2-Naphthyl Trifluoromethanesulfonate
2-Naphthyl triflate · 2-NAPHTHYL TRIFLUOROMETHANESULFONATE · 2-Naphthol trifluoromethanesulfonate · 2-NaphthylTrifluoromethanesulfonate>2-(Trifluoromethylsulfonyloxy)naphthalene · 2-naphthyltrifluoromethylsulfonylacidester · Trifluoromethanesulfonic acid 2-naphtyl ester · Trifluoromethanesulfonic Acid 2-Naphthyl Ester · Trifluoromethanesulfonic acid 2-naphthalenyl ester
Identifiers & Physical Properties
| CAS No. | 3857-83-8 |
|---|---|
| Molecular formula | C11H7F3O3S |
| Average molar mass | 276.23 g/mol |
| Monoisotopic mass | 276.00679974 g/mol |
| SMILES | O=S(=O)(Oc1ccc2ccccc2c1)C(F)(F)F |
| InChIKey | MDWRQYBWVTXIIJ-UHFFFAOYSA-N |
| PubChem CID | 4546341 |
| EC No. | 624-190-5 |
| DTXSID | DTXSID10404111 |
Chemical & Physical Properties
| XLogP | 4.2 |
|---|---|
| Topological polar surface area | 51.8 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 6 |
| Rotatable bonds | 2 |
| Heavy atoms | 18 |
| Formal charge | 0 |
| Complexity | 385 |
| Melting point | 30-32 °C(lit.) |
| Boiling point | 87°C/0.2mmHg(lit.) |
| Density | 1.493±0.06 g/cm3(Predicted) |
| Flash point | >230 °F |
| Storage conditions | Sealed in dry,Room Temperature |
| Physical state | Solid |
| Color | White to orange |
| InChI | InChI=1S/C11H7F3O3S/c12-11(13,14)18(15,16)17-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H |
| InChIKey | MDWRQYBWVTXIIJ-UHFFFAOYSA-N |
| SMILES | C(F)(F)(F)S(OC1=CC=C2C(=C1)C=CC=C2)(=O)=O |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS05 |
| Signal word | Danger |
| GHS hazard statements | H314-H318 |
| GHS precautionary statements | P280-P305+P351+P338-P310-P260h-P301+P330+P331-P303+P361+P353-P405-P501a |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges |
| Hazard symbols | C |
| Risk statements (R) | 34 |
| Safety statements (S) | 22-26-27-36/37/39-45 |
| UN transport number | UN 3261 8/PG 2 |
| Water hazard class (WGK) | 3 |
| Hazard class | 8Eye Dam. 1Skin Corr. 1B |
| Customs code | 29049090 |
| Storage class | 8A - Combustible corrosive hazardous materials |
Safety & Regulations
| GHS classification | DangerH314 (97.5%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Corr. 1B (97.5%) |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges |
| Water hazard class (WGK) | 3 |
| UN transport number | UN 3261 8/PG 2 |
| Customs code | 29049090 |
| Risk statements (R) | 34 |
| Signal word | Danger |
| GHS pictogram | GHS05 |
| Hazard symbols | C |
| Safety statements (S) | 22-26-27-36/37/39-45 |
| Hazard class | 8Eye Dam. 1Skin Corr. 1B |
| Storage class | 8A - Combustible corrosive hazardous materials |
| GHS hazard statements | H314-H318 |
| GHS precautionary statements | P280-P305+P351+P338-P310-P260h-P301+P330+P331-P303+P361+P353-P405-P501a |
Applications & Uses
Uses
2-Naphthyl trifluoromethanesulfonate (2-naphthyl triflate) may be used as an arylating agent in the arylation of 1-(methoxycarbonyl)-2,5-dihydropyrrole by Heck reaction. It may be used as a substrate for coupling with Reformatsky reagent BrZnCH(CH3)(COOtC4H9) in the presence of “reduced” dichlorobis(1,1-diphenylphosphino)ferrocene catalyst.
General Description
2-Naphthyl trifluoromethanesulfonate (2-naphthyl triflate) is an aryl triflate. Its ruthenium-catalyzed conversion to 2-bromonaphthalene has been reported.