89-61-2

Basic information

• Product Name: 2,5-Dichloronitrobenzene
• Synonyms: Benzene, 2,5-dichloronitro-;Benzene,1,4-dichloro-2-nitro-;Benzene,1-nitro-2,5-dichloro;NITRO-P-DICHLOROBENZENE;2-NITRO-1,4-DICHLOROBENZENE;2-NITRO-P-DICHLOROBENZENE;2,5-DICHLORO-1-NITROBENZENE;2,5-DICHLORONITROBENZENE
• CAS NO: 89-61-2
• Molecular Formula: C₆H₃Cl₂NO₂
• Molecular Weight: 192
• EINECS: 201-923-3
• Product Categories: Intermediates of Dyes and Pigments;Aromatic Halides (substituted);Benzene derivates;Dyestuff Intermediates
• Mol File: 89-61-2.mol

Chemical Properties

• Melting Point: 52-54 °C(lit.)
• Boiling Point: 267 °C
• Flash Point: >230 °F
• Appearance: yellow flakes
• Density: 1,442 g/cm3
• Vapor Density: 6.6 (vs air)
• Vapor Pressure: <0.1 mm Hg ( 25 °C)
• Refractive Index: 1.4390 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: 0.083g/l
• Explosive Limit: 2.4-8.5%(V)
• Water Solubility: Soluble in water, ethanol, ether, benzene, carbon disulfide. Slightly soluble in carbon tetrachloride.
• BRN: 778109
• CAS DataBase Reference: 2,5-Dichloronitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dichloronitrobenzene(89-61-2)
• EPA Substance Registry System: 2,5-Dichloronitrobenzene(89-61-2)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-36-51/53
• Safety Statements: 26-60
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 2
• RTECS: CZ5260000
• TSCA: Yes
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 89-61-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,5-Dichloronitrobenzene is used as a reagent for the synthesis of antitrypanosomal, antileishmanial, and antimalarial agents. It plays a crucial role in the development of drugs targeting these diseases, which are significant health concerns in many parts of the world.
Used in Biochemical Research:
2,5-Dichloronitrobenzene is also used in the synthesis of lysophosphatidic acid acyltransferase-β (LPAAT-β) inhibitors. LPAAT-β enzymes are involved in lipid metabolism, and their inhibition can have potential therapeutic applications in various diseases. The use of 2,5-dichloronitrobenzene in the synthesis of these inhibitors contributes to the advancement of research in this area.

Purification Methods

Crystallise the nitrobenzene from absolute EtOH. [Beilstein 5 IV 726.]

InChI:InChI=1/C6H3Cl2NO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H

Synthetic route

2,5 dichloroaniline (95-82-9) → 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With fluoro alcohol In water; ethyl acetate; acetonitrile at -20℃; for 0.0833333h;	97%

para-dichlorobenzene (106-46-7) → 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With ortho-difluorobenzene; sulfuric acid; nitric acid at 35℃; Temperature;	96.7%
With sulfuric acid; nitric acid at 0 - 23℃; for 0.283333h; Inert atmosphere;	93%
With nitric acid

4-chloro-2-nitro-benzoic acid (6280-88-2) → 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With copper(l) iodide; oxygen; copper(l) chloride In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 30h; Schlenk technique; Sealed tube;	78%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper (I) acetate; silver sulfate; sodium chloride In dimethyl sulfoxide at 160℃; for 24h; Schlenk technique;	54%
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper diacetate; silver sulfate; sodium chloride In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 20h; Schlenk technique;	54%

2-nitro-4-chlorobenzenediazonium cation (27165-22-6) → 4,4'-dichloro-2,2'-dinitrobiphenyl (56978-50-8) + 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With hydrogenchloride; copper dichloride

3,6-dichloro-2-nitro-benzaldehyde (10203-04-0) → 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With potassium hydroxide at 100℃;

3,4-dinitroaniline (610-41-3) → 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With hydrogenchloride; acetic acid at 40℃; anschliessendes Behandeln mit Kupfer(I)-chlorid und konz. wss. Salzsaeure bei 70grad;

nitrobenzene (98-95-3) → 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With antimonypentachloride beim Chlorieren;

2-Chloronitrobenzene (88-73-3) → 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With antimonypentachloride bei der Chlorierung;

