Compounds > tert-butyldimethylsilyl chloride
Page last updated: 2024-11-05

tert-butyldimethylsilyl chloride

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Description

tert-Butyldimethylsilyl chloride (TBSCl) is a widely used reagent in organic synthesis, particularly for protecting alcohols and other functional groups. It is synthesized by reacting tert-butyldimethylchlorosilane with lithium or magnesium in anhydrous tetrahydrofuran. TBSCl is a valuable protecting group due to its stability under basic and acidic conditions. It is commonly used in the synthesis of complex molecules, including pharmaceuticals and natural products. The silyl ether formed by reaction with TBSCl is easily removed under acidic conditions, allowing for the regeneration of the original functional group. TBSCl is also used in various other organic reactions, such as the Peterson olefination and the Sakurai reaction. The study of TBSCl focuses on its effectiveness as a protecting group and its applications in diverse synthetic transformations. Its high reactivity and selectivity make it a crucial tool in organic synthesis.'

tert-butyldimethylsilyl chloride: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

tert-butyldimethylsilyl chloride : A silyl chloride consisting of a central silicon atom covalently bound to one chloro, one tert-butyl and two methyl groups. tert-Butyldimethylsilyl chloride is a derivatisation agent used in gas chromatography/mass spectrometry applications. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID28928
CHEBI ID85071
SCHEMBL ID595
MeSH IDM0358216

Synonyms (213)

