129922-37-8

Basic information

• Product Name: S-(TRIFLUOROMETHYL)-3,7-DINITRODIBENZOTHIOPHENIUM TRIFLUOROMETHANESULFONATE
• Synonyms: S-(TRIFLUOROMETHYL)-3,7-DINITRODIBENZOTHIOPHENIUM TRIFLUOROMETHANESULFONATE;S-(TRIFLUOROMETHYL)-3,7-DINITRODIBENZOTHIOPHENIUM TRIFLUOROMETHANESULPHONATE
• CAS NO: 129922-37-8
• Molecular Formula: CF₃O₃S*C₁₃H₆F₃N₂O₄S
• Molecular Weight: 492.33
• Mol File: 129922-37-8.mol

Chemical Properties

• Melting Point: 130-135°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: S-(TRIFLUOROMETHYL)-3,7-DINITRODIBENZOTHIOPHENIUM TRIFLUOROMETHANESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: S-(TRIFLUOROMETHYL)-3,7-DINITRODIBENZOTHIOPHENIUM TRIFLUOROMETHANESULFONATE(129922-37-8)
• EPA Substance Registry System: S-(TRIFLUOROMETHYL)-3,7-DINITRODIBENZOTHIOPHENIUM TRIFLUOROMETHANESULFONATE(129922-37-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 129922-37-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
S-(TRIFLUOROMETHYL)-3,7-DINITRODIBENZOTHIOPHENIUM TRIFLUOROMETHANESULFONATE is used as a reagent in organic synthesis for its strong electrophilic properties, which facilitate various chemical reactions and the formation of complex organic molecules.
Used in Chemical Reactions:
In the field of chemical reactions, S-(TRIFLUOROMETHYL)-3,7-DINITRODIBENZOTHIOPHENIUM TRIFLUOROMETHANESULFONATE is utilized for its ability to participate in a wide range of reactions, contributing to the development of new compounds and materials.
Used in Laboratory Research:
S-(TRIFLUOROMETHYL)-3,7-DINITRODIBENZOTHIOPHENIUM TRIFLUOROMETHANESULFONATE is used in laboratory research to explore its reactivity and potential applications in the synthesis of novel organic compounds. Due to its hazardous nature, it is essential to handle this compound with care and follow proper safety protocols.

InChI:InChI=1/C13H6F3N2O4S.CHF3O3S/c14-13(15,16)23-11-5-7(17(19)20)1-3-9(11)10-4-2-8(18(21)22)6-12(10)23;2-1(3,4)8(5,6)7/h1-6H;(H,5,6,7)/q+1;/p-1

Upstream product

• 129922-47-0 2-mercaptobiphenyl sodium salt 
• 147531-08-6 C₁₃H₉F₅S 
• 129922-51-6 2-<(trifluoromethyl)thio>biphenyl 
• 129922-49-2 2-<(trifluoromethyl)sulfinyl>biphenyl 
• 2688-96-2 2-phenylbenzenethiol 
• 129946-88-9 Umemoto's reagent 

Downstream Products

• 455-14-1 4-trifluoromethylphenylamine 
• 88-17-5 2-(trifluoromethyl)benzenamine 
• 129922-46-9 triphenyl(trifluoromethyl)phosphonium trifluoromethanesulfonate 
• 59005-75-3 3,7-dinitro-dibenzothiophene 
• 456-55-3 1-trifluoromethoxybenzene 
• 402-45-9 4-hydroxybenzotrifluoride 
• 444-30-4 2-(trifluoromethyl)phenol 
• 609782-89-0 tert-butyl 4-{[4-(aminocarbonyl)-2-(trifluoromethyl)phenyl]amino}piperidine-1-carboxylate 

Relevant articles and documents

Power-variable electrophilic trifluoromethylating agents. S-, Se-, and Te-(trifluoromethyl)dibenzothio-, -seleno-, and -tellurophenium salt system

S-, Se-, and Te-trifluoromethylated dibenzoheterocyclic onium salts, their derivatives, and related salts were synthesized by the direct fluorination of a mixture of 2-[(trifluoromethyl)thio- or seleno]biphenyls and triflic acid (TfOH) or HBF4 etherate, by treatment of the corresponding sulfoxides and selenoxides with Tf2O, by a new type of tellurium activation of 2-[(trifluoromethyl)telluro]biphenyl with Tf2O and (CH3)2SO, or by derivation from the onium salts obtained. Examination of reactivity indicated the trifluoromethyl heterocyclic salts to be greatly reactive compared to nonheterocyclic salts and indicated that this heterocyclic salt system serves as a source of widely applicable trifluoromethylating agents. Their capacity to function as such varied remarkably and increased in the order of Te 2 2. For mixed heterocyclic salts, the orders differed, apparently being determined by the electron deficiency of the CF3 group due to the electron-withdrawing or -donating effects of chalcogens and ring substituents, rather than the inherent nature of the chalcogens. Because of this variation, it was possible to trifluoromethylate a wide range of nucleophilic substrates differing in reactivity: carbanions, activated aromatics, heteroaromatics, enol silyl ethers, enamines, phosphines, thiolate anions, and iodide anions. The reaction mechanism is discussed, and a bimolecular ionic substitution mechanism competing with a free CF3 radical chain mechanism is proposed. Thus, a new field, electrophilic trifluoromethylation, has been established by the present study.

Power-variable trifluoromethylating agents, (trifluoromethyl)dibenzothio- and -selenophenium salt system

(Trifluoromethyl)dibenzothio- and -selenophenium triflates and their nitro derivatives differing in trifluoromethylating power were developed as a new system of electrophilic trifluoromethylating agents.