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1493-27-2

Basic Information
CAS No.: 1493-27-2
Name: 1-Fluoro-2-nitrobenzene
Article Data: 122
Molecular Structure:
Molecular Structure of 1493-27-2 (1-Fluoro-2-nitrobenzene)
Formula: C6H4FNO2
Molecular Weight: 141.102
Synonyms: 2-Fluoronitrobenzene;o-Fluoronitrobenzene;2-Nitrofluorobenzene;o-Nitrofluorobenzene;Benzene, o-nitrofluoro-;2-Fluoro Nitro Benzene;
EINECS: 216-088-0
Density: 1.338 g/cm3
Melting Point: -9 - -6 °C(lit.)
Boiling Point: 228.863 °C at 760 mmHg
Flash Point: 94.444 °C
Solubility: immiscible with water
Appearance: clear yellow to brownish liquid
Hazard Symbols: HarmfulXn,ToxicT,IrritantXi
Risk Codes: 36/37/38-20/21/22
Safety: 26-36/37
PSA: 45.82000
LogP: 2.25710
Synthetic route
577-19-5

2-nitrophenyl bromide

1493-27-2

ortho-nitrofluorobenzene

Conditions
ConditionsYield
With Cu(Ph3P)3F In N,N-dimethyl-formamide at 170℃; for 5h;100%
528-29-0

1,2-Dinitrobenzene

1493-27-2

ortho-nitrofluorobenzene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 1.5h; Ambient temperature;100%
With tetrabutyl ammonium fluoride In tetrahydrofuran; water; N,N-dimethyl-formamide at 20℃; for 1h;72%
With tetrabutyl ammonium fluoride In tetrahydrofuran Ambient temperature; Yield given;
With tetraphenylphosphonium hydrogendifluoride In sulfolane at 100℃; for 2h;70 % Chromat.
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere; chemoselective reaction;97.4 %Chromat.
1993-03-9

o-fluorophenylboronic acid

1493-27-2

ortho-nitrofluorobenzene

Conditions
ConditionsYield
With nitric acid In 1,2-dichloro-ethane at 70℃; for 16h; Inert atmosphere;96%
With N-Bromosuccinimide; [bis(trifluoroacetoxy)iodo]benzene; sodium nitrite In acetonitrile at 20℃; for 3h; regioselective reaction;80%
With N–nitrosuccinimide; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate In acetonitrile at 20℃; for 19h; Inert atmosphere; Irradiation;68%
Multi-step reaction with 2 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 20 °C / Sealed tube
1.2: 0.25 h / 20 °C / Sealed tube
2.1: sodium triflate; sodium nitrite / ethyl acetate / 16 h / 70 °C / Sealed tube
View Scheme
453-71-4

3-nitro-4-fluorobenzoic acid

1493-27-2

ortho-nitrofluorobenzene

Conditions
ConditionsYield
With sulfolane; sodium hydrogencarbonate at 190℃; for 2h;92%
14937-45-2

cetyltributylphosphonium bromide

88-73-3

2-Chloronitrobenzene

1493-27-2

ortho-nitrofluorobenzene

Conditions
ConditionsYield
With potassium fluoride91.2%
88-73-3

2-Chloronitrobenzene

1493-27-2

ortho-nitrofluorobenzene

Conditions
ConditionsYield
With potassium fluoride; polydiallyldimethylammonium chloride In dimethyl sulfoxide at 200℃; for 3h;90.1%
With potassium fluoride; bis(tricyclohexylphosphine)nickel(II) dichloride; tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 150℃; for 8h; Inert atmosphere;79.8%
With potassium fluoride; bis(triphenylphosphine)iminium chloride In dimethyl sulfoxide at 150℃; for 8h; Inert atmosphere;76%

undecyltributylammonium bromide

88-73-3

2-Chloronitrobenzene

1493-27-2

ortho-nitrofluorobenzene

Conditions
ConditionsYield
With potassium fluoride84.6%
462-06-6

fluorobenzene

A

350-46-9

4-Fluoronitrobenzene

B

1493-27-2

ortho-nitrofluorobenzene

Conditions
ConditionsYield
With nitric acid at 50℃; for 3h;A 84.4%
B 13.9%
With 2-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide at 55 - 60℃; for 3h; Inert atmosphere; Sealed tube; Overall yield = 96 percent;A 76.8%
B 19.2%
With aluminium trichloride; dinitrogen tetraoxide; Petroleum ether
1034926-54-9

bis(2-fluorophenyl)iodonium tetrafluoroborate

1493-27-2

ortho-nitrofluorobenzene

Conditions
ConditionsYield
With sodium triflate; sodium nitrite In ethyl acetate at 70℃; for 16h; Sealed tube;84%
609-73-4

o-nitroiodobenzene

1493-27-2

ortho-nitrofluorobenzene

Conditions
ConditionsYield
Stage #1: o-nitroiodobenzene With phenyllithium In tetrahydrofuran; diethyl ether; cyclohexane at -28℃; Flow reactor;
Stage #2: With N-fluorobis(benzenesulfon)imide In tetrahydrofuran; diethyl ether; cyclohexane at -28℃; Flow reactor;
83%
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Specification

The 1-Fluoro-2-nitrobenzene, with the CAS registry number 1493-27-2, is also known as 2-Fluoronitrobenzene. It belongs to the product categories of Benzene derivatives; Nitro Compounds; Nitrogen Compounds; Organic Building Blocks; Aryl Fluorinated Building Blocks; Building Blocks; C6; Chemical Synthesis; Fluorinated Building Blocks; Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks. Its EINECS number is 216-088-0. This chemical's molecular formula is C6H4FNO2 and molecular weight is 141.10. What's more, its systematic name is 1-Fluoro-2-nitrobenzene. This chemical should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be ensured that the workshop is well ventilated or equipped with exhaust devices. It is used as intermediates in pesticide,medical and dye industries.

Physical properties of 1-Fluoro-2-nitrobenzene are: (1)ACD/LogP: 1.831; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.83; (4)ACD/LogD (pH 7.4): 1.83; (5)ACD/BCF (pH 5.5): 14.52; (6)ACD/BCF (pH 7.4): 14.52; (7)ACD/KOC (pH 5.5): 236.21; (8)ACD/KOC (pH 7.4): 236.21; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 45.82 Å2; (13)Index of Refraction: 1.534; (14)Molar Refractivity: 32.792 cm3; (15)Molar Volume: 105.485 cm3; (16)Polarizability: 13×10-24cm3; (17)Surface Tension: 42.8 dyne/cm; (18)Density: 1.338 g/cm3; (19)Flash Point: 94.444 °C; (20)Enthalpy of Vaporization: 44.655 kJ/mol; (21)Boiling Point: 228.863 °C at 760 mmHg; (22)Vapour Pressure: 0.1 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)SMILES: O=[N+]([O-])c1ccccc1F
(2)Std. InChI: InChI=1S/C6H4FNO2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H
(3)Std. InChIKey: PWKNBLFSJAVFAB-UHFFFAOYSA-N