3-Fluoro-4-Nitrophenol supplier

Name
3-Fluoro-4-nitrophenol
EINECS 206-895-6
CAS No. 394-41-2
Article Data11
CAS DataBase
Density 1.512 g/cm³
Solubility
Melting Point 93-95 °C(lit.)
Formula C₆H₄FNO₃
Boiling Point 323.565 °C at 760 mmHg
Molecular Weight 157.101
Flash Point 149.487 °C
Transport Information
Appearance light yellow to beige powder
Safety 26-36/37/39
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 2-Fluoro-4-hydroxy-1-nitrobenzene;4-Nitro-3-fluorophenol;
PSA 66.05000
LogP 1.96270

Synthetic route

: 372-20-3
3-fluorophenol

A: 446-36-6
5-fluoro-2-nitrophenol

B: 385-01-3
2-nitro-3-fluorophenol

C: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
With nitric acid; acetic acid at 15 - 26℃; for 1.5 - 2h; Product distribution / selectivity;	A n/a B n/a C 27%

...Expand

: 372-20-3
3-fluorophenol

A: 446-36-6
5-fluoro-2-nitrophenol

B: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
With sodium nitrate; sulfuric acid

: 372-20-3
3-fluorophenol

: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
With sodium nitrate; sulfuric acid
With ferric nitrate In tetrahydrofuran at 42℃;
With nitric acid In water at 8 - 10℃; for 0.5h; Time; Cooling with ice;

: 372-20-3
3-fluorophenol

: 7664-93-9
sulfuric acid

sodium nitrate: sodium nitrate

A: 446-36-6
5-fluoro-2-nitrophenol

B: 394-41-2
3-fluoro-4-nitrophenol

...Expand

: 872618-18-3
3-fluoro-4-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranoside

: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
With human recombinant O-GlcNAcase, wild type In dimethyl sulfoxide at 37℃; Kinetics; aq. phosphate buffer; Enzymatic reaction;

: 1160363-27-8
3-fluoro-4-nitrophenyl 2-deoxy-2-difluoroacetamido-β-D-glucopyranoside

: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
With human recombinant O-GlcNAcase, wild type In dimethyl sulfoxide at 37℃; Kinetics; aq. phosphate buffer; Enzymatic reaction;

: 1160363-28-9
3-fluoro-4-nitrophenyl 2-deoxy-2-trifluoroacetamido-β-D-glucopyranoside

: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
With human recombinant O-GlcNAcase, wild type In dimethyl sulfoxide at 37℃; Kinetics; aq. phosphate buffer; Enzymatic reaction;

: 1200828-97-2
C17H23FN2O8

: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
With human recombinant O-GlcNAcase, wild type In dimethyl sulfoxide at 37℃; Kinetics; aq. phosphate buffer; Enzymatic reaction;

: 1160363-26-7
3-fluoro-4-nitrophenyl-2-deoxy-2-fluoroacetamido-β-D-glucopyranoside

: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
With human recombinant O-GlcNAcase, wild type In dimethyl sulfoxide at 37℃; Kinetics; aq. phosphate buffer; Enzymatic reaction;

: C6H4FN2

: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: copper(II) sulfate; sulfuric acid; water / 100 °C 2: nitric acid / water / 0.5 h / 8 - 10 °C / Cooling with ice View Scheme

: 372-19-0
meta-fluoroaniline

: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium nitrite / 1 h / Cooling with ice; Ionic liquid 1.2: 1 h 2.1: copper(II) sulfate; sulfuric acid; water / 100 °C 3.1: nitric acid / water / 0.5 h / 8 - 10 °C / Cooling with ice View Scheme

: 446-35-5
2,4-Difluoronitrobenzene

: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium methylate / 5.5 h / 45 °C / Inert atmosphere 2: benzene; aluminum (III) chloride / 11 h / 45 °C View Scheme

: 446-38-8
2-fluoro-4-methoxy-1-nitro-benzene

: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
With aluminum (III) chloride; benzene at 45℃; for 11h;

