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369-34-6 Usage

Chemical Properties

clear yellow liquid

Uses

3,4-Difluoronitrobenzene was used in the preparation of xanthones and acridones.

Synthesis Reference(s)

The Journal of Organic Chemistry, 63, p. 8448, 1998 DOI: 10.1021/jo981557o

General Description

The experimental and computational thermochemical study of 3,4-difluoronitrobenzene was studied.

Check Digit Verification of cas no

The CAS Registry Mumber 369-34-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,6 and 9 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 369-34:
(5*3)+(4*6)+(3*9)+(2*3)+(1*4)=76
76 % 10 = 6
So 369-34-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H5FN2O2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H,8H2

369-34-6 Well-known Company Product Price

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  • Alfa Aesar

  • (A11060)  1,2-Difluoro-4-nitrobenzene, 98+%   

  • 369-34-6

  • 10g

  • 288.0CNY

  • Detail
  • Alfa Aesar

  • (A11060)  1,2-Difluoro-4-nitrobenzene, 98+%   

  • 369-34-6

  • 50g

  • 963.0CNY

  • Detail
  • Aldrich

  • (288365)  3,4-Difluoronitrobenzene  99%

  • 369-34-6

  • 288365-10G

  • 261.14CNY

  • Detail
  • Aldrich

  • (288365)  3,4-Difluoronitrobenzene  99%

  • 369-34-6

  • 288365-50G

  • 1,515.15CNY

  • Detail

369-34-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,4-Difluoronitrobenzene

1.2 Other means of identification

Product number -
Other names 4-Difluoronitrobenzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:369-34-6 SDS

369-34-6Synthetic route

ortho-difluorobenzene
367-11-3

ortho-difluorobenzene

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

Conditions
ConditionsYield
With molecular sieve; nitric acid; acetic anhydride at 0℃; for 3h; other reagent: nitric acid/sulfuric acid;98%
With sulfuric acid; nitric acid at 20℃; for 0.0180556h; Temperature;97.3%
With sulfuric acid; nitric acid at 60 - 70℃; for 6h;91%
4,5-difluoro-2-nitrobenzoic acid
20372-63-8

4,5-difluoro-2-nitrobenzoic acid

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

Conditions
ConditionsYield
With copper In 1-methyl-pyrrolidin-2-one at 250℃; for 0.5h;94%
3,4-dichloronitrobenzene
99-54-7

3,4-dichloronitrobenzene

A

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

B

3-chloro-4-fluoronitrobenzene
350-30-1

3-chloro-4-fluoronitrobenzene

Conditions
ConditionsYield
With potassium fluoride; tetraphenylphosphonium bromide at 175 - 195℃; for 30h; Yields of byproduct given;A n/a
B 79%
With potassium fluoride; 2-(4-chlorophenyl)propene copolymer-grafted tetraphenylphosphonium chloride; cross-linked styrene In sulfolane at 210℃; for 7h;A 12%
B 64%
With potassium fluoride; tetraphenylphosphonium bromide at 175 - 195℃; for 30h; Yield given. Yields of byproduct given;
1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

Conditions
ConditionsYield
With potassium fluoride; 3,4,5,6-tetrafluorophthaloyldifluoride In sulfolane at 200℃; for 13h;77%
2,4-Dinitrofluorobenzene
70-34-8

2,4-Dinitrofluorobenzene

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

Conditions
ConditionsYield
With potassium fluoride; benzene-1,2,4,5-tetracarbonyl chloride In sulfolane at 200℃; for 4h;58%
4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

Conditions
ConditionsYield
With formic acid; fluorine at 10℃; for 1.75h; Fluorination;53%
1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

A

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

B

1,4-difluoro-2-nitrobenzene
364-74-9

1,4-difluoro-2-nitrobenzene

Conditions
ConditionsYield
With potassium fluoride; tetraphenylphosphonium bromide; Phthaloyl dichloride In sulfolane; toluene at 190℃; for 6h;A 46%
B 3 % Chromat.
With potassium fluoride; Phthaloyl dichloride; tetraphenylphosphonium bromide In sulfolane 1) 150 deg C, 2 h, 2) 190 deg C, 6 h;A 46%
B 3%
2,4-Dinitrofluorobenzene
70-34-8

