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Details

Stereochemistry ACHIRAL
Molecular Formula C4H10N2Si
Molecular Weight 114.2211
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TRIMETHYLSILYLDIAZOMETHANE

SMILES

C[Si](C)(C)C=[N+]=[N-]

InChI

InChIKey=ONDSBJMLAHVLMI-UHFFFAOYSA-N
InChI=1S/C4H10N2Si/c1-7(2,3)4-6-5/h4H,1-3H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Trimethylsilyldiazomethane as a versatile stitching agent for the introduction of aziridines into functionalized organic molecules.
2010-11-05
Structure-function relationships of the antigenicity of mycolic acids in tuberculosis patients.
2010-11
Trimethylsilyldiazomethane: a safe non-explosive, cost effective and less-toxic reagent for phenol derivatization in GC applications.
2010-11
Leaf senescence signaling: the Ca2+-conducting Arabidopsis cyclic nucleotide gated channel2 acts through nitric oxide to repress senescence programming.
2010-10
Virus-induced gene silencing of plastidial soluble inorganic pyrophosphatase impairs essential leaf anabolic pathways and reduces drought stress tolerance in Nicotiana benthamiana.
2010-09
Difluorobenzocyclooctyne: synthesis, reactivity, and stabilization by beta-cyclodextrin.
2010-08-25
Catalytic and regioselective ring expansion of arylcyclobutanones with trimethylsilyldiazomethane. Ligand-dependent entry to beta-ketosilane or enolsilane adducts.
2010-08-20
Trimethylsilyldiazomethane (TMSD) as a new derivatization reagent for trace analysis of selected non-steroidal anti-inflammatory drugs (NSAIDs) by gas chromatography methods.
2010-08
Methylation of acidic moieties in poly(methyl methacrylate-co-methacrylic acid) copolymers for end-group characterization by tandem mass spectrometry.
2010-07-30
Laser microdissection of conifer stem tissues: isolation and analysis of high quality RNA, terpene synthase enzyme activity and terpenoid metabolites from resin ducts and cambial zone tissue of white spruce (Picea glauca).
2010-06-12
Analytical strategy for the molecular weight determination of random copolymers of poly(methyl methacrylate) and poly(methacrylic acid).
2010-06
Determination of butoxyacetic acid (biomarker of ethylene glycol monobutyl ether exposure) in human urine candidate reference material.
2010-05
Synthesis of marine polycyclic polyethers via endo-selective epoxide-opening cascades.
2010-03-19
General and species-specific transcriptional responses to downy mildew infection in a susceptible (Vitis vinifera) and a resistant (V. riparia) grapevine species.
2010-02-18
Reactivity of germanium(II) hydride with nitrous oxide, trimethylsilyl azide, ketones, and alkynes and the reaction of a methyl analogue with trimethylsilyl diazomethane.
2010-01-07
High-throughput HPLC-MS/MS method to determine ibandronate in human plasma for pharmacokinetic applications.
2009-10-01
The AUXIN BINDING PROTEIN 1 is required for differential auxin responses mediating root growth.
2009-09-24
Dehydrogenation of LGeH by a Lewis N-heterocyclic carbene borane pair under the formation of L'Ge and its reactions with B(C(6)F(5))(3) and trimethylsilyl diazomethane: an unprecedented rearrangement of a diazocompound to an isonitrile.
2009-08-17
Methyl 3-dehydr-oxy-3-oxoursolate.
2009-08-08
Diverse alkanones by catalytic carbon insertion into the formyl C-H bond. Concise access to the natural precursor of achyrofuran.
2009-08-06
Methylation of alpha-amino acids and derivatives using trimethylsilyldiazomethane.
2009-03
Mycangimycin, a polyene peroxide from a mutualist Streptomyces sp.
2009-02-05
Synthesis of substituted naphthalenes via a catalytic ring-expansion rearrangement.
2008-11-06
Transition-metal-catalyzed chemoselective methylenation of dicarbonyl substrates.
2008-09-05
Improvement of an efficient separation method for chemicals in diesel exhaust particles: analysis for nitrophenols.
2008-06
Microwave-assisted derivatization of acidic herbicides for gas chromatography-mass spectrometry.
2008-05-30
Palladium-catalyzed carbene insertion and trapping with carbon nucleophiles.
