168619-21-4

Basic information

• Product Name: 1,3-Benzenedicarboxylic acid, 5-[[(trifluoromethyl)sulfonyl]oxy]-, dimethyl ester
• Synonyms: dimethyl 5-(trifluoromethanesulfonyloxy)isophthalate;5-trifluoromethanesulphonyloxy-isophthalic acid dimethyl ester;5-Trifluoromethanesulfonyloxy-isophthalic acid dimethyl ester;dimethyl 5-(trifluoromethylsulfonyloxy)isophthalate;3,5-bis(methoxycarbonyl)phenyl triflate;dimethyl 5-trifluoromethanesulfonyloxyisophthalate
• CAS NO: 168619-21-4
• Molecular Formula: C11H9F3O7S
• Molecular Weight: 342.249
• Mol File: 168619-21-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1,3-Benzenedicarboxylic acid, 5-[[(trifluoromethyl)sulfonyl]oxy]-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Benzenedicarboxylic acid, 5-[[(trifluoromethyl)sulfonyl]oxy]-, dimethyl ester(168619-21-4)
• EPA Substance Registry System: 1,3-Benzenedicarboxylic acid, 5-[[(trifluoromethyl)sulfonyl]oxy]-, dimethyl ester(168619-21-4)

Safety Data

• Hazardous Substances Data: 168619-21-4(Hazardous Substances Data)

Usage

Functional groups

Dimethyl ester, trifluoromethylsulfonyl

Common uses

Reagent in organic synthesis, building block in pharmaceutical production

Structural features

Contains two methyl groups attached to carboxylic acid functional groups

Reactivity

Highly reactive due to the presence of the trifluoromethylsulfonyl group

Safety precautions

Handle with care, as it can be hazardous if not properly managed

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 13036-02-7 Dimethyl 5-hydroxyisophthalate 
• 1493-13-6 trifluorormethanesulfonic acid 
• 618-83-7 5-Hydroxyisophthalic acid 

Downstream Products

• 297767-79-4 1,8-bis(3,5-bis(methoxycarbonyl)phenyl)-1,7-octadiyne 
• 297767-78-3 1,7-bis(3,5-bis(methoxycarbonyl)phenyl)-1,6-heptadiyne 
• 297767-80-7 1,9-bis(3,5-bis(methoxycarbonyl)phenyl)-1,8-nonadiyne 
• 297767-77-2 1,6-bis(3,5-bis(methoxycarbonyl)phenyl)-1,5-hexadiyne 
• 351154-51-3 bis(3-(3,5-bis(methoxycarbonyl)phenyl)prop-2-ynyl) ether 
• 313648-72-5 dimethyl 5-(trimethylsilylethynyl)benzene-1,3-dicarboxylate 
• 13036-02-7 Dimethyl 5-hydroxyisophthalate 
• 724469-89-0 1,10-bis(3,5-bis(methoxycarbonyl)phenyl)-1,9-nonadiyne 
• 217655-36-2 dimethyl 5-(2-phenyl-1-ethynyl)isophthalate 
• 945490-03-9 5-(N-methyl-3-tert-butoxycarbonylaminopropyn-1-yl)-benzene-1,3-dicarboxylic acid dimethyl ester 
• 23340-69-4 dimethyl 5-cyanoisophthalate 
• 1577288-99-3 1,3-bis(aminomethyl)-5-[3-[(tert-butoxycarbonyl)amino]propyl]benzene 
• 1577289-14-5 C₁₆H₂₅NO₄ 
• 1577289-15-6 C₁₈H₂₉NO₈S₂ 

Relevant articles and documents

The synthesis of potentially selective inhibitors of dihydroorotate dehydrogenase. The utilization of chemoselective Suzuki cross-coupling reactions in a parallel synthesis

A series of potentially selective inhibitors of dihydroorotate dehydrogenase (DHODH) were synthesized via iterative, chemoselective Suzuki cross-couplings utilizing biaryl chlorides as key intermediates.

Molecular Scaffolds as Double-Targeting Agents For the Diagnosis and Treatment of Neuroblastoma

The selective delivery of therapeutic and imaging agents to tumoral cells has been postulated as one of the most important challenges in the nanomedicine field. Meta-iodobenzilguanidine (MIBG) is widely used for the diagnosis of neuroblastoma (NB) due to its strong affinity for the norepinephrine transporter (NET), usually overexpressed on the membrane of malignant cells. Herein, a family of novel Y-shaped scaffolds has been synthesized, which have structural analogues of MIBG covalently attached at each end of the Y-structure. The cellular uptake capacity of these double-targeting ligands has been evaluated in vitro and in vivo, yielding one specific Y-shaped structure that is able to be engulfed by the malignant cells, and accumulates in the tumoral tissue, at significantly higher levels than the structure containing only one single targeting agent. This Y-shaped ligand can provide a powerful tool for the current treatment and diagnosis of this disease.

Practical Ni-Catalyzed Cross-Coupling of Unsaturated Zinc Pivalates with Unsaturated Nonaflates and Triflates

A practical nickel-catalyzed cross-coupling of (hetero)aryl or alkynylzinc pivalates with various unsaturated nonaflates or triflates is described. Organozinc pivalates allow these cross-couplings to take place with high yields and a low catalyst loading (0.5 mol %). Couplings with (E)- and (Z)-alkenyl triflates proceed with retention of configuration.