605-71-0

Basic information

• Product Name: 1,5-Dinitronaphthalene
• Synonyms: 1,5-dinitro-naphthalen;Naphthalene,1,5-dinitro-;1,5-DINITRONAPHTHALENE;LABOTEST-BB LT00436936;1,5-Dinitroaphthalene;1,5-Dinitronaphthalene98%;1,5-Dinitronaphthalene,tech.90%;1,5-DINITRO NAPHTALENE
• CAS NO: 605-71-0
• Molecular Formula: C₁₀H₆N₂O₄
• Molecular Weight: 218.17
• EINECS: 210-095-2
• Product Categories: Intermediates of Dyes and Pigments;Naphthalene derivatives;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Building Blocks;Chemical Synthesis;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 605-71-0.mol
• Article Data: 15

Chemical Properties

• Melting Point: 214 °C
• Boiling Point: 358.84°C (rough estimate)
• Flash Point: 200.3 °C
• Appearance: Yellow Crystalline Powder
• Density: 1.58
• Vapor Pressure: 6.22E-06mmHg at 25°C
• Refractive Index: 1.7040 (estimate)
• Water Solubility: 60 ppm (12 ºC), 90 ppm (50 ºC)
• BRN: 527184
• CAS DataBase Reference: 1,5-Dinitronaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Dinitronaphthalene(605-71-0)
• EPA Substance Registry System: 1,5-Dinitronaphthalene(605-71-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 41-43-52/53-68-36/37/38
• Safety Statements: 26-36/37/39-61-29
• RIDADR: 2811
• WGK Germany: 3
• RTECS: QJ4551000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 605-71-0(Hazardous Substances Data)

Usage

Chemical Properties

Yellow to yellow-green needles or fluffy powder

Definition

ChEBI: 1,5-dinitronaphthalene is a dinitronaphthalene carrying nitro groups at positions 1 and 5. It has a role as a genotoxin.

General Description

Yellowish white needles or light yellow fluffy solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

1,5-Dinitronaphthalene is incompatible with strong oxidizers and strong bases. Mixtures with sulfur or sulfuric acid may explode if heated to 248° F .

Fire Hazard

Flash point data for 1,5-Dinitronaphthalene are not available; however, 1,5-Dinitronaphthalene is probably combustible.

Safety Profile

A suspected carcinogen. Mutation data reported. Mxtures with sulfur or sulfuric acid (used in commercial reactions) may explode if heated to 120℃. Initiation temperature depends on the quality of the dinitronaphthalene. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS of AROMATICHYDROCARBONS

InChI:InChI=1/C10H6N2O4/c13-11(14)9-5-1-3-7-8(9)4-2-6-10(7)12(15)16/h1-6H

Synthetic route

1,5-diaminonaphthalene (2243-62-1) → 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With trifluoroacetyl peroxide In dichloromethane at -5 - 5℃; for 4h;	85%

naphthalene (91-20-3) → 1-Nitronaphthalene (86-57-7) + 1,8-dinitronaphthalene (602-38-0) + 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With nitric acid at 64.84℃; for 3h; Catalytic behavior; Reagent/catalyst;	A 78.5% B 10.6% C 6.2%
With nitric acid In acetic acid at 64.84℃; for 3h; Catalytic behavior; Solvent;	A 22.5% B 42.5% C 32.6%
With phosphotungstic acid; nitric acid at 64.84℃; for 3h; Catalytic behavior; Reagent/catalyst;	A 31.5% B 36.7% C 28.5%
With nitric acid In dichloromethane for 12h; Reflux; regioselective reaction;

naphthalene (91-20-3) → 1,8-dinitronaphthalene (602-38-0) + 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With nitric acid at 64.84℃; for 3h; Catalytic behavior; Reagent/catalyst;	A 49.2% B 48.5%
With nitric acid
With nitric acid Erwaermen des Reaktionsgemischs mit konz. Schwefelsaeure;

naphthalene (91-20-3) → 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With sulfuric acid; nitric acid
With Nitrogen dioxide at 100℃;

naphthalene (91-20-3) → 2,4-dinitronaphthalene (606-37-1) + 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With sulfuric acid; nitric acid at -60 - -50℃;

