64821-69-8

Basic information

• Product Name: TRITYLIUM TRIFLATE
• Synonyms: TRITYLIUM TRIFLATE;TRITYLIUM TRIFLUOROMETHANESULFONATE;Methylium, triphenyl-, 1,1,1-trifluoromethanesulfonate;Trityl triflate
• CAS NO: 64821-69-8
• Molecular Formula: CF₃O₃S*C₁₉H₁₅
• Molecular Weight: 392.39
• Mol File: 64821-69-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 112-117 °C
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: TRITYLIUM TRIFLATE(CAS DataBase Reference)
• NIST Chemistry Reference: TRITYLIUM TRIFLATE(64821-69-8)
• EPA Substance Registry System: TRITYLIUM TRIFLATE(64821-69-8)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• F: 10-21
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 64821-69-8(Hazardous Substances Data)

Usage

General Description

Tritylium triflate, also known as trityl trifluoromethanesulfonate, is a chemical compound that is often used as a strong acid catalyst in organic chemistry reactions. It is a versatile reagent for various transformations due to its stability and high acidity. Tritylium triflate is a Lewis acid and is commonly used in the synthesis of pharmaceuticals and other complex organic molecules. It is also used in the deprotection of various functional groups in organic synthesis. Its strong acidity and stability make it a valuable tool in the field of organic chemistry. However, it is important to handle and use tritylium triflate with caution, as it is both a corrosive and toxic substance.

InChI:InChI=1/C19H15.CHF3O3S/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;2-1(3,4)8(5,6)7/h1-15H;(H,5,6,7)/q+1;/p-1

Upstream product

• 76-83-5 trityl chloride 
• 66469-45-2 Silantetrayltetrakis(trifluormethansulfonat) 
• 76-84-6 triphenylmethyl alcohol 
• 1493-13-6 trifluorormethanesulfonic acid 
• 2923-28-6 silver trifluoromethanesulfonate 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 

Downstream Products

• 70962-62-8 2,4,6-triphenylpyrylium trifluoromethanesulphonate 
• 1621084-52-3 C₂₇H₃₃P*CHF₃O₃S 
• 1621084-36-3 C₂₇H₃₃P*CHF₃O₃S 
• 1621084-54-5 C₃₁H₃₇P*CHF₃O₃S 
• 1621084-53-4 C₃₁H₂₅P*CHF₃O₃S 
• 108999-14-0 2-styryl-1,3-dithiolan-2-ylium trifluoromethanesulfonate 

Relevant articles and documents

Silicon Tetrakis(trifluoromethanesulfonate): A Simple Neutral Silane Acting as a Soft and Hard Lewis Superacid

A facile synthesis and isolation of pristine silicon tetrakis(trifluoromethanesulfonate), Si(OTf)4, is reported, acting as the first neutral silicon-based Lewis superacid suitable towards soft and hard Lewis bases. Its OTf groups have a dual function: they are excellent leaving groups and modulate the degree of reactivity towards soft and hard Lewis bases. Exposed to soft Lewis donors, Si(OTf)4 leads to [L2Si(OTf)4] complexes (L=isocyanide, thioether and carbonyl compounds) with retention of all Si?OTf bonds. In contrast, it can cleave C?X bonds (X=F, Cl) of hard organic Lewis bases with a high tendency to form SiX4 (X=F, Cl) after halide/triflate exchange. Most notable, Si(OTf)4 allows a gentle oxydefluorination of mono- and bis(trifluoromethyl)benzenes, resulting in the formation of the corresponding benzoylium species, which are stabilized by the weakly coordinating [Si(OTf)6] dianion.

Triflyloxy-substituted carboranes as useful weakly coordinating anions

New carborane anions carrying one or three triflyloxy substituents are described. The mono-triflyloxy substituted carborane can be halogenated to give pentabromo and decachloro derivatives with preservation of the B-OTf linkage. The use of [HCB11Cl10OTf]- as a weakly coordinating anion is demonstrated.

Trityl tetraphenylborate as a reagent in organometallic chemistry

Trityl tetraphenylborate, prepared from trityl triflate and sodium tetraphenylborate, is shown to be a useful hydride and methyl anion abstraction reagent for organometallic compounds.It reacts with (η5-C5Me5)(PMe3)2RuMe to give the fulvene com