N-Phenyl-1-naphthylamine
Product Information
Molecular Formula
C16H13N
Molecular Weight
219.28
Description
N-phenyl-1-naphthylamine appears as white to slightly yellowish prisms or reddish brown crystalline powder.
Synonyms
1-ANILINONAPHTHALENE; BIS-(4,4')-N-PHENYL-1-NAPHTHYLAMINE; TIMTEC-BB SBB000591; N-1-NAPHTHYLANILINE; NAPHTHALEN-1-YL-PHENYL-AMINE; PHENYL ALPHA NAPHTHYLAMINE; PANA; N-PHENYL-1-NAPHTHYLAMINE
IUPAC Name
N-phenylnaphthalen-1-amine
SMILES
C1=CC=C(C=C1)NC2=CC=CC3=CC=CC=C32
InChI
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
InChI Key
XQVWYOYUZDUNRW-UHFFFAOYSA-N
Boiling Point
335°C
Melting Point
58-62°C
Flash Point
Flash point > 200 °C
Purity
MP 60-62deg
Density
1.1
Solubility
1.5 [ug/mL] (The mean of the results at pH 7.4)
Appearance
White to slightly yellowish prisms or reddish brown crystalline powder.
Application
Used as a stabilizer for synthetic rubbers, an antioxidant in lubrication oils and rubber mixtures, and an intermediate for dyes and other chemicals; Caused contact dermatitis in workers manufacturing rollers for conveyor belts exposed to fire-resistant greases containing this chemical.
LogP
log Kow = 4.20
Vapor Pressure
0.00000829 [mmHg]
Henry's Law Constant
1.4X10-7 atm-cu m/mole @ 25 °C /Estimated/
Decomposition
When heated to decomposition it emits toxic fumes of /nitrogen oxides.
Dissociation Constants
pKa = 4.93 @ 25 °C
Odor
Amine-like
Safety Information
Hazards
H302:
Harmful if swallowed.
H317:
May cause an allergic skin reaction.
H371:
May cause damage to organs.
H410:
Very toxic to aquatic life with long-lasting effects.
Harmful if swallowed.
H317:
May cause an allergic skin reaction.
H371:
May cause damage to organs.
H410:
Very toxic to aquatic life with long-lasting effects.
Precautionary Statement
P260:
Do not breathe dust, fumes, gas, mist, vapours, spray.
P264:
Wash thoroughly after handling.
P273:
Avoid release to the environment.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P308+P311:
If exposed or concerned:
Call a POISON CENTER or doctor/physician.
P391:
Collect spillage.
Do not breathe dust, fumes, gas, mist, vapours, spray.
P264:
Wash thoroughly after handling.
P273:
Avoid release to the environment.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P308+P311:
If exposed or concerned:
Call a POISON CENTER or doctor/physician.
P391:
Collect spillage.
Computed Properties
XLogP3
4.4
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
2
Exact Mass
219.104799419 g/mol
Monoisotopic Mass
219.104799419 g/mol
Topological Polar Surface Area
12Ų
Heavy Atom Count
17
Formal Charge
0
Complexity
232
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114031922-A | Low-temperature impact resistant PCPBT alloy material for vehicles and preparation method thereof | 2021-12-15 |
| CN-114164035-A | Turbine worm lubricating oil and preparation method thereof | 2021-12-15 |
| CN-114129476-A | Composition comprising vegetable fruit oil and vegetable seed oil and use thereof | 2021-12-14 |
| CN-114146026-A | Compositions comprising microbial oils and uses thereof | 2021-12-14 |
| CN-114146027-A | Composition containing microbial oil and vegetable oil and application thereof | 2021-12-14 |
| CN-114177119-A | Composition containing vegetable fruit oil and fat and application thereof | 2021-12-14 |
| CN-114058008-A | Process for preparing semi-aromatic polyamides end-capped with monocarboxylic acids, semi-aromatic polyamides and molding compositions | 2021-12-13 |
| CN-114058009-A | Process for preparing semi-aromatic polyamides with reduced loss of diamine monomer, semi-aromatic polyamides and molding compositions | 2021-12-13 |
| CN-114058010-A | Process for preparing low-energy semiaromatic polyamides, semiaromatic polyamides and moulding compositions | 2021-12-13 |
| CN-114133559-A | Process for preparing semiaromatic polyamides with reduced salt formation cycle, semiaromatic polyamides and moulding compositions | 2021-12-13 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 35279910 | 2022-06-01 | 2-mercaptobenzothiazole generates γ-H2AX via CYP2E1-dependent production of reactive oxygen species in urothelial cells | Journal of biochemical and molecular toxicology |
| 22969035 | 2012-10-22 | Nondoped deep-blue organic light-emitting diodes with color stability and very low efficiency roll-off: solution-processable small-molecule fluorophores by phosphine oxide linkage | Chemistry (Weinheim an der Bergstrasse, Germany) |
| 22750167 | 2012-09-01 | Three pheromone-binding proteins help segregation between two Helicoverpa species utilizing the same pheromone components | Insect biochemistry and molecular biology |
| 22564768 | 2012-08-01 | Mapping the Anopheles gambiae odorant binding protein 1 (AgamOBP1) using modeling techniques, site directed mutagenesis, circular dichroism and ligand binding assays | Biochimica et biophysica acta |
| 22569559 | 2012-08-01 | Quantification of cholesterol solubilized in bile salt micellar aqueous solutions using (13)C nuclear magnetic resonance | Analytical biochemistry |
| 22581333 | 2012-06-01 | Quercetin modulates activities of Taiwan cobra phospholipase A2 via its effects on membrane structure and membrane-bound mode of phospholipase A2 | Journal of biosciences |
| 22390874 | 2012-05-01 | Interaction of 8-anilinonaphthalene 1-sulphonate (ANS) and human matrix metalloproteinase 7 (MMP-7) as examined by MMP-7 activity and ANS fluorescence | Journal of biochemistry |
| 21852709 | 2012-02-01 | Function and immunocytochemical localization of two novel odorant-binding proteins in olfactory sensilla of the scarab beetle Holotrichia oblita Faldermann (Coleoptera: Scarabaeidae) | Chemical senses |
| 22100449 | 2012-01-27 | Crystal structure of Sol I 2: a major allergen from fire ant venom | Journal of molecular biology |
| 22075131 | 2012-01-01 | Crystal structure of Apis mellifera OBP14, a C-minus odorant-binding protein, and its complexes with odorant molecules | Insect biochemistry and molecular biology |
