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324671 Aldrich

Potassium bis(trimethylsilyl)amide


Synonym: Hexamethyldisilazane potassium salt, Potassium hexamethyldisilazide



Related Categories Acids & Bases, Bases, Chemical Synthesis, Organic Bases, Synthetic Reagents More...
assay   95%



5, 25, 100 g in glass bottle


Anionic initiator used in the preparation of poly(ethylene oxide).1 Sterically hindered base employed in selective cyclization reactions.2 Also used in the preparation of lanthanide complexes.3,4

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Safety & Documentation

Safety Information

GHS05  GHS05
Signal word 
Hazard statements 
Precautionary statements 
Supplemental Hazard Statements 
Reacts violently with water.
UN 3263 8 / PGIII
WGK Germany 


Certificate of Analysis

Certificate of Origin

Protocols & Articles


Acids and Bases

Acids and bases have been used by chemists for centuries, and are among the most fundamental reagents employed in synthetic organic chemistry. This Aldrich product line ranges from Brønsted and Lewis...
Chemfiles Volume 1 Article 3

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Peer-Reviewed Papers


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1. Synthesis of poly(ethylene oxide) with heterobifunctional reactive groups at its terminals by an anionic initiator. Bioconjug. Chem. 3, 275, (1992)


2. J. Org. Chem. 58, 6177, 6874, (1993)

3. Organometallics 12, 2618, (1993)

4. Organometallics 11, 2003, (1992)

anti-Selective catalytic asymmetric nitroaldol reaction via a heterobimetallic heterogeneous catalyst. Nitabaru T, Nojiri A, Kobayashi M, et al. J. Am. Chem. Soc. 131(38), 13860-9, (2009)


Solvent dependent reductive defluorination of aliphatic C-F bonds employing Sm(HMDS)2. Janjetovic M, Träff AM, Ankner T, et al. Chem. Commun. (Camb.) 49(18), 1826-8, (2013)


General route toward side-chain-functionalized alpha-helical polypeptides. Tang H and Zhang D Biomacromolecules 11(6), 1585-92, (2010)


An alternative SEM drying method using hexamethyldisilazane (HMDS) for microbial cell attachment studies on sub-bituminous coal. Hazrin-Chong NH and Manefield M J. Microbiol. Methods 90(2), 96-9, (2012)


Levoglucosan and other cellulose markers in pyrolysates of Miocene lignites: geochemical and environmental implications. Fabbri D, Marynowski L, Fabiańska MJ, et al. Environ. Sci. Technol. 42(8), 2957-63, (2008)


Hexamethyldisilazane-mediated controlled polymerization of alpha-amino acid N-carboxyanhydrides. Lu H and Cheng J J. Am. Chem. Soc. 129(46), 14114-5, (2007)


On the origin of contact resistances of organic thin film transistors. Marinkovic M, Belaineh D, Wagner V, et al. Adv. Mater. 24(29), 4005-9, (2012)


Photolithographic patterning of organosilane monolayer for generating large area two-dimensional B lymphocyte arrays. Li N and Ho CM Lab Chip 8(12), 2105-12, (2008)


Combined chemical and topographical guidance cues for directing cytoarchitectural polarization in primary neurons. Greene AC, Washburn CM, Bachand GD, et al. Biomaterials 32(34), 8860-9, (2011)


Demineralized dentin 3D porosity and pore size distribution using mercury porosimetry. Vennat E, Bogicevic C, Fleureau JM, et al. Dent. Mater. 25(6), 729-35, (2009)


Colloidal synthesis of metastable zinc-blende IV-VI SnS nanocrystals with tunable sizes. Deng Z, Han D, and Liu Y Nanoscale 3(10), 4346-51, (2011)


Effect of concentration of trimethylchlorosilane (TMCS) and hexamethyldisilazane (HMDZ) silylating agents on surface free energy of silica aerogels. Mahadik DB, Rao AV, Rao AP, et al. J. Colloid. Interface Sci. 356(1), 298-302, (2011)


An Ugi reaction in the total synthesis of (-)-dysibetaine. Isaacson J and Kobayashi Y Angew. Chem. Int. Ed. Engl. 48(10), 1845-8, (2009)


A facile two-step dipping process based on two silica systems for a superhydrophobic surface. Li X and Shen J Chem. Commun. (Camb.) 47(38), 10761-3, (2011)


Trimethylsilylation of cellulose in ionic liquids. Mormann W and Wezstein M Macromol. Biosci. 9(4), 369-75, (2009)


Gas chromatography-mass spectrometry of the trimethylsilyl (oxime) ether/ester derivatives of cholic acids: their presence in the aquatic environment. Sebok A, Sezer K, Vasanits-Zsigrai A, et al. J. Chromatogr. A. 1211(1-2), 104-12, (2008)


SEM sample preparation for cells on 3D scaffolds by freeze-drying and HMDS. Lee JT and Chow KL Scanning 34(1), 12-25, (2012)


Two-dimensional self-assemblies of silica nanoparticles formed using the "bubble deposition technique". Zhang X, Tang G, Yang S, et al. Langmuir 26(22), 16828-32, (2010)


Reactions of (-)-sparteine with alkali metal HMDS complexes: conventional meets the unconventional. Clark NM, García-Alvarez P, Kennedy AR, et al. Chem. Commun. (Camb.) (39), 5835-7, (2009)


Simultaneous analysis of basic, acidic and neutral compounds on an endcapped octadecylsilane silica-based monolith by pressure-assisted capillary electrochromatography. Zhang T, Khadra I, Euerby MR, et al. Electrophoresis 29(4), 944-51, (2008)


Nondestructively creating nanojunctions by combined-dynamic-mode dip-pen nanolithography. Shen G, Lu Y, Shen L, et al. ChemPhysChem 10(13), 2226-9, (2009)


Detecting cells on the surface of a silver electrode quartz crystal microbalance using plasma treatment and graft polymerization. Chou HC, Yan TR, and Chen KS Colloids Surf. B Biointerfaces 73(2), 244-9, (2009)


Rapid 3-dimensional imaging of embryonic craniofacial morphology using microscopic computed tomography. Nagase T, Sasazaki Y, Kikuchi T, et al. J. Comput. Assist. Tomogr. 32(5), 816-21, (2008)


Glycosylation reaction via a mild and efficient one-pot reaction using doped natural phosphate with iodine as catalyst. Lazrek HB, Ouzebla D, Baddi L, et al. Nucleosides Nucleotides Nucleic Acids 26(8-9), 1095-8, (2007)


Simple method of specimen preparation for scanning electron microscopy. [Article in English, Russian] Buravkov SV, Chernikov VP, Buravkova LB. Bull. Exp. Biol. Med. 151, 378-382, (2011)


Fieser 4,407 / Fieser 13,257 / Fieser 16,282

RegBook 1 (2), 2987:I / Structure Index 1, 473:B:4

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