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128-97-2

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128-97-2 Usage

Chemical Properties

1,4,5,8-Naphthalenetetracarboxylic acid is a white crystals. Insoluble in ethanol, chloroform and benzene. Soluble in acetone aqueous solution.

Uses

1,4,5,8-Naphthalenetetracarboxylic acid is a carboxylic acid organic compound and can be used as an intermediate for dyes, pigments, resins, etc.

Synthesis

1,4,5,8-Naphthalenetetracarboxylic acid is prepared from pyrene by chlorination and oxidation.

Check Digit Verification of cas no

The CAS Registry Mumber 128-97-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 8 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 128-97:
(5*1)+(4*2)+(3*8)+(2*9)+(1*7)=62
62 % 10 = 2
So 128-97-2 is a valid CAS Registry Number.
InChI:InChI=1/C14H8O8/c15-11(16)5-1-2-6(12(17)18)10-8(14(21)22)4-3-7(9(5)10)13(19)20/h1-4H,(H,15,16)(H,17,18)(H,19,20)(H,21,22)

128-97-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,4,5,8-Naphthalenetetracarboxylic acid

1.2 Other means of identification

Product number -
Other names 1,4,5,8-NAPHTHALENETETRACARBOXYLICACIDHYDRATE

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:128-97-2 SDS

128-97-2Synthetic route

cyclopenta[fg]acenaphthylene-1,2,5,6-tetraene
157100-92-0

cyclopenta[fg]acenaphthylene-1,2,5,6-tetraene

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With dihydrogen peroxide; sodium hydroxide In 1,4-dioxane; water at 60℃; for 2h; Reagent/catalyst;91%
pyrene
129-00-0

pyrene

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With sodium dichromate; sulfuric acid
With chromium(III) oxide; sulfuric acid weitere Oxydation mit alkal. Chlorkalk-Loesung;
Multi-step reaction with 3 steps
1: SO2Cl2; nitrobenzene
2: fuming sulfuric acid; SO3 / 80 °C / Erhitzen der mit wss. Schwefelsaeure auf 98 prozentig. Saeure verduennten Reaktionsloesung auf 200grad und Erhitzen des Reaktionsprodukts mit Wasser auf Siedetemperatur
3: alkaline aqueous sodium hypochlorite
View Scheme
Multi-step reaction with 2 steps
1: bromine; nitrobenzene / 120 °C
2: concentrated sulfuric acid / 160 - 170 °C / Behandeln des Reaktionsgemisches mit Salpetersaeure bei 120-180grad
View Scheme
Multi-step reaction with 2 steps
1: chromic acid
2: KMnO4
View Scheme
1,2-dihydro-cyclopenta[cd]phenalen-5-one
36440-69-4

1,2-dihydro-cyclopenta[cd]phenalen-5-one

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With chromic acid; acetic acid
4-oxo-4H-phenalene-1,9-dicarboxylic acid
6169-92-2

4-oxo-4H-phenalene-1,9-dicarboxylic acid

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With potassium permanganate
1,3,6,8-tetrabromopyrene
128-63-2

1,3,6,8-tetrabromopyrene

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With sulfuric acid at 160 - 170℃; Behandeln des Reaktionsgemisches mit Salpetersaeure bei 120-180grad;
With sulfuric acid at 160 - 170℃; Behandeln des Reaktionsgemisches mit Salpetersaeure bei 120-180grad;
5,6-acenaphthenedicarboxylic acid
5698-99-7

5,6-acenaphthenedicarboxylic acid

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With alkaline permanganate
With copper(II) acetate dihydrate; manganese(II) acetate dihydrate; oxygen; acetic acid; potassium bromide at 140℃; under 15200.4 Torr; for 2h; Reagent/catalyst; Time; Temperature;
1,2-dihydro-cyclopenta[cd]phenalene-5,7-dione
76662-39-0

1,2-dihydro-cyclopenta[cd]phenalene-5,7-dione

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With nitric acid at 150℃; im Rohr;
With alkaline potassium permanganate
5,7-diimino-2,5,6,7-tetrahydro-1H-cyclopenta[cd]phenalene
59320-81-9

5,7-diimino-2,5,6,7-tetrahydro-1H-cyclopenta[cd]phenalene

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With sodium dichromate; sulfuric acid
6,7-dihydrocycloheptacenaphthene-5,8-dione
6345-20-6

