Compounds > triflic anhydride
Page last updated: 2024-12-06

triflic anhydride

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Description

Triflic anhydride, also known as trifluoromethanesulfonic anhydride, is a powerful electrophilic reagent used in organic synthesis. It is a colorless, corrosive liquid with a pungent odor. It is synthesized by reacting triflic acid with a strong dehydrating agent, such as phosphorus pentoxide. Triflic anhydride is a versatile reagent that can be used to activate a wide range of functional groups, such as alcohols, amines, and carboxylic acids. It is also used in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and polymers. The strong electron-withdrawing nature of the trifluoromethyl group in triflic anhydride makes it an excellent leaving group, promoting various reactions. It is a powerful reagent for introducing triflate groups into organic molecules, which can be further functionalized. Triflic anhydride is also used in the synthesis of triflate salts, which are important catalysts in various organic reactions. Due to its high reactivity and potential hazards, the use of triflic anhydride requires proper safety precautions.'

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

Cross-References

ID SourceID
PubMed CID67749
CHEBI ID48509
SCHEMBL ID160
MeSH IDM0450519

Synonyms (86)

Synonym
trifluormethylsulfonyl trifluormethansulfonat
methanesulfonic acid, trifluoro-, anhydride
trifluoromethanesulfonic anhydride ,
triflic anhydride
1,1,1-trifluoromethanesulfonic acid 1,1'-anhydride
CHEBI:48509
358-23-6
trifluoromethanesulfonic anhydride, >=99%
trifluoromethylsulfonyl trifluoromethanesulfonate
T1100
AKOS007930319
(trifluoromethane)sulfonyl trifluoromethanesulfonate
8w034lhg1u ,
methanesulfonic acid, 1,1,1-trifluoro-, 1,1'-anhydride
einecs 206-616-8
unii-8w034lhg1u
trifluoromethanesulfonic acid anhydride
trifluoromethanesulphonic acid anhydride
trifluoromethanesulfonyl anhydride
trifluoromethane sulfonic anhydride
trifluoromethanesulphonic anhydride
A822989
trifluoromethanesulfonic acid trifluoromethylsulfonyl ester
trifluoromethylsulfonyl tris(fluoranyl)methanesulfonate
trifluoromethane sulfonic acid anhydride
BP-20541
FT-0632032
tf2o
trifluoromethanesulfonyl trifluoromethanesulfonate
SCHEMBL160
CS-B0874
otf2
trifluoromethansulfonic anhydride
trifluoromethane-sulfonic acid anhydride
trifluoromethane -sulfonic anhydride
triflouromethanesulfonic anhydride
trifluoro methane sulfonic acid anhydride
trifluoromethanesulfonic-acid anhydride
(cf3so2)2o
trifluoro-methanesulfonic acid anhydride
trifluorornethanesulfonic anhydride
trifluoromethyl sulfonic anhydride
trifluormethane sulfonic acid anhydride
trifluoromethane-sulphonic anhydride
trifluoro-methansulfonic acid anhydride
trifluromethane sulfonic anhydride
trifluoromethylsulfonic acid anhydride
trifluoromethylsulfonic anhydride
trifluorometansulfonic anhydrid
trifluro methanesulfonic anhydride
trifluoro-methanesulfonic anhydride
trifluormethanesulfonic anhydride
trifluoromethanesufonic anhydride
trifluoro methanesulfonic anhydride
trifluoromethylsulphonic anhydride
trifiuoromethanesulphonic anhydride
trifluormethanesulfonic acid anhydride
triflouromethane-sulfonic anhydride
trifluoromethansulphonic anhydride
trifluoromethane-sulfonic anhydride
triflic acid anhydride
trifloromethanesulfonic anhydride
trifluoromethane sulphonic anhydride
trifluormethane sulfonic anhydride
trifluoromethyl sulphonic anhydride
(tf)2o
trifluormethansulphonic anhydride
trifluoro-methanesulphonic anhydride
trifluoromethanesulfonic-anhydride
trifluoromethane-sulfonic-anhydride
Q-101271
triflate anhydride
trifluoromethanesulfonic anhydride [mi]
mfcd00000408
c2f6o5s2
trifluoromethanesulfonic anhydride, purum, >=98.0% (t)
GS-3207
BCP24336
Q6128335
STL558688
DTXSID501014629
BBL036267
AMY3637
EN300-50306
trifluoromethanesulfonic?anhydride
triflic anhydride solution
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
organosulfonic anhydride
[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 (19)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's8 (42.11)29.6817
2010's10 (52.63)24.3611
2020's1 (5.26)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 59.91

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 very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index59.91 (24.57)
Research Supply Index3.00 (2.92)
Research Growth Index4.54 (4.65)
Search Engine Demand Index94.72 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (59.91)

