1-Fluoronaphthalene

Base Information

• Chemical Name: 1-Fluoronaphthalene
• CAS No.: 321-38-0
• Molecular Formula: C10H7F
• Molecular Weight: 146.164
• Hs Code.: 2903999090
• European Community (EC) Number: 206-287-0
• NSC Number: 4690
• UN Number: 2810
• UNII: 0920702UT7
• DSSTox Substance ID: DTXSID7059808
• Nikkaji Number: J9.228B
• Wikipedia: 1-Fluoronaphthalene
• Wikidata: Q18923301
• Mol file: 321-38-0.mol

Synonyms:1-fluoronaphthalene

Chemical Property of 1-Fluoronaphthalene

Chemical Property:

• Appearance/Colour: clear slightly yellow to yellow-brown liquid
• Vapor Pressure: 0.0392mmHg at 25°C
• Melting Point: -13 °C(lit.)
• Refractive Index: n20/D 1.593(lit.)
• Boiling Point: 215 °C at 760 mmHg
• Flash Point: 65.6 °C
• PSA: 0.00000
• Density: 1.144 g/cm³
• LogP: 2.97890
• Storage Temp.: room temp
• Solubility.: slightly soluble in water, well soluble in chloroform, ethyl acetate, and methanol.
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 146.053178385
• Heavy Atom Count: 11
• Complexity: 133
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

1-Fluoronaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,F,T,Xn
• Statements: 36/37/38-63-43-23/24/25-45-40
• Safety Statements: 26-36-36/37-24/25-23-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2F
• Uses: 1-Fluoronaphthalene is a fluorinated naphthalene derivative that is metabolized by fungal monooxygenase-epoxide hydrolase. It is also used as a pharmaceutical intermediate. It is Duloxetine impurity.

Technology Process of 1-Fluoronaphthalene

There total 52 articles about 1-Fluoronaphthalene 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: 99.8%

1-amino-naphthalene (134-32-7) → 1-Fluoronaphthalene (321-38-0)

Guidance literature:

1-amino-naphthalene; With hydrogenchloride; sodium nitrite; In water; at 5 - 75 ℃;

With tetrafluoroboric acid; In water; for 0.25h;

at 85 - 90 ℃; Temperature;

Reference yield: 82.0%

1-Naphthylboronic acid (13922-41-3) → 1-Fluoronaphthalene (321-38-0)

Guidance literature:

1-Naphthylboronic acid; With sodium hydroxide; In methanol; at 23 ℃; for 0.25h; Inert atmosphere;

With silver trifluoromethanesulfonate; In methanol; at 0 ℃; for 0.5h; Inert atmosphere;

With Selectfluor; In acetone; at 23 ℃; for 1h; regiospecific reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol901113t

Reference yield: 82.0%

C14H9FN2O → 1-Fluoronaphthalene (321-38-0)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; ethyl-diphenyl-phosphane; In toluene; at 130 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acscatal.6b03040

upstream raw materials:

1-amino-naphthalene

1-naphthyldiazonium tetrafluoroborate

naphthalene

1-(1-naphthyl)ethanol

Downstream raw materials:

1-naphthalen-1-yl-piperidine

N-(2-naphthyl)piperidine

naphthalene

N,N-diethyl-1-naphthylamine

Refernces

• 1、 Zupan, Marko,Iskra, Jernej,Stavber, Stojan. "Solvent effects in the fluorination of aromatic molecules with 'F-TEDA-BF4'". . p. 7 - 8. Retrieved 1995.
• 2、 -. "Preparation method of 1-fluoronaphthalene". Paragraph 0060-0089. . Retrieved 2021/05/12.
• 3、 Xing, Bo,Ni, Chuanfa,Hu, Jinbo. "Hypervalent Iodine(III)-Catalyzed Balz–Schiemann Fluorination under Mild Conditions". . p. 9896 - 9900. Retrieved 2018/07/31.