2,4-Dinitrofluorobenzene

A

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

B

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

Conditions
ConditionsYield
With potassium fluoride at 145℃;
With potassium fluoride at 155℃;
1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

A

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

B

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

Conditions
ConditionsYield
With potassium fluoride at 155℃;
With potassium fluoride at 145℃;
1-fluoro-2-fluorosulfonyl-4-nitrobenzene
115561-03-0

1-fluoro-2-fluorosulfonyl-4-nitrobenzene

A

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

B

2,5-difluorobenzenesulfonyl fluoride
62094-86-4

2,5-difluorobenzenesulfonyl fluoride

Conditions
ConditionsYield
With potassium fluoride; tetraphenylphosphonium bromide In sulfolane; toluene at 210℃; under 300 Torr; Title compound not separated from byproducts;
With potassium fluoride; tetraphenylphosphonium bromide In sulfolane at 210℃; under 270 - 300 Torr; for 5h; Yield given. Yields of byproduct given;
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

1-chloro-2,4-dinitro-benzene
97-00-7

1-chloro-2,4-dinitro-benzene

potassium fluoride

potassium fluoride

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

Conditions
ConditionsYield
at 150℃;
2-fluoro-5-nitro-benzenediazonium-tetrafluoroborate

2-fluoro-5-nitro-benzenediazonium-tetrafluoroborate

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

Conditions
ConditionsYield
at 160℃; under 20 Torr;
2-chloro-5-nitrobenzenesulphonic acid sodium salt
946-30-5

2-chloro-5-nitrobenzenesulphonic acid sodium salt

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 80 percent / phosphoryl chloride / acetonitrile; tetrahydrothiophene 1,1-dioxide; N,N-dimethyl-acetamide / 1 h / 70 °C
2: 90 percent / Ph4PBr, KF / tetrahydrothiophene 1,1-dioxide / 16 h / 130 - 140 °C
3: KF, PPh4Br / tetrahydrothiophene 1,1-dioxide; toluene / 210 °C / 300 Torr
View Scheme
4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 100 percent / 1) 30percent fumic H2SO4 2) NaOH / 16 h / 110 - 115 °C
2: 80 percent / phosphoryl chloride / acetonitrile; tetrahydrothiophene 1,1-dioxide; N,N-dimethyl-acetamide / 1 h / 70 °C
3: 90 percent / Ph4PBr, KF / tetrahydrothiophene 1,1-dioxide / 16 h / 130 - 140 °C
4: KF, PPh4Br / tetrahydrothiophene 1,1-dioxide; toluene / 210 °C / 300 Torr
View Scheme
5-nitro-2-chlorobenzenesulfonyl chloride
4533-95-3

5-nitro-2-chlorobenzenesulfonyl chloride

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / Ph4PBr, KF / tetrahydrothiophene 1,1-dioxide / 16 h / 130 - 140 °C
2: KF, PPh4Br / tetrahydrothiophene 1,1-dioxide; toluene / 210 °C / 300 Torr
View Scheme
2,4-dichloronitrobenzene
611-06-3

2,4-dichloronitrobenzene

3,4-dichloronitrobenzene
99-54-7

3,4-dichloronitrobenzene

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

Conditions
ConditionsYield
With potassium fluoride In sulfolane
3-chloro-4-fluoronitrobenzene
350-30-1

3-chloro-4-fluoronitrobenzene

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

Conditions
ConditionsYield
With potassium fluoride; cesium fluoride In sulfolane
With potassium fluoride In sulfolane; dichloromethane
With potassium fluoride; bis(triphenylphosphine)iminium chloride In dimethyl sulfoxide at 150℃; for 8h; Inert atmosphere;5 %Chromat.
2,3,4-trifluoronitrobenzene
771-69-7