3-Chloronitrobenzene (121-73-3) → 3,4-dichloronitrobenzene (99-54-7) + 1,2-Dichloro-3-nitrobenzene (3209-22-1) + 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With chlorine; iron(III) chloride at 90℃; Product distribution; relative rates;

nitrobenzene (98-95-3) → 3,4-dichloronitrobenzene (99-54-7) + 3-Chloronitrobenzene (121-73-3) + 1,2-Dichloro-3-nitrobenzene (3209-22-1) + 4-chlorobenzonitrile (100-00-5) + 2-Chloronitrobenzene (88-73-3) + 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With chlorine; iron(III) chloride at 60 - 120℃; Product distribution; Kinetics; relative rates of each steps;

2-Chloronitrobenzene (88-73-3) → 1,2-Dichloro-3-nitrobenzene (3209-22-1) + 1-chloro-2,6-dinitrobenzene (606-21-3) + 1-chloro-2,4-dinitro-benzene (97-00-7) + 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With hydrogenchloride; sulfuric acid; nitric acid at 25℃; Product distribution;	A 0.2 % Chromat. B 6.7 % Chromat. C 94.8 % Chromat. D 0.3 % Chromat.

2-Chloronitrobenzene (88-73-3) → 1,2-Dichloro-3-nitrobenzene (3209-22-1) + 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With chlorine; iron(III) chloride at 90℃; Product distribution; relative rates;

para-dichlorobenzene (106-46-7) → 2,5-dichloronitrobenzene (89-61-2) + 1,2,4-Trichlorobenzene (120-82-1)

Conditions	Yield
With antimonypentachloride; Nitryl chloride In dichloromethane at 20℃; for 0.25h;	A 96 % Chromat. B 4 % Chromat.

chlorine (7782-50-5) + iron(III) chloride (7705-08-0) + nitrobenzene (98-95-3) → 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
at 20℃;

chlorine (7782-50-5) + iron(III) chloride (7705-08-0) + nitrobenzene (98-95-3) → 3-Chloronitrobenzene (121-73-3) + 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
at 40 - 42℃;

chlorine (7782-50-5) + iron(III) chloride (7705-08-0) + nitrobenzene (98-95-3) → 3-Chloronitrobenzene (121-73-3) + hexachlorobenzene (118-74-1) + 2,5-dichloronitrobenzene (89-61-2)

antimonypentachloride (7647-18-9) + 2-Chloronitrobenzene (88-73-3) → 2,4-dichloronitrobenzene (611-06-3) + 2,5-dichloronitrobenzene (89-61-2) + 2.3-dichloro-1-nitrobenzene

Conditions	Yield
at 100℃; durch Chlorierung;

antimony(III) chloride (10025-91-9) + chlorine (7782-50-5) + nitrobenzene (98-95-3) → 2-Chloronitrobenzene (88-73-3) + 2,5-dichloronitrobenzene (89-61-2)

antimony(III) chloride (10025-91-9) + chlorine (7782-50-5) + nitrobenzene (98-95-3) → 1,2-Dichloro-3-nitrobenzene (3209-22-1) + 2-Chloronitrobenzene (88-73-3) + 2,5-dichloronitrobenzene (89-61-2)

4-Chloro-3-nitroaniline (635-22-3) + sulfuric acid (7664-93-9) → 2,5-dichloronitrobenzene (89-61-2) + 4.4'-dichloro-3.3'-dinitro-diphenyl

Conditions	Yield
at 0℃; Diazotieren und Behandeln mit Kupfer(I)-chlorid und konz.Salzsaeure;

3-Chloronitrobenzene (121-73-3) + antimony chloride → 1,2-Dichloro-3-nitrobenzene (3209-22-1) + 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
bei der Chlorierung;

3,6-dichloro-2-nitro-benzaldehyde (10203-04-0) + aqueous KOH-solution → formic acid (64-18-6) + 2,5-dichloronitrobenzene (89-61-2)

3-chloro-4-nitroaniline (825-41-2) → 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: nitrous acid; alcohol 2: antimony chloride / bei der Chlorierung View Scheme

