4-Nitrophthalic anhydride supplier

Name
4-Nitrophthalic anhydride
EINECS 226-776-2
CAS No. 5466-84-2
Article Data26
CAS DataBase
Density 1.687 g/cm³
Solubility Hydrolysis
Melting Point 116-120 °C(lit.)
Formula C₈H₃NO₅
Boiling Point 396.5 °C at 760 mmHg
Molecular Weight 193.116
Flash Point 217.8 °C
Transport Information
Appearance off-white to light yellow-brown powder
Safety 22-26
Risk Codes 20/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Phthalicanhydride, 4-nitro- (6CI,7CI,8CI);4-Nitrophthalic acid anhydride;4-Nitrophthalic anhydride;5-Nitroisobenzofuran-1,3-dione;5-Nitrophthalicanhydride;NSC 26424;
PSA 89.19000
LogP 1.42860

Synthetic route

: 610-27-5
4-nitrophthalic acid

: 5466-84-2
4-nitrophthalic anhydride

Conditions

Conditions	Yield
With acetic anhydride	93%
With acetic anhydride 1) 60 deg C, 1 h; 2) reflux, 10 min;	90%
With acetic anhydride for 0.333333h; Heating;	88%

: 88-99-3
benzene-1,2-dicarboxylic acid

: 5466-84-2
4-nitrophthalic anhydride

Conditions

Conditions	Yield
nitration reaction;	92%
Multi-step reaction with 2 steps 1: HNO3+H2SO4 2: 170 °C / durch Sublimation im Luftstrom bei 210grad View Scheme

: 610-27-5
4-nitrophthalic acid

: 108-24-7
acetic anhydride

: 5466-84-2
4-nitrophthalic anhydride

: 581-89-5
2-nitronaphthalene

air: air

titanium yl vanadate: titanium yl vanadate

pumice stone: pumice stone

A: 85-44-9
phthalic anhydride

B: 5466-84-2
4-nitrophthalic anhydride

Conditions

Conditions	Yield
at 325℃;

...Expand

: 99-51-4
4-nitro-o-xylene

: 5466-84-2
4-nitrophthalic anhydride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid / 170 - 180 °C / im geschlossenen Rohr 2: acetyl chloride View Scheme

: 85-44-9
phthalic anhydride

: 5466-84-2
4-nitrophthalic anhydride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / 80 - 110 °C 2: acetic anhydride / Reflux View Scheme
Multi-step reaction with 2 steps 1.1: sulfuric acid / 0.17 h 1.2: 1 h / 70 °C 2.1: acetic anhydride / 2 h / 90 - 120 °C View Scheme

: 5466-84-2
4-nitrophthalic anhydride

: 5697-85-8
2-(2-phenylethyl)aniline

: 1259938-75-4
C22H16N2O4

Conditions

Conditions	Yield
With acetic acid for 3h; Reflux;	100%

: 5466-84-2
4-nitrophthalic anhydride

: 14802-10-9
4-[2-(4-methoxyphenyl)ethyl]aniline

: 1259938-77-6
C23H18N2O5

Conditions

Conditions	Yield
With acetic acid for 3h; Reflux;	100%

: 5466-84-2
4-nitrophthalic anhydride

: 62-53-3
aniline

: 40392-27-6
4-nitro-N-phenylphthalimide

Conditions

Conditions	Yield
With acetic acid at 120℃; Inert atmosphere;	98%
With acetic acid Reflux; Inert atmosphere;	98%
With acetic acid for 3h; Heating;	95%

: 5466-84-2
4-nitrophthalic anhydride

: 57-13-6
urea

: 7646-85-7
zinc(II) chloride

: (2,9,16,23-tetranitrophthalocyaninato)zinc(II)

Conditions

Conditions	Yield
With ammonium heptamolybdate In nitrobenzene react. at 180°C for 4 h;	98%

...Expand

: 5466-84-2
4-nitrophthalic anhydride

: 3306-62-5
2-AMINOBENZENESULFONAMIDE

: 1571901-36-4
2-(5-nitro-1,3-dioxoisoindolin-2-yl)benzenesulfonamide

Conditions

Conditions	Yield
In acetic acid at 130℃; for 12h; Inert atmosphere;	97%

: 5466-84-2
4-nitrophthalic anhydride

: 56-12-2
4-amino-n-butyric acid

: 10264-91-2
4-(5-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid

Conditions

Conditions	Yield
With acetic acid at 100℃; for 3h;	96.7%
	0.35 g (98%)

