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| CAS No.: | 823-85-8 |
|---|---|
| Name: | 4-Fluorophenylhydrazine hydrochloride |
| Article Data: | 30 |
| Molecular Structure: | |
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|
|
| Formula: | C6H8ClFN2 |
| Molecular Weight: | 162.594 |
| Synonyms: | (4-fluorophenyl)hydrazine;(p-Fluorophenyl)hydrazine hydrochloride;Hydrazine, (4-fluorophenyl)-, monohydrochloride;(4-Fluorophenyl)hydrazine monohydrochloride;Hydrazine, (p-fluorophenyl)-, hydrochloride;4-Fluorophenylhydrazine HCl;4-Fluor Phenyl Hydrazine Hydrochloride;4-Fluorophenyl hydrazine HCl;4-Fluoro phenyl hydrazine Hcl;4-Fluorophenylhydrazinehydrochloride;4-Fluoro Phenylhydrazine Hydrochloride; |
| EINECS: | 212-521-2 |
| Melting Point: | 250 °C(lit.) |
| Boiling Point: | 226.7 °C at 760 mmHg |
| Flash Point: | 90.9 °C |
| Solubility: | soluble |
| Appearance: | light red powder |
| Hazard Symbols: |
 Xi,  Xn
|
| Risk Codes: | 36/37/38-43-40-20/21/22 |
| Safety: | 26-36-36/37/39-22 |
| PSA: | 38.05000 |
| LogP: | 2.68660 |
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3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate
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4-fluorophenyhydrazine hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride In ethyl acetate at 60℃; for 0.25h; Ring cleavage; | 88% |
| Conditions | Yield |
|---|---|
| Stage #1: 1-Bromo-4-fluorobenzene With potassium phosphate; copper(l) iodide; N,N′-bis(2,6-dimethylphenyl)oxalamide; cetyltrimethylammonim bromide In water at 80℃; for 0.25h; Schlenk technique; Inert atmosphere; Sealed tube; Stage #2: With hydrazine hydrate In water at 80℃; Inert atmosphere; Schlenk technique; Sealed tube; Stage #3: With hydrogenchloride In water pH=3 - 4; Inert atmosphere; Schlenk technique; Sealed tube; | 78% |
| Stage #1: 1-Bromo-4-fluorobenzene With potassium phosphate; N,N'-bis(2,5-dimethylpyrrol-1-yl)oxalamide; cetyltrimethylammonim bromide; copper(I) bromide In water at 110℃; for 0.166667h; Sealed tube; Inert atmosphere; Stage #2: With hydrazine hydrate In water at 110℃; for 1h; Sealed tube; Inert atmosphere; Stage #3: With hydrogenchloride In dichloromethane; water | 75% |
| Stage #1: 1-Bromo-4-fluorobenzene With nickel(II) bromide trihydrate; t-butoxycarbonylhydrazine; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 120℃; for 0.333333h; Irradiation; Flow reactor; Stage #2: With hydrogenchloride In 1,4-dioxane at 20℃; for 4h; Inert atmosphere; | 62% |
| Multi-step reaction with 2 steps 1: bis(triphenylphosphine)nickel(II) chloride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; sodium t-butanolate / 1,4-dioxane / 5 h / 50 °C / Inert atmosphere 2: hydrogenchloride / water / 20 °C View Scheme |
| Conditions | Yield |
|---|---|
| Stage #1: 4-fluoroaniline With hydrogenchloride In water at 20℃; for 2h; Stage #2: With sodium nitrite In water at 5℃; for 1h; Further stages; | 55% |
| With diazotizing agent; tin(ll) chloride Multistep reaction; | |
| Multi-step reaction with 2 steps 1: 1.) NaNO2, 2.) KOH, Na2SO3 / 2.) 60 deg C, 1 h 2: conc. HCl / 6 h / Heating View Scheme |
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water at 65℃; | 39.3% |
| With hydrogenchloride for 6h; Heating; Yield given; |
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4-fluorophenyhydrazine hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water at 20℃; | 35% |
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4-fluorophenyhydrazine hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride; tin(ll) chloride In water at 0℃; |