3-Chloroacetanilide (588-07-8) → 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: concentrated sulfuric acid; nitric acid / man erhitzt mit Ammoniak im geschlossenen Rohr auf 160grad und trennt die beiden entstandenen Chlor-nitro-aniline durch Destillation mit Wasserdampf 2: nitrous acid; alcohol 3: antimony chloride / bei der Chlorierung View Scheme

benzene (71-43-2) → 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: iodine; chlorine 2: bei der Nitrierung View Scheme

nitrobenzene (98-95-3) → 3,4-dichloronitrobenzene (99-54-7) + 3-Chloronitrobenzene (121-73-3) + 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With trichloroisocyanuric acid at 200℃; for 5h; Inert atmosphere;

(R,S)-1-(4-chloro-2-nitrophenyl)ethanol (787633-79-8) → 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
With 1,10-Phenanthroline; oxygen; potassium carbonate; copper dichloride; silver(l) oxide In dimethyl sulfoxide at 140℃; under 3750.38 Torr; for 36h; Autoclave;	80 %Chromat.

4'-chloro-2'-nitroacetophenone (23082-51-1) → 2,5-dichloronitrobenzene (89-61-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol / 0 °C 2: potassium carbonate; copper dichloride; 1,10-Phenanthroline; oxygen; silver(l) oxide / dimethyl sulfoxide / 36 h / 140 °C / 3750.38 Torr / Autoclave View Scheme

morpholine (110-91-8) + 2,5-dichloronitrobenzene (89-61-2) → 4-(4-chloro-2-nitro-phenyl)morpholine (65976-60-5)

Conditions	Yield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;	100%
at 2℃; Heating;	50%

2,5-dichloronitrobenzene (89-61-2) → 2,5 dichloroaniline (95-82-9)

Conditions	Yield
With hydrogen; zinc dibromide; palladium on activated charcoal In ethyl acetate under 760 Torr;	100%
	99%
With platinum on activated charcoal; hydrogen at 60℃; for 1h; Temperature; Inert atmosphere; Autoclave; Supercritical conditions;	99.4%

2,5-dichloronitrobenzene (89-61-2) → 2-Chloronitrobenzene (88-73-3)

Conditions	Yield
With ammonia at 125℃; under 15001.5 Torr; for 1h; Autoclave;	99.85%

4-chloro-phenol (106-48-9) + 2,5-dichloronitrobenzene (89-61-2) → 4-chloro-1-(4-chlorophenoxy)-2-nitrobenzene (135-12-6)

Conditions	Yield
With potassium hydroxide at 135 - 140℃; for 3.5h; Reagent/catalyst; Temperature; Large scale;	99.53%
With potassium hydroxide In water at 170℃; for 2.5h; Inert atmosphere;	97%
Stage #1: 4-chloro-phenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.666667h; Stage #2: 2,5-dichloronitrobenzene In N,N-dimethyl-formamide; mineral oil at 80℃; for 1.25h;	93%
With sodium hydride In N,N-dimethyl-formamide at 20℃;

diethylamine (109-89-7) + 2,5-dichloronitrobenzene (89-61-2) → N-(4-Chloro-2-nitrophenyl)diethylamine (86309-90-2)

Conditions	Yield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;	98%
With methanol at 150℃; Kinetik der Reaktion bei 85grad und 110grad;

pyrrolidine (123-75-1) + 2,5-dichloronitrobenzene (89-61-2) → 5-chloro-2-(1-pyrrolidinyl)nitrobenzene (41173-36-8)

Conditions	Yield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;	97%
at 2℃; Heating;

ethyl 2-cyanoacetate (105-56-6) + 2,5-dichloronitrobenzene (89-61-2) → ethyl 2-(4-chloro-2-nitrophenyl)-2-cyanoacetate (65547-99-1)

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 100℃;	97%
Stage #1: ethyl 2-cyanoacetate With sodium hydride; dimethyl sulfoxide In mineral oil for 0.166667h; Stage #2: 2,5-dichloronitrobenzene In mineral oil at 20℃; for 1h;	71%
With sodium ethanolate 1.) EtOH, 2.) EtOH, reflux, 12 h; Multistep reaction;

(2-hydroxyethyl)(methyl)amine (109-83-1) + 2,5-dichloronitrobenzene (89-61-2) → 2-(4chloro-N-methyl-2-nitranilino)ethanol (103748-12-5)

