7471-09-2

Basic information

• Product Name: (1,1-DIMETHYL-PROP-2-YNYL)-PHENYL-AMINE
• Synonyms: (1,1-DIMETHYL-PROP-2-YNYL)-PHENYL-AMINE
• CAS NO: 7471-09-2
• Molecular Formula: C₁₁H₁₃N
• Molecular Weight: 159.22762
• Mol File: 7471-09-2.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 262.4°Cat760mmHg
• Flash Point: 114.5°C
• Appearance: /
• Density: 1.003g/cm³
• Vapor Pressure: 0.0109mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: (1,1-DIMETHYL-PROP-2-YNYL)-PHENYL-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (1,1-DIMETHYL-PROP-2-YNYL)-PHENYL-AMINE(7471-09-2)
• EPA Substance Registry System: (1,1-DIMETHYL-PROP-2-YNYL)-PHENYL-AMINE(7471-09-2)

Safety Data

• Hazardous Substances Data: 7471-09-2(Hazardous Substances Data)

Usage

Uses

3-Methyl-3-phenylamino-1-butyne is an intermediate in the synthesis of Endophenazine A which is a new phenazine antibiotic isolated from the arthropod associated endosymbiont Streptomyces anulatus and shows antimicrobial activities against Gram-positive bacteria and some filamentous fungi, and herbicidal activity against Lemna minor (duckweed).

InChI:InChI=1/C11H13N/c1-4-11(2,3)12-10-8-6-5-7-9-10/h1,5-9,12H,2-3H3

Upstream product

• 1111-97-3 3-chloro-3-methylbut-1-yne 
• 62-53-3 aniline 
• 6214-31-9 3-bromo-3-methylbut-1-yne 
• 1604-29-1 1,1-dimethyl-2-propynyl acetate 
• 18387-63-8 (3-chloro-3-methylbut-1-yn-1-yl)trimethylsilane 
• 5272-33-3 2-methyl-4-(trimethylsilyl)but-3-yn-2-ol 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 99968-62-4 3-chloro-3-methyl-1-butyne 
• 121-44-8 triethylamine 
• 1124-52-3 N-(propan-2-ylidene)aniline 
• 74-86-2 acetylene 

Downstream Products

• 19088-50-7 N-(tert-pentyl)aniline 
• 14465-61-3 2,2-dimethyl-1,2-dihydroquinoline 
• 60173-64-0 N-(1,1-dimethylprop-2-en-1-yl)aniline 
• 27125-61-7 2-(3-methylbut-2-en-1-yl)aniline 
• 20364-30-1 2,2-dimethyl-1,2,3,4-tetrahydroquinoline 
• 179898-88-5 1,2,3,4-tetrahydro-2,2,3-trimethylquinoline 
• 179899-03-7 (R/S)-3-ethyl-1,2,3,4-tetrahydro-2,2-dimethylquinoline 
• 179899-22-0 7-amino-1,2,3,4-tetrahydro-2,2-dimethylquinoline 
• 201541-36-8 1,2,3,4-tetrahydro-2,2-dimethyl-7-nitroquinoline 
• 179898-89-6 1-tert-butoxycarbonyl-1,2-dihydro-2,2-dimethylquinoline 
• 179898-87-4 1-tert-butoxycarbonyl-1,2,3,4-tetrahydro-2,2-dimethyl-4-quinolinone 
• 132588-91-1 1,2,3,4-tetrahydro-2,2-dimethylquinolin-4-one 
• 69611-46-7 2-(3-Hydroxy-3-methylbutyl)aniline 
• 91-22-5 quinoline 

Relevant articles and documents

Synthesis of 1,2-Dihydro-Substituted Aniline Analogues Involving N -Phenyl-3-aza-Cope Rearrangement Using a Metal-Free Catalytic Approach

An efficient metal-free domino reaction leading to structural/electronically divergent 1,2-dihydropyridines from easily accessible propargyl vinyl anilines via N-phenyl 3-aza-Cope sigmatropic rearrangement is reported with good to excellent yields using 1,2-dichlorobenzene as solvent under thermal conditions. Spirocyclic substitution is also tolerated under the present optimized conditions.

Copper-catalyzed intramolecular carbotrifluoromethylation of alkynes for the construction of trifluoromethylated heterocycles

A mild and efficient copper-catalyzed intramolecular carbotrifluoromethylation of alkynes has been achieved in the presence of Togni reagent as trifluoromethylating reagent. The reaction tolerates a range of substrates to give a group of trifluoromethylated heterocycles with high selectivities. A plausible mechanism was proposed on the basis of experimental results. And the Togni award goes to Copper-catalyzed intramolecular carbotrifluoromethylation of alkynes is carried out with a Togni reagent as the trifluoromethylating reagent (see scheme). Various trifluoromethylated heterocycles are synthesized in moderate to good yields. Moreover, a range of common functional groups is tolerated under the reaction conditions.

A convenient method for the aromatic amino-claisen rearrangement of N-(1,1-disubstituted-allyl)anilines

N-(1,1-Disubstituted-allyl)anilines are rearranged cleanly and in high yield to 2-(3,3-disubstituted-allyl)anilines using a catalytic amount of p-toluenesulfonic acid in acetonitrile/water (10:1).