1-Nitronaphthalene (86-57-7) → 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With nitric acid
With sulfuric acid; nitric acid Erwaermen des Reaktionsprodukts auf 80-90grad;
With sulfuric acid; nitric acid
With sulfuric acid; nitric acid Erwaermen des Reaktionsprodukts auf 80-90grad;

1-Nitronaphthalene (86-57-7) → 1,8-dinitronaphthalene (602-38-0) + 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With nitric acid
With sulfuric acid; nitric acid at 0℃; Trennung der beiden Isomere durch Umkrystallisieren aus Pyridin;
With sulfuric acid; nitric acid at 0℃;

5-nitro-[1]naphthylamine (3272-91-1) → 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With hydrogenchloride Diazotization.Versetzen der neutralisierten Diazoniumsalz-Loesung mit Na3 und Behandlung des gebildeten Diazonium-hexanitrocobaltats(III) mit NaNO2,Cu2O und CuSO4;

2-amino-1,5-dinitronaphthalene (139765-92-7) → 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
ueber die Diazonium-Verbindung;

C11H9N2O5(1-)*Na(1+) → 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With (decomposition) In methanol; dimethyl sulfoxide at 24.9℃; Equilibrium constant; Rate constant;

naphthalene (91-20-3) → 1,8-dinitronaphthalene (602-38-0) + 1,7-dinitronaphthalene (24824-25-7) + 1,6-dinitronaphthalene (607-46-5) + 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With cupric nitrate trihydrate supported on K 10 montmorillonite clay; nitric acid; acetic anhydride In tetrachloromethane for 3h; Ambient temperature; Yield given. Yields of byproduct given;

naphthalene (91-20-3) → 1-Nitronaphthalene (86-57-7) + 1,8-dinitronaphthalene (602-38-0) + 2,4-dinitronaphthalene (606-37-1) + 2-nitronaphthalene (581-89-5) + 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With Nitrogen dioxide; ozone In dichloromethane at -25℃; for 0.0833333h; Product distribution; Mechanism; other methylnaphthalenes; also with HNO3/Ac2O system and with methanesulfonic acid; var. temp. and reaction times;

5-nitro-naphthalene-carboxylic acid-(1) → 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With nitric acid

naphthalene (91-20-3) + nitric acid (7697-37-2) → 1,8-dinitronaphthalene (602-38-0) + 1,5-dinitronaphthalene (605-71-0)

naphthalene (91-20-3) + NO2 → 1-Nitronaphthalene (86-57-7) + 1,8-dinitronaphthalene (602-38-0) + 1,5-dinitronaphthalene (605-71-0)

naphthalene (91-20-3) + HNO3+H2SO4 → 1-Nitronaphthalene (86-57-7) + 2,4-dinitronaphthalene (606-37-1) + 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
at -60 - -50℃;

1-Nitronaphthalene (86-57-7) + sulfuric acid (7664-93-9) + nitric acid (7697-37-2) → 1,8-dinitronaphthalene (602-38-0) + 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
Product distribution;

1-Nitronaphthalene (86-57-7) + HNO3+H2SO4 → 1,8-dinitronaphthalene (602-38-0) + 1,5-dinitronaphthalene (605-71-0)

1-Nitronaphthalene (86-57-7) + sulfuric acid (7664-93-9) + KNO3 → 1,8-dinitronaphthalene (602-38-0) + 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
at 0℃;

5-nitro-1-naphthoic acid (1975-44-6) + nitric acid (7697-37-2) → 1,5-dinitronaphthalene (605-71-0)

5-nitro-1-naphthoic acid (1975-44-6) + nitric acid (7697-37-2) → 4,5-dinitro-[1]naphthoic acid (99972-07-3) + 5,8-dinitro-[1]naphthoic acid + 1,5-dinitronaphthalene (605-71-0) + 5.x-dinitro-naphthoic acid-(1)

sulfuric acid (7664-93-9) + 4,8-dinitro-[1]naphthoic acid methyl ester → 1,5-dinitronaphthalene (605-71-0)

