N-Phenyl-1-naphthylamine

Synonym(s):N-(1-Naphthyl)aniline;1-(N-phenylamino)naphthalene;N-1-Naphthylaniline;N-Phenyl-1-naphthylamine;NPN

CAS NO.：90-30-2
Empirical Formula: C16H13N
Molecular Weight: 219.28
MDL number: MFCD00003878
EINECS: 201-983-0
SAFETY DATA SHEET (SDS)
Update Date: 2024-08-14 18:30:21

What is N-Phenyl-1-naphthylamine?

Chemical properties

brown solid

The Uses of N-Phenyl-1-naphthylamine

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 .

Definition

ChEBI: N-Phenyl-1-naphthylamine is a member of naphthalenes.

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.

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.

Biochem/physiol Actions

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

Purification Methods

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

Properties of N-Phenyl-1-naphthylamine

Melting point:	60-62 °C(lit.)
Boiling point:	226 °C15 mm Hg(lit.)
Density	1,1 g/cm³
vapor pressure	0.504 hPa (150 °C)
refractive index	1.7020 (estimate)
Flash point:	>200°C
storage temp.	Store below +30°C.
solubility	0.003g/l
pka	0.78±0.30(Predicted)
form	Crystals or Flakes
color	Pinkish to light brown
Water Solubility	insoluble
BRN	2211174
Stability:	Stable. Incompatible with strong oxidizing agents, strong acids.
CAS DataBase Reference	90-30-2(CAS DataBase Reference)
NIST Chemistry Reference	1-Naphthyl phenyl amine(90-30-2)
EPA Substance Registry System	N-Phenyl-1-naphthylamine (90-30-2)

Safety information for N-Phenyl-1-naphthylamine

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07 Health Hazard GHS08 Environment GHS09
GHS Hazard Statements	H302:Acute toxicity,oral H317:Sensitisation, Skin H373:Specific target organ toxicity, repeated exposure H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P260:Do not breathe dust/fume/gas/mist/vapours/spray. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P314:Get medical advice/attention if you feel unwell. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water.