N-phenyl-2-naphthylamine
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Identifiers
CAS number
83777-95-1Molecular formula
C16H13NSMILES
C1=CC=C(C=C1)NC2=CC3=CC=CC=C3C=C2
Safety labels
Irritant
Health
Environmental -
Odor profile
Floral 81.41% Sweet 56.41% Rose 43.59% Fruity 42.55% Animal 39.41% Honey 38.63% Grape 34.94% Orange 30.99% Neroli 25.91% Waxy 24.93% Scent© AI
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Properties
XLogP3-AA
5.1Molecular weight
219.28 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Ultra slowMelting point expt.
- 226 °F (NTP, 1992)
- 108 °C
- 226 °F
Boiling point
- 743 °F at 760 mmHg (NTP, 1992)
- 395.5 °C
- 743 °F
Flash point est.
202.3 ˚CSolubility expt.
- less than 1 mg/mL at 66 °F (NTP, 1992)
- SOLUBILITY IN ETHANOL 50 G/L, IN BENZENE 27 G/L, IN ACETONE 640 G/L
- INSOL IN WATER; SOL IN ALC, ETHER, ACETIC ACID (BLUISH FLUORESCENCE)
- Solubility in water at 25 °C: none
- Insoluble
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Synonyms
- N-Phenyl-2-naphthylamine
- 135-88-6
- N-Phenylnaphthalen-2-amine
- N-(2-Naphthyl)aniline
- AgeRite Powder
- Neozone
- Aceto PBN
- Antioxidant 116
- Stabilizator AR
- Anilinonaphthalene
- 2-Anilinonaphthalene
- 2-Naphthylphenylamine
- Neozone D
- 2-Naphthalenamine, N-phenyl-
- Antioxidant PBN
- Neosone D
- 2-Phenylaminonaphthalene
- Vulkanox PBN
- Neozon D
- PBNA
- Nonox D
- Nonox DN
- Nilox PBNA
- Noclizer D
- Stabilizer AR
- Phenyl-beta-naphthylamine
- Nocrac D
- Naftam 2
- Phenyl-2-naphthylamine
- N-Phenyl-beta-naphthylamine
- N-2-Naphthylaniline
- AK 1 (stabilizer)
- 2-NAPHTHYLAMINE, N-PHENYL-
- beta-Naphthylphenylamine
- Phenyl-beta-naphtilamine
- N-Fenyl-2-aminonaftalen
- Fenyl-beta-naftylamin
- N-Phenyl-2-naphthalenamine
- NCI-C02915
- 2-(N-Phenylamino)naphthalene
- CCRIS 853
- NSC 37151
- Fenyl-beta-naftylamin [Czech]
- N-Phenyl-.beta.-naphthylamine
- N-(2-Naphthyl)-N-phenylamine
- HSDB 2888
- N-Fenyl-2-aminonaftalen [Czech]
- EINECS 205-223-9
- N-beta-Naphthyl-N-phenylamine
- BRN 2211188
- DTXSID4021131
- AI3-00068
- 456KT854AJ
- NSC-37151
- .beta.-Naphthylphenylamine
- Phenyl-.beta.-naphthylamine
- MLS002608023
- DTXCID601131
- CHEBI:34877
- PHENYL-(BETA)-NAPHTHYLAMINE
- 4-12-00-03128 (Beilstein Handbook Reference)
- N-PHENYL-2-NAPHTHYLAMINE [IARC]
- Fenyl-beta-naftylamin (Czech)
- N-Fenyl-2-aminonaftalen (Czech)
- ac eto pbn
- N-PHENYL-2-NAPHTHYLAMINE (IARC)
- CAS-135-88-6
- UNII-456KT854AJ
- Antioxygene MC
- Stabilator AR
- 2-naphthylaniline
- Stabilator A.R
- Fenylbetanaftylamin
- 2Anilinonaphthalene
- -naphthylphenylamine
- 2Naphthylphenylamine
- Phenyl2naphthylamine
- NFenyl2aminonaftalen
- MFCD00004052
- N(2Naphthyl)aniline
- NPhenyl2naphthylamine
- Phenylbetanaphtilamine
- phenylbetanaphthylamine
- betaNaphthylphenylamine
- 2Phenylaminonaphthalene
- Fenyl-beta -naftylamin
- Nonox DNStabilizer AR
- NPhenylbetanaphthylamine
- beta -naphthylphenylamine
- Fenyl-.beta.-naftylamin
- phenyl beta-naphthylamine
- 2Naphthalenamine, Nphenyl
- phenyl-beta -naphthylamine
- WLN: L66J CMR
- P.B.N
- N-Phenyl-beta -naphthylamine
- Oprea1_737712
- SCHEMBL38433
- BIDD:ER0357
- N-beta -naphthyl-N-phenylamine
- SCHEMBL6435930
- CHEMBL1543632
- N-.beta.-Naphthyl-N-phenylamine
- N-Phenyl-2-naphthylamine, 97%
- 2-NAPHTHYLAMINE,N-PHENYL-
- 2-(PHENYLAMINO)NAPHTHALENE
- N-Phenyl-.beta.-amino-naphthalene
- NSC37151
- Tox21_201891
- Tox21_302900
- BBL000386
- STK367409
- N-Phenyl-beta-naphthylamine (ACGIH)
- AKOS001426472
