4-Fluorophenylhydrazine hydrochloride supplier

Name
4-Fluorophenylhydrazine hydrochloride
EINECS 212-521-2
CAS No. 823-85-8
Article Data30
CAS DataBase
Density
Solubility soluble
Melting Point 250 °C(lit.)
Formula C₆H₈ClFN₂
Boiling Point 226.7 °C at 760 mmHg
Molecular Weight 162.594
Flash Point 90.9 °C
Transport Information
Appearance light red powder
Safety 26-36-36/37/39-22
Risk Codes 36/37/38-43-40-20/21/22
Molecular Structure
Hazard Symbols Xi, Xn
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;
PSA 38.05000
LogP 2.68660

Synthetic route

: 5352-95-4
3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate

: 823-85-8
4-fluorophenyhydrazine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In ethyl acetate at 60℃; for 0.25h; Ring cleavage;	88%

: 460-00-4
1-Bromo-4-fluorobenzene

: 823-85-8
4-fluorophenyhydrazine hydrochloride

Conditions

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

: 371-40-4
4-fluoroaniline

: 823-85-8
4-fluorophenyhydrazine hydrochloride

Conditions

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

: 371-14-2
4-fluorophenylhydrazine

: 823-85-8
4-fluorophenyhydrazine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water at 65℃;	39.3%
With hydrogenchloride for 6h; Heating; Yield given;

: 1-(diphenylmethylene)-2-(4-fluorophenyl)hydrazine

: 823-85-8
4-fluorophenyhydrazine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water at 20℃;	35%

: C6H5FN2O

: 823-85-8
4-fluorophenyhydrazine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride In water at 0℃;

: 19718-92-4
4-(N,N-dimethylamino)butyraldehyde dimethyl acetal

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 22120-36-1
2-(5-fluoro-1H-indol-3-yl)-N,N-dimethylethanamine

Conditions

Conditions	Yield
With sulfuric acid for 2h; Heating;	100%

: 67-56-1
methanol

: 874-61-3
4-oxocyclohexanecarboxylic acid

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 1412449-34-3
methyl 6-fluoro-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylate

Conditions

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%

...Expand

: 1257542-03-2
C13H17N3O3

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 1257542-11-2
C17H15FN4O2

Conditions

Conditions	Yield
With acetic acid at 20℃; for 18h;	99%

: 59916-75-5
2-isopropyl-3-oxo-succinic acid diethyl ester

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 1260620-86-7
2-[(4-fluorophenyl)-hydrazono]-3-isopropyl-succinic acid diethyl ester

Conditions

Conditions	Yield
In water; acetonitrile at 40 - 50℃; for 24h; Large scale reaction;	99%

: C19H17N3O

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 1605292-97-4
1-benzyl-4-(1-(4-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-5-methyl-1H-1,2,3-triazole

Conditions

Conditions	Yield
In water for 1h; Solvent; Reflux; Green chemistry;	99%

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 460-00-4
1-Bromo-4-fluorobenzene

Conditions

Conditions	Yield
With boron tribromide; dimethyl sulfoxide at 80℃; for 1h;	99%

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 125037-37-8
(E)-5-(2-Dimethylamino-vinyl)-1-phenyl-1H-tetrazol

: N-(4-Fluoro-phenyl)-N'-[2-(1-phenyl-1H-tetrazol-5-yl)-eth-(E)-ylidene]-hydrazine

Conditions

Conditions	Yield
With water; acetic acid In methanol for 0.0833333h; Heating;	98%

: 563-80-4
3-methyl-butan-2-one

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 54136-23-1
2,3,3-trimethyl-5-fluoro-3H-indole

Conditions

Conditions	Yield
With acetic acid at 80℃;	98%
With perchloric acid In ethanol Fischer indolization; Heating;	88%
With acetic acid Reflux;	84%

: 17159-79-4
ethyl 4-oxocyclohexane-1-carboxylate

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 322725-63-3
6-fluoro-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
In ethanol for 16h; Product distribution / selectivity; Fischer Indole Synthesis; Heating / reflux;	98%
In ethanol for 16h; Reflux;	98%
In ethanol for 16h; Reflux;	93%
In ethanol for 16h; Heating / reflux;	93%
In ethanol Fisher indole condensation; Heating;	79%

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 123-11-5
4-methoxy-benzaldehyde