3-nitro-benzenesulfonic acid-(1,5-dinitro-[2]naphthylamide) (858500-11-5) → 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: H2SO4 / 50 °C 2: ueber die Diazonium-Verbindung View Scheme

2-amino-5-nitronaphthalene (607-44-3) → 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
Multi-step reaction with 4 steps 1: pyridine 2: acetic acid; HNO3 3: H2SO4 / 50 °C 4: ueber die Diazonium-Verbindung View Scheme

3-nitro-benzenesulfonic acid-(5-nitro-[2]naphthylamide) (858501-23-2) → 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic acid; HNO3 2: H2SO4 / 50 °C 3: ueber die Diazonium-Verbindung View Scheme

naphthalene (91-20-3) + nitric acid (7697-37-2) → 1-Nitronaphthalene (86-57-7) + 1,8-dinitronaphthalene (602-38-0) + 1,5-dinitronaphthalene (605-71-0)

naphthalene (91-20-3) → 1-Nitronaphthalene (86-57-7) + 1,8-dinitronaphthalene (602-38-0) + 2-nitronaphthalene (581-89-5) + 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With nitric acid In dichloromethane for 12h; Reflux; regioselective reaction;
With nitric acid In acetonitrile for 12h; Reflux; regioselective reaction;
With nitric acid In hexane for 2.3h; Reflux; regioselective reaction;
With nitric acid In nitrobenzene at 90℃; for 24h; Solvent; Temperature; Time; regioselective reaction;

1-Nitronaphthalene (86-57-7) → 1,8-dinitronaphthalene (602-38-0) + 2,4-dinitronaphthalene (606-37-1) + 1,4-dinitronaphthalene (6921-26-2) + 1,5-dinitronaphthalene (605-71-0)

Conditions	Yield
With nickel(II) acetate tetrahydrate; Nitrogen dioxide In acetonitrile at 100℃; for 3h; Temperature; Time; Reagent/catalyst; Sealed tube; regioselective reaction;

1,5-dinitronaphthalene (605-71-0) → 1,5-diaminonaphthalene (2243-62-1)

Conditions	Yield
With sodium tetrahydroborate; diphenyl ditelluride In ethanol; benzene at 55℃; for 15h;	92%
With iodophosphorus; water
With sulfuric acid; acetic acid elektrolytische Reduktion an Bleikathoden;

1,5-dinitronaphthalene (605-71-0) + benzyl alcohol (100-51-6) → 5-(benzyloxy)-1-nitronaphthalin (128923-94-4)

Conditions	Yield
With potassium hydroxide; tetrabutylammomium bromide In various solvent(s) 1) 4 h, room temperature, 2) 1 h, 50 deg C;	92%

1,5-dinitronaphthalene (605-71-0) → 1,4,5-trinitronaphthalene (2243-95-0)

Conditions	Yield
With sulfuric acid; nitric acid for 3h; cooling;	91%
With sulfuric acid; nitric acid
With sulfuric acid; nitric acid
Nitrierung;
With sulfuric acid; nitric acid

1,5-dinitronaphthalene (605-71-0) → 1,4,5,8-tetranitronaphthalene (4793-98-0)

Conditions	Yield
With sulfuric acid; potassium nitrate at 20 - 50℃; for 3h;	85%

chloromethyl tert-butyl sulfone (24824-96-2) + 1,5-dinitronaphthalene (605-71-0) → 2-(tert-Butylsulfonylmethyl)-1,5-dinitronaphthalene (108451-12-3)

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide at 18 - 22℃; for 0.75h;	83%

1,5-dinitronaphthalene (605-71-0) → 4.8-dinitro-1-hydroxy-naphthalene (80651-01-0)

Conditions	Yield
With potassium hydroxide; Cumene hydroperoxide In water; dimethyl sulfoxide at 20℃; for 10h; Oxidation;	83%

trans-4-methoxy-3-buten-2-one (51731-17-0) + 1,5-dinitronaphthalene (605-71-0) → (E)-1-((1S*,2R*)-1,5-dinitro-1,2-dihydronaphthalen-2-yl)-4-methoxybut-3-en-2-one