6,7-dihydrocycloheptacenaphthene-5,8-dione

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With sodium dichromate; acetic acid
With sodium hydroxide; potassium permanganate
pyrene-1,3,6,8-tetraol
873385-36-5

pyrene-1,3,6,8-tetraol

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

1,2,3,6,7,8-hexahydropyrene-1,3,6,8-tetraone
35147-76-3

1,2,3,6,7,8-hexahydropyrene-1,3,6,8-tetraone

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With alkaline aqueous sodium hypochlorite
With alkaline aqueous sodium hypochlorite
6-(2-ethyl-butyryl)-acenaphthene-5-carboxylic acid

6-(2-ethyl-butyryl)-acenaphthene-5-carboxylic acid

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With alkaline permanganate
2-methyl-pyrene-1,3,6,8-tetraone
109642-72-0

2-methyl-pyrene-1,3,6,8-tetraone

A

1,4,5,8-naphthalenetetracarboxylic dianhydride
81-30-1

1,4,5,8-naphthalenetetracarboxylic dianhydride

B

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid
2-bromo-7-methyl-pyrene-1,3,6,8-tetraone
111442-18-3

2-bromo-7-methyl-pyrene-1,3,6,8-tetraone

A

1,4,5,8-naphthalenetetracarboxylic dianhydride
81-30-1

1,4,5,8-naphthalenetetracarboxylic dianhydride

B

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid
7-amino-1,2-dihydro-cyclopenta[cd]phenalen-5-one

7-amino-1,2-dihydro-cyclopenta[cd]phenalen-5-one

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With sodium dichromate; sulfuric acid
1-oxo-phenalene-dicarboxylic acid-(6.7)

1-oxo-phenalene-dicarboxylic acid-(6.7)

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With alkaline aqueous potassium permanganate
3.5.8.10-tetrachloro-pyrene

3.5.8.10-tetrachloro-pyrene

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With sulfuric acid nachfolgend Oxydation mit Salpeterschwefelsaeure;
6-isobutyryl-acenaphthene-carboxylic acid-(5)

6-isobutyryl-acenaphthene-carboxylic acid-(5)

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With alkaline permanganate
naphthalene-tetracarboxylic acid-(1.4.5.8)-bis-methylimide

naphthalene-tetracarboxylic acid-(1.4.5.8)-bis-methylimide

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With sulfuric acid at 170 - 200℃;
naphthalene-tetracarboxylic acid-(1.4.5.8)-bis-phenylimide

naphthalene-tetracarboxylic acid-(1.4.5.8)-bis-phenylimide

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With sulfuric acid at 170 - 200℃;
naphthalene-tetracarboxylic acid-(1.4.5.8)-diimide

naphthalene-tetracarboxylic acid-(1.4.5.8)-diimide

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With sulfuric acid at 170 - 200℃;
pyrenoic acid anhydride

pyrenoic acid anhydride

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With sodium hydroxide; potassium permanganate
pyrene-1,6-dione
1785-51-9

pyrene-1,6-dione

pyrene-quinone-(1.8)

pyrene-quinone-(1.8)

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
With alkaline aqueous sodium hypochlorite
With sodium hydroxide; potassium permanganate
pyrene
129-00-0

pyrene

sulfuric acid
7664-93-9

sulfuric acid

Na2Cr2O7

Na2Cr2O7

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
at 60 - 70℃;
1,2-dihydro-cyclopenta[cd]phenalen-5-one
36440-69-4

1,2-dihydro-cyclopenta[cd]phenalen-5-one

acetic acid
64-19-7

acetic acid

chromium trioxide

chromium trioxide

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

4,7,8,9-tetrahydro-3H-cyclopentaphenalen-7-one
36440-67-2

4,7,8,9-tetrahydro-3H-cyclopentaphenalen-7-one

acetic acid
64-19-7

acetic acid

CrO3

CrO3

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Conditions
ConditionsYield
Erhitzen des Reaktionsprodukts mit KMnO4 und wss. NaOH;
4-oxo-4H-phenalene-1,9-dicarboxylic acid
6169-92-2

4-oxo-4H-phenalene-1,9-dicarboxylic acid

KMnO4

KMnO4

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

1,2,3,6,7,8-hexahydropyrene
1732-13-4

1,2,3,6,7,8-hexahydropyrene

acetone
67-64-1

acetone

KMnO4

KMnO4

KOH

KOH

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

5,6-acenaphthenedicarboxylic acid
5698-99-7

5,6-acenaphthenedicarboxylic acid

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

potassium permanganate

potassium permanganate

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

3-amino propanoic acid
107-95-9

3-amino propanoic acid

3,3'-(1,3,6,8-tetraoxo-1,3,6,8-tetrahydrobenzo[lmn][3,8]phenantroline-2,7-diyl)-bis-propionic acid
30840-02-9