Conditions	Yield
In pyridine for 5h; Heating;	97%

piperidine (110-89-4) + 2,5-dichloronitrobenzene (89-61-2) → 1-(4-chloro-2-nitrophenyl)piperidine (33784-44-0)

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 18.5h;	96.4%

2,5-dichloronitrobenzene (89-61-2) + phenol (108-95-2) → 4-chloro-2-nitro-1-phenoxybenzene (91-39-4)

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide	96%
In ethyl acetate; N,N-dimethyl-formamide	95%
With sodium hydroxide; tetrabutylammomium bromide In water for 30h; Heating;	81%

methanol (67-56-1) + 2,5-dichloronitrobenzene (89-61-2) → 4-chloro-2-nitroanisole (89-21-4)

Conditions	Yield
With sodium hydroxide at 70℃; for 2h;	95%
With sodium hydroxide; copper chloride; glycerol
With zinc hydroxide at 150 - 160℃;
With sodium carbonate at 155 - 165℃;

2,4-dichlorophenol (120-83-2) + 2,5-dichloronitrobenzene (89-61-2) → 2,4,4'-trichloro-2'-nitrodiphenyl ether (2392-48-5)

Conditions	Yield
Stage #1: 2,4-dichlorophenol With potassium hydroxide In water at 110℃; Stage #2: 2,5-dichloronitrobenzene In water at 150℃;	95%
With potassium hydroxide
With potassium hydroxide In dimethyl sulfoxide at 100℃;
With potassium hydroxide In water at 125 - 130℃; Large scale;	4642.3 g

methyl thiosalicylate (17999-25-6) + 2,5-dichloronitrobenzene (89-61-2) → methyl S-(2-nitro-4-chloromethylphenyl)thiosalicylate

Conditions	Yield
In methanol; sodium hydroxide; water	95%

3-(methylsulfonyl)propan-1-amine monohydrochloride + 2,5-dichloronitrobenzene (89-61-2) → 4-chloro-N-(3-(methylsulfonyl)propyl)-2-nitroaniline

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethanol for 14h; Reflux;	94%

thiophenol (108-98-5) + 2,5-dichloronitrobenzene (89-61-2) → 4-chloro-2-nitrophenyl phenyl sulfide (4548-56-5)

Conditions	Yield
With ammonium acetate In ethanol for 48h; Heating;	92%
With sodium hydroxide In ethanol for 1h; Heating;	90%
With caesium carbonate In acetonitrile at 130℃; for 0.133333h; Microwave irradiation;	66%

methyl 4-hydroxylbenzoate (99-76-3) + 2,5-dichloronitrobenzene (89-61-2) → methyl 4-(4-chloro-2-nitrophenoxy)benzoate (943617-66-1)

Conditions	Yield
With sodium carbonate In ethanol Heating / reflux;	92%

2-Mercaptopyridine (2637-34-5) + 2,5-dichloronitrobenzene (89-61-2) → 2-[(4-chloro-2-nitrophenyl)thio]pyridine (126395-05-9)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 0.166667h; Microwave irradiation;	92%
With sodium In methanol at 65℃; for 7h; Inert atmosphere; Reflux; regioselective reaction;	71%

2-Naphthalenethiol (91-60-1) + 2,5-dichloronitrobenzene (89-61-2) → 4-chloro-2-nitro-1-(2-naphthylthio)benzene (1100794-53-3)

Conditions	Yield
With sodium In methanol at 65℃; for 3h; Inert atmosphere; Reflux; regioselective reaction;	92%
With sodium hydroxide In ethanol; water

Thiophene-2-thiol (7774-74-5) + 2,5-dichloronitrobenzene (89-61-2) → 4-chloro-2-nitrophenyl 2-thienyl sulfide

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 40℃; for 0.5h; Microwave irradiation;	92%
With sodium hydroxide In ethanol; water

1-benzyl-2-mercapto-1H-imidazolo-5-carboxylic acid (84345-15-3) + 2,5-dichloronitrobenzene (89-61-2) → 3-Benzyl-2-(4-chloro-2-nitro-phenylsulfanyl)-3H-imidazole-4-carboxylic acid (108403-90-3)

Conditions	Yield
With sodium In ethanol; N,N-dimethyl-formamide for 1.5h; Heating;	90%

1-(2-(piperidin-4-yl)ethyl)piperidine (14759-09-2) + 2,5-dichloronitrobenzene (89-61-2) → 1-(4-chloro-2-nitro-phenyl)-4-(2-piperidin-1-yl-ethyl)-piperidine (1314530-83-0)

Conditions	Yield
In acetonitrile at 175℃; for 0.5h; Microwave irradiation;	90%

ethylamine (75-04-7) + 2,5-dichloronitrobenzene (89-61-2) → N-ethyl-4-chloro-2-nitro-aniline (28491-95-4)

Conditions	Yield
In ethanol	89%
With ethanol at 160℃;
at 2℃; Heating;

2,5-dichloronitrobenzene (89-61-2) → 2-fluoro-5-chloronitrobenzene (345-18-6)

Conditions	Yield
With potassium fluoride; polydiallyldimethylammonium chloride In dimethyl sulfoxide at 200℃; for 1h;	88.6%
With potassium fluoride; bis(tricyclohexylphosphine)nickel(II) dichloride; tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 150℃; for 8h; Inert atmosphere;	77.2%
With potassium fluoride; tetraphenylphosphonium bromide at 145 - 155℃; for 6h;	56%

tert-Butyl chloroacetate (107-59-5) + 2,5-dichloronitrobenzene (89-61-2) → (2,5-dichloro-4-nitrophenyl)acetic acid tert-butyl ester

Conditions	Yield
With lithium tert-butoxide In ISOPROPYLAMIDE at -5 - 0℃; for 2h; Product distribution / selectivity;	88%
With sodium t-butanolate In ISOPROPYLAMIDE at -5 - 0℃; for 2h; Product distribution / selectivity;	86%

pyridine-4-thiol (4556-23-4) + 2,5-dichloronitrobenzene (89-61-2) → 4-[(4-chloro-2-nitrophenyl)thio]pyridine

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 0.166667h; Microwave irradiation;	88%

1-phenylvinylboronic acid MIDA ester (1311484-52-2) + 2,5-dichloronitrobenzene (89-61-2) → 4-chloro-2-nitro-1-(1-phenylvinyl)benzene

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 120℃; for 0.5h; Suzuki-Miyaura Coupling;	88%

uracil (66-22-8) + 2,5-dichloronitrobenzene (89-61-2) → 1-(4-chloro-2-nitro-phenyl)-1H-pyrimidine-2,4-dione

Conditions	Yield
With zinc(II) oxide at 130℃; for 0.133333h; Ionic liquid; Microwave irradiation;	87%
With silica gel; caesium carbonate In dimethyl sulfoxide for 0.05h; microwave irradiation;	77%
With silica gel; caesium carbonate In dimethyl sulfoxide at 150℃; for 3.33333h;	68%

ethanolamine (141-43-5) + 2,5-dichloronitrobenzene (89-61-2) → 2-(4-chloro-2-nitrophenylamino)ethanol (59320-13-7)

Conditions	Yield
In butan-1-ol Reflux;	86%
With butan-1-ol
With potassium carbonate
With ethanol at 140℃;
at 2℃; Heating;

Upstream product

• 88-73-3 2-Chloronitrobenzene 
• 23082-51-1 4'-chloro-2'-nitroacetophenone 
• 787633-79-8 (R,S)-1-(4-chloro-2-nitrophenyl)ethanol 
• 6280-88-2 4-chloro-2-nitro-benzoic acid 
• 98-95-3 nitrobenzene 
• 71-43-2 benzene 
• 588-07-8 3-Chloroacetanilide 
• 825-41-2 3-chloro-4-nitroaniline 
• 95-82-9 2,5 dichloroaniline 
• 10203-04-0 3,6-dichloro-2-nitro-benzaldehyde 
• 121-73-3 3-Nitrochlorobenzene 
• 635-22-3 4-Chloro-3-nitroaniline 
• 7664-93-9 sulfuric acid 
• 10025-91-9 antimony(III) chloride 

