245585

Sodium bis(trimethylsilyl)amide solution

1.0 M in THF

• Sinonimo/i: Hexamethyldisilazane sodium salt solution
• Formula condensata: [(CH₃)₃Si]₂NNa
• Numero CAS: 1070-89-9
• Peso molecolare: 183.37
• Beilstein: 3629917
• Numero MDL: MFCD00009835
• Codice UNSPSC: 12352111
• ID PubChem: 24854742
• NACRES: NA.22

Proprietà

• Stato: liquid
• Livello qualitativo: 200
• Concentrazione: 1.0 M in THF
• Densità: 0.904 g/mL at 25 °C
• Stringa SMILE: C[Si](C)(C)N([Na])[Si](C)(C)C
• InChI: 1S/C6H18NSi2.Na/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1; WRIKHQLVHPKCJU-UHFFFAOYSA-N

Descrizione

Descrizione generale

Sodium bis(trimethylsilyl)amide solution (NaHMDS) is widely used as a strong base in organic synthesis for deprotonation reactions and base-catalyzed reactions. It is also involved in the generation of enolates, Wittig reagents and carbenes.

Applicazioni

NaHMDS can be used as a base:

• In the synthesis of N-boc-1-amino-1,3-diene derivatives from N-boc-1-amino-4-methoxy-2-alkenes via 1,4-elimination reactions.
• To deprotonate alkyl or aryl ketones to generate enolate derivatives by hydroxylation reaction.
• In the enantioselective synthesis of 1,2-amino alcohols by the reaction between various nitroalkanes and aldehydes via nitroaldol reaction promoted by bimetallic heterogeneous catalyst.

Confezionamento

The 25 mL Sure/Seal^™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Note legali

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Informazioni sulla sicurezza

• Pittogrammi: GHS02,GHS08,GHS05,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H225,H314,H335,H336,H351
• Consigli di prudenza: P202 - P210 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Classi di pericolo: Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3
• Organi bersaglio: Central nervous system, Respiratory system
• Rischi supp: EUH014,EUH019
• Codice della classe di stoccaggio: 3 - Flammable liquids
• Classe di pericolosità dell'acqua (WGK): WGK 2
• Punto d’infiammabilità (°F): 1.4 °F - closed cup
• Punto d’infiammabilità (°C): -17 °C - closed cup
• Dispositivi di protezione individuale: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter