35629-85-7

Basic information

• Product Name: 2,6-dimethylbenzaldehyde p-toluenesulfonylhydrazone
• Synonyms: 2,6-dimethylbenzaldehyde p-toluenesulfonylhydrazone
• CAS NO: 35629-85-7
• Molecular Weight: 302.397
• Mol File: 35629-85-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,6-dimethylbenzaldehyde p-toluenesulfonylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-dimethylbenzaldehyde p-toluenesulfonylhydrazone(35629-85-7)
• EPA Substance Registry System: 2,6-dimethylbenzaldehyde p-toluenesulfonylhydrazone(35629-85-7)

Safety Data

• Hazardous Substances Data: 35629-85-7(Hazardous Substances Data)

Upstream product

• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 1123-56-4 2,6-dimethylbenzaldehyde 

Downstream Products

• 74998-89-3 (2,6-dimethylphenyl)diazomethane 
• 1073191-50-0 1,3-dimethyl-2-(prop-1-yn-1-yl)benzene 
• 1382802-17-6 (1-(2,6-dimethylphenyl)but-3-enyl)(phenyl)sulfane 
• 75044-18-7 endo-3-(2,6-dimethylphenyl)-exo-tricyclo<3.2.1.0^2,4>octane 
• 74998-92-8 exo-3-(2,6-dimethylphenyl)-exo-tricyclo<3.2.1.0^2,4>octane 
• 74998-90-6 (3aR,4S,7R,7aS)-3-(2,6-Dimethyl-phenyl)-3a,4,5,6,7,7a-hexahydro-3H-4,7-methano-indazole 
• 6575-13-9 2,6-dimethylbenzonitrile 

Relevant articles and documents

Unconjugated Arylcyclopropanes. Acid-Catalyzed Addition of Acetic Acid to Highly Hindered Arylcyclopropanes

The adduct of 1-naphthylcarbene and norbornene, endo-3-(1-naphthyl)-exo-tricyclo2,4>octane (9) has been prepared. 1H and 13C NMR spectra of this system indicate that the unconjugated arylcyclopropane conformation is favored.Rotation about the naphthyl-cyclopropane bond is restricted.The temperature-dependent NMR indicates a 16.9 kcal/mol barrier to attainment of the conjugated conformation.Acetic acid adds readily under acid catalysis to the phenyl analogue exo-3-phenyl-exo-tricyclo2,4>octane (3) and more slowly to the more strained endo-3-phenyl-exo-tricyclo2,4>octane (4).Kinetic data suggest the involvement of a cationic intermediate with little transition-state charge development at the benzylic carbon.The rates of addition to substituted analogues of 3 and 4 correlate with Hammett ? values, giving ρ values of 2.53 and 2.35, respectively.Product-analysis data support the involvement of a benzylic cation, 23.The slower rate of reaction of the more strained endo isomers has been interpreted in terms of a barrier to attainment of the conjugated conformation which appears to be the favorable conformation for protonation of arylcyclopropanes.This suggestion is supported by the observation that the unconjugated systems, exo- and endo-3-(2,6-dimethylphenyl)-exo-tricyclo-2,4>octanes (27 and 28), add acetic acid 480 and 6.2 x 104 times, respectively, more slowly than 3.