Conditions	Yield
Stage #1: trans-4-methoxy-3-buten-2-one With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Inert atmosphere; Stage #3: 1,5-dinitronaphthalene In tetrahydrofuran; hexane at -78℃; for 4h; Reagent/catalyst; Inert atmosphere;	82%

1,5-dinitronaphthalene (605-71-0) → 4.8-dinitro-1-hydroxy-naphthalene (80651-01-0) + 1.5-dinitro-2-hydroxy-naphthalene (80651-00-9)

Conditions	Yield
With tert.-butylhydroperoxide; potassium tert-butylate In ammonia at -33℃;	A 5% B 81%
With tert.-butylhydroperoxide; sodium hydroxide In ammonia at -33℃;	A 61% B 22%
With sodium hydroxide; Cumene hydroperoxide In dimethyl sulfoxide at 20℃; for 2h; Product distribution; Further Variations:; Reagents; Solvents; Oxidation;	A 30% B 5%

1,5-dinitronaphthalene (605-71-0) → 3,4,7,8-tetrachloro-1,5-dinitronaphthalene

Conditions	Yield
With chlorosulfonic acid; iodine; chlorine	81%

1,5-dinitronaphthalene (605-71-0) → 5-nitro-[1]naphthylamine (3272-91-1)

Conditions	Yield
With hydrazine hydrate at 90℃; for 16h;	80%
With sodium sulfide; sodium hydrogencarbonate In methanol; water at 70℃; for 0.0833333h; Reflux;	71%
With sodiumsulfide nonahydrate; water In ethanol at 65℃;	60%

Ethyl isocyanoacetate (2999-46-4) + 1,5-dinitronaphthalene (605-71-0) → 6-Nitro-2H-benzo[e]isoindole-3-carboxylic acid ethyl ester

Conditions	Yield
With tert-butylimino-tri(pyrrolidino)phosphorane In tetrahydrofuran for 16h; Cyclization; Condensation; Heating;	78%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran Heating;	44%

cyclohexenone (930-68-7) + 1,5-dinitronaphthalene (605-71-0) → (S)-6-((1R,2S)-1,5-dinitro-1,2-dihydronaphthalen-2-yl)cyclohex-2-enone

Conditions	Yield
Stage #1: cyclohexenone With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Inert atmosphere; Stage #3: 1,5-dinitronaphthalene In tetrahydrofuran; hexane at -78℃; for 14h; Inert atmosphere;	72%

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine (93102-05-7) + 1,5-dinitronaphthalene (605-71-0) → (3aS*,9bS*)-2-benzyl-6,9b-dinitro-2,3,3a,9b-tetrahydro-1H-benzo[e]isoindole

Conditions	Yield
Stage #1: N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine; 1,5-dinitronaphthalene With trifluoroacetic acid In dichloromethane at 20℃; for 5.5h; Inert atmosphere; Stage #2: With sodium hydrogencarbonate In dichloromethane Saturated solution; diastereoselective reaction;	66%
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 5.5h; Inert atmosphere;	66%

1,5-dinitronaphthalene (605-71-0) → 5-amino-8-hydroxy-[1,4]naphthoquinone (68217-36-7)

Conditions	Yield
With sulfuric acid; sulfur trioxide; sulfur 1.) 1 h, 2.) 50 deg C, 10 min, 3.) room temp., 18 h;	65%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 1,5-dinitronaphthalene (605-71-0) → dimethyl 1,5-naphthalenedicarbamate (63896-10-6) + (5-Amino-naphthalen-1-yl)-carbamic acid methyl ester

Conditions	Yield
With [2,2]bipyridinyl; dodecacarbonyl-triangulo-triruthenium; montmorillonitebipyridynylpalladium(II) acetate (Pd-clay) In benzene at 180℃; under 53200 Torr; for 24h;	A 64% B 12%

1,5-dinitronaphthalene (605-71-0) + phenylboronic acid (98-80-6) → 1-nitro-5-phenylnaphthalene

Conditions	Yield
With bis(acetylacetonato)palladium(II); 18-crown-6 ether; tripotassium phosphate "n" hydrate; dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine In 1,4-dioxane at 130℃; for 3h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;	61%

propylamine (107-10-8) + 1,5-dinitronaphthalene (605-71-0) → 1,5-dinitro-N-propylnaphthalen-2-amine (1137661-34-7)

