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Lithium bis(trimethylsilyl)amide - 97%, high purity , CAS No.4039-32-1

  • ≥97%
Item Number
L432696
Grouped product items
SKUSizeAvailabilityPrice Qty
L432696-10g
10g
In stock
$79.90
L432696-50g
50g
In stock
$339.90

Basic Description

SynonymsLithium bis(trimethylsilyl)amide|4039-32-1|Lithium Hexamethyldisilazide|LiHMDS|Hexamethyldisilazane lithium salt|LHMDS|Lithiumbis(trimethylsilyl)amide|Lithium hexamethyldisilazane|N-Lithiohexamethyldisilazane|Bis(trimethylsilyl)amido lithium|lithium bis(t
Specifications & Purity97%
Storage TempArgon charged
Shipped InNormal
Product Description

Lithium bis(trimethylsilyl)amide is a non-nucleophilic strong Brønsted base, which is generally soluble in most of the nonpolar organic solvents. It is most commonly employed in organic reactions.


Application

Base employed in generating enolates for the preparation of lactone precursors, pyranones, and cyclohexanes. Used to catalyze the addition of phosphine P-H bonds to carbodiimides leading to phosphaguanidines. Also used in a novel three-step synthesis of disubstituted 1,2,5-thiadiazoles.

Names and Identifiers

IUPAC Name lithium;bis(trimethylsilyl)azanide
INCHI InChI=1S/C6H18NSi2.Li/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1
InChi Key YNESATAKKCNGOF-UHFFFAOYSA-N
Canonical SMILES [Li+].C[Si](C)(C)[N-][Si](C)(C)C
Isomeric SMILES [Li+].C[Si](C)(C)[N-][Si](C)(C)C
WGK Germany 3
PubChem CID 2733832
Molecular Weight 167.32
Beilstein 3567910

Certificates

Certificate of Analysis(COA)

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16 results found

Lot NumberCertificate TypeDateItem
E2410175Certificate of AnalysisApr 24, 2024 L432696
E2410176Certificate of AnalysisApr 24, 2024 L432696
C2405438Certificate of AnalysisJan 29, 2024 L432696
C2405441Certificate of AnalysisJan 29, 2024 L432696
C2405469Certificate of AnalysisJan 29, 2024 L432696
C2405470Certificate of AnalysisJan 29, 2024 L432696
I2312557Certificate of AnalysisSep 06, 2023 L432696
I2312558Certificate of AnalysisSep 06, 2023 L432696
I2312559Certificate of AnalysisSep 06, 2023 L432696
I2312560Certificate of AnalysisSep 06, 2023 L432696
J2325065Certificate of AnalysisSep 06, 2023 L432696
L2326021Certificate of AnalysisSep 06, 2023 L432696
D2320676Certificate of AnalysisMar 31, 2023 L432696
D2320680Certificate of AnalysisMar 31, 2023 L432696
D2320690Certificate of AnalysisMar 31, 2023 L432696
D2320733Certificate of AnalysisMar 31, 2023 L432696

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Chemical and Physical Properties

SensitivityAir sensitive;Moisture sensitive
Flash Point(°F)-23.8 °F
Flash Point(°C)-3℃

Safety and Hazards(GHS)

Pictogram(s) GHS08,   GHS05,   GHS07,   GHS02
Signal Danger
Hazard Statements

H373:Causes damage to organs through prolonged or repeated exposure

H411:Toxic to aquatic life with long lasting effects

H314:Causes severe skin burns and eye damage

H225:Highly Flammable liquid and vapor

H336:May cause drowsiness or dizziness

H304:May be fatal if swallowed and enters airways

H361f:Suspected of damaging fertility

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P273:Avoid release to the environment.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310:IF SWALLOWED: Immediately call a POISON CENTER/doctor/...

P210:Keep away from heat, hot surface, sparks, open flames and other ignition sources. - No smoking.