3,3'-(1,3,6,8-tetraoxo-1,3,6,8-tetrahydrobenzo[lmn][3,8]phenantroline-2,7-diyl)-bis-propionic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90℃;95%
naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

dimethyl sulfate
77-78-1

dimethyl sulfate

A

tetramethyl 1,4,5,8-naphthalene-tetracarboxylate
31996-10-8

tetramethyl 1,4,5,8-naphthalene-tetracarboxylate

B

4,5-Dimethoxycarbonyl-1,8-naphthalenedicarboxylic anhydride
131188-68-6

4,5-Dimethoxycarbonyl-1,8-naphthalenedicarboxylic anhydride

Conditions
ConditionsYield
With sodium carbonate In water at 40℃; for 2h;A 84%
B 3%
naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

monoanhydride of 1,4,5,8-naphthalenetetracarboxylic acid
52671-72-4

monoanhydride of 1,4,5,8-naphthalenetetracarboxylic acid

Conditions
ConditionsYield
at 30℃;80%
2,2':6,2''-terpyridine
1148-79-4

2,2':6,2''-terpyridine

copper(II) tetrafluoroborate tetrahydrate

copper(II) tetrafluoroborate tetrahydrate

water
7732-18-5

water

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

[(copper(II)(terpyridine)(H2O))2(1,4,5,8-naphthalene-tetracarboxylate)]
867143-88-2

[(copper(II)(terpyridine)(H2O))2(1,4,5,8-naphthalene-tetracarboxylate)]

Conditions
ConditionsYield
With NaOH In water Sonication; mixt. of terpyridine and Cu-salt stirred in H2O at 25°C, C14O8H8 and NaOH in deionised H2O added, sonicated for 30 min, stirred at 90-100°C for 12 h, cooled to 25°C, kept for 2 d;80%
water
7732-18-5

water

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

manganese(ll) chloride

manganese(ll) chloride

[Mn2(1,4,5,8-naphthalenetetracarboxylate)(water)2]n

[Mn2(1,4,5,8-naphthalenetetracarboxylate)(water)2]n

Conditions
ConditionsYield
In pyridine; water single crystals grown at room temp. by slow diffusion through water in an H-shaped tube of MnCl2 aq. soln. in one arm, and 50 wt% aq. pyridine solution containing the organic ligand in the other; diffusion complete after a few weeks; elem. anal.;79%
ammonium hydroxide
1336-21-6

ammonium hydroxide

cadmium(II) nitrate tetrhydrate

cadmium(II) nitrate tetrhydrate

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

C14H4N2O4(2-)*Cd(2+)*2H3N

C14H4N2O4(2-)*Cd(2+)*2H3N

Conditions
ConditionsYield
In water at 140℃; for 72h; pH=9.5;76%
ammonium hydroxide
1336-21-6

ammonium hydroxide

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

C14H4N2O4(2-)*Zn(2+)*2H3N

C14H4N2O4(2-)*Zn(2+)*2H3N

Conditions
ConditionsYield
In water at 140℃; for 72h; pH=9.5;61%
naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

dimethyl sulfate
77-78-1

dimethyl sulfate

tetramethyl 1,4,5,8-naphthalene-tetracarboxylate
31996-10-8

tetramethyl 1,4,5,8-naphthalene-tetracarboxylate

Conditions
ConditionsYield
With sodium carbonate In water at 40℃;52%
ammonium hydroxide
1336-21-6

ammonium hydroxide

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

silver nitrate

silver nitrate

A

C14H4N2O4(2-)*2H3N*2Ag(1+)

C14H4N2O4(2-)*2H3N*2Ag(1+)

B

C14H4N2O4(2-)*Ag(1+)*H3N*H(1+)

C14H4N2O4(2-)*Ag(1+)*H3N*H(1+)

Conditions
ConditionsYield
In water at 140℃; for 72h; pH=9.5;A 47%
B 14%
ammonium hydroxide
1336-21-6

ammonium hydroxide

cobalt(II) nitrate hexahydrate

cobalt(II) nitrate hexahydrate

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

C14H4N2O4(2-)*Co(2+)*2H3N

C14H4N2O4(2-)*Co(2+)*2H3N

Conditions
ConditionsYield
In water at 140℃; for 72h; pH=9.5;46%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

water
7732-18-5

water

copper(II) acetate monohydrate
6046-93-1

copper(II) acetate monohydrate

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

[tetracopper(II)(1,10-phenanthroline)6(1,4,5,8-naphthalinetetracarboxylate)2(H2O)4]*22H2O