- FP62307
- NCGC00091111-01
- NCGC00091111-02
- NCGC00091111-03
- NCGC00091111-04
- NCGC00091111-05
- NCGC00256440-01
- NCGC00259440-01
- 2-NAPHTHYLAMINE, N-PHENYL-[HSDB]
- AC-13068
- SMR000112180
- VS-00607
- 2-NAPHTHYLAMINE, N-PHENYL- [HSDB]
- DB-063104
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Applications
N-phenyl-2-naphthylamine (CAS 83777-95-1) is used primarily as an amine antioxidant for natural and synthetic rubbers to suppress heat-, oxygen-, and flex-induced degradation and extend the service life of tires, conveyor belts, hoses, and seals; as a stabilizer/antidegradant in plastics, coatings, and epoxy resins; as an antioxidant additive in lubricating oils, greases, and certain fuels to reduce gum formation and performance loss; as an intermediate for azo dyes and high-performance pigments; and as a reference additive in materials research on radical-scavenging protection, with modern use often restricted or replaced by lower-hazard alternatives due to safety and regulatory concerns.
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 6.67 methanol 7.37 isopropanol 2.54 water 0.01 ethyl acetate 48.71 n-propanol 5.76 acetone 49.16 n-butanol 5.77 acetonitrile 13.92 DMF 67.24 toluene 22.9 isobutanol 3.24 1,4-dioxane 171.7 methyl acetate 37.99 THF 332.04 2-butanone 45.22 n-pentanol 7.73 sec-butanol 3.56 n-hexane 4.06 ethylene glycol 1.62 NMP 52.46 cyclohexane 3.21 DMSO 82.37 n-butyl acetate 48.69 n-octanol 5.65 chloroform 77.03 n-propyl acetate 43.13 acetic acid 16.28 dichloromethane 106.12 cyclohexanone 67.69 propylene glycol 2.32 isopropyl acetate 30.65 DMAc 91.44 2-ethoxyethanol 22.23 isopentanol 5.66 n-heptane 5.6 ethyl formate 23.16 1,2-dichloroethane 109.86 n-hexanol 10.23 2-methoxyethanol 25.6 isobutyl acetate 34.01 tetrachloromethane 4.98 n-pentyl acetate 20.67 transcutol 203.96 n-heptanol 5.7 ethylbenzene 21.51 MIBK 27.33 2-propoxyethanol 29.52 tert-butanol 4.79 MTBE 16.39 2-butoxyethanol 16.26 propionic acid 10.32 o-xylene 13.89 formic acid 3.0 diethyl ether 40.61 m-xylene 13.2 p-xylene 21.66 chlorobenzene 27.86 dimethyl carbonate 37.33 n-octane 2.59 formamide 8.84 cyclopentanone 127.34 2-pentanone 38.96 anisole 66.33 cyclopentyl methyl ether 56.71 gamma-butyrolactone 140.4 1-methoxy-2-propanol 17.78 pyridine 105.21 3-pentanone 40.73 furfural 94.66 n-dodecane 2.05 diethylene glycol 16.71 diisopropyl ether 12.45 tert-amyl alcohol 5.53 acetylacetone 84.03 n-hexadecane 2.41 acetophenone 47.77 methyl propionate 39.78 isopentyl acetate 46.97 trichloroethylene 179.53 n-nonanol 7.29 cyclohexanol 5.64 benzyl alcohol 19.15 2-ethylhexanol 12.08 isooctanol 6.17 dipropyl ether 57.82 1,2-dichlorobenzene 31.63 ethyl lactate 14.15 propylene carbonate 61.43 n-methylformamide 16.31 2-pentanol 3.74 n-pentane 1.38 1-propoxy-2-propanol 24.18 1-methoxy-2-propyl acetate 62.27 2-(2-methoxypropoxy) propanol 37.63 mesitylene 9.75 ε-caprolactone 57.65 p-cymene 15.03 epichlorohydrin 198.63 1,1,1-trichloroethane 43.43 2-aminoethanol 3.67 morpholine-4-carbaldehyde 87.82 sulfolane 124.8 2,2,4-trimethylpentane 1.85 2-methyltetrahydrofuran 85.48 n-hexyl acetate 26.01 isooctane 1.49 2-(2-butoxyethoxy)ethanol 45.51 sec-butyl acetate 33.22 tert-butyl acetate 39.69 decalin 5.52 glycerin 5.95 diglyme 138.54 acrylic acid 11.19 isopropyl myristate 20.45 n-butyric acid 17.94 acetyl acetate 43.6 di(2-ethylhexyl) phthalate 16.56 ethyl propionate 46.36 nitromethane 61.39 1,2-diethoxyethane 100.7 benzonitrile 