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
Weitere Namen anzeigen
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
- Formalladung
- 0
- Komplexität
- 370
Experimentelle und physikochemische Eigenschaften
PFAS
PFAS -> Suspected persistent, mobile, toxic (PMT) PFAS or PFAS-like compounds
PFAS -> PFAS identified in REACH Regulation EC No. 1272/2008
Vapor Pressure
8.0 [mmHg]
8 [mm Hg] @20 °C
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.)
- Flammpunkt
- 81 · 81-83°C
- storage temp.
- 30 °C · Store below +30°C.
- Löslichkeit
- Miscible with dichloromethane. Immiscible with hydrocarbons.
- Aggregatzustand
- Liquid
- Wichte
- 1.677 · 1.677
- Farbe
- Clear colorless to light brown
- Wasserlöslichkeit
- reacts violently with water
- BRN
- 1813600 · 1813600
- Stabilität
- Hygroscopic, Moisture Sensitive
- InChI
- 1S/C2F6O5S2/c3-1(4,5)14(9,10)13-15(11,12)2(6,7)8
- InChIKey
- WJKHJLXJJJATHN-UHFFFAOYSA-N
- SMILES
- FC(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F
- LogP
- 0.3 at · 0.3 at 25℃
- CAS Datenbank
- 358 · 358-23-6(CAS DataBase Reference)
- NIST chemische Informationen
- Trifluoromethanesulfonic anhydride(358-23-6)
- EPA chemische Informationen
- Methanesulfonic acid, trifluoro-, anhydride (358-23-6)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
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
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
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.
CSL Reaction Information
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)
3.0 [mg/m3]
33 [mg/m3]
200 [mg/m3]
Toxikologische Informationen
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
- Toxizität
- LD50 orally in Rabbit: 1012 mg/kg
- hazard_code
- C
- hazard_note
- Corrosive
- safety_code
- 26-36/37/39-43-45-8
- hazard_class
- 8
- packing_group
- I
- Speicherklasse
- 5.1B - Oxidizing hazardous materials
- Hazard Classifications
- Acute Tox. 4 OralEye Dam. 1Ox. Liq. 2Skin Corr. 1BSTOT SE 3
Chemie und Industrie
Verwendung und Herstellung
Anwendungen
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.
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