Sodium bis(trimethylsilyl)amide - 2.0 M in THF(40%) , CAS No.1070-89-9

CAS: 1070-89-9 Cat. No.: S106745 Molecular Weight: 183.37 Beilstein Registry Number: 3629917 EC Number: 213-983-8 PubChem CID: 2724254

GRADE & PURITY 2.0 M in THF(40%)

Synonyms

Hexamethyldisilazane sodium salt | N-Sodiumhexamethyldisilazane | Sodium Hexamethyldisilazide | NaHMDS

Storage

Room temperature,Argon charged

Shipped In

Normal

Overview

Significantly accelerated the polymerization of pheneylacetylene in conjunction with rhodium (I) catalysis； · Sodium bis(trimethylsilyl)amide, also known as NaHMDS, is a metal dialkylamide reagent that combines both high basicity and nucleophilicity. It is a general reagent used for the enolization of carbonyl compounds. · It can be used to prepare phosphonium ylides in Wittig reaction. · NaHMDS solution can also be used as a source of nitrogen in aminomethylation and in the synthesis of primary amines from the corresponding alkyl halides.

Specifications

Synonyms

Hexamethyldisilazane sodium salt | N-Sodiumhexamethyldisilazane | Sodium Hexamethyldisilazide | NaHMDS

Specifications & Purity

2.0 M in THF(40%)

Storage

Room temperature, Argon charged

Shipped In

Normal

Names and Identifiers

• Isomeric SMILES: C[Si](C)(C)[N-][Si](C)(C)C.[Na+]
• WGK Germany: 3
• PubChem CID: 2724254
• UN Number: 3263
• Packing Group: II
• Molecular Weight: 183.37
• Beilstein: 3629917
• Reaxy-Rn: 3629917

Chemical and Physical Properties

• Solubility: Miscible with benzene and toluene
• Sensitivity: Air & Moisture Sensitive
• Flash Point(°F): 1 °F
• Flash Point(°C): -17 °C
• Melt Point(°C): 171-175°C

References

1. Xinyan Yu, Yong Wang, Yutong Dong, Ning Zhao, Lifeng Zhang, Sunting Xuan, Zhengbiao Zhang.  (2023)  Efficient Synthesis of N-Methyl Polypeptides by Organic Acid Promoted Controlled Ring-Opening Polymerization of N-Methyl-α-Amino Acids N-Carboxyanhydrides.  MACROMOLECULES,      [PMID:] [10.1021/acs.macromol.3c01102]