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4-Amino-3-fluorophenol

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Name

4-Amino-3-fluorophenol

EINECS 402-230-0
CAS No. 399-95-1 Density 1.347 g/cm3
PSA 46.25000 LogP 1.69470
Solubility N/A Melting Point 135-137 °C
Formula C6H6FNO Boiling Point 263.3 °C at 760 mmHg
Molecular Weight 127.118 Flash Point 113.1 °C
Transport Information UN 3077 Appearance Brown crystal
Safety 45-53-61 Risk Codes 22-43-45-51/53
Molecular Structure Molecular Structure of 399-95-1 (4-Amino-3-fluorophenol) Hazard Symbols ToxicT; IrritantXi; DangerousN
Synonyms

3-Fluoro-4-aminophenol;Phenol, 4-amino-3-fluoro-;2-Fluoro-4-hydroxyaniline;4-amino-3-fluoro-phenol;

Article Data 41

4-Amino-3-fluorophenol Synthetic route

394-41-2

3-fluoro-4-nitrophenol

399-95-1

4-amino-3-fluorophenol

Conditions
ConditionsYield
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%
103842-00-8

N-(2-fluoro-4-hydroxyphenyl)acetamide

399-95-1

4-amino-3-fluorophenol

Conditions
ConditionsYield
With hydrogenchloride In water at 80℃; Inert atmosphere;88%
7784-21-6

aluminium hydride

144-55-8

sodium hydrogencarbonate

1493-27-2

ortho-nitrofluorobenzene

399-95-1

4-amino-3-fluorophenol

Conditions
ConditionsYield
With sulfuric acid In water86%
With sulfuric acid In water86%
1493-27-2

ortho-nitrofluorobenzene

399-95-1

4-amino-3-fluorophenol

Conditions
ConditionsYield
With oxalic acid; aluminium In water at 80 - 85℃; for 1.5h;40.7%
With sulfuric acid at 90℃; (electrochemical reduction);
326-18-1

3-fluoro-4-phenylazo-phenol

399-95-1

4-amino-3-fluorophenol

Conditions
ConditionsYield
With sodium dithionite; water
127682-43-3

O-(3-fluorophenyl)hydroxylamine

A

372-20-3

3-fluorophenol

B

399-95-1

4-amino-3-fluorophenol

C

53981-24-1

2-amino-5-fluorophenol

D

53981-23-0

2-amino-3-fluorophenol

Conditions
ConditionsYield
With trifluoroacetic acid at 70℃; for 6h; Product distribution; Rate constant; Kinetics; ΔH(excit.), ΔG(excit.), ΔS(excit.);
372-20-3

3-fluorophenol

399-95-1

4-amino-3-fluorophenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: sodium dithionite; water
View Scheme
Multi-step reaction with 2 steps
1: nitric acid / water / 0.5 h / 8 - 10 °C / Cooling with ice
2: sodium sulfide / 0.08 h / Microwave irradiation; Ionic liquid
View Scheme
394-41-2

3-fluoro-4-nitrophenol

399-95-1

4-amino-3-fluorophenol

Conditions
ConditionsYield
In water; acetic acid
18266-53-0

2-fluoro-4-hydroxyaniline hydrochloride

399-95-1

4-amino-3-fluorophenol

Conditions
ConditionsYield
With sodium hydroxide In methanol; water

C6H4FN2

399-95-1

4-amino-3-fluorophenol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: copper(II) sulfate; sulfuric acid; water / 100 °C
2: nitric acid / water / 0.5 h / 8 - 10 °C / Cooling with ice
3: sodium sulfide / 0.08 h / Microwave irradiation; Ionic liquid
View Scheme

4-Amino-3-fluorophenol Specification

The IUPAC name of this chemical is 4-Amino-3-fluorophenol. With the CAS registry number 399-95-1 and EINECS registry number 402-230-0, it is also named as 3-Fluoro-4-aminophenol. In addition, the molecular formula is C6H6FNO and the molecular weight is 127.12. It belongs to the classes of Aromatic Phenols and Phenol & Thiophenol & Mercaptan.

Physical properties about this chemical are: (1)ACD/LogP: 0.45; (2)ACD/LogD (pH 5.5): 0.44; (3)ACD/LogD (pH 7.4): 0.44; (4)ACD/BCF (pH 5.5): 1.25; (5)ACD/BCF (pH 7.4): 1.27; (6)ACD/KOC (pH 5.5): 40.63; (7)ACD/KOC (pH 7.4): 41.03; (8)#H bond acceptors: 2; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 12.47Å2; (12)Index of Refraction: 1.601; (13)Molar Refractivity: 32.36 cm3; (14)Molar Volume: 94.3 cm3; (15)Polarizability: 12.83 ×10-24cm3; (16)Surface Tension: 53.5 dyne/cm; (17)Flash Point: 117.3 °C; (18)Enthalpy of Vaporization: 52.9 kJ/mol; (19)Boiling Point: 270.4 °C at 760 mmHg; (20)Vapour Pressure: 0.00414 mmHg at 25°C.

Preparation of 4-Amino-3-fluorophenol: it can be prepared by o-fluorinenitrobenzene in the presence of sulfur compounds, and the reaction is a kind of reduction reaction. The reaction time is 6 hours at room temperature.

Uses of 4-Amino-3-fluorophenol: it can be used to produce 2-fluoro-4-(1,1,2-trifluoro-2-trifluoromethoxy-ethoxy)-phenylamine with trifluoro(trifluoromethoxy)ethylene. This reaction will need reagent KOH and solvents toluene and dimethylsulfoxide. The reaction time is 3 hours at temperature of 0 °C. The yield is about 85%.

4-Amino-3-fluorophenol can be used to produce 2-fluoro-4-(1,1,2-trifluoro-2-trifluoromethoxy-ethoxy)-phenylamine with trifluoro(trifluoromethoxy)ethylene

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. It is harmful if swallowed. It may cause sensitization by skin contact. This chemical may cause cancer. When you are using it, please avoid exposure - obtain special instructions before use and avoid release to the environment. Refer to special instructions / safety data sheets. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.).

You can still convert the following datas into molecular structure:
(1)SMILES: Fc1c(N)ccc(O)c1
(2)InChI: InChI=1/C6H6FNO/c7-5-3-4(9)1-2-6(5)8/h1-3,9H,8H2
(3)InChIKey: MNPLTKHJEAFOCA-UHFFFAOYAA

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