N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-trifluoromethanesulfonylmethanesulfonamide (HCID 388544)

Namen und Bezeichner

Bevorzugter Name: N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-trifluoromethanesulfonylmethanesulfonamide
IUPAC: N-(5-chloro-2-pyridinyl)-1,1,1-trifluoro-N-(trifluoromethylsulfonyl)methanesulfonamide
Englischer Name: 2-[N,N-BIS(TRIFLUOROMETHANESULFONYL)AMINO]-5-CHLOROPYRIDINE
Summenformel: C7H3ClF6N2O4S2
Molmasse: 392.68

Namen und Synonyme

N-(5-Chloro-2-pyridyl)triflimideN-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-trifluoromethanesulfonylmethanesulfonamideRefChem:828151629-110-2145100-51-22-[N,N-Bis(Trifluoromethylsulphonyl)amino]-5-chloropyridine2-[N,N-Bis(trifluoromethanesulfonyl)amino]-5-chloropyridineN-(5-Chloro-2-pyridyl)bis(trifluoromethanesulfonimide)Comins' Reagent2-[N,N-Bis(trifluoromethylsulfonyl)amino]-5-chloropyridineMFCD00191833N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-(trifluoromethylsulfonyl)methanesulfonamide

Weitere Namen anzeigen

CominsN,N-BIS(TRIFLUOROMETHYLSULFONYL)-5-CHLORO-2-PYRIDYLAMINEN-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-Comins'reagent

Comins Triflating ReagentMethanesulfonamide, N-(5-chloro-2-pyridinyl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]-NSC683533NSC-683533WS933U9U66N-(5-chloro-2-pyridyl)-1,1,1-trifluoro-N-(trifluoromethylsulfonyl)methanesulfonamideN-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-((trifluoromethyl)sulfonyl)methanesulfonamideN,N-Bis(trifluoromethylsulfonyl)-5-chloro-2-pyridinamine

Datenbank-Bezeichner

CAS: 145100-51-2
PubChem CID: 388544
DTXSID: DTXSID40327763
UNII: WS933U9U66
EC Number: 629-110-2
Nikkaji: J782.013E

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3
Polarare Oberfläche (TPSA): 101 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 12
Frei drehbare Bindungen: 3
Schwere Atome: 22
Formalladung: 0
Komplexität: 561

Physikochemische Eigenschaften

Schmelzpunkt: 45 · 45-47 °C(lit.)
Siedepunkt: 77 · 77-90°C/0.2mmHg
Dichte: 1.892 · 1.892±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
Löslichkeit: Benzene (Slightly)
Aggregatzustand: Solid
pka: -7.71 · -7.71±0.10(Predicted)
Farbe: yellow
Wasserlöslichkeit: Reacts with water.
BRN: 5833971 · 5833971
Stabilität: Moisture Sensitive, Unstable in DMSO Solution
InChI: InChI=1S/C7H3ClF6N2O4S2/c8-4-1-2-5(15-3-4)16(21(17,18)6(9,10)11)22(19,20)7(12,13)14/h1-3H
InChIKey: TUFGVZMNGTYAQD-UHFFFAOYSA-N
SMILES: C(F)(F)(F)S(N(C1=NC=C(Cl)C=C1)S(C(F)(F)F)(=O)=O)(=O)=O
CAS Datenbank: 145100 · 145100-51-2(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

Warning

H302 (10%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (10%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H332 (10%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (98%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 50 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (10%)；Acute Tox. 4 (10%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；Acute Tox. 4 (10%)；STOT SE 3 (98%)

Sicherheitsdaten

F: 9
wgk: 3
hs_code: 29350090
risk_code: 36/37/38
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36
hazard_class: AIR SENSITIVE, IRRITANT-HARMFUL, KEEP COLD
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden2-[N,N-Bis(trifluoromethylsulfonyl)amino]-5-chloropyridine provides good yields of vinyl triflates from the corresponding ketone enolates or dienolates. It is used in the total synthesis of (-)-porantheridine and the trans decahydroquinoline alkaloid (+)-219A. It is also used as a reactant for Suzuki-Miyaura cross coupling, synthesis of nicotinic acetylcholine receptor-selective ligands, enantioselective desymmetrizing palladium catalyzed carbonylation reactions, synthesis of high affinity niacin receptor GPR109A agonists and in preparation of heteroaromatics.