: 5470-65-5
3-bromo-4-nitrophenol

: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
With potassium fluoride In dimethyl sulfoxide at 40℃; for 5h; Temperature;

: 100-02-7
4-nitro-phenol

: 394-41-2
3-fluoro-4-nitrophenol

Conditions

Conditions	Yield
With potassium fluoride; copper

: 394-41-2
3-fluoro-4-nitrophenol

: 399-95-1
4-amino-3-fluorophenol

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon In tetrahydrofuran; ethanol at 20℃; for 4.5h;	100%
With iron; acetic acid In ethyl acetate for 3h; Heating / reflux;	98%
With hydrogen; palladium 10% on activated carbon In ethyl acetate for 4h;	97%

: 394-41-2
3-fluoro-4-nitrophenol

: 74-88-4
methyl iodide

: 446-38-8
2-fluoro-4-methoxy-1-nitro-benzene

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 48h; Darkness; Sonication;	100%
With potassium carbonate at 20℃;	100%
With potassium carbonate In acetone at 20℃; for 14h;	99%

: 394-41-2
3-fluoro-4-nitrophenol

: 100-39-0
benzyl bromide

: 221040-07-9
4-benzyloxy-2-fluoro-1-nitrobenzene

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; caesium carbonate In N,N-dimethyl-formamide	100%
With tetra-(n-butyl)ammonium iodide; caesium carbonate In N,N-dimethyl-formamide at 25℃; for 24h;	97%
With sodium carbonate In N,N-dimethyl-formamide	97%

: 394-41-2
3-fluoro-4-nitrophenol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 205700-47-6
4-(tert-butyl-diphenyl-silanyloxy)-2-fluoro-phenylamine

Conditions

Conditions	Yield
Stage #1: 3-fluoro-4-nitrophenol; tert-butylchlorodiphenylsilane With 1H-imidazole In DMF (N,N-dimethyl-formamide) at 20℃; for 4h; Stage #2: With hydrogen; palladium 10% on activated carbon In ethyl acetate under 2068.65 Torr; for 18h;	100%

: 394-41-2
3-fluoro-4-nitrophenol

: 18107-18-1
diazomethyl-trimethyl-silane

: 446-38-8
2-fluoro-4-methoxy-1-nitro-benzene

Conditions

Conditions	Yield
Stage #1: 3-fluoro-4-nitrophenol With N-ethyl-N,N-diisopropylamine In methanol; acetonitrile at 0℃; for 0.5h; Stage #2: diazomethyl-trimethyl-silane With methanol In acetonitrile at 20℃; for 18h;	100%

: 394-41-2
3-fluoro-4-nitrophenol

: 124-41-4
sodium methylate

: 16292-95-8
4-nitro-3-methoxyphenol

Conditions

Conditions	Yield
With potassium carbonate In methanol for 168h; Reflux;	100%
Stage #1: 3-fluoro-4-nitrophenol; sodium methylate In methanol at 50℃; Stage #2: With hydrogenchloride In methanol; water	100%

: 394-41-2
3-fluoro-4-nitrophenol

: 69739-34-0
t-butyldimethylsiyl triflate

: 1-(tert-butyldimethylsilyl)oxy-3-fluoro-4-nitrobenzene

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 16h;	100%

: 358-23-6
trifluoromethylsulfonic anhydride

: 394-41-2
3-fluoro-4-nitrophenol

: 256935-94-1
trifluoromethanesulfonic acid 3-fluoro-4-nitrophenyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 3h;	98%
With triethylamine In dichloromethane; water	98%
With triethylamine In dichloromethane at 0 - 20℃; for 18h;	85.1%

