ChemicalBook CAS DataBase List 90-30-2

90-30-2

Name	N-Phenyl-1-naphthylamine
CAS	90-30-2
EINECS(EC#)	201-983-0
Molecular Formula	C16H13N
MDL Number	MFCD00003878
Molecular Weight	219.28
MOL File	90-30-2.mol

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

Chemical Properties

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
Henry's Law Constant	7.0×10¹ mol/(m³Pa) at 25℃, HSDB (2015)
InChI	1S/C16H13N/c1-2-9-14(10-3-1)17-16-12-6-8-13-7-4-5-11-15(13)16/h1-12,17H
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. less more
InChIKey	XQVWYOYUZDUNRW-UHFFFAOYSA-N
SMILES	N(c1ccccc1)c2cccc3ccccc23
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)

Safety Data

Symbol(GHS)	GHS07,GHS08,GHS09
Signal word	Warning
Hazard statements	H302-H317-H373-H410
Precautionary statements	P260-P273-P280-P301+P312-P302+P352-P314
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 . less more
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 . less more
RIDADR	3077
WGK Germany	2
RTECS	QM4500000
Autoignition Temperature	>500 °C
TSCA	Yes
REACH Registrations	Active
HazardClass	9
PackingGroup	III
HS Code	29214980
Storage Class	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral Aquatic Acute 1 Aquatic Chronic 1 Skin Sens. 1B STOT RE 2
Hazardous Substances Data	90-30-2(Hazardous Substances Data)
Toxicity	LD50 orally in Rabbit: > 2000 mg/kg less more

Raw materials And Preparation Products

Hazard Information

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.

Material Safety Data Sheet(MSDS)

Spectrum Detail

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