4-TRIMETHYLSILYL-3-BUTYN-2-OL

Bezeichnung:4-TRIMETHYLSILYL-3-BUTYN-2-OL

CAS-Nr6999-19-5

Englisch Name:4-TRIMETHYLSILYL-3-BUTYN-2-OL

CBNumberCB5676325

SummenformelC7H14OSi

Molgewicht142.27

MOL-Datei6999-19-5.mol

4-TRIMETHYLSILYL-3-BUTYN-2-OL physikalisch-chemischer Eigenschaften

Siedepunkt	76 °C
Dichte	0.847 g/mL at 25 °C
Brechungsindex	n 20/D 1.446
Flammpunkt	143 °F
storage temp.	2-8°C
Löslichkeit	highly soluble in all standard organic solvents (hexanes, toluene, CH2Cl2, EtOAc, alcohols, ethers). Partially soluble in water.
pka	13.78±0.20(Predicted)
Aggregatzustand	clear liquid
Farbe	Colorless to Light orange to Yellow
Wichte	0.846
Hydrolytic Sensitivity	4: no reaction with water under neutral conditions
BRN	1923632
CAS Datenbank	6999-19-5(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26
RIDADR	1993
WGK Germany	3
TSCA	No
HazardClass	3
PackingGroup	III
HS Code	29319090

Gefahreninformationscode (GHS)

4-TRIMETHYLSILYL-3-BUTYN-2-OL 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.
Chemische Eigenschaften
Colorless liquid
Physikalische Eigenschaften
bp 83–85°C (13 mmHg).
Verwenden
More recently, Mulzer has reported use of the corresponding allenylsilane derived from 4-TMS-3-butyn-2-ol for use in the synthesis of the C13–C18 fragment of branimycin (eq 2).
synthetische
racemic 4-trimethylsilyl-3-butyn-2-ol can be prepared by deprotonation with strong bases (BuLi, LDA, Grignards reagents) of trimethylsilylacetylene followed by addition to acetaldehyde.Deprotonation of 3-butyn-2- ol followed by quenching with excess trimethylsilyl chloride followed by concomitant hydrolysis of the trimethylsilyl ether is generally the most straightforward route.Enzymatic reduction of 4-TMS-3-butyn-2-one has also been used to prepare the reagent using alcohol dehydrogenase.
Preparation of nonracemic 4-TMS-3-butyn-2-ol has been accomplished by asymmetric addition of dimethylzinc to acetaldehyde promoted by TADDOL or addition of a trimethylsilylvinylsulfoxide to acetaldehyde followed by thermal elimination of the sulfoxide.Asymmetric reduction of 4- TMS-3-butyn-2-one using stoichiometric reducing reagents, catalytic transfer hydrodrogenation,and enzymatic reduction with isolated protein or whole cells afford the 4-TMS-3-butyn- 2-ol with varying degrees of enantioenrichment.Enzymatic resolution by esterification of the racemic alcohol is the method of choice for the large-scale preparation.

4-TRIMETHYLSILYL-3-BUTYN-2-OL Upstream-Materialien And Downstream Produkte

4-TRIMETHYLSILYL-3-BUTYN-2-OL Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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