Synonym
chloro(1,1-dimethylethyl)dimethylsilane
tert-butyldimethylsilyl chloride
tbdms chloride
chloro-tert-butyldimethylsilane
tert-butyldimethylchlorosilane
silane, t-butylchlorodimethyl-
brn 0505999
tert-butylchlorodimethylsilane
einecs 242-042-4
18162-48-6
t-butyldimethylchlorosilane
UPCMLD00WV-84
silane, chloro(1,1-dimethylethyl)dimethyl-
silane, chloro-tert-butyldimethyl-
tert-butyl(chloro)dimethylsilane, >=95.0% (gc)
tert-butyldimethylsilyl chloride, reagent grade, 97%
tert-butyl(chloro)dimethylsilane
tbdmscl
B0995
tbscl
t-butyldimenhylsilyl chloride
tert-butyl-chloro-dimethylsilane
AKOS000121069
t-butyldimethylsilyl chloride
tert-butyl(dimethyl)silyl chloride
tert-butyl dimethyl silyl chloride
4-04-00-04076 (beilstein handbook reference)
unii-550opf5z9f
550opf5z9f ,
tbdms-cl
A812625
tert-butyl-chloranyl-dimethyl-silane
tert-butyl-chloro-dimethyl-silane
tert-butyldimethylsilylchloride
t-butyldimethyl-chlorosilane
c6h15clsi
tert-butyldimethylsilyl chloride (tbdmscl)
FT-0602000
t-bume2sicl
chlorodimethyl-tert-butylsilane
tert-butyldimethylchlorosilane [mi]
2-(chlorodimethylsilyl)-2-methylpropane
tbs-cl
BP-21024
AM83861
SCHEMBL595
chlorodimethyl t-butylsilane
t-butyldimethylsilyl choride
t-butyldimethyl-silylchloride
t-butylchlorodimethyl silane
dimethyl-(1,1-dimethylethyl)silyl chloride
chloro-t-butyldimethylsilane
chloro t-butyl dimethylsilane
t-butyl-dimethylsilyl chloride
t-butylchloro-dimethyl-silane
tertbutyl chloro dimethyl silane
tert-butyl-dimethylsilyl chloride
(1,1-dimethylethyl)dimethylsilylchloride
chloro-tert-butyl-dimethylsilane
tert. -butyl-dimethylsilylchlorid
tertbutylchlorodimethylsilane
chloro-tert-butyldimethyl silane
terbutyldimethylsilyl chloride
tert-butyldimethyl-silyl chloride
t-butyl chlorodimethylsilane
chloro t-butyldimethylsilane
tertbutyldimethyl-chlorosilane
t-butyl-dimethylsilylchloride
t-butyl dimethyl silyl chloride
t-butyl dimethylsilylchloride
t-butyl-dimethylsilyl-chloride
dimethyl-t-butylsilyl chloride
tertiary butyldimethylsilyl chloride
chloro-dimethyl-t-butyl silane
t-butyl dimethylchlorsilane
tert-butyl-dimethyl-chlorosilane
tert-butyidimethylsilyl chloride
tert-butyl-dimethyl-chloro-silane
t-butyldimethysilyl chloride
tert-butyldimethylchloro silane
t-butyldimethlsilyl chloride
tert.-butyldimethylsilylchloride
tert.-butylchlorodimethylsilane
tert-butyl-dimethylsilylchloride
t-butyl dimethylchlorosilane
(1,1-dimethylethyl) dimethylsilyl chloride
tertiarybutyldimethylsilyl chloride
tert-butyl-dimethyl-silyl chloride
chloro(t-butyl)dimethylsilane
chlorotert-butyldimethylsilane
tert-butylchlorodimethysilane
tertbutyl-dimethylsilyl chloride
tert-butyldimethylchiorosilane
tert-butyldimethychlorosilane
tertbutyldimethylchlorosilane
tert-butydimethylsilyl chloride
dimethyl-(1,1-dimethylethyl)chlorosilane
tert-buty(chloro)dimethylsilane
chloro tert-butyl dimethylsilane
t-butydimethylsilyl chloride
dimethyl-tert-butylsilyl chloride
tertbutyl dimethyl chloro silane
t-butyl-di-methylsilyl chloride
tert.-butyldimethylsilyl chloride
tert-butylchlorodimethyl silane
t-butyl-dimethyl silyl chloride
t-butyl-dimethyl-silylchloride
chloro(1,1-dimethylethyl)dimethyl-silane
tert-butyl dimethylchlorosilane
tert-butyl-dimethylchloro silane
chlorotert-butyl-dimethylsilane
tert-butyl dimethyl-silyl chloride
tertbutyldimethylsilyl chloride
tert-butyldimethyl chlorosilane
tert-butyldimethylsilylchlorde
t-butyldimethyl chlorosilane
(t-butyl)dimethylsilyl chloride
t-butyidimethylsilyl chloride
