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18162-48-6,MFCD00000501
Catalog No.:AA0035KP

18162-48-6 | tert-Butyldimethylsilyl chloride

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5g
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10g
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25g
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$26.00   $18.00
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100g
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500g
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  • Technical Information
  • Properties
  • Literature
  • Application
  • Request for Quotation
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0035KP
Chemical Name:
tert-Butyldimethylsilyl chloride
CAS Number:
18162-48-6
Molecular Formula:
C6H15ClSi
Molecular Weight:
150.7218
MDL Number:
MFCD00000501
SMILES:
C[Si](C(C)(C)C)(Cl)C
Properties
Properties
 
BP:
125 °C(lit.)  
Form:
Solid  
MP:
86-89 °C  
Refractive Index:
n20/D 1.46  
Stability:
Moisture Sensitive  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
81  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
8  
Rotatable Bond Count:
1  

Literature

Title: 2'-Azido RNA, a versatile tool for chemical biology: synthesis, X-ray structure, siRNA applications, click labeling.

Journal: ACS chemical biology 20120316

Title: Injection port silylation of γ-hydroxybutyrate and trans-hydroxycrotonic acid: conditions optimisation and characterisation of the di-tert-butyldimethylsilyl derivatives by GC-MS.

Journal: The Analyst 20120107

Title: Novel model of neuronal bioenergetics: postsynaptic utilization of glucose but not lactate correlates positively with Ca2+ signalling in cultured mouse glutamatergic neurons.

Journal: ASN neuro 20120101

Title: ¹³C metabolic flux analysis identifies an unusual route for pyruvate dissimilation in mycobacteria which requires isocitrate lyase and carbon dioxide fixation.

Journal: PLoS pathogens 20110701

Title: Excretion of 2,3-dihydroxy-propionamide (OH-PA), the hydrolysis product of glycidamide, in human urine after single oral dose of deuterium-labeled acrylamide.

Journal: Archives of toxicology 20110601

Title: A fully validated method for the determination of vardenafil in blood using gas chromatography/mass spectrometry.

Journal: Journal of mass spectrometry : JMS 20110101

Title: Effect of iclR and arcA knockouts on biomass formation and metabolic fluxes in Escherichia coli K12 and its implications on understanding the metabolism of Escherichia coli BL21 (DE3).

Journal: BMC microbiology 20110101

Title: Conformationally constrained histidines in the design of peptidomimetics: strategies for the χ-space control.

Journal: International journal of molecular sciences 20110101

Title: A comprehensive metabolic profile of cultured astrocytes using isotopic transient metabolic flux analysis and C-labeled glucose.

Journal: Frontiers in neuroenergetics 20110101

Title: Synthesis and structure-activity relationship of 3-O-acylated (-)-epigallocatechins as 5α-reductase inhibitors.

Journal: European journal of medicinal chemistry 20101201

Title: A practical Delta 1-dehydrogenation of Delta 4-3-keto-steroids with DDQ in the presence of TBDMSCl at room temperature.

Journal: Steroids 20100701

Title: A ratiometric fluorescent probe for fluoride ion employing the excited-state intramolecular proton transfer.

Journal: Talanta 20091115

Title: Development and validation of a gas chromatography/mass spectrometry method for the assessment of genomic DNA methylation.

Journal: Rapid communications in mass spectrometry : RCM 20090901

Title: Investigation of the synthetic route to pepstatin analogues by SPPS using O-protected and O-unprotected statine as building blocks.

Journal: Journal of peptide science : an official publication of the European Peptide Society 20090401

Title: Uric acid is a mediator of the Plasmodium falciparum-induced inflammatory response.

Journal: PloS one 20090101

Title: 2-(Benzoyl-amino-meth-yl)pyridinium chloride.

Journal: Acta crystallographica. Section E, Structure reports online 20081201

Title: N-[3-(tert-Butyl-dimethyl-siloxymeth-yl)-5-nitro-phen-yl]acetamide.

Journal: Acta crystallographica. Section E, Structure reports online 20081001

Title: Solid phase microextraction procedure for the determination of alkylphenols in water by on-fiber derivatization with N-tert-butyl-dimethylsilyl-N-methyltrifluoroacetamide.

Journal: Analytica chimica acta 20080829

Title: N-methylation of the c3' amide of taxanes: synthesis of N-methyltaxol C and N-methylpaclitaxel.

Journal: The Journal of organic chemistry 20080620

Title: Novel fluorogenic probe for fluoride ion based on the fluoride-induced cleavage of tert-butyldimethylsilyl ether.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20070601

Title: Derivatization of organophosphorus nerve agent degradation products for gas chromatography with ICPMS and TOF-MS detection.

Journal: Analytical and bioanalytical chemistry 20070601

Title: A fluorescein-based fluorogenic probe for fluoride ion based on the fluoride-induced cleavage of tert-butyldimethylsilyl ether.

Journal: Journal of fluorescence 20070101

Title: Regioselective and stereospecific amination of iridoids: conversion of aucubin into aminoside antibiotic analogues.

Journal: Journal of natural products 20070101

Title: Syntheses of 19-[O-(carboxymethyl)oxime] haptens of epipregnanolone and pregnanolone.

Journal: Steroids 20060201

Title: Synthesis of 6I-amino-6I-deoxy-2I-VII,3I-VII-tetradeca-O-methyl-cyclomaltoheptaose.

Journal: Carbohydrate research 20040517

Title: Synthesis of D-altritol nucleosides with a 3'-O-tert-butyldimethylsilyl protecting group.

Journal: Nucleosides, nucleotides & nucleic acids 20040101

Title: Analysis of O,S-dimethyl hydrogen phosphorothioate in urine, a specific biomarker for methamidophos.

Journal: Journal of agricultural and food chemistry 20031008

Title: Synthesis of 2'-O-substituted ribonucleosides.

Journal: Nucleosides, nucleotides & nucleic acids 20030101

Title: Identification of a novel family of nucleosides that specifically inhibit HIV-1 reverse transcriptase.

Journal: Bioorganic & medicinal chemistry letters 20011203

Title: Sorption of nonpolar aromatic contaminants by chlorosilane surface modified natural minerals.

Journal: Environmental science & technology 20011101

Application
Tert-butyldimethylsilyl chloride (18162-48-6) is a versatile organosilicon compound widely utilized as a protecting reagent in organic synthesis. Its primary function lies in the protection of functional groups such as alcohols, amines, amides, and carboxylic acids, rendering them inert to certain reactions while the desired transformations take place elsewhere. Additionally, tert-butyldimethylsilyl chloride plays a crucial role in the preparation of isoxazoline N-oxides from α-bromonitroalkanes and olefins, demonstrating its utility in heterocyclic chemistry. Moreover, it serves as a precursor for silicon substrates in the synthesis of Ag/ZnO/graphene-based nanocomposites, contributing to the formation of effective photocatalytic systems for hydrogen production. Its diverse applications underscore its significance in both academic and industrial settings, particularly in the development of advanced materials and pharmaceutical compounds.
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