CAS No.135-88-6,N-(2-Naphthyl)aniline Suppliers

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Basic Information

Molecular Structure:
CAS No.:	135-88-6
Name:	N-(2-Naphthyl)aniline
Article Data:	136

Formula:	C₁₆H₁₃N
Molecular Weight:	219.286
Synonyms:	2-Naphthylamine,N-phenyl- (7CI,8CI);2-Anilinonaphthalene;2-Naphthylphenylamine;Aceto PBN;AgeRite Powder;Antioxidant 116;Antioxidant D;Antioxidant PBN;N-(2-Naphthyl)aniline;N-Phenyl-b-naphthylamine;Naftam 2;Neozon D;Neozone;Neozone D;Phenyl-2-naphthylamine;N-Phenyl-2-naphthylamine;
EINECS:	205-223-9
Density:	1.156 g/cm³
Melting Point:	105-108 °C(lit.)
Boiling Point:	395.5 °C at 760 mmHg
Flash Point:	209.2 °C
Solubility:	<0.1 g/100 mL at 19 °C in water
Appearance:	light grey powder or crystals
Hazard Symbols:	Xn,N
Risk Codes:	36/38-40-43-51/53-53-51
Safety:	22-24/25-61-36/37-26
PSA:	12.03000
LogP:	4.65640

Synthetic route

: 532-02-5
2-naphthalenesulfonic acid sodium salt

: 1865-45-8
sodium anilide

: 135-88-6
N-Phenyl-2-naphthylamine

Conditions

Conditions	Yield
With aniline at 290℃; for 0.25h;	99%
With aniline at 290℃; for 0.25h; Product distribution; other temp.: 190 to 270 deg. C; other reaction time: 0.5 to 12 h;	99%

: 3857-83-8
2-naphthyl triflate

: 62-53-3
aniline

: 135-88-6
N-Phenyl-2-naphthylamine

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 85℃; for 8h;	99%

: 42096-34-4
naphthalen-2-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate

: 62-53-3
aniline

: 135-88-6
N-Phenyl-2-naphthylamine

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); 2,4,6-(i-Pr)3-[2-P(t-Bu)2-phenyl]benzene; 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 150℃; for 0.5h; microwave irradiation;	99%

: 143-66-8
sodium tetraphenyl borate

: 91-59-8
naphthalen-2-ylamine

: 135-88-6
N-Phenyl-2-naphthylamine

Conditions

Conditions	Yield
With copper(II) acetate monohydrate; triethylamine In acetonitrile at 20℃; for 24h; Chan-Lam Coupling;	99%

: 108-90-7
chlorobenzene

: 91-59-8
naphthalen-2-ylamine

: 135-88-6
N-Phenyl-2-naphthylamine

Conditions

Conditions	Yield
With bis(η3-allyl-μ-chloropalladium(II)); potassium tert-butylate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In 1,4-dioxane at 100℃; for 1.5h; Inert atmosphere;	98%

: 7657-86-5
tri(2-naphthyl) phosphate

: 62-53-3
aniline

: 135-88-6
N-Phenyl-2-naphthylamine

Conditions

Conditions	Yield
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; potassium carbonate at 130℃; for 4h; Schlenk technique; Inert atmosphere; Sealed tube;	98%
With N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; [Pd(π-cinnamyl)Cl]2 at 130℃; for 4h; Schlenk technique; Inert atmosphere; Sealed tube;	98%
With NiCl(1-naphthyl)(PPh3)2; sodium hydride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In 1,4-dioxane at 110℃; Inert atmosphere;	75%

: 7433-79-6
2-methylthionaphthalene

: 62-53-3
aniline

: 135-88-6
N-Phenyl-2-naphthylamine

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); lithium hexamethyldisilazane; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 100℃; for 12h; Buchwald-Hartwig Coupling;	97%

: 7385-85-5
naphthalen-2-yl tosylate

: 62-53-3
aniline

: 135-88-6
N-Phenyl-2-naphthylamine

Conditions

Conditions	Yield
With di-tert-butyl{2′-isopropoxy-[1,1′-binaphthalen]-2-yl}phosphane; potassium phosphate; palladium diacetate; phenylboronic acid In butan-1-ol at 110℃; for 15h; Inert atmosphere;	96%
With (1,3-bis(2,6-diisopropylphenyl)imidazolidene)Ni(styrene)2; lithium tert-butoxide In 1,4-dioxane for 10h; Inert atmosphere; Heating; Schlenk technique;	93%
With sodium t-butanolate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; chlorobis(triphenylphosphine)(1-naphthyl)nickel(II) In 1,4-dioxane at 110℃; for 0.5h;	92%

