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| CAS No.: | 6921-22-8 |
|---|---|
| Name: | 2,3-Difluoronitrobenzene |
| Molecular Structure: | |
|
|
|
| Formula: | C6H3 F2 N O2 |
| Molecular Weight: | 159.092 |
| Synonyms: | 1,2-Difluoro-3-nitrobenzene;2,3-Difluoro-1-nitrobenzene; 2,3-Difluoronitrobenzene |
| EINECS: | 230-035-9 |
| Density: | 1.45 g/cm3 |
| Boiling Point: | 219 °C at 760 mmHg |
| Flash Point: | 93.1 °C |
| Hazard Symbols: |
Xi
|
| PSA: | 45.82000 |
| LogP: | 2.39620 |

| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; trifluoroacetic anhydride In dichloromethane; water at 0 - 20℃; | 57% |
| Stage #1: 2,3-difluoroanilline With tetrafluoroboric acid; sodium nitrite In water at 0℃; for 1.33333h; Stage #2: With copper In water for 1.33333h; | 25% |

triethylsilane


2,3,4-trifluoronitrobenzene

A

triethylsilyl fluoride

B

1,2-difluoro-3-nitrobenzene

| Conditions | Yield |
|---|---|
| With dmap; (1,3-bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene)AuH In dichloromethane at 40℃; for 12h; Inert atmosphere; | A n/a B 53% |


| Conditions | Yield |
|---|---|
| With 4,5-bis-(di-tert-butyl-phosphanyl)-9,9-dimethyl-9H-xanthene; [t-BuXantphosAu]+[Cl-Au-Cl]-; diphenylsilane; acetic acid In 1,2-dichloro-ethane at 80℃; for 24h; Inert atmosphere; | 12 %Spectr. |

2,3,4-trifluoronitrobenzene

A

3,4-difluoronitrobenzene

B

1,2-difluoro-3-nitrobenzene

C

2,3,4-trifluoroaniline

| Conditions | Yield |
|---|---|
| With Dimethylphenylsilane; o-phenylenebis(diphenylphosphine); potassium tert-butylate; copper(l) chloride In tetrahydrofuran for 12h; Inert atmosphere; Reflux; Overall yield = 95 %Spectr.; regioselective reaction; |


| Conditions | Yield |
|---|---|
| With potassium carbonate In 1,4-dioxane; ethanol at 20℃; Inert atmosphere; | 100% |
| With lithium aluminium tetrahydride In methanol; ethanol at 70℃; for 0.75h; Inert atmosphere; Sealed tube; UV-irradiation; | 100% |
| In methanol; ethanol at 70℃; for 0.5h; Microwave heating; |

1,2-difluoro-3-nitrobenzene


phenylmethanethiol


2-(benzylsulfanyl)-1-fluoro-3-nitrobenzene

| Conditions | Yield |
|---|---|
| With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; regioselective reaction; | 99% |

tert-butyl N-methyl-N-(piperidin-4-ylmethyl)carbamate


1,2-difluoro-3-nitrobenzene


tert-butyl (1-(2-fluoro-6-nitrophenyl)piperidin-4-yl)methyl(methyl)carbamate

| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine In acetonitrile at 80℃; for 18h; | 99% |

1,2-difluoro-3-nitrobenzene


ethanolamine


2-[(2-fluoro-6-nitrophenyl)amino]ethanol

| Conditions | Yield |
|---|---|
| In ethanol at 20℃; | 97% |

isonipecotic acid methyl ester


1,2-difluoro-3-nitrobenzene


methyl 1-(2-fluoro-6-nitrophenyl)piperidine-4-carboxylate

| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine In acetonitrile at 80℃; | 97% |

| Conditions | Yield |
|---|---|
| With potassium carbonate In N,N-dimethyl-formamide at 65℃; | 90% |
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