3659-76-5

Basic information

• Product Name: 2-phenyl-3H-naphtho[1,2-d]imidazole
• Synonyms: 1H-Naphth[1,2-d]imidazole, 2-phenyl-
• CAS NO: 3659-76-5
• Molecular Formula: C₁₇H₁₂N₂
• Molecular Weight: 244.2906
• Mol File: 3659-76-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 217-218 °C
• Boiling Point: 490.5°C at 760 mmHg
• Flash Point: 274°C
• Density: 1.256g/cm³
• Vapor Pressure: 9.06E-10mmHg at 25°C
• Refractive Index: 1.747
• PKA: 12.49±0.40(Predicted)
• CAS DataBase Reference: 2-phenyl-3H-naphtho[1,2-d]imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-3H-naphtho[1,2-d]imidazole(3659-76-5)
• EPA Substance Registry System: 2-phenyl-3H-naphtho[1,2-d]imidazole(3659-76-5)

Safety Data

• Hazardous Substances Data: 3659-76-5(Hazardous Substances Data)

Upstream product

• 10224-78-9 1-(2'-nitrobenzeneazo)-2-amino-naphthalene 
• 38396-17-7 N-(2-nitro-[1]naphthyl)-benzamide 
• 38515-17-2 N-(2-amino-[1]naphthyl)-benzamide 
• 6299-41-8 N-(1-nitronaphthalen-2-yl)benzamide 
• 97810-87-2 N-[1]naphthyl-benzamide oxime 
• 78360-95-9 N-[2]naphthyl-benzamide oxime 
• 100-44-7 benzyl chloride 
• 85-84-7 1-phenylazo-2-naphthylamine 
• 42197-32-0 benzaldehyde-[N-(4-dimethylamino-phenyl)-oxime ] 
• 938-25-0 1,2-diaminonaphthalene 
• 10146-04-0 1-p-Tolylazo-naphthalen-2-ylamine 
• 10148-16-0 1-(4'-methoxybenzeneazo)-2-amino-naphthalene 
• 5316-02-9 1-Anilino-2-phenylnaphth<1,2-d>imidazole 
• 47487-14-9 1-(Phenylazo)-N-benzylidene-2-naphthylamine 

Downstream Products

• 109571-80-4 2-cyclohexyl-6,7,8,9-tetrahydro-1⁽³⁾H-naphth[1,2-d]imidazole 

Relevant articles and documents

New method of synthesis of 2-arylindoles and naphtho[1,2-d]imidazoles

-

Thermal and Photochemical Transformations of 1-(Arylazo)-N-arylidene-2-naphthylamines

1-(Arylazo)-N-arylidene-2-naphthylamines 3a-e, prepared by the reaction of 1-(arylazo)-2-naphthylamines 1a,b with aromatic aldehydes 2a-d on refluxing in toluene, gave the corresponding 1-(arylamino)-2-phenylnaphthimidazoles 6a-e in yields ranging between 50 and 60percent.Refluxing of 3a in o-dichlorobenzene, however, gave 1H-2-phenylnaphthimidazole (7, 45percent) and 2H-2-phenylnaphthotriazole (9, 5percent).Reaction of 3a with dimethyl acetylenedicarboxylate gave dimethyl benzoquinoxaline-2,3-dicarboxylate (10, 11percent), dimethyl-α-benzal-α'-imino>succinate (11, 7percent), dimethyl aminofumarate (12, 2percent), and benzanilide (13, 6percent).The reaction of 1-(phenylazo)-2-naphthylamine (1a) with DMAD, however, gave 10 (32percent) and 12 (3percent).Photolysis of 3a in benzene gave 2H-2-phenylnaphthotriazole (9, 5percent) and N-benzoyl-1-(phenylazo)-2-naphthylamine (19, 41percent), whereas the photolysis in methanol gave a mixture of 6a (10percent), 19 (25percent), 1a (1percent), and the naphthotriazole 9 (4percent).Reasonable mechanisms have been suggested for the formation of the various products in these reactions.