3558-28-9

Basic information

• Product Name: 1,3-DIMETHYL-2-PHENYLINDOLE
• Synonyms: 1,3-DIMETHYL-2-PHENYLINDOLE
• CAS NO: 3558-28-9
• Molecular Formula: C₁₆H₁₅N
• Molecular Weight: 221.3
• Mol File: 3558-28-9.mol
• Article Data: 37

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-DIMETHYL-2-PHENYLINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DIMETHYL-2-PHENYLINDOLE(3558-28-9)
• EPA Substance Registry System: 1,3-DIMETHYL-2-PHENYLINDOLE(3558-28-9)

Safety Data

• Hazardous Substances Data: 3558-28-9(Hazardous Substances Data)

Usage

Type of compound

Derivative of indole

Indole

Heterocyclic compound found in plants

Physical state

Pale yellow solid

Uses

Precursor in the synthesis of various organic compounds

Applications

Pharmaceutical, dyes, pigments, plasticizers, antioxidants, and optical brighteners

Potential use

Organic electronic devices and fluorescent probe for detecting DNA damage

Safety precautions

Harmful if ingested or inhaled, causes skin and eye irritation

Upstream product

• 875-30-9 1,3-dimethylindole 
• 83824-10-6 3-methyl-2-phenylindole-1-carboxaldehyde 
• 59411-03-9 N-(2-Acetyl-phenyl)-N-methyl-benzamide 
• 74825-94-8 (E)-N-methyl-N-(1-phenylprop-1-enyl)benzenamine 
• 93-89-0 benzoic acid ethyl ester 
• 1821-38-1 N-methyl-2-ethylphenylamine 
• 10257-92-8 2-phenyl-3-methyl-1H-indole 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 854670-71-6 1-(N-methyl-anilino)-1-phenyl-acetone 
• 62-53-3 aniline 
• 106-49-0 p-toluidine 
• 2739-12-0 N-methylaniline hydrochloride 
• 93-55-0 1-phenyl-propan-1-one 

Downstream Products

• 1446319-72-7 6,10b-dimethyl-2-nitro-5a-phenyl-5a,6,10b,11-tetrahydrochromeno[2,3-b]indole 
• 1446319-84-1 C₂₇H₂₉N₃O₃Si 
• 75834-26-3 Hydroxy-3 dimehyl-1,3-phenyl-2 indoline 
• 75834-27-4 methoxy-6 dimethyl-1,3-phenyl-2 indol 
• 75834-31-0 hydroperoxy-3 indoline 
• 17182-60-4 N-methyl-2-phenylquinolin-4(1H)-one 

Relevant articles and documents

Chiral-Phosphoric-Acid-Catalyzed C6-Selective Pictet-Spengler Reactions for Construction of Polycyclic Indoles Containing Spiro Quaternary Stereocenters

Compared with the well-established asymmetric Pictet-Spengler reactions on the pyrrole ring of indoles, the catalytic asymmetric Pictet-Spengler reaction on the benzene ring of indoles has been rarely studied. Herein the C6-selective Pictet-Spengler react

B(C6F5)3-Catalyzed Direct C3 Alkylation of Indoles and Oxindoles

The direct C3 alkylation of indoles and oxindoles is a challenging transformation, and only a few direct methods exist. Utilizing the underexplored ability of triaryl boranes to mediate the heterolytic cleavage of α-nitrogen C-H bonds in amines, we have developed a catalytic approach for the direct C3 alkylation of a wide range of indoles and oxindoles using amine-based alkylating agents. We also employed this borane-catalyzed strategy in an alkylation-ring opening cascade.

Mild and selective base-free C-H arylation of heteroarenes: experiment and computation

A mild and selective C-H arylation strategy for indoles, benzofurans and benzothiophenes is described. The arylation method engages aryldiazonium salts as arylating reagents in equimolar amounts. The protocol is operationally simple, base free, moisture tolerant and air tolerant. It utilizes low palladium loadings (0.5 to 2.0 mol% Pd), short reaction times, green solvents (EtOAc/2-MeTHF or MeOH) and is carried out at room temperature, providing a broad substrate scope (47 examples) and excellent selectivity (C-2 arylation for indoles and benzofurans, C-3 arylation for benzothiophenes). Mechanistic experiments and DFT calculations support a Heck-Matsuda type coupling mechanism.