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4-fluorophenyhydrazine hydrochloride
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2-(5-fluoro-1H-indol-3-yl)-N,N-dimethylethanamine
| Conditions | Yield |
|---|---|
| With sulfuric acid for 2h; Heating; | 100% |
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methanol
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4-oxocyclohexanecarboxylic acid
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4-fluorophenyhydrazine hydrochloride
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methyl 6-fluoro-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylate
| Conditions | Yield |
|---|---|
| With sulfuric acid at 120℃; for 0.166667h; Fischer Indole Synthesis; Inert atmosphere; Microwave irradiation; | 100% |
| With sulfuric acid at 120℃; for 0.166667h; Inert atmosphere; Microwave irradiation; | 100% |
| Conditions | Yield |
|---|---|
| With acetic acid at 20℃; for 18h; | 99% |
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2-isopropyl-3-oxo-succinic acid diethyl ester
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4-fluorophenyhydrazine hydrochloride
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2-[(4-fluorophenyl)-hydrazono]-3-isopropyl-succinic acid diethyl ester
| Conditions | Yield |
|---|---|
| In water; acetonitrile at 40 - 50℃; for 24h; Large scale reaction; | 99% |
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Specification
The p-Fluorophenylhydrazine hydrochloride is an organic compound with the formula C6H8ClFN2. The IUPAC name of this chemical is (4-fluorophenyl)hydrazine hydrochloride. With the CAS registry number 823-85-8, it is also named as 1-(4-fluorophenyl)hydrazine hydrochloride. The product's categories are FluoroCompounds; Amines; Blocks; Chemical Intermediate for Flutroline; Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes; Phenylhydrazine; Hydrazines; Nitrogen Compounds; Organic Building Blocks. Besides, it is a light red powder, which should be stored in a closed cool and dry place. It is used as intermediates of dye and pharmaceutical.
Physical properties about p-Fluorophenylhydrazine hydrochloride are: (1)ACD/LogP: 1.70; (2)ACD/LogD (pH 5.5): 1.49; (3)ACD/LogD (pH 7.4): 1.69; (4)ACD/BCF (pH 5.5): 7.06; (5)ACD/BCF (pH 7.4): 11.38; (6)ACD/KOC (pH 5.5): 122.8; (7)ACD/KOC (pH 7.4): 197.97; (8)#H bond acceptors: 2; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 6.48 Å2; (12)Flash Point: 90.9 °C; (13)Enthalpy of Vaporization: 46.33 kJ/mol; (14)Boiling Point: 226.7 °C at 760 mmHg; (15)Vapour Pressure: 0.0805 mmHg at 25°C.
Uses of p-Fluorophenylhydrazine hydrochloride: it can be used to produce fluoro-6 tetrahydro-1,2,3,4 carbazolone-4 by heating. It will need reagent concd. HCl and solvent ethanol with reaction time of 3 hours. The yield is about 52%.
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When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. It has limited evidence of a carcinogenic effect and may cause sensitisation by skin contact. When you are using it, wear suitable gloves and eye/face protection and do not breathe dust.
You can still convert the following datas into molecular structure:
(1)SMILES: Fc1ccc(NN)cc1.Cl
(2)InChI: InChI=1/C6H7FN2.ClH/c7-5-1-3-6(9-8)4-2-5;/h1-4,9H,8H2;1H
(3)InChIKey: FEKUXLUOKFSMRO-UHFFFAOYAY
(4)Std. InChI: InChI=1S/C6H7FN2.ClH/c7-5-1-3-6(9-8)4-2-5;/h1-4,9H,8H2;1H
(5)Std. InChIKey: FEKUXLUOKFSMRO-UHFFFAOYSA-N