1,8-Dinitronaphthalene supplier

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Name
1,8-Dinitronaphthalene
EINECS 210-016-1
CAS No. 602-38-0
Article Data56
CAS DataBase
Density 1.481g/cm³
Solubility 0.1 g/100ml AUTOIGNITION
Hazard Symbols UN NO.
Synonyms 1,8-Dinitronaphthalene;NSC 6323
PSA 91.64000
LogP 3.70260

Synthetic route

: 518-05-8
Naphthalene-1,8-dicarboxylic acid

: 602-38-0
1,8-dinitronaphthalene

Conditions

Conditions	Yield
With nitronium tetrafluoborate; silver carbonate In N,N-dimethyl acetamide at 90℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;	81%

: 91-20-3
naphthalene

A: 86-57-7
1-Nitronaphthalene

B: 602-38-0
1,8-dinitronaphthalene

C: 605-71-0
1,5-dinitronaphthalene

Conditions

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;

...Expand

: 91-20-3
naphthalene

A: 602-38-0
1,8-dinitronaphthalene

B: 605-71-0
1,5-dinitronaphthalene

Conditions

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;

: 91-20-3
naphthalene

: 602-38-0
1,8-dinitronaphthalene

Conditions

Conditions	Yield
With sulfuric acid; nitric acid
With Nitrogen dioxide

: 86-57-7
1-Nitronaphthalene

: 602-38-0
1,8-dinitronaphthalene

Conditions

Conditions	Yield
With sulfuric acid; potassium nitrate at 0℃;
With sulfuric acid; nitric acid at 0 - 35℃;
With sulfuric acid; nitric acid

: 86-57-7
1-Nitronaphthalene

A: 602-38-0
1,8-dinitronaphthalene

B: 605-71-0
1,5-dinitronaphthalene

Conditions

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℃;

: 90765-71-2
1-amino-4,5-dinitronaphthalene

: 602-38-0
1,8-dinitronaphthalene

Conditions

Conditions	Yield
With sulfuric acid; acetic acid Diazotization.Behandlung der Diazoniumsalz-Loesung mit Cu2O und Aethanol;

: 99972-07-3
4,5-dinitro-[1]naphthoic acid

: 142-71-2
copper diacetate

: 602-38-0
1,8-dinitronaphthalene

: 91-20-3
naphthalene

A: 602-38-0
1,8-dinitronaphthalene

B: 24824-25-7
1,7‑dinitronaphthalene

C: 607-46-5
1,6-dinitronaphthalene

D: 605-71-0
1,5-dinitronaphthalene

Conditions

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;

...Expand

: 91-20-3
naphthalene

A: 86-57-7
1-Nitronaphthalene

B: 602-38-0
1,8-dinitronaphthalene

C: 606-37-1
2,4-dinitronaphthalene

D: 581-89-5
2-nitronaphthalene

E: 605-71-0
1,5-dinitronaphthalene

Conditions

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;

...Expand

: 91-20-3
naphthalene

: 7697-37-2
nitric acid

A: 602-38-0
1,8-dinitronaphthalene

B: 605-71-0
1,5-dinitronaphthalene

...Expand

: 91-20-3
naphthalene

NO2: NO2

A: 86-57-7
1-Nitronaphthalene

B: 602-38-0
1,8-dinitronaphthalene

C: 605-71-0
1,5-dinitronaphthalene

...Expand

8-nitro-naphthalene-carboxylic acid-(1): 8-nitro-naphthalene-carboxylic acid-(1)

: 602-38-0
1,8-dinitronaphthalene

Conditions

Conditions	Yield
With nitric acid

diazotized 1.8-dinitro-2-amino-naphthalene: diazotized 1.8-dinitro-2-amino-naphthalene

: 602-38-0
1,8-dinitronaphthalene

Conditions

Conditions	Yield
With ethanol

: 86-57-7
1-Nitronaphthalene

: 7664-93-9
sulfuric acid

: 7697-37-2
nitric acid

A: 602-38-0
1,8-dinitronaphthalene

B: 605-71-0
1,5-dinitronaphthalene

Conditions

Conditions	Yield
Product distribution;