: 22889-29-8
1-(4-methoxybenzylidene)-2-(4-fluorophenyl)hydrazine

Conditions

Conditions	Yield
In ethanol for 1.66667h; Heating;	98%
With Tri-n-octylamine In methanol at 20℃; for 0.166667h;

: 131543-46-9
Glyoxal

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 946505-07-3
(E)-2-[2-(4-fluorophenyl)hydrazineylidene]acetaldehyde

Conditions

Conditions	Yield
With acetic acid In water for 2.33333h;	98%
In water; acetic acid for 2.33h;	98%
With acetic acid In water for 2.33333h;	98%

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 108-94-1
cyclohexanone

: 2367-17-1
6-fluoro-1,2,3,4-tetrahydrocarbazole

Conditions

Conditions	Yield
With 1,3,5-trichloro-2,4,6-triazine In ethanol at 80℃; for 2h; Fischer Indole Synthesis;	98%
With acetic acid for 8h; Reflux;	93%
With ammonium cerium (IV) nitrate In methanol for 2.5h; Fischer indole synthesis; Reflux;	90%

: C20H19N3O

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 1605292-99-6
1-benzyl-4-(1-(4-fluorophenyl)-5-p-tolyl-4,5-dihydro-1H-pyrazol-3-yl)-5-methyl-1H-1,2,3-triazole

Conditions

Conditions	Yield
In water for 1.5h; Solvent; Reflux; Green chemistry;	98%

: 874-23-7
2-acetylcyclohexanone

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 2-(4-fluorophenyl)-3-methyl-4,5,6,7-tetrahydro-2H -indazole

Conditions

Conditions	Yield
In neat (no solvent) at 150℃; for 0.0333333h; Paal-Knorr Pyrrole Synthesis; Microwave irradiation; Green chemistry;	98%

: 17159-79-4
ethyl 4-oxocyclohexane-1-carboxylate

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 907211-31-8
6-fluoro-2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid

Conditions

Conditions	Yield
Stage #1: ethyl 4-oxocyclohexane-1-carboxylate; 4-fluorophenyhydrazine hydrochloride In ethanol at 40 - 82℃; for 2h; Stage #2: With sodium hydroxide In ethanol; water at 40 - 82℃; for 1h; Stage #3: With hydrogenchloride In ethanol; water at 20 - 70℃; for 1.33333h; Product distribution / selectivity;	97.5%

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 123-06-8
Ethoxymethylenemalononitrile

: 51516-70-2
5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile

Conditions

Conditions	Yield
	97%
With sodium ethanolate; sodium hydride In ethanol at 20℃; for 2h; Heating / reflux;	86%
With triethylamine In ethanol at 50℃; for 2h;	46%

: 5-(2,4-dichlorophenyl)tetrahydrothiophen-3-one

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 1171818-89-5
2-(2,4-dichlorophenyl)-7-fluoro-3,4-dihydro-2H-thieno[3,2-b]indole

Conditions

Conditions	Yield
In ethanol at 90℃; under 1500.15 Torr; for 0.0666667h; Fischer indole synthesis; Microwave irradiation;	97%

: C19H16BrN3O

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 1605293-01-3
1-benzyl-4-(5-(4-bromophenyl)-1-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-3-yl)-5-methyl-1H-1,2,3-triazole

Conditions

Conditions	Yield
In water for 1.5h; Solvent; Reflux; Green chemistry;	97%

: 57077-20-0
C16H13ClO3S

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 1-(4-fluorophenyl)-5-(4-chlorophenyl)-3-(4-(methylsulfonyl)phenyl)-4,5-dihydro-1H-pyrazole

Conditions

Conditions	Yield
In acetic acid for 8h; Reflux;	97%

: C21H20Cl2O2

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: trans-4,6-di(4-chlorophenyl)-10-fluoro-2,3,3a,4-tetrahydro-1H-pyrido[3,2,1-jk]carbazole

Conditions

Conditions	Yield
In water at 130 - 140℃; Microwave irradiation;	96%

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 286472-03-5
2,3-dihydrothiopyrano[2,3-b]pyridin-4(4H)-one

: N-(2,3-dihydro-thiopyrano[2,3-b]pyridin-4-ylidene)-N'-(4-fluoro-phenyl)-hydrazine

Conditions

Conditions	Yield
In ethanol Condensation; Heating;	95%

: 110-87-2
3,4-dihydro-2H-pyran

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 141071-80-9
3-(5-fluoro-1H-indol-3-yl)propan-1-ol

