90-30-2

Basic information

• Product Name: N-Phenyl-1-naphthylamine
• Synonyms: N-Phenyl-1-naphthylaMine reagent grade, 98%;Akrochem antioxidant PANA;Algerite;alpha-Naphthylphenylamine;alpha-Phenylnaphthylamine;amoco32;antigenepan;Antioxidant PAN
• CAS NO: 90-30-2
• Molecular Formula: C₁₆H₁₃N
• Molecular Weight: 219.28
• EINECS: 201-983-0
• Product Categories: Rubber Chemicals;Industrial/Fine Chemicals;Organics
• Mol File: 90-30-2.mol
• Article Data: 123

Chemical Properties

• Melting Point: 60-62 °C(lit.)
• Boiling Point: 226 °C15 mm Hg(lit.)
• Flash Point: >200°C
• Appearance: Pinkish to light brown/Crystals or Flakes
• Density: 1,1 g/cm3
• Vapor Pressure: 0.504 hPa (150 °C)
• Refractive Index: 1.7020 (estimate)
• Storage Temp.: 2-8°C
• Solubility: 0.003g/l
• PKA: 0.78±0.30(Predicted)
• Water Solubility: insoluble
• Stability: Stable. Incompatible with strong oxidizing agents, strong acids.
• BRN: 2211174
• CAS DataBase Reference: N-Phenyl-1-naphthylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Phenyl-1-naphthylamine(90-30-2)
• EPA Substance Registry System: N-Phenyl-1-naphthylamine(90-30-2)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-36/37/38-50/53-43
• Safety Statements: 26-36-61-37/39-29-60-36/37
• RIDADR: 3077
• WGK Germany: 2
• RTECS: QM4500000
• TSCA: Yes
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 90-30-2(Hazardous Substances Data)

Usage

Chemical Properties

brown solid

Uses

N-Phenyl-1-naphthylamine can be used as fluorescent probe for the determination of critical micelle concentration of surfactants. N-Phenyl-1-naphthylamine was used in a method for determination of the concentration of organolithium and organomagnesium reagents. N-Phenyl-1-naphthylamine was used as hydrophobic probe to study the phase transitions of membrane lipids in whole cells .

General Description

White to slightly yellowish prisms or reddish brown crystalline powder.

Air & Water Reactions

May be sensitive to prolonged exposure to air. Insoluble in water. Napthyl amines can be slowly hydrolyzed, releasing NH3 as a byproduct [N.L. Drake, Org. React. 1, (1942), 105].

Reactivity Profile

N-Phenyl-1-naphthylamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition N-Phenyl-1-naphthylamine emits toxic fumes.

Fire Hazard

Flash point data for N-Phenyl-1-naphthylamine are not available. N-Phenyl-1-naphthylamine is probably combustible.

Biochem/physiol Actions

N-Phenyl-1-naphthylamine turns fluorescent after binding to hydrophobic regions of cell membranes.

Contact allergens

Phenyl-alpha-naphthylamine is contained in some rubbers and oils as an antioxidant of the amine group. It is closely related to phenyl-beta-naphthylamine and to di-beta-naphthyl-p-phenylenediamine, but without cross-reactivity.

Purification Methods

Crystallise it from EtOH, pet ether or *C6H6/EtOH. Dry it under vacuum in an Abderhalden pistol. [Beilstein 12 H 1224.]

InChI:InChI=1/C16H13N/c1-2-9-14(10-3-1)17-16-12-6-8-13-7-4-5-11-15(13)16/h1-12,17H

Upstream product

• 91-20-3 naphthalene 
• 622-37-7 Phenyl azide 
• 99747-74-7 1-naphthyl triflate 
• 62-53-3 aniline 
• 21792-52-9 1,2-diethynylbenzene 
• 108-94-1 cyclohexanone 
• 134-32-7 1-amino-naphthalene 
• 98-80-6 phenylboronic acid 
• 13922-41-3 1-Naphthylboronic acid 
• 108-86-1 bromobenzene 
• 90-11-9 1-Bromonaphthalene 
• 3768-55-6 N-trimethylsilylaniline 
• 1144-13-4 naphthalen-1-yl N,N-dimethylsulfamate 
• 86-57-7 1-Nitronaphthalene 