tert-butyl chlorodimethylsilane
tert-butyl-dimethyl-silylchloride
tert-butyl-dimethyl-silyl-chloride
tbdms-chloride
tert-butyl-chloro-dimethyl silane
t-butyl(chloro)dimethylsilane
tert-butyl-dimethylsilanyl chloride
tert-butylchloro-dimethylsilane
tert-butyl dimethylsilylchloride
chlorodimethyl-t-butylsilane
tert-butyldimethylsilyl-chloride
tert butyldimethylsilyl chloride
tert. butyldimethyl chlorosilane
t-butydimethylchlorosilane
tbusime2cl
chlorodimethyl(1,1-dimethylethyl)silane
tert-butyidimethylsilylchloride
tert-butyl(chloro)-dimethylsilane
tert-butylchlorodimethyl-silane
(1,1-dimethylethyl)dimethylsilyl chloride
dimethyl-t-butylchlorosilane
t-butyldimethylchloro-silane
chloro-(tert-butyl)dimethylsilane
tert-butyldimethlysilyl chloride
terbutyl chloro dimethyl silane
tertbutyl(chloro)dimethylsilane
t-butylchlorodimethylsilane
tert-butyl-(chloro)dimethylsilane
t-butyldimethychlorosilane
chloro(tertbutyl)-dimethylsilane
tert-butyl(dimethyl) silyl chloride
dimethyl tertbutyl chlorosilane
dimethyl-tert-butylchlorosilane
tert-butyl dimethyl chlorosilane
t-butyl dimethyl chlorosilane
tertbutyl chloro dimethyl-silane
cltbs
tert-butyl-chlorodimethyl-silane
cloro(tertbutyl)-dimethylsilane
tert -butyldimethylchlorosilane
tert-butyldimethylchlorsilan
t-butyldimethyl silylchloride
tert.-butyldimethylchlorosilane
(tert-butyl)(chloro)-dimethylsilane
tertbutyldimethyl-silyl chloride
tert.butyldimethylsilyl chloride
tert-butyl(chloro) dimethylsilane
tertiary-butyldimethylsilyl chloride
t-butyl-chloro-dimethyl-silane
tert.-butyl-dimethyl-silyl chloride
t-butyldimethysilyl-chloride
tert-butyl(dimethyl)silylchloride
tert- butyldimethylchlorosilane
t-butyl-dimethylchlorosilane
t-butyl chloro dimethylsilane
tertbutyl dimethylsilyl chloride
t-butyldimethylsilylchloride
tert-butyldimethyl-chlorosilane
t-butyl dimethylsilyl chloride
t-butyidimethylsilylchloride
tert -butylchlorodimethylsilane
tert-butyl-dimethylchlorosilane
t-butyldimethyl-silyl chloride
t-butyldimethyl silyl chloride
tert-butyldimethyichiorosilane
tert.-butyl-dimethylsilylchlorid
bdcs
tert-butyldimethylsilylchlorid
tert-butyldimethyl silyl chloride
[(1,1-dimethylethyl)dimethylsilyl]chloride
tert-butyldimethylsilyl choride
tert-butyl dimethylsilyl chloride
tert-butyl-dimethyl silyl chloride
tert.-butyl-chloro-dimethyl-silane
tert-butyl chloro-dimethyl silane
tert-butyl-chlorodimethylsilane
tert-butyl (chloro)dimethylsilane
terbutyl dimethyl chloro silane
ter-butyldimethylsilylchloride
chloro(1,1-dimethylethyl)dimethylsilan
CHEBI:85071
Q-101303
cb2790
DTXSID4038843
mfcd00000501
F0001-0656
t-butyldimethylchlorosilane, 1.0m in methylene chloride
t-butyldimethylchlorosilane, 3m in tetrahydrofuran
tert-butyldimethylsilyl chloride, for gc derivatization, >=99.0% (gc)
BP-31045
BCP14013
Q1916937
tert-butylchlorodimethylsilane solution
t-butyldimethylchlorosilane, 98%
EN300-23827
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
chromatographic reagentA reagent used to improve selectivity in chromatographic analyses or separations, e.g. by formation of a derivative or by modification of the mobile phase.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
silyl chlorideAny organosilicon compound containing at least one silicon-chlorine bond.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (16.67)18.7374
1990's1 (8.33)18.2507
2000's5 (41.67)29.6817
2010's3 (25.00)24.3611
2020's1 (8.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 46.03

