59816-87-4

Basic information

• Product Name: 2-(2-Methylallyl)aniline
• Synonyms: 2-(2-Methylallyl)aniline
• CAS NO: 59816-87-4
• Molecular Formula: C₁₀H₁₃N
• Molecular Weight: 147.21692
• Mol File: 59816-87-4.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2-Methylallyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Methylallyl)aniline(59816-87-4)
• EPA Substance Registry System: 2-(2-Methylallyl)aniline(59816-87-4)

Safety Data

• Hazardous Substances Data: 59816-87-4(Hazardous Substances Data)

Usage

Physical state

Pale yellow liquid

Uses

Production of dyes, pharmaceuticals, and agrochemicals

Role

Intermediate in the synthesis of various organic compounds

Potential applications

Development of new drugs and pharmaceutical products

Research interest

Use as a building block in the synthesis of novel organic materials and polymers

Upstream product

• 1779-49-3 Methyltriphenylphosphonium bromide 
• 2973-50-4 2-aminophenylacetonitrile 
• 98-95-3 nitrobenzene 
• 882788-93-4 N,N-diallyl-2-(2-methylprop-2-en-1-yl)aniline 
• 769-42-6 1,3-dimethylbarbituric acid 
• 609-73-4 o-nitroiodobenzene 
• 22311-55-3 1-(2-methylallyl)-2-nitrobenzene 
• 73396-92-6 2-iodo-N,N-diallylaniline 
• 615-43-0 2-iodophenylamine 

Downstream Products

• 1597592-79-4 N-(2-bromobenzyl)-2-(2-methylallyl)aniline 
• 1627210-80-3 C₁₈H₁₈N₂O₂S 
• 1627210-66-5 C₁₇H₁₅N₃O₄S 
• 1640995-83-0 C₁₇⁽¹³⁾CH₁₈N₂O₂S 
• 1627210-81-4 C₁₈H₁₈N₂O₂S 
• 1627210-70-1 C₁₈H₁₇FN₂O₂S 
• 1627210-78-9 C₁₇H₁₅N₃O₄S 
• 1627211-09-9 C₁₆H₁₆N₂O₄S 
• 177763-17-6 4-methyl-N-[2-(2-methylallyl)phenyl]benzenesulfonamide 

Relevant articles and documents

Nickel/Photo-Cocatalyzed Asymmetric Acyl-Carbamoylation of Alkenes

An unprecedented asymmetric acyl-carbamoylation of pendant alkenes tethered on aryl carbamic chlorides with both aliphatic and aromatic aldehydes has been developed via the cooperative catalysis of a chiral nickel-PHOX complex and tetrabutylammonium decatungstate. This reaction represents the first example of merging hydrogen-atom-transfer photochemistry and asymmetric transition metal catalysis in difunctionalization of alkenes. Using this protocol, a variety of oxindoles bearing a challenging quaternary stereogenic center are furnished under mild conditions in highly enantioselective manner.

Palladium(II)-catalyzed intramolecular tandem aminoalkylation via divergent C(sp3)-H functionalization

(Chemical Equation Presented) We have developed a Pd(II)-catalyzed oxidative tandem aminoalkylation via divergent C(sp3)-H functionalization, a ffording three- and five-membered-ring fused indolines in good yields under two optimized conditions, respectively. The mechanism studies have indicated that the benzylic C - H cleavage involved in the former transformation is the rate-determining step, while the cleavage of amide α-C - H in the latter is not. This is the first example of a Pd-catalyzed tandem reaction involving C(sp3)-H activation without the employment of prefunctionalized reagents (e.g., halogenated and boron reagents) and directing groups, representing a green and economic protocol for the construction of N-containing heterocycles.

Synthesis of substituted tetrahydroindoloisoquinoline derivatives via intramolecular Pd-catalyzed alkene carboamination reactions

Intramolecular Pd-catalyzed alkene carboamination reactions of substituted 2-allyl-N-(2-bromobenzyl)anilines are described. The substrates for these reactions are generated in two steps from readily available 2-allylanilines and 2-bromobenzaldehyde derivatives. The transformations afford substituted tetrahydroindoloisoquinolines, an uncommon class of fused bicyclic heterocycles, in good yield. The mechanism of these transformations is described, and a model that accounts for the observed product stereochemistry is proposed.