: 394-41-2
3-fluoro-4-nitrophenol

: 86940-97-8
(R)-(+)-2,2,4-trimethyl-4-(hydroxymethyl)-1,3-dioxolane

: 956599-48-7
4-nitro-3-(2,2,4-trimethyl-[1,3]dioxolan-4-ylmethoxy)-phenol

Conditions

Conditions	Yield
Stage #1: (R)-(+)-2,2,4-trimethyl-4-(hydroxymethyl)-1,3-dioxolane With potassium tert-butylate In methylpyrrolidine, 1-; toluene at 25℃; for 0.833333h; Stage #2: 3-fluoro-4-nitrophenol In methylpyrrolidine, 1-; toluene at 65℃; for 1.5h;	98%
Stage #1: 3-fluoro-4-nitrophenol; (R)-(+)-2,2,4-trimethyl-4-(hydroxymethyl)-1,3-dioxolane With potassium tert-butylate In toluene; acetonitrile at 65 - 70℃; for 1h; Stage #2: With hydrogenchloride In water pH=5; Product distribution / selectivity;

: 16427-44-4
2-methoxyethyl methanesulfonate

: 394-41-2
3-fluoro-4-nitrophenol

: 625119-89-3
2-methoxy-4-(2-methoxyethoxy)-1-nitrobenzene

Conditions

Conditions	Yield
With caesium carbonate In butanone for 19h; Heating / reflux;	98%
With caesium carbonate In butanone for 19h; Heating / reflux;	98%

: 394-41-2
3-fluoro-4-nitrophenol

: 56-40-6
glycine

: N-(5-hydroxy-2-nitrophenyl)-amino acetic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium bicarbonate In ethanol; water	98%

: 394-41-2
3-fluoro-4-nitrophenol

: 108-24-7
acetic anhydride

: 1044232-35-0
C8H6FNO4

Conditions

Conditions	Yield
samarium(III) trifluoromethanesulfonate at 20℃; for 0.166667h;	98%

: 394-41-2
3-fluoro-4-nitrophenol

: 74-89-5
methylamine

: 14703-79-8
3-(methylamino)-4-nitrophenol

Conditions

Conditions	Yield
In water at 85℃; for 5h;	98%
In water at 85℃; for 5h;	95%
In water at 80℃; for 18h; Sealed tube; Inert atmosphere;	84%
In water at 85℃; for 5h;
In water at 80℃; for 18h; Inert atmosphere; Sealed tube;

: 64-67-5
diethyl sulfate

: 394-41-2
3-fluoro-4-nitrophenol

: 28987-48-6
4-ethoxy-2-fluoro-1-nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1.5h;	98%

: 394-41-2
3-fluoro-4-nitrophenol

: 3747-74-8
2-(chloromethyl)quinoline monohydrochloride

: 2-[(3-fluoro-4-nitrophenoxy)methyl]quinoline

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃; for 1.5h;	98%

: 5445-17-0
Methyl 2-bromopropionate

: 394-41-2
3-fluoro-4-nitrophenol

: 868232-59-1
methyl 2-(3-fluoro-4-nitrophenoxy)propionate

Conditions

Conditions	Yield
With potassium carbonate In acetone Heating;	97%

: 394-41-2
3-fluoro-4-nitrophenol

: 616-74-0
4,6-dinitroresorcinol

Conditions

Conditions	Yield
Stage #1: 3-fluoro-4-nitrophenol With water; potassium hydroxide at 80℃; for 2h; Stage #2: With sulfuric acid; nitric acid at 30℃; for 1h; Temperature; Reagent/catalyst;	96.4%

: 394-41-2
3-fluoro-4-nitrophenol

: 75-03-6
ethyl iodide

: 28987-48-6
4-ethoxy-2-fluoro-1-nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In butanone at 0 - 40℃; reflux;	96%
With caesium carbonate In acetonitrile at 50℃;
With potassium carbonate In butanone at 85℃; for 2.5h;

: 111-83-1
1-bromo-octane

: 394-41-2
3-fluoro-4-nitrophenol

: 187329-15-3
2-fluoro-4-octyloxynitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; Inert atmosphere; Sonication; Darkness;	95%
With potassium carbonate In acetone Heating;

