| Identification | More | [Name]
Fluoronaphthalene | [CAS]
321-38-0 | [Synonyms]
1-FLUORONAPHTHALENE
1-FLUORONAPTHALENE
Fluoronaphthalene
1-Fluornaftalen
1-fluoro-naphthalen
alpha-Fluoronaphthalene
1-FLUORONAPHTHALENE, 1000MG, NEAT
I-Fluoronaphthalene
1-Fluoronaphthalene99%
1-Fluoronaphthalene,98%
48720-u
I-Fluornaphthalin
1-Fluoronaphthalene solution | [EINECS(EC#)]
206-287-0 | [Molecular Formula]
C10H7F | [MDL Number]
MFCD00003873 | [Molecular Weight]
146.16 | [MOL File]
321-38-0.mol |
| Chemical Properties | Back Directory | [Appearance]
clear slightly yellow to yellow-brown liquid | [Melting point ]
-13 °C (lit.) | [Boiling point ]
215 °C (lit.) | [density ]
1.1322 g/mL at 20 °C(lit.)
| [refractive index ]
n20/D 1.593(lit.)
| [Fp ]
150 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform, Ethyl Acetate, Methanol | [form ]
Oil | [color ]
Colourless to Yellow | [Specific Gravity]
1.332 | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
Not miscible or difficult to mix in water. | [Detection Methods]
HPLC,NMR | [BRN ]
1906413 | [InChIKey]
CWLKTJOTWITYSI-UHFFFAOYSA-N | [CAS DataBase Reference]
321-38-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Naphthalene, 1-fluoro-(321-38-0) | [EPA Substance Registry System]
321-38-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R63:Possible risk of harm to the unborn child.
R43:May cause sensitization by skin contact.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R45:May cause cancer. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37:Wear suitable protective clothing and gloves .
S24/25:Avoid contact with skin and eyes .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S53:Avoid exposure-obtain special instruction before use . | [RIDADR ]
UN2810 | [WGK Germany ]
3 | [RTECS ]
QJ7100000 | [Hazard Note ]
Flammable | [TSCA ]
T | [HazardClass ]
IRRITANT | [HS Code ]
29039990 |
| Raw materials And Preparation Products | Back Directory | [Preparation Products]
4-Fluoronaphtalene-1-boronic acid-->2-(1-FLUORONAPHTHALEN-4-YL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE-->(R)-N,N-dimethyl-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propan-1-amine-->Duloxetine-->3-Bromo-1-fluoronaphthalene-->(S)-(+)-N,N-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine-->2-(1-NAPHTHYLENE)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE-->1-fluoro-2-iodonaphthalene-->4-FLUORONAPHTHALENE-1-SULFONYL CHLORIDE-->(S)-N,N-DIMETHYL-[3-(2-THIENYL)-3-(1-NAPHTHYLOXY)PROPYL]AMINE--PHOSPHORIC ACID (1:1)-->3-Bromo-1-fluoro-2-iodonaphthalene-->(S)-N,N-DIMETHYL-[3-(2-THIENYL)-3-(1-NAPHTHYLOXY)PROPYL]AMINE--PHOSPHORIC ACID (1:1)-->Duloxetine Impurity 4 |
| Hazard Information | Back Directory | [General Description]
Needles. | [Reactivity Profile]
Simple aromatic halogenated organic compounds, such as 1-FLUORONAPHTHALENE(321-38-0), 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. | [Air & Water Reactions]
Insoluble in water. | [Chemical Properties]
clear slightly yellow to yellow-brown liquid | [Uses]
A fluorinated naphthalene derivative that is metabolized by fungal monooxygenase-epoxide hydrolase. Duloxetine (D721000) impurity. | [Application]
1-Fluoronaphthalene was used in t-BuLi-mediated synthesis of 6-substituted phenanthridines. It was also used in the synthesis of LY248686, a potent inhibitor of serotonin and norepinephrine uptake. | [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%.
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