...Expand

: 86-57-7
1-Nitronaphthalene

HNO3+H2SO4: HNO3+H2SO4

A: 602-38-0
1,8-dinitronaphthalene

B: 605-71-0
1,5-dinitronaphthalene

...Expand

: 86-57-7
1-Nitronaphthalene

: 7664-93-9
sulfuric acid

KNO3: KNO3

A: 602-38-0
1,8-dinitronaphthalene

B: 605-71-0
1,5-dinitronaphthalene

Conditions

Conditions	Yield
at 0℃;

...Expand

: 85-47-2
1-naphthalenesulfonic acid

: 7697-37-2
nitric acid

: 602-38-0
1,8-dinitronaphthalene

Conditions

Conditions	Yield
at -10℃;

: 2216-13-9
8-nitro-1-naphthalenecarboxylic acid

: 7697-37-2
nitric acid

: 602-38-0
1,8-dinitronaphthalene

: 86-55-5
1-naphthalenecarboxylic acid

: 7697-37-2
nitric acid

A: 602-38-0
1,8-dinitronaphthalene

B: 99972-07-3
4,5-dinitro-[1]naphthoic acid

...Expand

: 7664-93-9
sulfuric acid

: 64574-28-3
2-amino-1,8-dinitronaphthalene

sodium nitrite: sodium nitrite

: 602-38-0
1,8-dinitronaphthalene

Conditions

Conditions	Yield
Kochen des entstandenen Diazoniumsulfats mit Alkohol;

...Expand

: 91-22-5
quinoline

: 99972-07-3
4,5-dinitro-[1]naphthoic acid

copper-powder: copper-powder

: 602-38-0
1,8-dinitronaphthalene

...Expand

: 91-20-3
naphthalene

: 7697-37-2
nitric acid

A: 86-57-7
1-Nitronaphthalene

B: 602-38-0
1,8-dinitronaphthalene

C: 605-71-0
1,5-dinitronaphthalene

...Expand

: 91-20-3
naphthalene

A: 86-57-7
1-Nitronaphthalene

B: 602-38-0
1,8-dinitronaphthalene

C: 606-37-1
2,4-dinitronaphthalene

D: 1875-63-4
2,3-dinitronaphthalene

Conditions

Conditions	Yield
With sodium nitrate; silver nitrate; potassium nitrate; potassium hexacyanoferrate(III) at 160℃; for 1h; Further byproducts.;

...Expand

: 91-20-3
naphthalene

A: 86-57-7
1-Nitronaphthalene

B: 602-38-0
1,8-dinitronaphthalene

C: 581-89-5
2-nitronaphthalene

D: 605-71-0
1,5-dinitronaphthalene

Conditions

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;

...Expand

: 86-57-7
1-Nitronaphthalene

A: 602-38-0
1,8-dinitronaphthalene

B: 606-37-1
2,4-dinitronaphthalene

C: 6921-26-2
1,4-dinitronaphthalene

D: 605-71-0
1,5-dinitronaphthalene

Conditions

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

...Expand

: 86-57-7
1-Nitronaphthalene

A: 602-38-0
1,8-dinitronaphthalene

B: 606-37-1
2,4-dinitronaphthalene

C: 24824-25-7
1,7‑dinitronaphthalene

D: 6921-26-2
1,4-dinitronaphthalene

E: 607-46-5
1,6-dinitronaphthalene

F: 87185-24-8
2,3,5-trinitronaphthalene

G: 605-71-0
1,5-dinitronaphthalene

Conditions

Conditions	Yield
With oxygen; acetic anhydride; Nitrogen dioxide at 35℃; under 3750.38 Torr; for 4h; Catalytic behavior; Mechanism; Reagent/catalyst; Time; Temperature; Pressure;

...Expand

: 602-38-0
1,8-dinitronaphthalene

: 2217-41-6
1-amino-5,6,7,8-tetrahydronaphthalene

Conditions

Conditions	Yield
With hydrogen In methanol at 150℃; under 15001.5 Torr; for 6h; Temperature; Solvent; Pressure; Autoclave;	97.4%