: 86884-87-9
(4RS)-4-hydroxymethyl-2,2,4-trimethyl-1,3-dioxolane

: 394-41-2
3-fluoro-4-nitrophenol

: 956599-27-2
(R,S)-4-nitro-3-(2,2,4-trimethyl-[1,3]dioxolan-4-ylmethoxy)-phenol

Conditions

Conditions	Yield
Stage #1: (4RS)-4-hydroxymethyl-2,2,4-trimethyl-1,3-dioxolane; 3-fluoro-4-nitrophenol With potassium tert-butylate In 1-methyl-pyrrolidin-2-one; toluene at 20 - 65℃; for 1.5h; Stage #2: With acetic acid In 1-methyl-pyrrolidin-2-one; water; toluene Product distribution / selectivity;	95%

trifluoroaceticmethanesulfonic anhydride: trifluoroaceticmethanesulfonic anhydride

: 394-41-2
3-fluoro-4-nitrophenol

: 256935-94-1
trifluoromethanesulfonic acid 3-fluoro-4-nitrophenyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane; ethyl acetate	95%

: 394-41-2
3-fluoro-4-nitrophenol

: 31106-82-8
2-(bromomethyl)pyridine hydrobromide

: 3-fluoro-4-nitrophenyl pyridin-2-ylmethyl ether

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃; for 2h;	95%

: 394-41-2
3-fluoro-4-nitrophenol

: 67-63-0
isopropyl alcohol

: 194737-98-9
3-isopropoxy-4-nitrophenol

Conditions

Conditions	Yield
Stage #1: isopropyl alcohol With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: 3-fluoro-4-nitrophenol In tetrahydrofuran for 12h; Reflux;	95%

: 394-41-2
3-fluoro-4-nitrophenol

: 506-59-2
N,N-dimethylammonium chloride

: 14703-80-1
3-(dimethylamino)-4-nitrophenol

Conditions

Conditions	Yield
With potassium carbonate In water; dimethyl sulfoxide at 100℃;	94%

: 1458-98-6
2-methyl-3-bromo-1-propene

: 394-41-2
3-fluoro-4-nitrophenol

: 2-fluoro-4-(2-methylallyloxy)-1-nitrobenzene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 55℃; for 13h;	94%

: 394-41-2
3-fluoro-4-nitrophenol

: 2854-16-2
1-Amino-2-methyl-propan-2-ol

: 69045-82-5
2-fluoro-5-(trifluoromethyl)pyridine

: 2-methyl-1-((2-nitro-5-((5-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)amino)propan-2-ol

Conditions

Conditions	Yield
Stage #1: 3-fluoro-4-nitrophenol; 1-Amino-2-methyl-propan-2-ol With sodium hydrogencarbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 4h; Inert atmosphere; Stage #2: 2-fluoro-5-(trifluoromethyl)pyridine With potassium carbonate In 1-methyl-pyrrolidin-2-one at 100℃; for 4h; Inert atmosphere;	93.5%
Stage #1: 3-fluoro-4-nitrophenol; 1-Amino-2-methyl-propan-2-ol With caesium carbonate; N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 100℃; for 4h; Stage #2: 2-fluoro-5-(trifluoromethyl)pyridine With caesium carbonate In 1-methyl-pyrrolidin-2-one at 100℃; for 3h;	1.53 g
Stage #1: 3-fluoro-4-nitrophenol; 1-Amino-2-methyl-propan-2-ol With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 100℃; for 4h; Stage #2: 2-fluoro-5-(trifluoromethyl)pyridine With caesium carbonate	1.53 g

...Expand

: 394-41-2
3-fluoro-4-nitrophenol

: 220000-87-3
4-chloro-N-methylpicolinamide

: 757251-39-1
4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide

Conditions

Conditions	Yield
Stage #1: 3-fluoro-4-nitrophenol; 4-chloro-N-methylpicolinamide With potassium carbonate In acetonitrile for 4h; Green chemistry; Stage #2: With iron(III) chloride; hydrazine hydrate; pyrographite In methanol for 3h; Reflux; Green chemistry;	92.5%
With potassium hydroxide for 1.5h;	92.4%