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%
Other19 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
indole
[no description available]		2.0610indole;
polycyclic heteroarene		Escherichia coli metabolite
alanine
Alanine: A non-essential amino acid that occurs in high levels in its free state in plasma. It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases IMMUNITY, and provides energy for muscle tissue, BRAIN, and the CENTRAL NERVOUS SYSTEM.. alanine : An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2.		2.0310alanine zwitterion;
alanine;
L-alpha-amino acid;
proteinogenic amino acid;
pyruvate family amino acid		EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor;
fundamental metabolite
galactose
galactopyranose : The pyranose form of galactose.		2.0710D-galactose;
galactopyranose		Escherichia coli metabolite;
mouse metabolite
methionine
Methionine: A sulfur-containing essential L-amino acid that is important in many body functions.. methionine : A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4.		2.0310aspartate family amino acid;
L-alpha-amino acid;
methionine zwitterion;
methionine;
proteinogenic amino acid		antidote to paracetamol poisoning;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical
methylene chloride
Methylene Chloride: A chlorinated hydrocarbon that has been used as an inhalation anesthetic and acts as a narcotic in high concentrations. Its primary use is as a solvent in manufacturing and food technology.. dichloromethane : A member of the class of chloromethanes that is methane in which two of the hydrogens have been replaced by chlorine. A dense, non-flammible colourless liquid at room temperature (b.p. 40degreeC, d = 1.33) which is immiscible with water, it is widely used as a solvent, a paint stripper, and for the removal of caffeine from coffee and tea.		2.4520chloromethanes;
volatile organic compound		carcinogenic agent;
polar aprotic solvent;
refrigerant
furan
furan : A monocyclic heteroarene with a structure consisting of a 5-membered ring containing four carbons and one oxygen, with formula C4H4O. It is a toxic, flammable, low-boiling (31degreeC) colourless liquid.		2.2510furans;
mancude organic heteromonocyclic parent;
monocyclic heteroarene		carcinogenic agent;
hepatotoxic agent;
Maillard reaction product
piperidine
[no description available]		2.0310azacycloalkane;
piperidines;
saturated organic heteromonocyclic parent;
secondary amine		base;
catalyst;
human metabolite;
non-polar solvent;
plant metabolite;
protic solvent;
reagent
quinazolines
Quinazolines: A group of aromatic heterocyclic compounds that contain a bicyclic structure with two fused six-membered aromatic rings, a benzene ring and a pyrimidine ring.. quinazoline : A mancude organic heterobicyclic parent that is naphthalene in which the carbon atoms at positions 1 and 3 have been replaced by nitrogen atoms.. quinazolines : Any organic heterobicyclic compound based on a quinazoline skeleton and its substituted derivatives.		7.2110azaarene;
mancude organic heterobicyclic parent;
ortho-fused heteroarene;
quinazolines
indoline
indoline: structure given in first source		2.0110indoles
diphenyl sulfoxide
diphenyl sulfoxide: electron acceptor for liver aldehyde oxidase		2.4520sulfoxide
fluorine
Fluorine: A nonmetallic, diatomic gas that is a trace element and member of the halogen family. It is used in dentistry as fluoride (FLUORIDES) to prevent dental caries.		2.4420diatomic fluorine;
gas molecular entity		NMR chemical shift reference compound
rhamnose
[no description available]		2.0310L-rhamnose
alkenes
[no description available]		2.110
oxazolidin-2-one
Oxazolidinones: Derivatives of oxazolidin-2-one. They represent an important class of synthetic antibiotic agents.. oxazolidin-2-one : An oxazolidinone that is 1,3-oxazolidine with an oxo substituent at position 2.. oxazolidinone : An oxazolidine containing one or more oxo groups.		2.0710carbamate ester;
oxazolidinone		metabolite
azidohomoalanine
azidohomoalanine: structure in first source		2.0310
organophosphonates
hydrogenphosphite : A divalent inorganic anion resulting from the removal of a proton from two of the hydroxy groups of phosphorous acid.		2.1710divalent inorganic anion;
phosphite ion
dihydropyridines
Dihydropyridines: Pyridine moieties which are partially saturated by the addition of two hydrogen atoms in any position.		7.0410
n-acetylneuraminic acid
N-Acetylneuraminic Acid: An N-acyl derivative of neuraminic acid. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. (From Dorland, 28th ed, p1518). N-acetylneuraminic acid : An N-acylneuraminic acid where the N-acyl group is specified as acetyl.		2.0710N-acetylneuraminic acidsantioxidant;
bacterial metabolite;
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor;
human metabolite;
mouse metabolite
lignans
Lignans: A class of dibenzylbutane derivatives which occurs in higher plants and in fluids (bile, serum, urine, etc.) in man and other animals. These compounds, which have a potential anti-cancer role, can be synthesized in vitro by human fecal flora. (From Singleton & Sainsbury, Dictionary of Microbiology and Molecular Biology, 2d ed)		2.5320
glycosides
[no description available]		2.0310
piperidines
Piperidines: A family of hexahydropyridines.		2.4420
ConditionIndicatedRelationship StrengthStudiesTrials