: 602-38-0
1,8-dinitronaphthalene

: 479-27-6
naphthalene-1,8-diamine

Conditions

Conditions	Yield
With iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate; sodium hydroxide In ethanol; water at 65 - 90℃; pH=8 - 12; Solvent; Temperature; Autoclave; Industrial scale;	96.46%
With hydrogen; palladium on activated charcoal In methanol at 25℃; for 5h;	95%
With sodium tetrahydroborate In water at 20℃; for 0.266667h; Catalytic behavior;	92%

: 112-31-2
caprinaldehyde

: 602-38-0
1,8-dinitronaphthalene

: 13925-64-9
2-nonyl-1H-perimidine

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	85%

: 602-38-0
1,8-dinitronaphthalene

: 104-87-0
4-methyl-benzaldehyde

: 25110-47-8
2-(4-methylphenyl)-1H-perimidine

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Autoclave; chemoselective reaction;	84%

: 602-38-0
1,8-dinitronaphthalene

: 100-52-7
benzaldehyde

: 15666-84-9
2-phenylperimidine

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	83%

: 602-38-0
1,8-dinitronaphthalene

: 122-85-0
para-acetamidobenzaldehyde

: acetic acid-[4-(1H-perimidin-2-yl)-anilide]

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	82%

: 602-38-0
1,8-dinitronaphthalene

: 620-23-5
m-tolyl aldehyde

: C18H14N2

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	81%

: 106-23-0, 26489-02-1
3,7-dimethyl-oct-6-enal

: 602-38-0
1,8-dinitronaphthalene

: C20H24N2

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	81%

: 602-38-0
1,8-dinitronaphthalene

: 104-88-1
4-chlorobenzaldehyde

: 28478-19-5
2-(4-chlorophenyl)-1H-perimidine

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	80%

: 602-38-0
1,8-dinitronaphthalene

: 100-83-4
meta-hydroxybenzaldehyde

: LDN-0045024

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	80%

: 602-38-0
1,8-dinitronaphthalene

: 32555-96-7
4-stilbenecarboxaldehyde

: C25H18N2

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	79%

: 602-38-0
1,8-dinitronaphthalene

: 3446-89-7
4-(Methylthio)benzaldehyde

: C18H14N2S

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	78%

: 602-38-0
1,8-dinitronaphthalene

: 123-11-5
4-methoxy-benzaldehyde

: 25110-46-7
2-(4-methoxyphenyl)-1H-perimidine

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Catalytic behavior; Solvent; Temperature; Autoclave; chemoselective reaction;	76%

: 620-02-0
5-Methylfurfural

: 602-38-0
1,8-dinitronaphthalene

: 43213-70-3
2-(5-methyl-furan-2-yl)-1H-perimidine

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	75%

: 602-38-0
1,8-dinitronaphthalene

: 459-57-4
4-fluorobenzaldehyde

: 385387-32-6
2-(4-fluorophenyl)-1H-perimidine

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	74%

: 602-38-0
1,8-dinitronaphthalene

: 529-20-4
2-methylphenyl aldehyde

: C18H14N2

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	72%

: 602-38-0
1,8-dinitronaphthalene

: 1122-91-4
4-bromo-benzaldehyde

: 25163-64-8
2-(4-bromophenyl)-1H-perimidine

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Catalytic behavior; Temperature; Solvent; Autoclave; chemoselective reaction;	72%

: 602-38-0
1,8-dinitronaphthalene

: 587-04-2
3-Chlorobenzaldehyde

: C17H11ClN2

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	71%

: 602-38-0
1,8-dinitronaphthalene

: 128376-64-7
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

: C23H23BN2O2

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	70%

: 602-38-0
1,8-dinitronaphthalene

: 15164-44-0
p-(iodophenyl)carboxaldehyde

: C17H11IN2

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	67%

: 602-38-0
1,8-dinitronaphthalene

: 105-07-7
4-cyanobenzaldehyde

: 862886-05-3
C18H11N3

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	66%

: 602-38-0
1,8-dinitronaphthalene

: 77123-57-0
4-[(trimethylsilyl)ethynyl]bezaldehyde

: C22H20N2Si

Conditions

Conditions	Yield
With hydrogen In toluene at 130℃; under 45004.5 Torr; for 20h; Autoclave; chemoselective reaction;	65%