WGK Germany 3

Related Documents

References

1. Hua Lu,Jianjun Cheng.  (2007-10-30)  Hexamethyldisilazane-mediated controlled polymerization of alpha-amino acid N-carboxyanhydrides..  Journal of the American Chemical Society,  129  ((46)): (14114-14115).  [PMID:17963385]
2. H B Lazrek,D Ouzebla,L Baddi,J J Vasseur.  (2007-12-07)  Glycosylation reaction via a mild and efficient one-pot reaction using doped natural phosphate with iodine as catalyst..  Nucleosides, nucleotides & nucleic acids,  26  ((8-9)): (1095-1098).  [PMID:18058543]
3. Tong Zhang,Ibrahim Khadra,Melvin R Euerby,Graham G Skellern,David G Watson,Justice N A Tettey.  (2008-01-24)  Simultaneous analysis of basic, acidic and neutral compounds on an endcapped octadecylsilane silica-based monolith by pressure-assisted capillary electrochromatography..  Electrophoresis,  29  ((4)): (944-951).  [PMID:18213596]
4. Daniele Fabbri,Leszek Marynowski,Monika J Fabiańska,Michał Zatoń,Bernd R T Simoneit.  (2008-05-24)  Levoglucosan and other cellulose markers in pyrolysates of Miocene lignites: geochemical and environmental implications..  Environmental science & technology,  42  ((8)): (2957-2963).  [PMID:18497150]
5. Takashi Nagase,Yoshihiro Sasazaki,Toshiyuki Kikuchi,Masafumi Machida.  (2008-10-03)  Rapid 3-dimensional imaging of embryonic craniofacial morphology using microscopic computed tomography..  Journal of computer assisted tomography,  32  ((5)): (816-821).  [PMID:18830118]
6. Werner Mormann,Markus Wezstein.  (2008-11-26)  Trimethylsilylation of cellulose in ionic liquids..  Macromolecular bioscience,  ((4)): (369-375).  [PMID:19031387]
7. Jerry Isaacson,Yoshihisa Kobayashi.  (2009-01-29)  An Ugi reaction in the total synthesis of (-)-dysibetaine..  Angewandte Chemie (International ed. in English),  48  ((10)): (1845-1848).  [PMID:19173271]
8. Elsa Vennat,Christine Bogicevic,Jean-Marie Fleureau,Michel Degrange.  (2009-01-29)  Demineralized dentin 3D porosity and pore size distribution using mercury porosimetry..  Dental materials : official publication of the Academy of Dental Materials,  25  ((6)): (729-735).  [PMID:19174308]
9. Hung-Che Chou,Tsong-Rong Yan,Ko-Shao Chen.  (2009-06-24)  Detecting cells on the surface of a silver electrode quartz crystal microbalance using plasma treatment and graft polymerization..  Colloids and surfaces. B, Biointerfaces,  73  ((2)): (244-249).  [PMID:19545984]
10. Tatsuya Nitabaru,Akihiro Nojiri,Makoto Kobayashi,Naoya Kumagai,Masakatsu Shibasaki.  (2009-09-10)  anti-Selective catalytic asymmetric nitroaldol reaction via a heterobimetallic heterogeneous catalyst..  Journal of the American Chemical Society,  131  ((38)): (13860-13869).  [PMID:19736990]
11. Haoyu Tang,Donghui Zhang.  (2010-05-15)  General route toward side-chain-functionalized alpha-helical polypeptides..  Biomacromolecules,  11  ((6)): (1585-1592).  [PMID:20465286]
12. D B Mahadik,A Venkateswara Rao,A Parvathy Rao,P B Wagh,S V Ingale,Satish C Gupta.  (2011-02-01)  Effect of concentration of trimethylchlorosilane (TMCS) and hexamethyldisilazane (HMDZ) silylating agents on surface free energy of silica aerogels..  Journal of colloid and interface science,  356  ((1)): (298-302).  [PMID:21277584]
13. Xiaoguang Li,Jun Shen.  (2011-08-30)  A facile two-step dipping process based on two silica systems for a superhydrophobic surface..  Chemical communications (Cambridge, England),  47  ((38)): (10761-10763).  [PMID:21874180]
14. Adrienne C Greene,Cody M Washburn,George D Bachand,Conrad D James.  (2011-09-03)  Combined chemical and topographical guidance cues for directing cytoarchitectural polarization in primary neurons..  Biomaterials,  32  ((34)): (8860-8869).  [PMID:21885117]
15. Zhengtao Deng,Dongran Han,Yan Liu.  (2011-09-15)  Colloidal synthesis of metastable zinc-blende IV-VI SnS nanocrystals with tunable sizes..  Nanoscale,  ((10)): (4346-4351).  [PMID:21915425]
16. S V Buravkov,V P Chernikov,L B Buravkova.  (2012-03-28)  Simple method of specimen preparation for scanning electron microscopy..  Bulletin of experimental biology and medicine,  151  ((3)): (378-382).  [PMID:22451892]
17. Juliana Tsz Yan Lee,King Lau Chow.  (2012-04-26)  SEM sample preparation for cells on 3D scaffolds by freeze-drying and HMDS..  Scanning,  34  ((1)): (12-25).  [PMID:22532079]
18. Nur Hazlin Hazrin-Chong,Mike Manefield.  (2012-05-09)  An alternative SEM drying method using hexamethyldisilazane (HMDS) for microbial cell attachment studies on sub-bituminous coal..  Journal of microbiological methods,  90  ((2)): (96-99).  [PMID:22561094]
19. Marko Marinkovic,Dagmawi Belaineh,Veit Wagner,Dietmar Knipp.  (2012-06-26)  On the origin of contact resistances of organic thin film transistors..  Advanced materials (Deerfield Beach, Fla.),  24  ((29)): (4005-4009).  [PMID:22730030]
20. Olesya Yarema,Maksym Yarema,Deniz Bozyigit,Weyde M M Lin,Vanessa Wood.  (2015-09-16)  Independent Composition and Size Control for Highly Luminescent Indium-Rich Silver Indium Selenide Nanocrystals..  ACS nano,  ((11)): (11134-11142).  [PMID:26370776]
21. Sebastian Nybin Remello,Fazalurahman Kuttassery,Takehiro Hirano,Yu Nabetani,Daisuke Yamamoto,Satomi Onuki,Hiroshi Tachibana,Haruo Inoue.  (2015-11-04)  Synthesis of water-soluble silicon-porphyrin: protolytic behaviour of axially coordinated hydroxy groups..  Dalton transactions (Cambridge, England : 2003),  44  ((46)): (20011-20020).  [PMID:26526697]
22. Tom Willhammar,Kadir Sentosun,Stefanos Mourdikoudis,Bart Goris,Mert Kurttepeli,Marnik Bercx,Dirk Lamoen,Bart Partoens,Isabel Pastoriza-Santos,Jorge Pérez-Juste,Luis M Liz-Marzán,Sara Bals,Gustaaf Van Tendeloo.  (2017-03-31)  Structure and vacancy distribution in copper telluride nanoparticles influence plasmonic activity in the near-infrared..  Nature communications,  (14925-14925).  [PMID:28358039]
23. Wen-Xiong Zhang,Masayoshi Nishiura,Zhaomin Hou.  (2006-09-14)  Alkali-metal-catalyzed addition of primary and secondary phosphines to carbodiimides. A general and efficient route to substituted phosphaguanidines..  Chemical communications (Cambridge, England),    ((36)): (3812-3814).  [PMID:16969466]

Solution Calculators