40739-81-9

Basic information

• Product Name: p-tolualdehyde p-toluenesulfonylhydrazone
• Synonyms: p-tolualdehyde p-toluenesulfonylhydrazone
• CAS NO: 40739-81-9
• Molecular Weight: 288.37
• Mol File: 40739-81-9.mol

Chemical Properties

• CAS DataBase Reference: p-tolualdehyde p-toluenesulfonylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: p-tolualdehyde p-toluenesulfonylhydrazone(40739-81-9)
• EPA Substance Registry System: p-tolualdehyde p-toluenesulfonylhydrazone(40739-81-9)

Safety Data

• Hazardous Substances Data: 40739-81-9(Hazardous Substances Data)

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 23304-24-7 p-tolyldiazomethane 
• 15818-09-4 3-(4-methyl-benzylidene)-pentane-2,4-dione 
• 14248-31-8 2-methyl-1-(p-tolyl)butan-1-ol 
• 17392-46-0 2-methyl-1-(p-tolyl)-butane 
• 1595-09-1 1-methyl-4-n-pentylbenzene 
• 91763-35-8 1-(p-methylphenyl)-1-pentanol 
• 92298-94-7 1-(cyclohexylmethyl)-4-methylbenzene 
• 28047-28-1 cyclohexyl-(p-methylphenyl)-methanol 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 38795-68-5 12-p-tolyldodecanoic acid methyl ester 
• 2430-99-1 1-phenyl-2-p-tolylethanone 
• 1588-49-4 4,4'-dimethylstilbene 
• 99-94-5 p-Toluic acid 
• 40154-39-0 p-tolualdehyde tosylhydrazone Na salt 

Relevant articles and documents

Direct Access for the Regio- And Stereoselective Synthesis of N-Alkenylpyrazoles and Chromenopyrazoles

A highly regio- and stereoselective method was developed for the preparation of N-alkenylpyrazoles and chromenopyrazoles by the reaction of N-tosylhydrazones and salicyl N-tosylhydrazones with alkynes under neat conditions in the presence of La(OTf)3. The present study was found to be efficient and convenient for direct access to N-alkenylpyrazoles and chromenopyrazoles through C-C, C-N, and C-O bond forming reactions. Structure assignment of N-alkenylpyrazole compound 5c was confirmed by X-ray analysis.

Potassium tert -Butoxide Promoted Synthesis of 4,5-Diaryl-2 H -1,2,3-triazoles from Tosylhydrazones and Nitriles

Intermolecular cycloaddition of tosylhydrazones with nitriles was investigated. t -BuOK was shown to be an excellent base for increasing the effectiveness of the reaction in this protocol, and homocoupling of the tosylhydrazones was significantly inhibited by using xylene as a solvent. Through this transformation, a variety of 4,5-diaryl-2 H -1,2,3-triazoles were prepared in good to excellent yields and with high purities. The process is azide-free and transition-metal-free.

Pd-Catalyzed Cascade Metallo-Ene Cyclization/Metallo-Carbene Coupling of Allenamides

A highly efficient palladium-catalyzed cascade metallo-ene/metallo-carbene coupling reaction was developed to produce 2,3-dihydropyrrole derivatives in high yields. In this transformation, two new Csp3?Csp2 and Csp2?Cspsu

Mn(III)-mediated phosphinoylation of aldehyde hydrazones: Direct “one-pot” synthesis of α-iminophosphine oxides from aldehydes

A “one-pot” strategy for the straightforward Mn(III)-mediated phosphinoylation of aldehyde hydrazones with diphenylphosphine oxide to furnish α-iminophosphine oxides is described. This mild and practical method allows the direct use of aldehydes as substrates in one pot to generate the hydrazones, which are then engaged “in situ” by the phosphorus reagent in the presence of Mn(OAc)3 oxidant. Thus, the requisite isolation of the hydrazones is not needed in this operation. Conducted mechanistic experiments implicate a pathway involving phosphorus-centered radicals.

Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from N-Tosylhydrazones

The diversity-oriented synthesis of 1,2,4-triazols, 1,3,4-thiadiazols, and 1,3,4-selenadiazoles from N-tosylhydrazones was developed, and the reactions were general for a wide range of substrates, in which NH2CN, KOCN, KSCN, and KSeCN were used as odorless sources. Two different pathways were proposed, and N-tosylhydrazonoyl chlorides were formed in situ in the presence of NCS.

Selective hydrolysis of phosphorus(v) compounds to form organophosphorus monoacids

An azide and transition metal-free method for the synthesis of elusive phosphonic, phosphinic, and phosphoric monoacids has been developed. Inert pentavalent P(v)-compounds (phosphonate, phosphinate, and phosphate) are activated by triflate anhydride (Tf2O)/pyridine system to form a highly reactive phosphoryl pyridinium intermediate that undergoes nucleophilic substitution with H2O to selectively deprotect one alkoxy group and form organophosphorus monoacids.

Visible-Light-Catalyzed in Situ Denitrogenative Sulfonylation of Sulfonylhydrazones

A photocatalyzed in situ denitrogenative sulfonylation of N-arylsulfonyl hydrazones has been developed. This transformation provides a low-carbon strategy to assemble arylalkyl sulfones in a stepwise denitrogenation/sulfonylation manner.

Palladium-Catalyzed Three-Component Coupling Reaction of o-Bromobenzaldehyde, N-Tosylhydrazone, and Methanol

A ligand-controlled palladium-catalyzed three-component reaction of o-bromobenzaldehyde, N-tosylhydrazone, and methanol is described. This reaction uses readily available compounds as starting materials while displaying a broad substrate scope and good functional group compatibility.

Divergent Synthesis of Vinyl-, Benzyl-, and Borylsilanes: Aryl to Alkyl 1,5-Palladium Migration/Coupling Sequences

Organosilicon compounds have been extensively utilized both in industry and academia. Studies on the syntheses of diverse organosilanes is highly appealing. Through-space metal/hydrogen shifts allow functionalization of C?H bonds at a remote site, which are otherwise difficult to achieve. However, until now, an aryl to alkyl 1,5-palladium migration process seems to have not been presented. Reported herein is the remote olefination, arylation, and borylation of a methyl group on silicon to access diverse vinyl-, benzyl-, and borylsilanes, constituting a unique C(sp3)?H transformation based on a 1,5-palladium migration process.

KI/TBHP-promoted [3 + 2] cycloaddition of pyrrolo[1,2-a]quinoxalines andN-arylsulfonylhydrazones

An efficient KI/TBHP-promoted [3 + 2] cycloaddition of pyrrolo[1,2-a]quinoxalines andN-tosylhydrazones is described. A series of diverse fused [1,2,4]triazolo[3,4-c]quinoxalines was obtained in moderate to good yields with wide functional group tolerance.