2,3,4-trifluoronitrobenzene

A

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

B

1,2-difluoro-3-nitrobenzene
6921-22-8

1,2-difluoro-3-nitrobenzene

C

2,3,4-trifluoroaniline
3862-73-5

2,3,4-trifluoroaniline

Conditions
ConditionsYield
With Dimethylphenylsilane; o-phenylenebis(diphenylphosphine); potassium tert-butylate; copper(l) chloride In tetrahydrofuran for 12h; Inert atmosphere; Reflux; Overall yield = 95 %Spectr.; regioselective reaction;
nitrobenzene
98-95-3

nitrobenzene

A

3-fluoro-1-nitrobenzene
402-67-5

3-fluoro-1-nitrobenzene

B

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

C

1,4-difluoro-2-nitrobenzene
364-74-9

1,4-difluoro-2-nitrobenzene

D

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

E

ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

Conditions
ConditionsYield
With xenon difluoride; boron trifluoride diethyl etherate at 0 - 25℃; Reagent/catalyst; Cooling with ice;A 0.16 mmol
B 0.001 mmol
C 0.016 mmol
D 0.01 mmol
E 0.05 mmol
morpholine
110-91-8

morpholine

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

3-fluoro-4-(4-morpholinyl)nitrobenzene
2689-39-6

3-fluoro-4-(4-morpholinyl)nitrobenzene

Conditions
ConditionsYield
Stage #1: morpholine; 3,4-difluoronitrobenzene In tetrahydrofuran at 0 - 20℃; for 1.25h;
Stage #2: With citric acid In tetrahydrofuran; water for 1h;
100%
In tetrahydrofuran at 0 - 20℃; for 1.25h;100%
In tetrahydrofuran at 20℃; for 1.25h; Cooling with ice-salt bath;100%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

(2,3-difluoro-6-nitrophenyl)trimethylsilane

(2,3-difluoro-6-nitrophenyl)trimethylsilane

Conditions
ConditionsYield
With sodium hexamethyldisilazane In tetrahydrofuran at -78℃;100%
4-methylpiperidin
626-58-4

4-methylpiperidin

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

3-fluoro-4-(4-methyl-1-piperidinyl)nitrobenzene
250371-81-4

3-fluoro-4-(4-methyl-1-piperidinyl)nitrobenzene

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 17h; Heating;100%
In acetonitrile at 80℃; for 16h;
4,5,6,7-tetrahydrothieno[3,2-c]pyridine
54903-50-3

4,5,6,7-tetrahydrothieno[3,2-c]pyridine

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

5-(2-fluoro-4-nitrophenyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine
765314-18-9

5-(2-fluoro-4-nitrophenyl)-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine

Conditions
ConditionsYield
In acetonitrile at 75 - 78℃; for 2h;100%
1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-ol
924909-16-0, 370866-00-5

1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-ol

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

4-(2-fluoro-4-nitrophenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine
949556-47-2

4-(2-fluoro-4-nitrophenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 1h;100%
With caesium carbonate In ISOPROPYLAMIDE at 100℃; for 1h;82%
With caesium carbonate In ISOPROPYLAMIDE at 100℃; for 1h;82%
3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

methylamine hydrochloride
593-51-1

methylamine hydrochloride

N-methyl-2-fluoro-4-nitroaniline
124431-92-1

N-methyl-2-fluoro-4-nitroaniline

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h;100%
3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

piperidin-3-ol hydrochloride
64051-79-2

piperidin-3-ol hydrochloride

1-(2-fluoro-4-nitrophenyl)-piperidin-3-ol
916988-48-2

1-(2-fluoro-4-nitrophenyl)-piperidin-3-ol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50 - 60℃; for 3h;100%
3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

diethyl malonate
105-53-3

diethyl malonate

1,3-diethyl 2-(2-fluoro-4-nitrophenyl)propanedioate
318471-58-8

1,3-diethyl 2-(2-fluoro-4-nitrophenyl)propanedioate

Conditions
ConditionsYield
Stage #1: diethyl malonate With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: 3,4-difluoronitrobenzene In N,N-dimethyl-formamide at 70℃;
100%
Stage #1: diethyl malonate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h;
Stage #2: 3,4-difluoronitrobenzene In N,N-dimethyl-formamide; mineral oil at 70℃;
86%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 5h;80%
Stage #1: diethyl malonate With sodium hydride In dimethyl sulfoxide at 0 - 20℃; for 2.16667h;
Stage #2: 3,4-difluoronitrobenzene In dimethyl sulfoxide at 0 - 20℃; for 2h;
Stage #1: diethyl malonate With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1.5h; Inert atmosphere;
Stage #2: 3,4-difluoronitrobenzene In N,N-dimethyl-formamide at 0 - 20℃;
13 g
3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