: 5466-84-2
4-nitrophthalic anhydride

: 89-40-7
4-nitrophthalimide

Conditions

Conditions	Yield
With formamide In neat (no solvent) for 0.25h; Reagent/catalyst; Milling; Heating; Green chemistry;	95%
With formamide for 0.0333333h; microwave irradiation;	90%
With formamide In 1-methyl-pyrrolidin-2-one at 170 - 180℃;	90.15%
With formamide for 0.05h; microwave irradiation;	64%
With ammonia in Schmelze;

: 5466-84-2
4-nitrophthalic anhydride

: 108-46-3
recorcinol

: 1122-60-7
1-nitrocyclohexane

: 3326-35-0
3',6'-dihydroxy-5-nitrospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one

Conditions

Conditions	Yield
With cobalt(II) chloride; zinc(II) chloride In water at 115 - 145℃; for 5h; Temperature;	94.73%

...Expand

: 5466-84-2
4-nitrophthalic anhydride

: 551-93-9
2-aminoacetophenone

: 753457-75-9
N-(2-acetylphenyl)-4-nitrophthalimide

Conditions

Conditions	Yield
With triethylamine In xylene Heating;	93%

: 5466-84-2
4-nitrophthalic anhydride

: 57-13-6
urea

: copper dichloride

: [copper(II)(tetra-nitro-phthalocyanine)]

Conditions

Conditions	Yield
With ammonium heptamolybdate In nitrobenzene react. at 180°C for 4 h;	93%

...Expand

: 5466-84-2
4-nitrophthalic anhydride

: 4-(thiomorpholin-4-ylsulfonyl)aniline

: 1425688-52-3
5-nitro-2-(4-(thiomorpholinosulfonyl)phenyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
at 180℃;	93%

: 3731-52-0
3-Aminomethylpyridine

: 5466-84-2
4-nitrophthalic anhydride

: 5-nitro-2-(pyridin-3-yl)-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
In acetic acid for 24h; Heating;	92%
With acetic acid for 15h; Reflux;	75%

: 5466-84-2
4-nitrophthalic anhydride

: 2696-84-6
4-propylaniline

: 1184944-43-1
5-nitro-2-(4-propyl-phenyl)-isoindole-1,3-dione

Conditions

Conditions	Yield
With acetic acid for 24h; Reflux;	91.4%

: 5466-84-2
4-nitrophthalic anhydride

: 42116-86-9
(3-oxo-1,3-dihydro-2-benzofuran-1-yl)(triphenyl)phosphonium bromide

: 77959-62-7
6-nitrobiphthalide

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 10h; Ambient temperature;	90%

: 5466-84-2
4-nitrophthalic anhydride

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: C14H22N2O5Si2

Conditions

Conditions	Yield
at 130 - 140℃;	90%

: 5466-84-2
4-nitrophthalic anhydride

: 106-47-8
4-chloro-aniline

: 53555-04-7
2-(4-chloro-phenyl)-5-nitro-isoindoline-1,3-dione

Conditions

Conditions	Yield
In acetic acid Heating / reflux;	90%

: 5466-84-2
4-nitrophthalic anhydride

: 57260-73-8
N-BOC-1,2-diaminoethane

: C15H17N3O6

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20 - 120℃; for 2.5h;	90%

: 5466-84-2
4-nitrophthalic anhydride

: 64-04-0
phenethylamine

: 147291-34-7
5-nitro-2-(2-phenylethyl)-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
In toluene	89%
With acetic acid for 8h; Reflux;	57%

: 5466-84-2
4-nitrophthalic anhydride

: 3682-19-7
6-nitro-2,3-dihydrophthalazine-1,4-dione

Conditions

Conditions	Yield
With hydrazine In water; acetic acid at 120℃; for 2h;	88%
With acetic acid; hydrazine at 20 - 120℃; for 2h;	88%
With hydrazine hydrate; acetic acid
With hydrazine hydrate In acetic acid for 0.5h; Heating;

: 5466-84-2
4-nitrophthalic anhydride

: 63-74-1
sulfanilamide

: 324055-22-3
4-(5-nitro-1,3-dioxoisoindolin-2-yl)benzenesulfonamide

Conditions

Conditions	Yield
In acetic acid at 130℃; for 12h; Inert atmosphere;	88%
With acetic acid for 24h; Reflux;	68%

: 5466-84-2
4-nitrophthalic anhydride

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 1571901-34-2
4-(2-(5-nitro-1,3-dioxoisoindolin-2-yl)ethyl)benzenesulfonamide

Conditions

Conditions	Yield
In acetic acid at 130℃; for 12h; Inert atmosphere;	88%
With acetic acid for 12h; Reflux;

: 5466-84-2
4-nitrophthalic anhydride

: 108-00-9
N,N-dimethylethylenediamine

: 96807-37-3
2-(2-(dimethylamino)ethyl)-5-nitroisoindoline-1,3-dione

Conditions

Conditions	Yield
In acetic acid at 100℃; for 3h;	87%
In toluene for 4h; Heating / reflux;	53%
In toluene for 2h; Heating;