21.38 trioctyl phosphate 9.4 1-bromopropane 32.91 gamma-valerolactone 136.35 n-decanol 6.22 triethyl phosphate 29.08 4-methyl-2-pentanol 4.68 propionitrile 14.12 vinylene carbonate 53.88 1,1,2-trichlorotrifluoroethane 54.34 DMS 49.49 cumene 16.81 2-octanol 4.12 2-hexanone 40.84 octyl acetate 19.33 limonene 18.32 1,2-dimethoxyethane 108.28 ethyl orthosilicate 28.42 tributyl phosphate 14.57 diacetone alcohol 25.41 N,N-dimethylaniline 40.44 acrylonitrile 21.42 aniline 18.59 1,3-propanediol 6.24 bromobenzene 33.57 dibromomethane 54.72 1,1,2,2-tetrachloroethane 119.3 2-methyl-cyclohexyl acetate 41.97 tetrabutyl urea 21.09 diisobutyl methanol 12.22 2-phenylethanol 20.19 styrene 27.29 dioctyl adipate 33.3 dimethyl sulfate 51.91 ethyl butyrate 55.73 methyl lactate 13.24 butyl lactate 14.1 diethyl carbonate 39.64 propanediol butyl ether 11.6 triethyl orthoformate 43.24 p-tert-butyltoluene 14.77 methyl 4-tert-butylbenzoate 39.01 morpholine 99.17 tert-butylamine 3.5 n-dodecanol 5.77 dimethoxymethane 88.13 ethylene carbonate 41.7 cyrene 31.37 2-ethoxyethyl acetate 46.9 2-ethylhexyl acetate 41.79 1,2,4-trichlorobenzene 41.36 4-methylpyridine 53.3 dibutyl ether 35.84 2,6-dimethyl-4-heptanol 12.22 DEF 47.68 dimethyl isosorbide 94.3 tetrachloroethylene 60.39 eugenol 29.58 triacetin 44.25 span 80 25.82 1,4-butanediol 2.69 1,1-dichloroethane 32.42 2-methyl-1-pentanol 9.75 methyl formate 19.08 2-methyl-1-butanol 5.21 n-decane 3.25 butyronitrile 13.66 3,7-dimethyl-1-octanol 9.09 1-chlorooctane 11.07 1-chlorotetradecane 6.46 n-nonane 2.77 undecane 2.49 tert-butylcyclohexane 5.27 cyclooctane 1.99 cyclopentanol 7.83 tetrahydropyran 82.85 tert-amyl methyl ether 19.92 2,5,8-trioxanonane 92.74 1-hexene 16.22 2-isopropoxyethanol 18.15 2,2,2-trifluoroethanol 5.09 methyl butyrate 50.25 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
|
Category 1
Products applied to the lips
|
No restriction |
Category 7A
Rinse-off products applied to the hair with some hand contact
|
No restriction |
|
Category 2
Products applied to the axillae
|
No restriction |
Category 7B
Leave-on products applied to the hair with some hand contact
|
No restriction |
|
Category 3
Products applied to the face/body using fingertips
|
No restriction |
Category 8
Products with significant anogenital exposure
|
No restriction |
|
Category 4
Products related to fine fragrance
|
No restriction |
Category 9
Products with body and hand exposure, primarily rinse off
|
No restriction |
|
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
|
No restriction |
Category 10A
Household care products with mostly hand contact
|
No restriction |
|
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
|
No restriction |
Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
|
No restriction |
|
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
|
No restriction |
Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
|
No restriction |
|
Category 5D
Baby Creams, baby Oils and baby talc
|
No restriction |
Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
|
No restriction |
|
Category 6
Products with oral and lip exposure
|
No restriction |
Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
|
No restriction |
| Name | CAS | Botanical | Proportion |
|---|---|---|---|
| Carrot seed (China) | 8015-88-1 | Daucus carota L., fam. Apiaceae (Umbelliferae) | 0.22% |
| Daphne tangutica flower concrete (China) | Daphne tangutica Maxim., fam. Thymelaeaceae | 0.21% |