: 135-19-3
β-naphthol

: 10294-56-1
phosphorous acid

: 135-88-6
N-Phenyl-2-naphthylamine

Conditions

Conditions	Yield
With aniline In water	94%

: 108-86-1
bromobenzene

: 91-59-8
naphthalen-2-ylamine

: 135-88-6
N-Phenyl-2-naphthylamine

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; sodium t-butanolate; 1,3-diisopropyl-1H-imidazol-3-ium chloride In 1,2-dimethoxyethane at 80℃; for 12h; Inert atmosphere;	94%
With [Cu(N,N'-bis(diisopropylphosphino)-N,N'-dimethyl-2,6-diaminopyridine)Br]; potassium tert-butylate In tetrahydrofuran at 110℃; for 16h; Inert atmosphere; Sealed tube;	86%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 40℃;	82%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 40℃;	82%

Total:80 Page 1 of 3 1 2 3 Next>>

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Consensus Reports

IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 318.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 16 ,1978,p. 325.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 16 ,1978,p. 325.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory.

Standards and Recommendations

ACGIH TLV: Not Classifiable as a Human Carcinogen
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans

Specification

The N-Phenyl-beta-naphthylamine is an organic compound with the formula C₁₆H₁₃N. The IUPAC name of this chemical is N-phenylnaphthalen-2-amine. With the CAS registry number 135-88-6 and EINECS 205-223-9, it is also named as 2-Naphthylamine, N-phenyl-. The product's category is Industrial / Fine Chemicals. It is light grey powder or crystal which is insoluble in water, soluble in alcohol, carbon tetrachloride, benzene and acetone. Moverover, this chemical may gradually change into deep red when exposed to air or sunlight. Additionally, it should be stored in the cool and dry place.

Physical properties about N-Phenyl-beta-naphthylamine are: (1)ACD/LogP: 4.54; (2)ACD/LogD (pH 5.5): 4.54; (3)ACD/LogD (pH 7.4): 4.54; (4)ACD/BCF (pH 5.5): 1662.33; (5)ACD/BCF (pH 7.4): 1662.36; (6)ACD/KOC (pH 5.5): 7030.47; (7)ACD/KOC (pH 7.4): 7030.61; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.702; (12)Molar Refractivity: 73.47 cm³; (13)Molar Volume: 189.59 cm³; (14)Polarizability: 29.126 10-24cm³; (15)Surface Tension: 50.1209983825684 dyne/cm; (16)Density: 1.157 g/cm³; (17)Flash Point: 209.226 °C; (18)Enthalpy of Vaporization: 64.567 kJ/mol; (19)Boiling Point: 395.498 °C at 760 mmHg

Preparation of N-Phenyl-beta-naphthylamine: It can be obtained by condensation of 2-naphthol and aniline in the presence of aniline hydrochloride at 250 °C. Add 2-naphthol and aniline in melting pot for fusion and add aniline hydrochloride for condensation. After the reaction finishing, add sodium carbonate for neutralization. Then steam out the excess aniline. Finally, after dehydration and dried under vacuum, we can get the product.

N-Phenyl-beta-naphthylamine can be obtained by condensation of 2-naphthol and aniline in the presence of aniline hydrochloride

Uses of N-Phenyl-beta-naphthylamine: It is used for natural rubber, synthetic rubber and latex. And this material is universal antioxidant in natural rubber, diene synthetic rubber, chloroprene rubber and latex. What's more, it can react with acrylonitrile to get N-(b-naphthyl)-N-(phenyl)-b-aminopropionitrile. This reaction needs reagent gl. acetic acid. The yield is 85%.

N-Phenyl-beta-naphthylamine can react with acrylonitrile to get N-(b-naphthyl)-N-(phenyl)-b-aminopropionitrile

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes and skin. And it has limited evidence of a carcinogenic effect. What;s more, it is toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. So people should not breathe dust and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing and gloves. Avoid release to the environment. Refer to special instructions / safety data sheets.

You can still convert the following datas into molecular structure:
1. SMILES:c3c(Nc1ccccc1)cc2ccccc2c3
2. InChI:InChI=1/C16H13N/c1-2-8-15(9-3-1)17-16-11-10-13-6-4-5-7-14(13)12-16/h1-12,17H
3. InChIKey:KEQFTVQCIQJIQW-UHFFFAOYAL

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	1450mg/kg (1450mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Hygiene and Sanitation Vol. 31(1-3), Pg. 183, 1966.
rat	LD50	oral	8730mg/kg (8730mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)	Hygiene and Sanitation Vol. 31(1-3), Pg. 183, 1966.
rat	LD50	unreported	8700mg/kg (8700mg/kg)	LIVER: OTHER CHANGES BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA	Tijdschrift Voor Sociale Geneeskunde. Vol. 53, Pg. 415, 1975.