ethanolamine
141-43-5

ethanolamine

2-(2-fluoro-4-nitrophenylamino)ethanol

2-(2-fluoro-4-nitrophenylamino)ethanol

Conditions
ConditionsYield
In acetonitrile for 4h; Reflux;100%
In acetonitrile for 4h; Reflux;100%
In acetonitrile for 4h; Reflux;73%
In acetonitrile for 4h; Reflux;
3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

3-(1-methyl-1H-pyrazol-5-yl)biphenyl-4-ol
1354786-75-6

3-(1-methyl-1H-pyrazol-5-yl)biphenyl-4-ol

5-[4-(2-Fluoro-4-nitrophenoxy)biphenyl-3-yl]-1-methyl-1H-pyrazole
1354786-76-7

5-[4-(2-Fluoro-4-nitrophenoxy)biphenyl-3-yl]-1-methyl-1H-pyrazole

Conditions
ConditionsYield
Stage #1: 3-(1-methyl-1H-pyrazol-5-yl)biphenyl-4-ol With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: 3,4-difluoronitrobenzene In N,N-dimethyl-formamide at 20℃; for 16h;
100%
3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

4-adamantylphenol
29799-07-3

4-adamantylphenol

(3r,5r,7r)-1-(4-(2-fluoro-4-nitrophenoxy)phenyl)adamantane

(3r,5r,7r)-1-(4-(2-fluoro-4-nitrophenoxy)phenyl)adamantane

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 20℃; for 4h;100%
With potassium carbonate In dimethyl sulfoxide at 20℃; for 4h;703mg
3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

3-fluoro-4-hydrazinonitrobenzene
127350-92-9

3-fluoro-4-hydrazinonitrobenzene

Conditions
ConditionsYield
With hydrazine In ethanol at 80℃; for 2h;99.2%
With pyridine; hydrazine hydrate at 20℃; for 0.833333h;98%
With potassium carbonate; hydrazine hydrate In acetonitrile94%
Thiomorpholin
123-90-0

Thiomorpholin

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

(4-(2-fluoro-4-nitrophenyl)thiomorpholine)
168828-70-4

(4-(2-fluoro-4-nitrophenyl)thiomorpholine)

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile 1.) RT, 2.) reflux, 24 h;99%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 140℃; for 0.25h; Microwave irradiation;99%
Stage #1: Thiomorpholin With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 3,4-difluoronitrobenzene In acetonitrile Inert atmosphere; Reflux;
99%
piperazine
110-85-0

piperazine

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

1-(2-fluoro-4-nitrophenyl)piperazine
154590-33-7

1-(2-fluoro-4-nitrophenyl)piperazine

Conditions
ConditionsYield
In acetonitrile at 80℃; for 2h;99%
In acetonitrile at 80℃; for 6h;98%
In acetonitrile at 80℃; for 3h;97.7%
1,2,3,4-tetrahydroisoquinoline
91-21-4

1,2,3,4-tetrahydroisoquinoline

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

N-(2-fluoro-4-nitrophenyl)-1,2,3,4-tetrahydroisoquinoline
449175-25-1

N-(2-fluoro-4-nitrophenyl)-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
In acetonitrile for 5.5h; Heating / reflux;99%
With potassium carbonate In dimethyl sulfoxide for 1h; Substitution; Heating;93%
With triethylamine In ethyl acetate for 3h; Heating / reflux;
piperidine
110-89-4

piperidine

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

1-(2-fluoro-4-nitrophenyl)piperidine
172967-04-3

1-(2-fluoro-4-nitrophenyl)piperidine

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 20℃;99%
With triethylamine In ethyl acetate at 20℃;99%
With triethylamine In ethyl acetate at 20℃;99%
hexamethylene imine
111-49-9

hexamethylene imine

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

1-(2-fluoro-4-nitrophenyl)azepane
250371-80-3

1-(2-fluoro-4-nitrophenyl)azepane

Conditions
ConditionsYield
Stage #1: hexamethylene imine With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 3,4-difluoronitrobenzene In acetonitrile Inert atmosphere; Reflux;
99%
With N-ethyl-N,N-diisopropylamine In acetonitrile for 17h; Heating;
With caesium carbonate In DMF (N,N-dimethyl-formamide)
With caesium carbonate In N,N-dimethyl-formamide
With triethylamine In ethyl acetate at 80℃; for 20h;
(2R)-2-aminobutan-1-ol
5856-63-3

