53622-39-2

Basic information

• Product Name: N-(isopropyl)naphthalen-2-amine
• Synonyms: N-(isopropyl)naphthalen-2-amine;N-(1-Methylethyl)-2-naphthalenamine;N-Isopropylnaphthalene-2-amine;2-(Isopropylamino)naphthalene;2-Naphthalenamine, N-(1-methylethyl)-;Einecs 258-670-7
• CAS NO: 53622-39-2
• Molecular Formula: C₁₃H₁₅N
• Molecular Weight: 185.2649
• EINECS: 258-670-7
• Mol File: 53622-39-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 325.6°Cat760mmHg
• Flash Point: 159.5°C
• Appearance: /
• Density: 1.05g/cm³
• Vapor Pressure: 0.000228mmHg at 25°C
• Refractive Index: 1.632
• CAS DataBase Reference: N-(isopropyl)naphthalen-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(isopropyl)naphthalen-2-amine(53622-39-2)
• EPA Substance Registry System: N-(isopropyl)naphthalen-2-amine(53622-39-2)

Safety Data

• Hazardous Substances Data: 53622-39-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H15N/c1-10(2)14-13-8-7-11-5-3-4-6-12(11)9-13/h3-10,14H,1-2H3

Upstream product

• 79-46-9 2-nitropropane 
• 32316-92-0 naphthalene-2-boronic acid 
• 75-31-0 isopropylamine 
• 256652-04-7 4,4,5,5-tetramethyl-2-(naphthalen-2-yl)-1,3,2-dioxaborolane 
• 91-59-8 naphthalen-2-ylamine 
• 67-64-1 acetone 
• 75-30-9 2-iodo-propane 

Downstream Products

• 612-94-2 2-phenylnaphthalene 

Relevant articles and documents

Reductive Molybdenum-Catalyzed Direct Amination of Boronic Acids with Nitro Compounds

The synthesis of aromatic amines is of utmost importance in a wide range of chemical contexts. We report a direct amination of boronic acids with nitro compounds to yield (hetero)aryl amines. The novel combination of a dioxomolybdenum(VI) catalyst and triphenylphosphine as inexpensive reductant has revealed to be decisive to achieve this new C?N coupling. Our methodology has proven to be scalable, air and moisture tolerant, highly chemoselective and engages both aliphatic and aromatic nitro compounds. Moreover, this general and step-economical synthesis of aromatic secondary amines showcases orthogonality to other aromatic amine syntheses as it tolerates aryl halides and carbonyl compounds.

Chan-Evans-Lam Amination of Boronic Acid Pinacol (BPin) Esters: Overcoming the Aryl Amine Problem

The Chan-Evans-Lam reaction is a valuable C-N bond forming process. However, aryl boronic acid pinacol (BPin) ester reagents can be difficult coupling partners that often deliver low yields, in particular in reactions with aryl amines. Herein, we report effective reaction conditions for the Chan-Evans-Lam amination of aryl BPin with alkyl and aryl amines. A mixed MeCN/EtOH solvent system was found to enable effective C-N bond formation using aryl amines while EtOH is not required for the coupling of alkyl amines.