Conditions	Yield
With bis(pyridine)silver(I) permanganate In tetrahydrofuran at -15 - -12℃; for 2h;	60%

1,5-dinitronaphthalene (605-71-0) + N-butylamine (109-73-9) → N-butyl-1,5-dinitronaphthalen-2-amine (1137661-37-0)

Conditions	Yield
With bis(pyridine)silver(I) permanganate In tetrahydrofuran at -15 - -12℃; for 2h;	60%

acetic anhydride (108-24-7) + 1,5-dinitronaphthalene (605-71-0) → 5-nitronapthyl-1-acetate (93201-38-8) + acetic acid 4,8-dinitro-naphthalen-1-yl ester

Conditions	Yield
Stage #1: 1,5-dinitronaphthalene With perhydrodibenzo-18-crown-6 In benzene for 2h; Stage #2: acetic anhydride	A 59.7% B 24.4%

ethylamine (75-04-7) + 1,5-dinitronaphthalene (605-71-0) → N-ethyl-1,5-dinitronaphthalen-2-amine (1137661-32-5)

Conditions	Yield
With bis(pyridine)silver(I) permanganate In tetrahydrofuran at -15 - -12℃; for 2h;	59%

N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine (93102-05-7) + 1,5-dinitronaphthalene (605-71-0) → (3aS*, 3bS*, 6aS*, 10bR*)-2,5-dibenzyl-6a,10-dinitro-1,2,3,3a,3b,4,5,6,6a,10-bdecahydrobenzo[e]pyrrolo[3,4-g]isoindole

Conditions	Yield
Stage #1: N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine; 1,5-dinitronaphthalene With trifluoroacetic acid In dichloromethane at 20℃; for 26h; Inert atmosphere; Stage #2: With sodium hydrogencarbonate In dichloromethane Saturated solution; diastereoselective reaction;	57%
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 26h; Inert atmosphere;	57%

1,5-dinitronaphthalene (605-71-0) → 5-nitro-[1]naphthylamine (3272-91-1) + 1,5-diaminonaphthalene (2243-62-1)

Conditions	Yield
With sodium sulfide; ammonium hydroxide at 80℃;	A 54% B 34%
With sodium sulfide; ammonium chloride In water at 80 - 85℃; for 4h;	A 54% B 34%
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 8h;	A 20.33% B 47.26%

1,5-dinitronaphthalene (605-71-0) → 5,8-Dihydroxy-1,4-naphthoquinone (475-38-7)

Conditions	Yield
With sulfuric acid; sulfur for 1h; Ambient temperature;	50%
With sulfuric acid; sulfur at 40℃;

danishefsky's diene (54125-02-9) + 1,5-dinitronaphthalene (605-71-0) → 2-hydroxy-8-nitrophenanthrene

Conditions	Yield
In benzene at 150℃; for 72h;	48%

1,5-dinitronaphthalene (605-71-0) → 1-amino-4-nitronaphthalene (776-34-1)

Conditions	Yield
With potassium hydroxide; hydroxylamine hydrochloride In methanol at 50℃; for 2h;	46%

1,5-dinitronaphthalene (605-71-0) + ethyl 2-cyanoacetate (105-56-6) → 6-Nitro-2H-benzo[e]isoindole-3-carboxylic acid ethyl ester

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran for 12h; Ambient temperature;	43%

potassium methanolate (865-33-8) + 1,5-dinitronaphthalene (605-71-0) → 1-Methoxy-4,8-dinitronaphthalene (13772-70-8) + 1,7-Dimethoxy-4,8-dinitronaphthalene (1153-59-9)

Conditions	Yield
In tetrahydrofuran at 20℃; for 14h; Substitution; Methoxylation;	A 18% B 30%

