolytic Sensitivity	4: no reaction with water under neutral conditions
BRN	2935991
CAS Datenbank	1833-51-8(CAS DataBase Reference)
EPA chemische Informationen	Silane, (chloromethyl)dimethylphenyl- (1833-51-8)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36-26/36
RIDADR	1993
WGK Germany	3
TSCA	Yes
HS Code	29319000

Gefahreninformationscode (GHS)

CHLOROMETHYLDIMETHYLPHENYLSILANE 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:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Physikalische Eigenschaften
bp 106–107°C/15 mmHg; d 1.024 g cm?3
Verwenden
The first reported preparation and use of (chloromethyl)dimethylphenylsilane was in 1949.At the time, the main utility of (chloromethyl)dimethylphenylsilane was as the starting material for conversion to the corresponding Grignard reagent (see below). Since then, it has also been used for heteroatom alkylation, carbon alkylation, and conversion to a variety of organometallic and organolanthanide reagents. The main advantage of this reagent over the closely related (chloromethyl)trimethylsilane is the ability of (chloromethyl)dimethylphenylsilane to undergo a Fleming oxidation, thus allowing (chloromethyl)dimethylphenylsilane to serve as a masked hydroxyl group. This utility has been exploited for both the C-substituted and Nsubstituted adducts. A major disadvantage of the use of (chloromethyl)dimethylphenylsilane is its propensity to undergo rearrangements under a variety of conditions (see below). (Chloromethyl) dimethylphenylsilane is used as the precursor for the preparation of (phenyldimethylsilyl)methoxymethyl chloride (SMOM-Cl), a hydroxyl protecting group.
(Chloromethyl)dimethylphenylsilane (1) can be utilized to install a silylmethyl group on carbon via base promoted C-alkylation of terminal alkynes,dihydropyrazines,malonic esters,phenylacetonitriles,sulfoxides,and imines.Although has been used directly in the alkylation, conversion to the corresponding iodide via Finkelstein displacement (eq 1) prior to alkylation is sometimeswarranted. Except for the malonic esters (eq 2), strongly basic conditions and lowtemperatures (with slow warming) are generally employed in the transformation (eqs 3 and 4).
synthetische
can be prepared either by the reaction of phenylmagnesium bromide with chloro(chloromethyl)dimethylsilane in ether at reflux,or by the reaction of phenylmagnesium bromide with chloro(chloromethyl)dimethylsilane in the presence of catalytic (N,N,N,N-tetramethylethylenediamine) zinc in 1,4-dioxane at 20°C.

(Chlormethyl)dimethylphenylsilan Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1833-51-8, CHLOROMETHYLDIMETHYLPHENYLSILANE Verwandte Suche:

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