N-Phenyl-1-naphthylamine

Base Information

• Chemical Name: N-Phenyl-1-naphthylamine
• CAS No.: 90-30-2
• Deprecated CAS: 219315-45-4
• Molecular Formula: C16H13N
• Molecular Weight: 219.286
• Hs Code.: 2921.45
• European Community (EC) Number: 201-983-0
• ICSC Number: 1113
• NSC Number: 2622
• UN Number: 3077
• UNII: 5I112077IN
• DSSTox Substance ID: DTXSID2025892
• Nikkaji Number: J3.913F
• Wikipedia: N-Phenylnaphthalen-1-amine
• Wikidata: Q10859671
• Metabolomics Workbench ID: 109703
• ChEMBL ID: CHEMBL170408
• Mol file: 90-30-2.mol

Synonyms:1-anilinonaphthalene;1-N-phenylnaphthylamine;N-phenyl-1-naphthylamine

Chemical Property of N-Phenyl-1-naphthylamine

Chemical Property:

• Appearance/Colour: brown solid
• Vapor Pressure: 0.504 hPa (150 °C)
• Melting Point: 60-62 °C(lit.)
• Refractive Index: 1.7020 (estimate)
• Boiling Point: 370.714 °C at 760 mmHg
• PKA: 0.78±0.30(Predicted)
• Flash Point: 190.239 °C
• PSA: 12.03000
• Density: 1.157 g/cm³
• LogP: 4.65640
• Storage Temp.: 2-8°C
• Solubility.: 0.003g/l
• Water Solubility.: insoluble
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 219.104799419
• Heavy Atom Count: 17
• Complexity: 232
• Transport DOT Label: Class 9

Purity/Quality:

98% ^*data from raw suppliers

N-Phenyl-1-naphthylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-36/37/38-50/53-43
• Safety Statements: 26-36-61-37/39-29-60-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Naphthylamines
• Canonical SMILES: C1=CC=C(C=C1)NC2=CC=CC3=CC=CC=C32
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance may cause effects on the blood. This may result in the formation of methaemoglobin. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• 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 .

Technology Process of N-Phenyl-1-naphthylamine

There total 71 articles about N-Phenyl-1-naphthylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

aniline (62-53-3) + 1-Chloronaphthalene (90-13-1) → N-phenyl-1-naphthylamine (90-30-2)

Guidance literature:

With C₃₆H₂₇NOP₂*CH₃O₃S^(1-)*C₁₂H₁₀N^(1-)*Pd⁽²⁺⁾; lithium hexamethyldisilazane; In 1,2-dimethoxyethane; at 80 ℃; for 48h; Inert atmosphere; Sealed tube;

DOI:10.1039/c8dt01852a

Reference yield: 99.0%

bromobenzene (108-86-1,52753-63-6) + 1-amino-naphthalene (134-32-7) → N-phenyl-1-naphthylamine (90-30-2)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; [1,1′-bis(diphenylphosphino)ferrocene]bis(triphenylphosphite)nickel(0); sodium t-butanolate; In toluene; at 100 ℃; for 18h; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201400201

Reference yield: 98.0%

1-Bromonaphthalene (90-11-9) + aniline (62-53-3) → N-phenyl-1-naphthylamine (90-30-2)

Guidance literature:

With (6-Dipp)PdCl₂-SPhos; sodium t-butanolate; In neat (no solvent); at 110 ℃; for 24h; Reagent/catalyst; Inert atmosphere;

DOI:10.1039/c9dt00216b

upstream raw materials:

diethyl ether

1-Nitronaphthalene

α-naphthol

aniline hydrochloride

Downstream raw materials:

7-benzyl-benz[c]acridine

[1]naphthyl-phenyl-aminooxalyl chloride

2-(4-anilino-[1]naphthylazo)-benzoic acid

4,4'-(buta-1,3-diene-2,3-diyl)bis(methoxybenzene)

Refernces

• 1、 Tang, Yufei,Zhang, Heng,Zhao, Kang,Xie, Gaowei,Teng, Letian,Liu, Zhaowei. "Fabrication of TiO2 Nanoparticles by electrostatic jet using the low dielectric constant solvent". . p. 9943 - 9950. Retrieved 2016.
• 2、 Wu, Ke,Rong, Qiang,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu,Jin, Liqun,Hu, Xinquan. "Nickel-Catalyzed Amination of Aryl Nitriles for Accessing Diarylamines through C?CN Bond Activation". supporting information. p. 4708 - 4713. Retrieved 2021/08/27.
• 3、 -. "Organic compound, and electronic element and electronic device using same". Paragraph 0150-0152; 0155. . Retrieved 2021/07/14.