[tetracopper(II)(1,10-phenanthroline)6(1,4,5,8-naphthalinetetracarboxylate)2(H2O)4]*22H2O

Conditions
ConditionsYield
In methanol; N,N-dimethyl-formamide mixt. of Phen, C10H4(COOH)4 and Cu salt stirred at room temp. in DMF/MeOH (1:3) for 1 h; ppt. filtered, washed (MeOH), crystd. from pyridine/H2O (3:1); elem. anal., detd. by TGA;45%
ammonium hydroxide
1336-21-6

ammonium hydroxide

nickel(II) nitrate hexahydrate

nickel(II) nitrate hexahydrate

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

C14H4N2O4(2-)*Ni(2+)*2H3N

C14H4N2O4(2-)*Ni(2+)*2H3N

Conditions
ConditionsYield
In water at 140℃; for 72h; pH=9.5;39%
naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

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

N,N-dimethyl-formamide

[Ba(II) (naphthalene-1,4,5,8-tetracarboxylic acid 1,8-anhydride)2*N,N-dimethylformamide]n

[Ba(II) (naphthalene-1,4,5,8-tetracarboxylic acid 1,8-anhydride)2*N,N-dimethylformamide]n

Conditions
ConditionsYield
With barium hydroxide octahydrate In water; acetonitrile at 85℃; for 48h; High pressure; Autoclave;39%
tert-butyl 4-aminobutanoate
50479-22-6

tert-butyl 4-aminobutanoate

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

Trimethylenediamine
109-76-2

Trimethylenediamine

C36H45N5O10

C36H45N5O10

Conditions
ConditionsYield
Stage #1: tert-butyl 4-aminobutanoate; naphthalene-1,4,5,8-tetracarboxylic acid With triethylamine In N,N-dimethyl-formamide at 140℃; for 1h;
Stage #2: Trimethylenediamine In N,N-dimethyl-formamide at 140℃; for 1h;
32%
strontium nitrate

strontium nitrate

water
7732-18-5

water

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

{[Sr(1,4,5,8-naphthalenetetracarboxylate 1,8-monoanhydride)(H2O)2]*H2O}n

{[Sr(1,4,5,8-naphthalenetetracarboxylate 1,8-monoanhydride)(H2O)2]*H2O}n

Conditions
ConditionsYield
In ethanol at 120℃; for 72h;32%
dysprosium(III) nitrate hexahydrate

dysprosium(III) nitrate hexahydrate

water
7732-18-5

water

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

sodium hydroxide
1310-73-2

sodium hydroxide

C14H4O8(4-)*2Na(1+)*Dy(3+)*HO(1-)*3H2O

C14H4O8(4-)*2Na(1+)*Dy(3+)*HO(1-)*3H2O

Conditions
ConditionsYield
at 170℃; for 72h; Autoclave; High pressure;25%
terbium(III) nitrate hexahydrate

terbium(III) nitrate hexahydrate

water
7732-18-5

water

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

sodium hydroxide
1310-73-2

sodium hydroxide

C14H4O8(4-)*2Na(1+)*Tb(3+)*HO(1-)*3H2O

C14H4O8(4-)*2Na(1+)*Tb(3+)*HO(1-)*3H2O

Conditions
ConditionsYield
at 170℃; for 72h; Autoclave; High pressure;24%
gadolinium(III) nitrate hexahydrate

gadolinium(III) nitrate hexahydrate

water
7732-18-5

water

naphthalene-1,4,5,8-tetracarboxylic acid
128-97-2

naphthalene-1,4,5,8-tetracarboxylic acid

sodium hydroxide
1310-73-2

sodium hydroxide

C14H4O8(4-)*2Na(1+)*Gd(3+)*HO(1-)*3H2O

C14H4O8(4-)*2Na(1+)*Gd(3+)*HO(1-)*3H2O

Conditions
ConditionsYield
at 170℃; for 72h; Autoclave; High pressure;23%

128-97-2Relevant articles and documents

Mechanism of 1,4,5,8-naphthalene tetracarboxylic acid dianhydride hydrolysis and formation in aqueous solution

Barros,Cuccovia,Farah,Masini,Chaimovich,Politi

, p. 71 - 82 (2006)