Conditions

Conditions	Yield
In 1,4-dioxane; water at 90℃; Fischer indole synthesis;	95%
With sulfuric acid In N,N-dimethyl acetamide at 100℃; for 2h; Fischer indole reaction;	90%
With acetic acid In water at 20 - 100℃; for 1.36667h; Fischer indole synthesis;	88%

: 3-(hydroxymethylene)-7-methoxy-2,2-dimethyl-2,3-dihydrochromen-4-one

: 823-85-8
4-fluorophenyhydrazine hydrochloride

A: 1013658-71-3
C19H17FN2O2

B: 1013658-78-0
C19H17FN2O2

Conditions

Conditions	Yield
With acetic acid In methanol at 30℃; for 1h;	A 95% B n/a

...Expand

: 1191-99-7
2,3-dihydro-2H-furan

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 101349-12-6
2-(5-fluoro-1H-indol-3-yl)ethanol

Conditions

Conditions	Yield
Stage #1: 4-fluorophenyhydrazine hydrochloride With sulfuric acid In N,N-dimethyl acetamide; water at 100℃; Fischer Indole Synthesis; Microwave irradiation; Stage #2: 2,3-dihydro-2H-furan In N,N-dimethyl acetamide; water at 20 - 100℃; for 2h;	95%
With montmorillonite K-10 In N,N-dimethyl acetamide; water at 80℃; for 2h;	68%
Stage #1: 4-fluorophenyhydrazine hydrochloride With ammonium chloride In 2-methyltetrahydrofuran; water at 70℃; for 1h; Fischer Indole Synthesis; Inert atmosphere; Stage #2: 2,3-dihydro-2H-furan In 2-methyltetrahydrofuran; water at 70℃; Reagent/catalyst; Solvent; Concentration; Fischer Indole Synthesis; Inert atmosphere;	65%

: 917984-28-2
C12H16O4

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 1048990-38-0
C18H19FN2O2

Conditions

Conditions	Yield
With sodium acetate; acetic acid In acetic acid at 20℃;	95%

: 5-(4-chlorophenyl)dihydro-3(2H)-thiophenone

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 1171818-87-3
2-(4-chlorophenyl)-7-fluoro-3,4-dihydro-2H-thieno[3,2-b]indole

Conditions

Conditions	Yield
In ethanol at 90℃; under 1500.15 Torr; for 0.0833333h; Fischer indole synthesis; Microwave irradiation;	95%

: 1171818-93-1
C10H9ClOS

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 1171818-90-8
2-(2-chlorophenyl)-7-fluoro-3,4-dihydro-2H-thieno[3,2-b]indole

Conditions

Conditions	Yield
In ethanol at 90℃; under 1500.15 Torr; for 0.0666667h; Fischer indole synthesis; Microwave irradiation;	95%

: 36748-19-3
4,5-dihydro-5-phenyl-3(2H)-thiophenone

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 1171818-86-2
7-fluoro-2-phenyl-3,4-dihydro-2H-thieno[3,2-b]indole

Conditions

Conditions	Yield
In ethanol at 90℃; under 1500.15 Torr; for 0.0833333h; Fischer indole synthesis; Microwave irradiation;	95%

: 823-85-8
4-fluorophenyhydrazine hydrochloride

dihydrofuran: dihydrofuran

: 101349-12-6
2-(5-fluoro-1H-indol-3-yl)ethanol

Conditions

Conditions	Yield
Stage #1: 4-fluorophenyhydrazine hydrochloride With sulfuric acid In ISOPROPYLAMIDE; water at 20 - 100℃; Microwave irradiation; Stage #2: dihydrofuran In ISOPROPYLAMIDE; water at 100 - 175℃; for 0.666667h; Microwave irradiation;	95%

: 823-85-8
4-fluorophenyhydrazine hydrochloride

dihydropyran: dihydropyran

: 141071-80-9
3-(5-fluoro-1H-indol-3-yl)propan-1-ol

Conditions

Conditions	Yield
Stage #1: 4-fluorophenyhydrazine hydrochloride With sulfuric acid In ISOPROPYLAMIDE; water at 20 - 100℃; Microwave irradiation; Stage #2: dihydropyran In ISOPROPYLAMIDE; water at 100 - 175℃; for 0.666667h; Microwave irradiation;	95%

4-Fluorophenylhydrazine hydrochloride 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%.

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

Product Name

4-Fluorophenylhydrazine hydrochloride

Synthetic route

4-Fluorophenylhydrazine hydrochloride Specification

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