2-Naphthyl Trifluoromethanesulfonate

HCID 4546341CAS 3857-83-8

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Basic information

Standard SMILES: O=S(=O)(Oc1ccc2ccccc2c1)C(F)(F)F
InChIKey: MDWRQYBWVTXIIJ-UHFFFAOYSA-N
Molecular formula: C11H7F3O3S
Average molar mass: 276.23 g/mol
Monoisotopic mass: 276.00679974

Names & identifiers

Preferred name: 2-Naphthyl Trifluoromethanesulfonate
IUPAC: naphthalen-2-yl trifluoromethanesulfonate
English name: 2-Naphthyl triflate
Molecular formula: C11H7F3O3S
Molecular weight: 276.23

Names & synonyms

2-Naphthyl trifluoromethanesulfonate3857-83-8DTXSID10404111RefChem:264238DTXCID10354965624-190-5naphthalen-2-yl trifluoromethanesulfonate2-Naphthyl triflateMFCD001923412-Naphthyltriflate2-naphthyltrifluoromethanesulfonateSCHEMBL1713420

Show more names

2-Naphthol trifluoromethanesulfonate2-NaphthylTrifluoromethanesulfonate>2-(Trifluoromethylsulfonyloxy)naphthalene2-naphthyltrifluoromethylsulfonylacidesterTrifluoromethanesulfonic acid 2-naphtyl esterTrifluoromethanesulfonic acid 2-naphthalenyl esterTrifluoromethanesulfonic acid naphthalene-2-yl ester

BS-229412-Naphthyl trifluoromethanesulfonate, 97%T724092- naphthyl triflate2-naphthyltrifluoromethTrifluoromethanesulfonic Acid 2-Naphthyl EsterA873815SCHEMBL29839512

Database identifiers

CAS: 3857-83-8
PubChem CID: 4546341
DTXSID: DTXSID10404111
EC Number: 624-190-5
Nikkaji: J376.927E

Properties

Computed structural properties

XLogP: 4.2
Topological polar surface area: 51.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 6
Rotatable bonds: 2
Heavy atoms: 18
Formal charge: 0
Complexity: 385

Physicochemical properties

Melting point: 30 · 30-32 °C(lit.)
Boiling point: 87 °C/0.2mmHg · 87°C/0.2mmHg(lit.)
Density: 1.493 · 1.493±0.06 g/cm3(Predicted)
Flash point: 230 °F · >230 °F
storage temp.: Sealed in dry,Room Temperature
form: 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 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314-H318
Precautionary statements: 280 · P280-P305+P351+P338-P310-P260h-P301+P330+P331-P303+P361+P353-P405-P501a
PPE: 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: C
Risk Statements: 34 · 34
Safety Statements: 22 · 22-26-27-36/37/39-45
RIDADR: 3261 · UN 3261 8/PG 2
WGK Germany: 3 · 3
HazardClass: 8 · 8
HS Code: 29049090 · 29049090
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 Skin · Eye Dam. 1Skin Corr. 1B

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (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 information

Hazard Classes and CategoriesSkin Corr. 1B (97.5%)

Safety data

PPE: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
ridadr: UN 3261 8/PG 2
hs_code: 29049090
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
safety_code: 22-26-27-36/37/39-45
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
Hazard statements: H314-H318
Hazard Classifications: Eye Dam. 1Skin Corr. 1B
Precautionary statements: P280-P305+P351+P338-P310-P260h-P301+P330+P331-P303+P361+P353-P405-P501a

Chemistry & industry

Applications · 2 items

Uses2-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 Description2-Naphthyl trifluoromethanesulfonate (2-naphthyl triflate) is an aryl triflate. Its ruthenium-catalyzed conversion to 2-bromonaphthalene has been reported.