The study of highly conjugated, carbonyl-containing molecules such as 1,4,5,8-naphthalene tetracarboxylic dianhydride, III, is of interest since reactivity differences and transmission of electronic effects through the conjugated framework can be evidenced. The kinetics of hydrolysis of III in aqueous solution were determined from 5 M acid to pH 10. In basic solution hydrolysis of III yields, sequentially, 1,4,5,8-naphthalene diacid monoanhydride, II, and 1,4,5,8-naphthalene tetracarboxylic acid, I. The second order rate constant for alkaline hydrolysis is 200 fold higher for the first ring opening. The water-catalyzed hydrolysis of III yields a pH-dependent mixture of ionic forms of I and II. The rate constant for water-catalyzed hydrolysis of III is 25 fold higher than that for II. In concentrated acid the rates for reaching equilibrium (I, II and III) increase and III is the major product. The pKas of I (3.24, 5.13 and 6.25) and II (3.05, 5.90) were determined by potentiometric, fluorescence and UV spectroscopy titrations and by quantitative fit of the kinetic and equilibrium data. The apparent, pH-dependent, equilibrium constants, KEqII, for anhydride formation between I and II were obtained from the UV spectra. The quantitative fit of kinetic and equilibrium data are consistent with the assumption that anhydride formation only proceeds with the fully protonated species for both I and II and permitted the estimation of the equilibrium constants for anhydride formation, KEqII. The value of KEqII (I II) between pH 1 and 6 was ca. 5. Geometry optimization calculations in the gas phase of the reactions of III in alkaline, neutral and acid conditions, at the DFT level of theory, gave electronic distributions that were qualitatively consistent with the experimental results. The Royal Society of Chemistry 2006.

Synthesis and application of a MOF-derived Ni@C catalyst by the guidance from an: In situ hot stage in TEM

Xu, Dan,Pan, Ying,Chen, Mingyi,Pan, Qinying,Zhu, Liangkui,Xue, Ming,Zhang, Daliang,Fang, Qianrong,Qiu, Shilun

, p. 26377 - 26383 (2017)

Metal-organic frameworks (MOFs) as a class of crystalline porous solids have attracted considerable attention due to their promising potential performance. MOFs have been recently proved to be ideal sacrificial templates for fabricating their respective derivatives by changing the thermal conditions. However, uncertainties still remain, and the direct observation of transition from MOF to metal nanoparticles (NPs) dispersed in carbon matrix is an important and crucial task for the development of MOF-derived materials. Here, transmission electron microscopy (TEM) combined with in situ hot stage technique was applied to directly observe the transition from MOF to metal NPs. Through in situ TEM experiment, the nanocrystals of Ni-ntca precursor (ntca = 1,4,5,8-naphthalenetetra carboxylic acid) are pyrolyzed under the temperature of 400, 500, or 600 °C to synthesize abundant Ni-NPs embedded in hierarchically porous carbon composites. Furthermore, the as-prepared samples show high catalytic activity and stability for the reduction of 4-nitrophenol (4-NP) to 4-aminophenol (4-AP) with NaBH4 in aqueous conditions. More importantly, Ni@C-600, which has nickel contents of 72.8%, shorten the reduction time to 3.5 min with high conversion of nearly 100%. When the catalyst is applied to recycle after being separated from the reaction by an extern magnet, it still keeps high conversion of 92% after 8 cycles, addressing the high stability of the composites. It is believed that these results will further facilitate the exploration of the technique of the TEM combined with in situ hot stage as a powerful tool in the carbonization of MOFs to obtain MOF-derived materials with different applications.

Industrialized preparation method of 1,4,5,8-naphthalene tetracarboxylic acid

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Paragraph 0018; 0021; 0022, (2017/05/05)

The invention provides an industrialized preparation method of 1,4,5,8-naphthalene tetracarboxylic acid. According to the method, 1,4,5,8-naphthalene tetracarboxylic acid is prepared by taking cheap and easily-obtained naphthalene as a starting raw material through a Friedel-Crafts acylation reaction and a Baeyer-Villiger oxidation-hydrolysis one-pot reaction, wherein the yield of the Friedel-Crafts acylation reaction is 87%, the yield of the Baeyer-Villiger oxidation-hydrolysis one-pot reaction is 91%, and the total yield of the reactions is 79%. The method is emphasized from the chemical point and has the advantages of being short in step, simple in reaction, high in yield, simple and feasible in purification method, easy and convenient to operate and the like.

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