≥95% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Argon charged,Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Product Describtion:
Significantly accelerated the polymerization of pheneylacetylene in conjunction with rhodium (I) catalysis
Product Application:
Sodium bis(trimethylsilyl)amide is used as a base in organic synthesis as well as to deprotonate other compounds containing weakly acidic O-H, S-H, and N-H bonds. It is used to prepare amines by reacting with alkyl halides. It finds application in certain organic reactions viz. generation of carbenes by dehydrohalogenation of halocarbons and Wittig reagents by deprotonation of phosphonium salts. It accelerates the polymerization of pheneylacetylene in conjunction with rhodium(I) catalysis. Furthermore, it is used for the preparation of lanthanide complexes.
| Pubchem Sid | 504760870 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504760870 |
| Canonical Smiles | C[Si](C)(C)[N-][Si](C)(C)C.[Na+] |
| IUPAC Name | sodium;bis(trimethylsilyl)azanide |
| InChIKey | WRIKHQLVHPKCJU-UHFFFAOYSA-N |
| INCHI | 1S/C6H18NSi2.Na/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1 |
| 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 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organometallic compounds |
| Class | Organometalloid compounds |
| Subclass | Organosilicon compounds |
| Intermediate Tree Nodes | Organoheterosilanes |
| Direct Parent | Trialkylheterosilanes |
| Alternative Parents | Organic metalloid salts N-silyl compounds Organic sodium salts Organic nitrogen compounds Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Trialkylheterosilane - N-silyl compound - Organic alkali metal salt - Organic metalloid salt - Organic nitrogen compound - Hydrocarbon derivative - Organic sodium salt - Organic salt - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as trialkylheterosilanes. These are organoheterosilanes, bearing a silicon atom linked to three alkyl groups and one heteroatom. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 B2606140 | Certificate of Analysis | Jan 19, 2026 | S106743 |
| B2606141 | Certificate of Analysis | Jan 19, 2026 | S106743 |
| B2606142 | Certificate of Analysis | Jan 19, 2026 | S106743 |
| F2603040 | Certificate of Analysis | Jan 19, 2026 | S106743 |
| G2525542 | Certificate of Analysis | Jul 14, 2025 | S106743 |
| G2525564 | Certificate of Analysis | Jul 14, 2025 | S106743 |
| G2525543 | Certificate of Analysis | Jul 14, 2025 | S106743 |
| I2301645 | Certificate of Analysis | Jun 10, 2025 | S106743 |
| I2301750 | Certificate of Analysis | Jun 10, 2025 | S106743 |
| F23301036 | Certificate of Analysis | Apr 08, 2025 | S106743 |
| H2427135 | Certificate of Analysis | Jun 28, 2024 | S106743 |
| H2427136 | Certificate of Analysis | Jun 28, 2024 | S106743 |
| H2427133 | Certificate of Analysis | Jun 28, 2024 | S106743 |
| H2427134 | Certificate of Analysis | Jun 28, 2024 | S106743 |
| D2429378 | Certificate of Analysis | Apr 18, 2024 | S106743 |
| D2429377 | Certificate of Analysis | Apr 18, 2024 | S106743 |
| F2330641 | Certificate of Analysis | Jun 09, 2023 | S106743 |
| F23301021 | Certificate of Analysis | Jun 09, 2023 | S106743 |
| B1927001 | Certificate of Analysis | Sep 21, 2022 | S106743 |
| I1820262 | Certificate of Analysis | May 11, 2022 | S106743 |
| Solubility | Soluble in hexane, toluene, ether,terahydrofuran, benzene and toluene. |
|---|---|
| Sensitivity | Hygroscopic；Air sensitive |
| Flash Point(°F) | 1 °F |
| Flash Point(°C) | -17 °C |
| Melt Point(°C) | 171-175°C |
| Molecular Weight | 183.370 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 2 |
| Exact Mass | 183.088 Da |
| Monoisotopic Mass | 183.088 Da |
| Topological Polar Surface Area | 1.000 Ų |
| Heavy Atom Count | 10 |
| Formal Charge | 0 |
| Complexity | 80.900 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 2 |
| 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] |
