1-Naphthylamine

Base Information

• Chemical Name: 1-Naphthylamine
• CAS No.: 134-32-7
• Deprecated CAS: 12262-09-8
• Molecular Formula: C10H9N
• Molecular Weight: 143.188
• Hs Code.: 2921 45 00
• European Community (EC) Number: 205-138-7,685-255-1
• ICSC Number: 0518
• UN Number: 2077
• UNII: 9753I242R5
• DSSTox Substance ID: DTXSID7020920
• Nikkaji Number: J2.528C
• Wikipedia: 1-Naphthylamine
• Wikidata: Q161655
• Metabolomics Workbench ID: 49843
• ChEMBL ID: CHEMBL57394
• Mol file: 134-32-7.mol

Synonyms:1 Aminonaphthalene;1 Naphthylamine;1-Aminonaphthalene;1-Naphthylamine;8 Aminonaphthalene;8-Aminonaphthalene;alpha Naphthylamine;alpha-Naphthylamine;Naphthalidine

Chemical Property of 1-Naphthylamine

Chemical Property:

• Appearance/Colour: light tan to purple crystalline solid
• Vapor Pressure: 0.00108mmHg at 25°C
• Melting Point: 47-50 °C
• Refractive Index: 1.6703
• Boiling Point: 301 °C at 760 mmHg
• PKA: 3.92(at 25℃)
• Flash Point: 152.1 °C
• PSA: 26.02000
• Density: 1.137 g/cm³
• LogP: 3.00320
• Storage Temp.: 2-8°C
• Solubility.: 1.7g/l
• Water Solubility.: Insoluble. 0.1698 g/100 mL
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 143.073499291
• Heavy Atom Count: 11
• Complexity: 133
• Transport DOT Label: Poison

Purity/Quality:

99.9% ^*data from raw suppliers

1-Naphthylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,C,N
• Hazard Codes: C,N,Xn,T
• Statements: 34-51/53-22-45
• Safety Statements: 26-36/37/39-45-61-24-53

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Naphthylamines
• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2N
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes and skin. 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.
• Physical properties: White to yellow crystals or rhombic needles with an unpleasant odor. Becomes purplish-red on exposure to air. Odor threshold concentrations were 140–290 μg/m3 (quoted, Keith and Walters, 1992).
• Uses: 1-Naphthylamine is used as a chemical intermediate in the synthesis of a wide variety of chemicals, the most important of which include dyes, tonic prints, Toning prints made with cerium salts, antioxidants, and herbicides.

Technology Process of 1-Naphthylamine

There total 284 articles about 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: 98.0%

1-azidonaphthalene (6921-40-0) → 1-amino-naphthalene (134-32-7)

Guidance literature:

With D-glucose; potassium hydroxide; In water; at 85 ℃; for 0.166667h; chemoselective reaction; Green chemistry;

DOI:10.1039/c7gc01593c

Reference yield: 73.0%

α-naphthol (90-15-3) → 1-amino-naphthalene (134-32-7)

Guidance literature:

With sodium tetrahydroborate; 5%-palladium/activated carbon; hydrazine hydrate; lithium hydroxide; In 1,4-dioxane; at 170 ℃; for 16h; Molecular sieve; Inert atmosphere;

DOI:10.1039/c9sc00595a

Reference yield: 52.3%

naphthalene (91-20-3,71998-51-1,72931-45-4) → 1-amino-naphthalene (134-32-7) + 1,5-naphthalenediamine (2243-62-1)

Guidance literature:

With hydroxylamine hydrochloride; acetic acid; In water; at 80 ℃; for 4h; Reagent/catalyst; Temperature; Catalytic behavior;

DOI:10.1039/d0gc00633e

upstream raw materials:

acetamide

α-naphthol

2-furanoic acid

aniline

Downstream raw materials:

N-(2-hydroxyethyl)-1-naphthylamine

N-(1-naphthyl)pyrrolidine

N-1-naphthyl-3-oxobutyramide

N-(1-naphthyl)furan-2-carboxamide

Refernces

• 1、 Kovahic,Harrison. "-". . p. 207. Retrieved 1967.
• 2、 Horning,Horning,Platt. "". . p. 288. Retrieved 1948.
• 3、 Volpin et al.. "-". . p. 246. Retrieved 1971.
• 4、 Hao, Fang,Wang, Xin,Huang, Linfang,Xiong, Wei,Liu, Pingle,Luo, Hean. "One-step catalytic amination of naphthalene to naphthylamine with exceptional yield". . p. 2744 - 2749. Retrieved 2020.
• 5、 Renaud,Leitch. "-". . p. 34,38. Retrieved 1965.
• 6、 Reverdin,Crepieux. "-". . p. 682. Retrieved 1900.
• 7、 Pilicer, Samantha L.,Bakhshi, Pegah R.,Bentley, Keith W.,Wolf, Christian. "Biomimetic chirality sensing with pyridoxal-5′-phosphate". . p. 1758 - 1761. Retrieved 2017.
• 8、 Schrock, Alan A.,Schuster, Gary B.. "PHOTOCHEMISTRY OF NAPHTHYL AND PYRENYL AZIDES: CHEMICAL PROPERTIES OF THE TRANSIENT INTERMEDIATES PROBED BY LASER SPECTROSCOPY". . p. 5234 - 5240. Retrieved 1984.
• 9、 Goldblum,Montonna. "". . p. 179. Retrieved 1948.
• 10、 Shine,Tsai. "". . p. 1592. Retrieved 1958.