| Identification | More | [Name]
N-Phenyl-1-naphthylamine | [CAS]
90-30-2 | [Synonyms]
1-ANILINONAPHTHALENE
BIS-(4,4')-N-PHENYL-1-NAPHTHYLAMINE
N-1-NAPHTHYLANILINE
NAPHTHALEN-1-YL-PHENYL-AMINE
N-(α-Naphthyl)aniline
N-PHENYL-1-NAPHTHYLAMINE
N-PHENYL-ALPHA-NAPHTHYLAMINE
N-PHENYL-ALPHA NAPTHYLAMINE
N-Phenyl-α-naphthylamine
PAN
PANA
PHENYL ALPHA NAPHTHYLAMINE
TIMTEC-BB SBB000591
[1]Naphthyl-phenyl-amine
1-(N-Phenylamino)-naphthalene
1-Naphthalenamine, N-phenyl-
1-Naphthalenamine,N-phenyl-
1-Naphthylamine, N-phenyl-
Aceto pan
acetopan | [EINECS(EC#)]
201-983-0 | [Molecular Formula]
C16H13N | [MDL Number]
MFCD00003878 | [Molecular Weight]
219.28 | [MOL File]
90-30-2.mol |
| Chemical Properties | Back Directory | [Appearance]
brown solid | [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) | [Fp ]
>200°C | [storage temp. ]
2-8°C | [solubility ]
0.003g/l | [form ]
Crystals or Flakes | [pka]
0.78±0.30(Predicted) | [color ]
Pinkish to light brown | [Stability:]
Stable. Incompatible with strong oxidizing agents, strong acids. | [Water Solubility ]
insoluble | [λmax]
252 nm | [BRN ]
2211174 | [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. | [CAS DataBase Reference]
90-30-2(CAS DataBase Reference) | [NIST Chemistry Reference]
1-Naphthyl phenyl amine(90-30-2) | [EPA Substance Registry System]
90-30-2(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
brown solid | [General Description]
White to slightly yellowish prisms or reddish brown crystalline powder. | [Reactivity Profile]
N-PHENYL-1-NAPHTHYLAMINE(90-30-2) 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. | [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]. | [Health Hazard]
ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. | [Fire Hazard]
Flash point data for this compound are not available. N-PHENYL-1-NAPHTHYLAMINE is probably combustible. | [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 . | [Application]
N-Phenyl-1-naphthylamine is a lipophilic, crystalline solid with hydrophobic properties. It is used as an antioxidant in various lubricating oils, gear oils, and hydraulic fluids, as well as a protective agent and antioxidant for rubber and rubber blends in various products, such as tires. It can also be used as a fluorescent probe to study micelle formation and membrane lipid behavior. Studies have shown that N-Phenyl-1-naphthylamine interacts with β-lactoglobulin through hydrophobic interactions, and that β-lactoglobulin enhances the solubility and stability of N-Phenyl-1-naphthylamine.
| [Definition]
ChEBI: N-Phenyl-1-naphthylamine is a member of naphthalenes. | [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.] | [Toxicity evaluation]
N-Phenyl-1-naphthylamine is harmful to humans and can irritate the skin, eyes, and mucous membranes. Inhalation exposure may cause bluish discoloration of the lips, nails, and skin; dizziness, headache, nausea, confusion, convulsions, and even coma. Prolonged or repeated exposure may cause damage to organs. Furthermore, it is flammable and releases irritating or toxic fumes (or gases) in the event of a fire. It has low acute oral toxicity in experimental animals and high acute toxicity in fish and daphnia, with reported minimum no-observed-effect concentrations (NOECs) of 0.11 mg/L (192 hours) and 0.02 mg/L (21 days), respectively. |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S37/39:Wear suitable gloves and eye/face protection .
S29:Do not empty into drains . | [RIDADR ]
3077 | [WGK Germany ]
2
| [RTECS ]
QM4500000
| [Autoignition Temperature]
>500 °C | [TSCA ]
Yes | [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
29214980 | [Hazardous Substances Data]
90-30-2(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: > 2000 mg/kg |
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