321-38-0 Usage
Description
1-Fluoronaphthalene is a fluorinated naphthalene derivative that appears as needles and is characterized by its clear slightly yellow to yellow-brown liquid chemical properties. It is metabolized by fungal monooxygenase-epoxide hydrolase and is commonly used as a pharmaceutical intermediate and as an impurity in the production of Duloxetine.
Uses
Used in Pharmaceutical Industry:
1-Fluoronaphthalene is used as a pharmaceutical intermediate for its role in the synthesis of various drugs. It serves as a key component in the production of LY248686, a potent inhibitor of serotonin and norepinephrine uptake, which is beneficial for the development of medications targeting mood disorders and other related conditions.
Used in Chemical Synthesis:
1-Fluoronaphthalene is used as a starting material or intermediate in the synthesis of various organic compounds, such as 6-substituted phenanthridines. This application is particularly relevant in the field of organic chemistry, where it contributes to the development of new molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Used in Research and Development:
As a fluorinated naphthalene derivative, 1-Fluoronaphthalene is utilized in research and development for the study of its chemical properties, reactivity, and potential applications in various fields. Its unique structure and properties make it an interesting compound for scientists to explore and develop new methodologies and applications.
Preparation
The preparation of 1-Fluoronaphthalene is as follows:1) Diazotization reaction: 1500 g of hydrochloric acid (mass concentration: 25%) and 300 g of naphthylamine were added to a 3000 mL three-necked flask, stirred and heated to 75 ° C to dissolve, and the temperature was lowered to below 5 ° C, and 148 g was slowly added at this temperature. Sodium nitrite, stirred at low temperature for 0.3 hours after the addition, to obtain a diazonium salt solution;2) Substitution reaction: 360 g of fluoroboric acid solution (concentration: 45%) was added to the resulting solution obtained in the step 1), stirred for 0.25 h, filtered, and the filter cake was dried at a temperature of 50 ° C for 0.2 h to obtain Dry naphthylamine diazonium salt fluoroborate double salt;3) Hot air decomposition: the dried diazonium salt fluoroborate double salt is slowly added to the reactor through which hot air (hot air temperature is 85-90 ° C), and the dried powdered naphthylamine diazonium salt fluoroborate double salt is The hot air blows up the dispersion and absorbs the heat for thermal decomposition to obtain a 1-fluoronaphthalene solution containing a small amount of solid impurities;4) Purification treatment: the 1-fluoronaphthalene solution obtained in the step 3) is first washed with pure water for 3 to 6 times, then neutralized with a soda ash to a pH of 6.8 to 7.2, and finally the oil layer is separated by filtration, and the filtrate is taken. The distillation treatment gave 210 g of a naphthalene-based fluorine-containing intermediate 1-fluoronaphthalene in an amount of 99.8%.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Simple aromatic halogenated organic compounds, such as Fluoronaphthalene, are very unreactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Materials in this group may be incompatible with strong oxidizing and reducing agents. Also, they may be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.
Check Digit Verification of cas no
The CAS Registry Mumber 321-38-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,2 and 1 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 321-38:
(5*3)+(4*2)+(3*1)+(2*3)+(1*8)=40
40 % 10 = 0
So 321-38-0 is a valid CAS Registry Number.
InChI:InChI=1/C12H9F/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10/h1-9H
321-38-0Relevant articles and documents
N-Fluorolactams: Rapid, Mild, and Regiospecific Fluorinating Agents
Satyamurthy, N.,Bida, Gerald T.,Phelps, Michael E.,Barrio, Jorge R.
, p. 3373 - 3374 (1990)
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Ruthenium-catalyzed nucleophilic fluorination of halobenzenes
Konovalov, Andrey I.,Gorbacheva, Evgeniya O.,Miloserdov, Fedor M.,Grushin, Vladimir V.
, p. 13527 - 13530 (2015)
The first π-coordination-catalyzed nucleophilic fluorination of unactivated aryl halides has been demonstrated. Chlorobenzene reacts with alkali metal fluorides (CsF, KF) in the presence of a Cp?Ru catalyst at 120-180°C to give fluorobenzene.
Naphthalene-based fluorine-containing intermediate 1-fluoronaphthalene synthesis method
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Paragraph 0012; 0025-0054, (2019/01/21)
The invention discloses a naphthalene-based fluorine-containing intermediate 1-fluoronaphthalene synthesis method, which comprises: 1) diazotization reaction: mixing alpha-naphthylamine and a hydrochloric acid solution, adding sodium nitrite, and carrying out a diazotization reaction to obtain a diazonium salt solution; 2) substitution reaction: adding fluoroboric acid to the diazonium salt solution, carrying out a substitution reaction, and sequentially carrying out filtering and drying on the solid phase product after the reaction to obtain an alpha-naphthylamine-diazonium salt-fluoroboric acid compound salt; 3) hot air decomposition: carrying out hot air decomposition on the alpha-naphthylamine-diazonium salt-fluoroboric acid compound salt to obtain a 1-fluoronaphthalene solution; and 4) purification treatment: purifying the 1-fluoronaphthalene solution to obtain the naphthalene-based fluorine-containing intermediate 1-fluoronaphthalene. According to the present invention, the hot air is used as the heat source, the alpha-naphthylamine-diazonium salt-fluoroboric acid compound salt is decomposed after the alpha-naphthylamine-diazonium salt-fluoroboric acid compound salt absorbs the hot air energy, and the decomposing reaction is stably performed in the hot air flow, such that the reaction process is easily controlled, the reaction process has less dangerous and harmful factors, the safety degree is high, and the flammable and explosive rick sources are eliminated.
Application of trivalent iodine compounds as catalysts in Bal-Schiemann reaction
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Paragraph 0152; 0158, (2018/10/19)
The invention discloses an application of trivalent iodine compounds shown in formula I and/or II in the description and used as catalysts in Bal-Schiemann reaction. The trivalent iodine compounds areused as the catalysts in the Bal-Schiemann reaction, so that the Bal-Schiemann reaction can be conducted at room temperature or near room temperature when a thermochemical method is used, and the reaction has mild reaction conditions, wide substrate use range and short reaction time, and is safe and easy to operate, products are easy to separate, and raw materials are simple and low in toxicity.