: 5466-84-2
4-nitrophthalic anhydride

: 56-40-6
glycine

: 10133-88-7
2-(4-nitrophthalimido)acetic acid

Conditions

Conditions	Yield
at 190℃; for 1h; Neat (no solvent);	87%
at 190℃; for 0.5h;	85%
In N,N-dimethyl-formamide	77%

: 253168-94-4
2-(3-ethoxy-4-methoxyphenyl)-1-(methylsulfonyl)eth-2-ylamine

: 5466-84-2
4-nitrophthalic anhydride

A 2-[1-(3-Ethoxy-4methoxyphenyl)-2-methylsutfonyletllyl]-5-nitro-iso-indoline-1,3-dione: 2-[1-(3-Ethoxy-4methoxyphenyl)-2-methylsutfonyletllyl]-5-nitro-iso-indoline-1,3-dione

B: 253168-80-8
2-[1-(3-ethoxy-4-methoxyphenyl)-2-methyl-sulfonylethyl]-5-nitro-isoindoline-1,3-dione

Conditions

Conditions	Yield
	A 87% B n/a

...Expand

: 5466-84-2
4-nitrophthalic anhydride

: 24313-88-0
3,4,5-Trimethoxyaniline

: 1293923-35-9
5-nitro-2-(3,4,5-trimethoxyphenyl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With acetic acid for 12h; Reflux;	87%

: 5466-84-2
4-nitrophthalic anhydride

: benzyl (4-(3-amino-2,6-dioxopiperidin-3-yl)butyl)carbamate hydrochloride

: benzyl (4-(3-(5-nitro-1,3-dioxoisoindolin-2-yl)-2,6-dioxopiperidin-3-yl)butyl)carbamate

Conditions

Conditions	Yield
With sodium acetate; acetic acid at 130℃; for 6h; Inert atmosphere;	87%

: 5466-84-2
4-nitrophthalic anhydride

: 107-95-9
3-amino propanoic acid

: 15728-08-2
4-nitro-N-(2-carboxyethyl)phthalimide

Conditions

Conditions	Yield
at 145 - 150℃; for 0.5h;	86%
	0.31 g (90%)
With sodium acetate; acetic acid at 20 - 135℃; for 3.5h;

4-Nitrophthalic anhydride Specification

The 4-Nitrophthalic anhydride, with the CAS registry number 5466-84-2, has the IUPAC name of 5-nitro-2-benzofuran-1,3-dione. For being a kind of off-white to light yellow-brown powder, this chemical is sensitive to moisture and is incompatible with acids, strong oxidizing agents, alcohols, amines, and bases. And it could react exothermically with water. Besides, its product categories are including Anhydride Monomers; Monomers; Polymer Science; Carbonyl Compounds; Carboxylic Acid Anhydrides; Organic Building Blocks. What's more, it is used as fluorescent dyes intermediates of fluorescein isothiocyanate, and also for the determination of alcohols.

The characteristics of this chemical are as below: (1)ACD/LogP: 1.33; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 6; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 1; (6)Polar Surface Area: 89.19; (7)Index of Refraction: 1.659; (8)Molar Refractivity: 42.22 cm³; (9)Molar Volume: 114.4 cm³; (10)Polarizability: 16.74 ×10^-24 cm³; (11)Surface Tension: 78.1 dyne/cm; (12)Density: 1.687 g/cm³; (13)Flash Point: 217.8 °C; (14)Enthalpy of Vaporization: 64.68 kJ/mol; (15)Boiling Point: 396.5 °C at 760 mmHg; (16)Vapour Pressure: 1.7E-06 mmHg at 25°C; (17)Exact Mass: 193.001122; (18)MonoIsotopic Mass: 193.001122; (19)Topological Polar Surface Area: 89.2; (20)Heavy Atom Count: 14; (21)Complexity: 307; (22)Covalently-Bonded Unit Count: 1.

When you are dealing with this chemical, you should be careful. For one thing, it is irritating to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. For another thing, it is harmful which may cause damage to health. If by inhalation and if swallowed, it will be dangerous. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. And if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Then remember not to breathe dust.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1=CC2=C(C=C1[N+](=O)[O-])C(=O)OC2=O
(2)InChI: InChI=1S/C8H3NO5/c10-7-5-2-1-4(9(12)13)3-6(5)8(11)14-7/h1-3H
(3)InChIKey: MMVIDXVHQANYAE-UHFFFAOYSA-N

Product Name

4-Nitrophthalic anhydride

Synthetic route

4-Nitrophthalic anhydride Specification

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