: 107-10-8
propylamine

: 602-38-0
1,8-dinitronaphthalene

A: 1137661-55-2
4,5-dinitro-N-propylnaphthalen-1-amine

B: 1137661-44-9
1,8-dinitro-N-propylnaphthalen-2-amine

Conditions

Conditions	Yield
With silver(I) permanganate at 20℃;	A 53% B 35%

...Expand

: 54125-02-9
danishefsky's diene

: 602-38-0
1,8-dinitronaphthalene

: 2-hydroxy-5-nitrophenanthrene

Conditions

Conditions	Yield
In benzene at 150℃; for 72h;	43%
In benzene at 150℃; for 80h; Inert atmosphere; Sealed tube; Heating;	40%

: 602-38-0
1,8-dinitronaphthalene

: 3,4,5,6-tetrachloro-1,8-dinitronaphthalene

Conditions

Conditions	Yield
With chlorosulfonic acid; iodine; chlorine	40%

: 602-38-0
1,8-dinitronaphthalene

: 108-91-8
cyclohexylamine

: 1137661-47-2
N-cyclohexyl-1,8-dinitronaphthalen-2-amine

Conditions

Conditions	Yield
With silver(I) permanganate In tetrahydrofuran at 20℃;	40%

: 602-38-0
1,8-dinitronaphthalene

: 109-73-9
N-butylamine

A: 1137661-45-0
N-butyl-1,8-dinitronaphthalen-2-amine

B: 57091-57-3
N-butyl-4,5-dinitronaphthalen-1-amine

Conditions

Conditions	Yield
With silver(I) permanganate at 20℃;	A 32% B 38%

...Expand

1,8-Dinitronaphthalene Chemical Properties

Chemical Name: 1,8-Dinitronaphthalene
IUPAC NAME: 1,8-Dinitronaphthalene
CAS No.: 602-38-0
EINECS: 210-016-1
RTECS: QJ4552000
RTECS Class: Mutagen
Molecular Formula: C₁₀H₆N₂O₄
Molecular Weight: 218.17 g/mol
Melting Point: 161 °C
Density: 1.481 g/cm³
Flash Point: 200.3 °C
Boiling Point: 389.8 °C at 760 mmHg
Following is the structure of 1,8-Dinitronaphthalene (CAS No.602-38-0):

The chemical synonymous of 1,8-Dinitronaphthalene (CAS No.602-38-0) are 1,8-Dinitro-Naphthalen ; 1,8-Dinitronaphthalene ; Labotest-Bb Lt00436938 ; 1,8-Dinitronaphthalene, Contains Variable Amounts Of Water, 97% ; Naphthalene, 1,8-Dinitro- ; 1,8-Dinitronaphthalene,85%

1,8-Dinitronaphthalene Toxicity Data With Reference

mmo-sat 100 µg/plate

MUREAV Mutation Research. 91 (1981),321.

1,8-Dinitronaphthalene Consensus Reports

Reported in EPA TSCA Inventory.

1,8-Dinitronaphthalene Safety Profile

Suspected carcinogen. Mutation data reported. When heated to decomposition it emits toxic vapors of NO_x.
Attention:
1. Storage: Store in a cool, dry place. Store in a tightly closed container.
2. Handling: Use spark-proof tools and explosion proof equipment. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.

1,8-Dinitronaphthalene Standards and Recommendations

DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans

Product Name

1,8-Dinitronaphthalene

Synthetic route

1,8-Dinitronaphthalene Chemical Properties

1,8-Dinitronaphthalene Toxicity Data With Reference

1,8-Dinitronaphthalene Consensus Reports

1,8-Dinitronaphthalene Safety Profile

1,8-Dinitronaphthalene Standards and Recommendations

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