143142-54-5

Basic information

• Product Name: 3,5-dimethyl-4-<(2,2,5,5-tetramethylcyclopentylidene)amino>aniline
• Synonyms: 3,5-dimethyl-4-<(2,2,5,5-tetramethylcyclopentylidene)amino>aniline
• CAS NO: 143142-54-5
• Molecular Weight: 258.407
• Mol File: 143142-54-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,5-dimethyl-4-<(2,2,5,5-tetramethylcyclopentylidene)amino>aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-dimethyl-4-<(2,2,5,5-tetramethylcyclopentylidene)amino>aniline(143142-54-5)
• EPA Substance Registry System: 3,5-dimethyl-4-<(2,2,5,5-tetramethylcyclopentylidene)amino>aniline(143142-54-5)

Safety Data

• Hazardous Substances Data: 143142-54-5(Hazardous Substances Data)

Upstream product

• 143142-55-6 2,6-dimethyl-4-nitro-N-(2,2,5,5-tetramethylcyclopentylidene)aniline 
• 142294-73-3 2,6-dimethyl-N-(2,2,5,5-tetramethylcyclopentylidene)aniline 

Downstream Products

• 4541-35-9 2,2,5,5-tetramethylcyclopentanone 
• 527-61-7 2,6-dimethyl-1,4-benzoquinone 
• 64273-88-7 2,2,5,5-Tetramethylcyclopentanone imine 
• 143142-61-4 3,5-dimethyl-4-<(2,2,5,5-tetramethylcyclopentylidene)amino>benzenediazonium tetrafluoroborate 
• 143142-64-7 4-(dimethylamino)-2,6-dimethyl-N-(2,2,5,5-tetramethylcyclopentylidene)aniline 
• 143142-65-8 N,N,N,3,5-pentamethyl-4-<(2,2,5,5-tetramethylcyclopentylidene)amino>anilinium iodide 
• 143142-63-6 4-methoxy-2,6-dimethyl-N-(2,2,5,5-tetramethylcyclopentylidene)aniline 
• 137588-81-9 3,5-dimethyl-4-<(2,2,5,5-tetramethylcyclopentylidene)amino>phenol 

Relevant articles and documents

(E/Z) Equilibria, 16. Lone Electron Pair Donor Quality of the Imino Function: Synthesis and Reactivity of Sterically Strongly Congested Iminocyclopentanes

2,6-Dimethyl-N-(2,2,5,5-tetramethylcyclopentylidene)aniline (4h) is obtained by permethylation; it forms salts (5) by N-protonation.Its CN double bond is strongly shielded against nucleophilic attack and cannot be hydrolyzed.Nitration and bromination occur smoothly in the aromatic p-position (12, 13), showing the directing power of the lone electron pair of the imino function.This ?-donor quality is assessed by probing weaker electrophiles and by qualitative competition experiments. Key Words: Imines / Permethylation / Substitution, electrophilic aromatic / Steric shielding