Downstream Products

• 52255-88-6 4,4'-(buta-1,3-diene-2,3-diyl)bis(methoxybenzene) 
• 14818-61-2 N-1-Naphthyl-N-phenyl-trifluoracetamid 
• 61231-45-6 1-(N,N-diphenylamino)naphthalene 
• 522739-65-7 5-tert-butyl-2-(naphthalen-1-ylphenylamino)isophthalic acid dimethyl ester 
• 805323-74-4 C₅₈H₄₃NO₂S 
• 239-01-0 11H-benzo[a]carbazole 
• 89444-24-6 N-acetyl-N,N'-diphenyl-N'-1-naphthyl-1,4-naphthylenediamine 
• 89444-23-5 4,4'-bis(N-phenyl-N-acetylamino)-1,1'-binaphthyl 
• 114887-45-5 12-benzoyl-12H-benzo[a]phenothiazine 

Relevant articles and documents

New NIR dyes based on quinolizino[1,9-hi]phenoxazin-6-iminium chlorides: synthesis, photophysics and antifungal activity

A series of new quinolizino[1,9-hi]phenoxazinium dyes built on julolidine and naphthalen-1-amine derivatives or anthracen-1-amine were prepared. The N-terminal of these quinolizino[1,9-hi]phenoxazinium chlorides contains aromatic or aliphatic substituents, along with the functionalities such as chloro, hydroxyl and carboxyl. The photophysical behaviour of these compounds was studied in anhydrous ethanol and aqueous medium under acidic and basic conditions. These fluorophores display absorption and emission maxima up to 675 and 712 nm, respectively, can serve as alternative sensing tools in biological assays. All the quinolizino[1,9-hi]phenoxazinium chlorides were evaluated against the yeast Saccharomyces cerevisiae in a broth microdilution assay. It was found that their antifungal activity depended on the substituent at 14-amino position in benzo[a]quinolizino[1,9-hi]phenoxazin-14(5H)-iminium chlorides, and also on the addition of a fused benzene ring, which occurs in naphtho[2,3-a]quinolizino[1,9-hi]phenoxazin-14(5H)-iminium chloride. The highest activity, with a MIC of 0.78 μM, was obtained for benzo[a]quinolizino[1,9-hi]phenoxazin-14(5H)-iminium chloride with a 3-chloropropyl substituent at the 14-amino position of the heterocycle core.

Nitrogen-containing compound, organic electroluminescent device, and electronic device

The invention provides a nitrogen-containing compound, an organic electroluminescent device and an electronic device, and belongs to the technical field of organic materials. The structure of the nitrogen-containing compound is represented by Chemical Formula 1: wherein X1, X2, Y1, Y2 are the same or different from each other and are each independently a single bond, O, S, N(R3), C(R4R5), Ge(R6R7), Si(R8R9), Se, wherein X1 and Y1 are not single bonds simultaneously and X2 and Y2 are not single bonds simultaneously.

Organic compound and electronic device and device containing the same

The invention relates to the technical field of organic electroluminescent materials, in particular to an organic electroluminescent material 9 with 10 -9 dihydro 9 -10 -dimethyl and oxanthrene and arylamine groups, an electronic device containing the compound and a device. The organic electroluminescent device has lower driving voltage. Higher luminous efficiency and longer service life.

Nickel-Catalyzed Amination of Aryl Nitriles for Accessing Diarylamines through C?CN Bond Activation

A nickel-catalyzed amination to access diarylamines has been developed through C?CN bond activation of aryl nitriles with anilines. In this developed catalytic protocol, various aromatic and heteroaromatic nitriles could be utilized as the electrophiles to couple with substituted anilines. A diversity of diarylamines were obtained in 15–95% yields. (Figure presented.).