Trifluormethansulfonsaeureanhydrid

Trifluoromethanesulfonic anhydride

HCID 67749CAS 358-23-6

Grundinformationen

Standard-SMILES
O=S(=O)(OS(=O)(=O)C(F)(F)F)C(F)(F)F
InChIKey
WJKHJLXJJJATHN-UHFFFAOYSA-N
Summenformel
C2F6O5S2
Durchschnittliche Molmasse
282,14 g/mol
Monoisotopische Masse
281,90913442

Überblick

Triflic anhydride is an organosulfonic anhydride. It is functionally related to a triflic acid.

Namen und Bezeichner

Bevorzugter Name
Trifluoromethanesulfonic anhydride
IUPAC
trifluoromethylsulfonyl trifluoromethanesulfonate
Lokaler Name
Trifluormethansulfonsaeureanhydrid
Englischer Name
Trifluoromethanesulfonic anhydride
Summenformel
C2F6O5S2
Molmasse
282.14

Namen und Synonyme

Trifluoromethanesulfonic anhydride358-23-6Triflic anhydrideTrifluoromethanesulphonic anhydride8W034LHG1UTRIFLATE ANHYDRIDEMethanesulfonic acid, 1,1,1-trifluoro-, 1,1'-anhydrideCHEBI:48509DTXSID501014629RefChem:191596DTXCID101437174206-616-8
Weitere Namen anzeigen
Trifluoromethylsulfonic anhydrideTFO2(trifluoroMethane)sulfonyl trifluoroMethanesulfonateTRIFLUOROMETHANESULFONYL ANHYDRIDE
trifluoromethanesulfonic acid anhydridetrifluoromethylsulfonyl trifluoromethanesulfonateMethanesulfonic acid, trifluoro-, anhydridetrifluoromethanesulphonic acid anhydrideTF2Otrifluoromethanesulfonyl trifluoromethanesulfonateC2F6O5S2triflic acid anhydride

Datenbank-Bezeichner

CAS
358-23-6
PubChem CID
67749
DTXSID
DTXSID501014629
ChEBI
CHEBI:48509
UNII
8W034LHG1U
EC Number
206-616-8
Nikkaji
J39F

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,6
Polarare Oberfläche (TPSA)
94,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
11
Frei drehbare Bindungen
2
Schwere Atome
15

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Acid Anhydrides, Other
PFAS · 2 Einträge

PFAS -> Suspected persistent, mobile, toxic (PMT) PFAS or PFAS-like compounds

PFAS -> PFAS identified in REACH Regulation EC No. 1272/2008

SpringerMaterials PropertiesSchoenflies notation
Density1.677 @25 °C
Vapor Pressure · 2 Einträge

8.0 [mmHg]

8 [mm Hg] @20 °C

Physical DescriptionColorless hygroscopic liquid; [Merck Index] Clear colorless liquid; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
-80 °C · -80°C
Siedepunkt
81 · 81-83 °C (lit.)
Dichte
1.677 g/mL · 1.677 g/mL at 25 °C (lit.)
Dampfdichte
5.2 · 5.2 (vs air)
Dampfdruck
8 mm · 8 mm Hg ( 20 °C)
Brechungsindex
20 · n20/D 1.321(lit.)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H272 (51.1%): May intensify fire; oxidizer [Danger Oxidizing liquids; Oxidizing solids]

P210, P220, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P363, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 227 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Methanesulfonic acid, trifluoro-, anhydride

Status: Active Update: 03-04-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/22478

Trifluoromethanesulphonic anhydride: HSNO Approval: HSR004747 Approved with controls

Hazards Summary · 1 Eintrag

Reacts violently with water; Corrosive; [Merck Index] Reacts violently with water; Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Harmful by ingestion; [Sigma-Aldrich MSDS] See Trifluoromethanesulfonic acid.

Hazard Classes and CategoriesOx. Liq. 2 (51.1%)
CSL Reaction Information · 6 Einträge

CSL00005

TETRAHYDROFURAN + Triflic anhydride

Can polymerize, large exotherm. Avoid combination on larger scale.

User-Reported

6/29/18

10/2/17

Sicherheit und Schutzausrüstung

Protective Action Criteria (PAC) · 3 Einträge

3.0 [mg/m3]

33 [mg/m3]

200 [mg/m3]

Toxikologische Informationen

Adverse EffectsDermatotoxin - Skin burns.

Sicherheitsdaten

F
10-21
wgk
3
tsca
TSCA listed
ridadr
UN 3265 8/PG 2
hs_code
29049020
risk_code
14-21/22-34-35-22-40

Chemie und Industrie

Verwendung und Herstellung

UsesUsed as a reagent in synthetic organic chemistry; [Merck Index]
General Manufacturing InformationMethanesulfonic acid, 1,1,1-trifluoro-, 1,1'-anhydride: ACTIVE
Anwendungen · 2 Einträge

BeschreibungTrifluoromethanesulfonic anhydride, also known as triflic anhydride, has proven to be an extraordinary reagent for a broad range of transformations. As a commercially and readily available reagent, It has been widely used in synthetic chemistry due to its high electrophilicity. Given its high affinity towards O-nucleophiles, reaction with alcohols, carbonyls, sulfur phosphorus- and iodine oxides towards the formation of the corresponding triflates is strongly favored. As one of the premier leaving groups in organic chemistry, the generated triflates then open the door to various downstream transformations, including (but not limited to) substitution reactions, cross-coupling processes, redox reactions, and rearrangements[1-2].

VerwendenTrifluoromethanesulfonic Anhydride is a strong electrophile used in chemical synthesis for introducing the triflyl group.

Anbieter50 Anbieter

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