39495-97-1

Basic information

• Product Name: 1-(ISOCYANOMETHYL)-4-METHYLBENZENE
• Synonyms: HANSA ISN-0047;1-(ISOCYANOMETHYL)-4-METHYLBENZENE;4-METHYLBENZYL ISOCYANIDE
• CAS NO: 39495-97-1
• Molecular Formula: C₉H₉N
• Molecular Weight: 131.17
• Mol File: 39495-97-1.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(ISOCYANOMETHYL)-4-METHYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(ISOCYANOMETHYL)-4-METHYLBENZENE(39495-97-1)
• EPA Substance Registry System: 1-(ISOCYANOMETHYL)-4-METHYLBENZENE(39495-97-1)

Safety Data

• Hazardous Substances Data: 39495-97-1(Hazardous Substances Data)

Upstream product

• 31694-93-6 (4-methyl-benzyl)-(1⁽²⁾H-tetrazol-5-yl)-amine 
• 6212-86-8 2-(p-tolyl)acetamide 
• 104-87-0 4-methyl-benzaldehyde 
• 67-66-3 chloroform 
• 104-84-7 para-methylbenzylamine 
• 90609-66-8 N-(4-methylbenzyl)formamide 

Downstream Products

• 1142923-59-8 C₂₃H₂₅NO₃ 
• 1142923-49-6 C₂₆H₂₂ClNO₄ 
• 1192481-53-0 C₂₂H₁₉ClN₂O 
• 1192481-50-7 C₂₂H₁₈Cl₂N₂O 
• 1192481-44-9 3-(4-methylbenzyl)-4-phenyl-3,4-dihydroquinazolin-4-ol 
• 1227241-71-5 C₂₁H₂₂FNO₃ 
• 1388174-16-0 methyl 2-isocyano-2-(p-tolyl)acetate 

Relevant articles and documents

Anodic Oxidation of Aminotetrazoles: A Mild and Safe Route to Isocyanides

A new electrochemical method for the preparation of isocyanides from easily accessible aminotetrazole derivatives has been developed, which tolerates an unprecedented range of functional groups. The use of chemical, rather than electrochemical, oxidation to afford isocyanides was also demonstrated, which provides access to these compounds for those without electrosynthesis equipment. The practicality of scale-up using flow electrochemistry has been demonstrated, in addition to the possibility of using electrochemically generated isocyanides in further reactions.

[3+2] Anionic Cycloaddition of Isocyanides to Acyclic Enamines and Enaminones: A New, Simple, and Convenient Method for the Synthesis of 2,4-Disubstituted Pyrroles

We herein demonstrate a new approach for the synthesis of 2,4-disubstituted pyrroles by [3+2] cycloaddition reaction of isocyanides to the activated double bond of various enamines and enaminones. This process paved the way for the synthesis a series of 2,4-disubstituted pyrroles, which are known to be intermediates in the synthesis of biologically active compounds, in good to excellent yields from simple and commercially available starting materials. The process is carried out efficiently using a strong base, tBuOK, at low temperatures (0 °C). The described method is simple, proceeds in one step, does not require additional catalysts and hence, has a wide scope.

Efficient isocyanide-less isocyanide-based multicomponent reactions

Isocyanides are the Jekyll and Hyde of organic chemistry allowing for extremely interesting transformations that are not only extremely odorous but also noxious. Therefore, an isocyanide-less isocyanide-based multicomponent reaction (IMCR) has been developed, and this protocol is expected to replace many of the old procedures in the future not only in IMCR but in other areas of organic chemistry as well.