Upstream product

• 91-20-3 naphthalene 
• 7697-37-2 nitric acid 
• 1975-44-6 5-nitro-1-naphthoic acid 
• 7664-93-9 sulfuric acid 
• 86-57-7 1-Nitronaphthalene 
• 2243-62-1 1,5-naphthalenediamine 
• 858501-23-2 3-nitro-benzenesulfonic acid-(5-nitro-[2]naphthylamide) 
• 607-44-3 2-amino-5-nitronaphthalene 
• 858500-11-5 3-nitro-benzenesulfonic acid-(1,5-dinitro-[2]naphthylamide) 
• 139765-92-7 2-amino-1,5-dinitronaphthalene 
• 3272-91-1 5-nitro-[1]naphthylamine 

Downstream Products

• 1825-30-5 1,5-dichloronaphthalene 
• 99-34-3 3,5-dinitrobenzoic acid 
• 603-11-2 3-nitrophthalic acid 
• 2243-95-0 1,4,5-trinitronaphthalene 
• 2243-94-9 1,3,5-trinitronaphthalene 
• 2243-93-8 1,2,5-Trinitro-naphthalin 
• 6259-68-3 5-amino-8-hydroxy-[1,4]naphthoquinone-1-imine 
• 30413-69-5 8-amino-2,6-dibromo-5-hydroxy-[1,4]naphthoquinone 
• 112534-15-3 (2-carboxy-6-nitro-phenyl)-glyoxylic acid 
• 112534-27-7 (2-carboxy-3-nitro-phenyl)-glyoxylic acid 
• 2217-41-6 1-amino-5,6,7,8-tetrahydronaphthalene 
• 4793-98-0 1,4,5,8-tetranitronaphthalene 
• 2217-58-5 1,4,5,7-tetranitronaphthalene 
• 475-38-7 5,8-Dihydroxy-1,4-naphthoquinone 

Relevant articles and documents

Highly selective catalytic nitration of 1-nitronaphthalene with NO2 to 1,5-dinitronaphthalene over solid superacid SO42?/ZrO2 promoted by molecular oxygen and acetic anhydride under mild conditions

A simple and efficient method for liquid-phase catalytic nitration of 1-nitronaphthalene with NO2 to 1,5-dinitronaphthalene under mild conditions has been developed. The results indicated that the sulfated zirconia (SO42?/ZrO2) as solid superacid catalyst exhibits superior catalytic performance with dioxygen and acetic anhydride. 93.8% conversion of 1-nitronaphthalene and 52.8% 1,5-dinitronaphthalene selectivity were achieved. Furthermore, the physicochemical properties of SO42?/ZrO2 were determined by XRD, Py-FT-IR, BET, FT-IR, Raman spectroscopy and ICP-OES technologies. The possible nitration reaction mechanism over SO42?/ZrO2 catalyst was proposed. The present work provides an easy-to-implement, mild and eco-friendly approach for the efficient preparation of valuable 1,5-dinitronaphthalene, which has extensive industrial application prospects.

Method for preparing nitro compound by using graphene to catalyze nitric oxide

The invention discloses a method for preparing a nitro compound by using graphene to catalyze nitric oxide. A graphene oxide carbon material is used for catalysis of a reaction of nitric oxide and a nitrification substrate such as an aromatic compound to prepare the nitro compound. The method is used for replacing a traditional nitric acid/sulfur acid method to prepare the nitro compound, so thatthe atom utilization rate of the reaction is increased, the energy is saved, and the emission is reduced; and the method has the characteristic of atom economy during industrial preparation of the nitro compound.

A microchannel reaction synthesis of 1,5-dinitronaphthalene and 1,8-dinitronaphthalene method of

The invention relates to a method for synthesizing 1, 5-dinitronaphthalene and 1, 8-dinitronaphthalene by virtue of micro-channel reaction, belonging to the technical field of organic synthetic application. The method is a novel process of synthesizing 1, 5-dinitronaphthalene and 1, 8-dinitronaphthalene through nitration reaction in a transient reaction time from decades of seconds to several minutes in a Corning micro-channel reactor by taking naphthalene and nitric acid as raw materials. Materials are introduced to the Corning micro-channel reactor by virtue of a metering pump and are preheated, mixed, subjected to nitration reaction and post-treated to obtain 1, 5-dinitronaphthalene and 1, 8-dinitronaphthalene products. The method is simple, convenient and safe to operate and can be used for continuously producing dinitronaphthalene products with high yield. In addition, the environmental pollution of the process is greatly reduced.