Downstream Products

• 15211-85-5 (4-chloro-2-nitro-phenyl)-(2,4,5-trichloro-phenyl)-ether 
• 91041-13-3 3-(4-Chloro-2-nitro-phenoxy)-thiophene-2-carboxylic acid methyl ester 
• 31183-86-5 Bis-<2-amino-4-chlorphenyl>-trisulfid 
• 55233-08-4 (4-Chloro-2-nitro-phenyl)-diphenyl-acetonitrile 
• 105837-78-3 1-(2-bromophenoxy)-4-chloro-2-nitro-benzene 
• 33672-13-8 2-(4-Chloro-2-nitro-phenyl)-2,3-diphenyl-propionitrile 
• 33672-12-7 2-(4-Chloro-2-nitro-phenyl)-2-phenyl-butyronitrile 
• 2786-51-8 5-chlorobenzo[d]thiazole 
• 2941-48-2 2,5-Dichloro-benzothiazole 
• 33672-11-6 2-(4-Chloro-2-nitro-phenyl)-2-phenyl-propionitrile 
• 78161-84-9 <2-Amino-4-chlor-phenyl>-<2-hydroxy-phenyl>-aether 
• 22057-45-0 benzyl-(4-chloro-2-nitro-phenyl)-sulfide 
• 961-28-4 bis-(2,5-dichloro-phenyl)-diazene-N-oxide 
• 120-82-1 1,2,4-Trichlorobenzene 

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Regardless of the sustainable development path, today, there are highly demanded chemical productions still operating that bear environmental and technological risks inherited from the previous century. The fabrication of nitro compounds, and nitroarenes in particular, is traditionally associated with acidic wastes formed in nitration reactions exploiting mixed acids. However, nitroarenes are indispensable for industrial and military applications. We faced the challenge and developed a greener, safer, and yet effective method for the production of nitroaromatics. The proposed approach comprises the application of an eco-friendly nitrating agent, namely dinitrogen pentoxide (DNP), in the medium of liquefied 1,1,1,2-tetrafluoroethane (TFE) - one of the most non-hazardous Freons. Importantly, the used TFE is not emitted into the atmosphere but is effortlessly recondensed and returned into the process. DNP is obtainedviathe oxidation of dinitrogen tetroxide with ozone. The elaborated method is characterized by high yields of the targeted nitro arenes, mild reaction conditions, and minimal amount of easy-to-utilize wastes.

Dehydroxyalkylative halogenation of C(aryl)-C bonds of aryl alcohols

We herein report Cu mediated side-directed dehydroxyalkylative halogenation of aryl alcohols. C(aryl)-C bonds of aryl alcohols were effectively cleaved, affording the corresponding aryl chlorides, bromides and iodides in excellent yields. Aryl alcohols could serve as both aromatic electrophilic and radical synthetic equivalents during the reaction.

Preparation method of nitrification organic matter and prepared nitrification organic matter

The invention discloses a preparation method of nitrification organic matter and the prepared nitrification organic matter, and relates to the technical field of organic synthesis. The preparation method of the nitrification organic substance comprises the following steps: introducing a nitrification acid liquid and molten-state organic matter to be nitrified into a microchannel reactor, and performing a reaction, wherein the organic matter to be nitrified is solid at normal temperature, and solidification and/or dissolution in the nitrification acid liquid does not occur in the organic matterto be nitrified after the organic matter to be nitrified is introduced into the microchannel reactor. According to the preparation method of the nitrification organic matter provided by the invention, the nitrification organic matter prepared by the method has a very good yield and purity without a solvent removal post-treatment process; in the whole process, no solvent participates in the reaction, so that the post-treatment process of solvent removal is avoided; and the method has high safety in the whole reaction process, adopts automation control, has high production efficiency and a greatly-improved production environment, and has larger industrial application value.

Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions

Versatile and practical Ag/Cu-mediated decarboxylative halogenation between readily available aryl carboxylic acids and abundant NaX (X = I, Br, Cl) has been achieved under aerobic conditions in moderate to good yields. The halodecarboxylation is shown to be an effective strategy for S-containing heteroaromatic carboxylic acid and benzoic acids with nitro, chloro and methoxyl substituents at the ortho position. A gram-scale reaction and a three-step procedure to synthesize iniparib have been performed to evaluate the practicality of this protocol. A preliminary mechanistic investigation indicates that Cu plays a vital role and a radical pathway is involved in the transformation.