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index46.03 (24.57)
Research Supply Index2.71 (2.92)
Research Growth Index4.75 (4.65)
Search Engine Demand Index65.75 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (46.03)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other14 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
imidazole
imidazole: RN given refers to parent cpd. 1H-imidazole : An imidazole tautomer which has the migrating hydrogen at position 1.		1.9910imidazole
naphthalene
[no description available]		210naphthalenes;
ortho-fused bicyclic arene		apoptosis inhibitor;
carcinogenic agent;
environmental contaminant;
mouse metabolite;
plant metabolite;
volatile oil component
toluene
methylbenzene : Any alkylbenzene that is benzene substituted with one or more methyl groups.		210methylbenzene;
toluenes;
volatile organic compound		cholinergic antagonist;
fuel additive;
neurotoxin;
non-polar solvent
benzimidazole
1H-benzimidazole : The 1H-tautomer of benzimidazole.		2.0510benzimidazole;
polycyclic heteroarene
trimethylchlorosilane
trimethylsilyl chloride: structure in first source. chlorotrimethylsilane : A silyl chloride consisting of a central silicon atom covalently bound to one chloro and three methyl groups. Chlorotrimethylsilane is a derivatisation agent used in gas chromatography/mass spectrometry applications.		210silyl chloridechromatographic reagent
trifluoroacetic acid
Trifluoroacetic Acid: A very strong halogenated derivative of acetic acid. It is used in acid catalyzed reactions, especially those where an ester is cleaved in peptide synthesis.. trifluoroacetic acid : A monocarboxylic acid that is the trifluoro derivative of acetic acid.		2.0610fluoroalkanoic acidhuman xenobiotic metabolite;
NMR chemical shift reference compound;
reagent
acrylamide
[no description available]		2.0610acrylamides;
N-acylammonia;
primary carboxamide		alkylating agent;
carcinogenic agent;
Maillard reaction product;
mutagen;
neurotoxin
dichlorodicyanobenzoquinone
dichlorodicyanobenzoquinone: request from searcher		2.0510
2-xylene
2-xylene: RN given refers to parent cpd. o-xylene : A xylene substituted by methyl groups at positions 1 and 2.		210xylene
soman
Soman: An organophosphorus compound that inhibits cholinesterase. It causes seizures and has been used as a chemical warfare agent.		2.0310phosphonic ester
pinacolyl methylphosphonic acid
pinacolyl methylphosphonic acid: structure in first source		2.0310
acetylcysteine
N-acetyl-L-cysteine : An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.		2.0610acetylcysteine;
L-cysteine derivative;
N-acetyl-L-amino acid		antidote to paracetamol poisoning;
antiinfective agent;
antioxidant;
antiviral drug;
ferroptosis inhibitor;
geroprotector;
human metabolite;
mucolytic;
radical scavenger;
vulnerary
methylphosphonic acid
methylphosphonic acid : A one-carbon compound that is phosphonic acid in which the hydrogen attached to the phosphorus is substituted by a methyl group.		2.0310one-carbon compound;
phosphonic acids
isopropyl methylphosphonic acid
[no description available]		2.0310
deuterium
Deuterium: The stable isotope of hydrogen. It has one neutron and one proton in the nucleus.		2.0610dihydrogen
fluorides
[no description available]		2.0510halide anion;
monoatomic fluorine
1,4-dioxane
1,4-dioxane: dehydrating agent; polar solvent miscible both with water & most organic solvents. dioxane : Any member of the class of dioxanes that is a cyclohexane in which two carbon atoms are replaced by oxygen atoms.. 1,4-dioxane : A dioxane with oxygen atoms at positions 1 and 4.		2.0510dioxane;
volatile organic compound		carcinogenic agent;
metabolite;
NMR chemical shift reference compound;
non-polar solvent
heptafluorobutyric anhydride
heptafluorobutyric anhydride: structure. heptafluorobutyric anhydride : An acyclic carboxylic anhydride that is perfluorinated butyric anhydride. It is used as a derivatising reagent for gas chromatographic analyses.		1.9910acyclic carboxylic anhydride;
organofluorine compound		chromatographic reagent
glycidamide
glycidamide: metabolite of acrylamide; structure given in first source		2.0610
1-hexadecyl-2-acetyl-glycero-3-phosphocholine
Platelet Activating Factor: A phospholipid derivative formed by PLATELETS; BASOPHILS; NEUTROPHILS; MONOCYTES; and MACROPHAGES. It is a potent platelet aggregating agent and inducer of systemic anaphylactic symptoms, including HYPOTENSION; THROMBOCYTOPENIA; NEUTROPENIA; and BRONCHOCONSTRICTION.. 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine : A 2-acetyl-1-alkyl-sn-glycero-3-phosphocholine betaine which has hexadecyl as the alkyl group. PAF is a potent phospholipid activator and mediator of many leukocyte functions, including platelet aggregation, inflammation, and anaphylaxis.		1.99102-acetyl-1-alkyl-sn-glycero-3-phosphocholineantihypertensive agent;
beta-adrenergic antagonist;
bronchoconstrictor agent;
hematologic agent;
vasodilator agent
cyclohexyl methylphosphonic acid
[no description available]		2.0310
organophosphonates
hydrogenphosphite : A divalent inorganic anion resulting from the removal of a proton from two of the hydroxy groups of phosphorous acid.		2.0310divalent inorganic anion;
phosphite ion
betadex
beta-Cyclodextrins: Cyclic GLUCANS consisting of seven (7) glucopyranose units linked by 1,4-glycosidic bonds.		2.3110cyclodextrin
ethyl methylphosphonic acid
ethyl methylphosphonic acid: urinary sarin metabolite		2.0310
n-methyl-n-(tert-butyldimethylsilyl)trifluoroacetamide
N-(tert-butyldimethylsilyl)-N-methyltrifluoroacetamide : An N-silyl compound that is N-methyltrifluoroacetamide in which the amide nitrogen is replaced by a tert-butyldimethylsilyl group.		2.0610monocarboxylic acid amide;
N-silyl compound;
trifluoroacetamide		chromatographic reagent
cysteine
Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.		2.0610cysteiniumfundamental metabolite
silicon
Silicon: A trace element that constitutes about 27.6% of the earth's crust in the form of SILICON DIOXIDE. It does not occur free in nature. Silicon has the atomic symbol Si, atomic number 14, and atomic weight [28.084; 28.086].		2.3110carbon group element atom;
metalloid atom;
nonmetal atom
clinoptilolite
clinoptilolite: clinoptilolite was SY to zeolite (NM); use zeolites (NM) to search through 1993; RN is for cpd with unknown MF		210
zeolites
[no description available]		210
asbestos, amosite
Asbestos, Amosite: Asbestos, grunerite. A monoclinic amphibole form of asbestos having long fibers and a high iron content. It is used in insulation. (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)		210
ConditionIndicatedRelationship StrengthStudiesTrials
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		02.0310