(2R)-2-aminobutan-1-ol

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

(2R)-(+)-2-(2-fluoro-4-nitrophenyl)amino-1-butanol
329229-75-6

(2R)-(+)-2-(2-fluoro-4-nitrophenyl)amino-1-butanol

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 90℃; for 12h;99%
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

2-[2-Fluoro(methyl)-4-nitroanilino]ethanol
677727-07-0

2-[2-Fluoro(methyl)-4-nitroanilino]ethanol

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 100℃; for 1.5h;99%
With N-ethyl-N,N-diisopropylamine In ethyl acetate at 0 - 20℃; for 24h;79%
3-(hydroxymethy)piperidine
4606-65-9

3-(hydroxymethy)piperidine

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

[3-fluoro-4-(3-hydroxymethylpiperidino)]nitrobenzene
1097722-40-1

[3-fluoro-4-(3-hydroxymethylpiperidino)]nitrobenzene

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 1h;99%
With triethylamine In methanol at 50 - 60℃; for 24h;96%
With triethylamine In methanol at 50 - 60℃; for 24h;96%
3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

phenylmethanethiol
100-53-8

phenylmethanethiol

1-(benzylsulfanyl)-2-fluoro-4-nitrobenzene
1242618-52-5

1-(benzylsulfanyl)-2-fluoro-4-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; regioselective reaction;99%
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 2h;96%
With potassium carbonate In N,N-dimethyl-formamide at 15℃; for 3h;
3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

diethylamine
109-89-7

diethylamine

N,N-diethyl-2-fluoro-4-nitroaniline
2689-37-4

N,N-diethyl-2-fluoro-4-nitroaniline

Conditions
ConditionsYield
With triethylamine In ethyl acetate for 0.5h;99%
With triethylamine In ethyl acetate at 20℃; for 0.5h; Cooling with ice;99%
With triethylamine In ethyl acetate for 0.5h; Cooling with ice;99%
With triethylamine In methanol at 50 - 60℃; for 24h;81%
With triethylamine In methanol at 50 - 60℃; for 24h;81%
3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

2-Methylpiperidin
109-05-7, 3000-79-1

2-Methylpiperidin

[3-fluoro-4-(2-methylpiperidino)]nitrobenzene
423736-55-4

[3-fluoro-4-(2-methylpiperidino)]nitrobenzene

Conditions
ConditionsYield
With triethylamine In methanol at 50 - 60℃; for 28h;99%
With triethylamine In methanol at 50 - 60℃; for 28h;99%
4,4-dimethyl-4-silapiperidine hydrochloride
130596-62-2

4,4-dimethyl-4-silapiperidine hydrochloride

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

1-(2-fluoro-4-nitrophenyl)-4,4-dimethyl-1,4-azasilinane
1430321-42-8

1-(2-fluoro-4-nitrophenyl)-4,4-dimethyl-1,4-azasilinane

Conditions
ConditionsYield
Stage #1: 4,4-dimethyl-4-silapiperidine hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 0.166667h;
Stage #2: 3,4-difluoronitrobenzene In N,N-dimethyl-formamide at 0 - 20℃; for 12h;
99%
Stage #1: 4,4-dimethyl-4-silapiperidine hydrochloride With triethylamine In ethyl acetate at 25℃; for 0.166667h;
Stage #2: 3,4-difluoronitrobenzene In ethyl acetate at 0 - 25℃; for 6h;
70%
Stage #1: 4,4-dimethyl-4-silapiperidine hydrochloride With triethylamine In ethyl acetate at 25℃; for 0.166667h;
Stage #2: 3,4-difluoronitrobenzene In ethyl acetate at 0 - 25℃; for 6h;
70%
With triethylamine In ethyl acetate at 0 - 20℃; for 6h; Inert atmosphere;69%
Stage #1: 4,4-dimethyl-4-silapiperidine hydrochloride With triethylamine In N,N-dimethyl-formamide at 20 - 25℃; for 0.166667h;
Stage #2: 3,4-difluoronitrobenzene In N,N-dimethyl-formamide at 20 - 25℃; Cooling with ice;
28.1 g
para-tert-butylphenol
98-54-4