Method for synthesizing 2,5-dichloroaniline by micro-channel reactor

The invention provides a method for synthesizing 2,5-dichloroaniline by a micro-channel reactor. A nitratlon reaction and a catalytic hydrogenation reaction are performed by using the micro-channel reactor. The method comprises the following steps of nitratlon reaction: raw materials of nitro-p-dichlorobenzene are dissolved into an organic solvent, and are preheated; concentrated nitric acid and concentrated sulfuric acid are mixed and are preheated; the materials enter a reaction module group to take a reaction after the preheating; and an intermediate product of 2,5-Dichloronitrobenzene is obtained after the refining; and catalytic hydrogenation reaction: the 2,5-Dichloronitrobenzene is dissolved into a solvent; Pd-loaded active carbon catalysts are added; dechlorination inhibitors are added, and then, preheating is performed; after the materials are preheated, hydrogen gas enters the reaction module group to take a reaction; and post-treatment is performed to obtain the 2,5-dichloroaniline. The method provided by the invention has the advantages that the mixing effect is good; the temperature and material proportion control is precise; the reaction yield and the product purity are improved; the reaction is safe and stable; the time is short; no amplification effect exists; and wide application prospects are realized in industrial production.

A acid mechanically continuous nitration process for preparing 2, 5 - dichloro of nitrobenzene

The invention relates to a production method for preparing 2,5-dichloronitrobenzene (DCNB) through continuous nitration, which particularly realizes the recycling of waste acids in the preparing process. The invention provides a technological program capable of recycling acids for preparing 2,5-dichloronitrobenzene (DCNB) through the continuous nitration, which is characterized in that sulfuric acid and nitric acid are prepared into a mixed acid, the mixed acid and paradichlorobenzene are simultaneously fed into a three-stages kettle (ring) type continuous reactor to carry out nitration reaction, a nitration reaction solution discharged form the third-stage kettle (ring) type continuous reactor is stood for layering so as to obtain a nitrifying oil layer and a nitrifying waste acid, and the nitrifying oil layer is subjected to alkali cleaning, water washing and light component removal so as to obtain a 2,5-DCNB finished product; paradichlorobenzene is added into the nitrifying waste acid to extract organic matters in the acid layer, residual HNO3 in the acid layer is consumed, after the extraction is completed, the obtained product is layered so as to obtain an extraction oil layer and an extracted residual waste acid, the extraction oil layer is used for next-batch nitrification, the extracted residual waste acid after being concentrated and nitric acid are prepared into the waste acid for next-batch nitrification, a small amount of emulsion layer is produced in the process of recycling, and the emulsion layer after being combined with the nitrifying oil layer is subjected to alkali cleaning and water washing.

Nitration separation method of 2,5-dichloronitrobenzene

The invention relates to a nitration separation method of 2,5-dichloronitrobenzene. The method comprises the following steps: adding a catalyst methyl benzenesulfonic acid into a dichlorobenzene solution to carry out reaction; and after the dichlorobenzene and methyl benzenesulfonic acid are thoroughly mixed, dropwisely adding 95% concentrated nitric acid into the mixed solution, and carrying out nitration reaction at 180 DEG C for 5-7 hours to obtain the 2,5-dichloronitrobenzene crude product. By adding the catalyst methyl benzenesulfonic acid into the dichlorobenzene, the dichlorobenzene can react more sufficiently, and the reaction time is greatly shortened. The concentrated nitric acid dropwisely added into the dichlorobenzene liquid can quickly obtain dichloronitrobenzene, so the dichloronitrobenzene preparation time is shortened.

Synthetic method of aryl halide taking aryl carboxylic acid as raw material

A synthetic method of an aryl halide taking aryl carboxylic acid as a raw material is characterized in that a corresponding aryl halide is formed by carrying out substitution reaction on an aryl carboxylic acid compound and haloid salt MX in an organic solvent under the condition that oxygen, a silver catalyst, a copper additive and a bidentate nitrogen ligand exist, wherein M in MX represents alkali metal or alkaline earth metal, and X represents F, Cl, Br or I. Compared with a conventional aryl halide synthetic method, the synthetic method disclosed by the invention has the obvious advantages that reaction raw materials (comprising aryl carboxylic acid and MX) are cheap and easy to obtain, the using amount of a metal catalyst is small, pollution to the environment when the oxygen is used as an oxidant is the smallest, good tolerance to various functional groups on an aromatic ring is obtained, the yield is high, and the like. The synthetic method disclosed by the invention can be widely applied to synthesis in the fields of medicine, materials, natural products and the like in industry and academia.