2008-05-15
Distinct roles of jasmonates and aldehydes in plant-defense responses.
2008-04-02
Optimized derivatization of acidic herbicides with trimethylsilyldiazomethane for GC analysis.
2008-03
Organolanthanide-based synthesis of 1,2,3-triazoles from nitriles and diazo compounds.
2008-01-09
cis-Jasmone induces accumulation of defence compounds in wheat, Triticum aestivum.
2008-01
Selective C-C coupling of Ir-ethene and Ir-carbenoid radicals.
2008
Matrix assisted laser desorption ionization-time of flight mass spectrometry analysis of hyaluronan oligosaccharides.
2007-06-19
Palladium-catalyzed carbene insertion into vinyl halides and trapping with amines.
2007-05-10
High-throughput method for the quantitation of total folate in whole blood using LC-MS/MS.
2007-05-02
Establishing the feasibility of coupled solid-phase extraction-solid-phase derivatization for acidic herbicides.
2007-03-02
1,3-dipolar cycloadditions of trimethylsilyldiazomethane revisited: steric demand of the dipolarophile and the influence on product distribution.
2007-01-19
Copper-carbene complexes as catalysts in the synthesis of functionalized styrenes and aliphatic alkenes.
2007-01-05
Mechanism of methyl esterification of carboxylic acids by trimethylsilyldiazomethane.
2007
Gas-liquid chromatographic method for analysing complex mixtures of fatty acids including conjugated linoleic acids (cis9trans11 and trans10cis12 isomers) and long-chain (n-3 or n-6) polyunsaturated fatty acids. Application to the intramuscular fat of beef meat.
2006-03-31
Synthetic studies and mechanistic insight in nickel-catalyzed [4+2+1] cycloadditions.
2006-03-01
Interference from a glucuronide metabolite in the determination of ramipril and ramiprilat in human plasma and urine by gas chromatography-mass spectrometry.
2006-02-24
Dicarboxylic degradation products of nonylphenol polyethoxylates. Determination and structural elucidation in water samples by solid-phase extraction and gas chromatography-mass spectrometry after methylation.
2006-01-20
Preparation of the methyl ester of hyaluronan and its enzymatic degradation.
2005-10-17
Quantitation of total folate in whole blood using LC-MS/MS.
2005-09-21
Synthesis of multisubstituted 1,3-butadienes using the ruthenium-catalysed double addition of trimethylsilyldiazomethane to alkynylboronates.
2005-04-07
Dicarboxylic degradation products of nonylphenol polyethoxylates: synthesis and identification by gas chromatography-mass spectrometry using electron and chemical ionization modes.
2004-12-17
An efficient [4 + 2 + 1] entry to seven-membered rings.
2004-09-15
Highly efficient synthesis of terminal alkenes from ketones.
2004-09-02
Recommended methods of fatty acid methylester preparation for conjugated dienes and trienes in food and biological samples.
2004-04
Patents
Name Type Language
DIAZO((TRIMETHYLSILYL))METHANE [HSDB]
Preferred Name English
TRIMETHYLSILYLDIAZOMETHANE
Systematic Name English
SILANE, (DIAZOMETHYL)TRIMETHYL-
Systematic Name English
DIAZOMETHYLTRIMETHYL SILANE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID8074653
Created by admin on Mon Mar 31 22:22:50 GMT 2025 , Edited by admin on Mon Mar 31 22:22:50 GMT 2025
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FDA UNII
QI98HQO8C4
Created by admin on Mon Mar 31 22:22:50 GMT 2025 , Edited by admin on Mon Mar 31 22:22:50 GMT 2025
PRIMARY
CAS
18107-18-1
Created by admin on Mon Mar 31 22:22:50 GMT 2025 , Edited by admin on Mon Mar 31 22:22:50 GMT 2025
PRIMARY
PUBCHEM
167693
Created by admin on Mon Mar 31 22:22:50 GMT 2025 , Edited by admin on Mon Mar 31 22:22:50 GMT 2025
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HSDB
8011
Created by admin on Mon Mar 31 22:22:50 GMT 2025 , Edited by admin on Mon Mar 31 22:22:50 GMT 2025
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WIKIPEDIA
Trimethylsilyldiazomethane
Created by admin on Mon Mar 31 22:22:50 GMT 2025 , Edited by admin on Mon Mar 31 22:22:50 GMT 2025
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