para-tert-butylphenol

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

1-(4-(tert-butyl)phenoxy)-2-fluoro-4-nitrobenzene

1-(4-(tert-butyl)phenoxy)-2-fluoro-4-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 20℃; for 19h;99%
With potassium carbonate In dimethyl sulfoxide at 20℃; for 19h;99%
3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

p-cyclohexylphenol
1131-60-8

p-cyclohexylphenol

1-(4-cyclohexylphenoxy)-2-fluoro-4-nitrobenzene

1-(4-cyclohexylphenoxy)-2-fluoro-4-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 20℃; for 23h;99%
With potassium carbonate In dimethyl sulfoxide at 20℃; for 23h;99%
4-t-amylphenol
80-46-6

4-t-amylphenol

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

2-fluoro-4-nitro-1-(4-(tert-pentyl)phenoxy)benzene

2-fluoro-4-nitro-1-(4-(tert-pentyl)phenoxy)benzene

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 20℃; for 22h;99%
With potassium carbonate In dimethyl sulfoxide at 20℃; for 22h;99%
4-piperidinemethanol
6457-49-4

4-piperidinemethanol

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

(1-(2-fluoro-4-nitrophenyl)piperidin-4-yl)methanol
1260805-31-9

(1-(2-fluoro-4-nitrophenyl)piperidin-4-yl)methanol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 25℃; for 12h;98.8%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 100℃;
3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

6-bromo-1-methyl-1H-indazol-5-ol
1403767-19-0

6-bromo-1-methyl-1H-indazol-5-ol

6-bromo-5-(2-fluoro-4-nitrophenoxy)-1-methyl-1H-indazole
1206800-24-9

6-bromo-5-(2-fluoro-4-nitrophenoxy)-1-methyl-1H-indazole

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 60 - 65℃; for 15h; Large scale;98.1%
With potassium carbonate In tetrahydrofuran at 55℃; for 14h;72%

369-34-6Relevant articles and documents

Method for pipeline continuous fluorination with fluorine salt as fluorine source

-

Paragraph 0056-0061; 0094-0096, (2021/10/27)

The method comprises the following steps: dissolving a fluorine salt in an aqueous polar aprotic solvent as reaction liquid A, dissolving an aryl (heterocyclic) chloride in a polar aprotic solvent as reaction liquid B, and reacting a polar aprotic solvent in the reaction liquid A with a polar aprotic solvent of the reaction liquid B. The reaction medium consisting of the preheated reaction liquid A and the preheated reaction liquid B enters the reaction coil for a fluorination reaction, and the resulting product from the reaction coil is subjected to post-treatment to obtain the product. The method has the characteristics of no need of adding a phase transfer catalyst, continuous production, low production cost and the like.

Method for synthesizing 3-fluoro-4-(4-morpholinyl)aniline by using micro-channel reactor

-

Paragraph 0027; 008-0059; 0067; 0075-0077; 0087, (2017/08/27)

The invention provides a method for synthesizing 3-fluoro-4-(4-morpholinyl)aniline by using a micro-channel reactor. The micro-channel reactor comprises a preheating module group composed of one or more parallely-connected preheating modules and a reactio

Copper-catalyzed hydrodefluorination of fluoroarenes by copper hydride intermediates

Lv, Hongbin,Cai, Yuan-Bo,Zhang, Jun-Long

supporting information, p. 3203 - 3207 (2013/04/23)

Breaking bad: Efficient copper-catalyzed C-F bond activation has been achieved by replacing fluorine with hydrogen. A copper hydride is proposed as the active intermediate, which proceeds through a nucleophilic attack on the fluorocarbon, as determined by experimental and theoretical results (see structure; C gray, H white, Cu light red, F light blue; distances in ?).

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