: 67-56-1
methanol

: 394-41-2
3-fluoro-4-nitrophenol

: 16292-95-8
4-nitro-3-methoxyphenol

Conditions

Conditions	Yield
With sodium for 12h; Reflux;	91%
With sodium methylate for 72h; Reflux;	88%
With sodium methylate for 60h; Reflux;	2.7 g
Stage #1: methanol; 3-fluoro-4-nitrophenol With sodium for 24h; Reflux; Stage #2: With hydrogenchloride; water In ethyl acetate pH=1;

: 394-41-2
3-fluoro-4-nitrophenol

: 98-80-6
phenylboronic acid

: 28987-53-3
2-fluoro-1-nitro-4-phenoxy-benzene

Conditions

Conditions	Yield
With copper diacetate; triethylamine In dichloromethane at 20℃; Molecular sieve; Inert atmosphere;	91%
With copper diacetate; triethylamine In dichloromethane at 20℃; Molecular sieve; Inert atmosphere;	91%
With copper diacetate; trimethylamine In dichloromethane at 20℃; for 16h; Molecular sieve; Inert atmosphere;	21%
With copper diacetate; trimethylamine In dichloromethane at 20℃; for 16h; Inert atmosphere; Molecular sieve;	21%

: 394-41-2
3-fluoro-4-nitrophenol

: 3-(chloromethyl)-1-methyl-1H-pyrazole hydrochloride

: 3-((3-fluoro-4-nitrophenoxy)methyl)-1-methyl-1H-pyrazole

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile at 60℃; for 8h;	90.2%

3-Fluoro-4-Nitrophenol Specification

The 3-Fluoro-4-Nitrophenol, with its CAS registry number 394-41-2, is a kind of light yellow to beige powder. And it is usually applied as the intermediate of pesticide, pharmaceutics and dyes, with its product categories including blocks; FluoroCompounds; NitroCompounds; Aromatic Phenols; Phenol&Thiophenol&Mercaptan; Organic Building Blocks; Oxygen Compounds; Phenols.

The characteristics of this chemical are as below: (1)ACD/LogP: 1.97; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.921; (4)ACD/LogD (pH 7.4): 0.952; (5)ACD/BCF (pH 5.5): 16.525; (6)ACD/BCF (pH 7.4): 1.775; (7)ACD/KOC (pH 5.5): 250.98; (8)ACD/KOC (pH 7.4): 26.961; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 66.05; (13)Index of Refraction: 1.582; (14)Molar Refractivity: 34.674 cm³; (15)Molar Volume: 103.915 cm³; (16)Polarizability: 13.746×10^-24 cm³; (17)Surface Tension: 56.498 dyne/cm; (18)Density: 1.512 g/cm³; (19)Flash Point: 149.487 °C; (20)Enthalpy of Vaporization: 58.8 kJ/mol; (21)Boiling Point: 323.565 °C at 760 mmHg; (22)Exact Mass: 157.017521; (23)MonoIsotopic Mass: 157.017521; (24)Topological Polar Surface Area: 66; (25)Heavy Atom Count: 11; (26)Complexity: 158.

Use of this chemical: 3-Fluoro-4-Nitrophenol could react with iodomethane to produce 3-fluoro-4-nitro-anisole. This reaction could happen in the presence of the reagent of K₂CO₃ and the solvent of butan-2-one, and it needs the reaction time of 3 hours and the reaction temperature of 40 ℃.

When you are dealing with this kind of chemical, you should be cautious. For one thing, it is irritating to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. For another thing, it is harmful which may cause damage to health, and it will be harmful if by inhalation, in contact with skin and if swallowed. Besides, it will have risk of serious damage to eyes. Therefore, you should wear suitable protective clothing, gloves and eye/face protection, and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1=CC(=C(C=C1O)F)[N+](=O)[O-]
(2)InChI: InChI=1S/C6H4FNO3/c7-5-3-4(9)1-2-6(5)8(10)11/h1-3,9H
(3)InChIKey: CSSGKHVRDGATJL-UHFFFAOYSA-N

Product Name

3-Fluoro-4-nitrophenol

Synthetic route

3-Fluoro-4-Nitrophenol Specification

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