5-Nitroisophthalic acid supplier

Name
5-Nitroisophthalic acid
EINECS 210-568-3
CAS No. 618-88-2
Article Data24
CAS DataBase
Density 1.671 g/cm³
Solubility soluble in water
Melting Point 259-261 °C(lit.)
Formula C₈H₅NO₆
Boiling Point 473.7 °C at 760 mmHg
Molecular Weight 211.131
Flash Point 213.9 °C
Transport Information
Appearance light cream crystalline powder
Safety 26-36-22
Risk Codes 36/37/38-40
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms Isophthalicacid, 5-nitro- (6CI,7CI,8CI);1-Nitrobenzene-3,5-dicarboxylic acid;5-Nitro-1,3-benzenedicarboxylic acid;5-Nitro-m-phthalic acid;NSC 66545;
PSA 120.42000
LogP 1.51440

Synthetic route

: 121-91-5
isophthalic acid

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 50 - 75℃; Temperature; Concentration;	90%
Stage #1: isophthalic acid With sulfuric acid at 75℃; for 0.5h; Stage #2: With nitric acid at 75 - 90℃; Temperature; Time;	88.3%
With fuming sulphuric acid; nitric acid at 25 - 90℃; for 4h;	83%

: 121-91-5
isophthalic acid

A: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

B: 4315-09-7
4-nitroisophthalic acid

Conditions

Conditions	Yield
With nitric acid at 30℃;

: 99-12-7
5-nitro-m-xylene

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

Conditions

Conditions	Yield
With chromic acid

: 99-12-7
5-nitro-m-xylene

A: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

B: 113882-33-0
5-Methyl-3-nitrobenzoic acid

Conditions

Conditions	Yield
With nitric acid

: 121-91-5
isophthalic acid

: 7697-37-2
nitric acid

A: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

B: 4315-09-7
4-nitroisophthalic acid

...Expand

: 3-(3-benzoyl-5-nitro-benzoyl)-benzoic acid

: 64-19-7
acetic acid

chromium (VI)-oxide: chromium (VI)-oxide

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

...Expand

: 108-38-3
m-xylene

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: alkaline permanganate 2: concentrated nitric acid / 30 °C View Scheme
Multi-step reaction with 2 steps 1: potassium permanganate; sodium hydroxide / water / 144 h / Reflux 2: nitric acid; sulfuric acid / 24 h / Reflux View Scheme

: 121-92-6
3-nitrobenzoic acid

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

Conditions

Conditions	Yield
	2.5 mol %

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 13438-30-7
5-nitro-1,3-benzenedicarbonylchloride

Conditions

Conditions	Yield
With thionyl chloride In N,N-dimethyl-formamide for 6h; Heating;	100%
With thionyl chloride Reflux;	100%
With thionyl chloride In N,N-dimethyl-formamide at 6℃; Heating;	99.1%

: 67-56-1
methanol

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 13290-96-5
dimethyl 5-nitroisophthalate

Conditions

Conditions	Yield
With sulfuric acid for 3h; Inert atmosphere; Reflux;	98%
With hydrogenchloride

: zinc(II) nitrate hexahydrate

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 1135-32-6
trans-1,2-bis(4-pyridyl)ethylene

: [Zn(5-nitroisophthalate)(1,2-di(4-pyridyl)ethylene)]n

Conditions

Conditions	Yield
In water; N,N-dimethyl-formamide at 120℃; for 6h;	97%
In water; N,N-dimethyl-formamide at 20℃; for 6h;	97%
In water; N,N-dimethyl-formamide at 120℃; for 6h;	97%
In N,N-dimethyl-formamide N2 atm., DMF-soln.;

...Expand

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 7732-18-5
water

: 7646-85-7
zinc(II) chloride

: 710946-12-6
[Zn(5-nitroisophthalate)(H2O)](n)

Conditions

Conditions	Yield
With NaOH In water High Pressure; mixt. of 5-nitroisophthalic acid, NaOH, and H2O heated till boiling; cooled; soln. put into bomb; ZnCl2 added; bomb sealed; heated at 142°C for 72 h; cooled to room temp.; crystals obtained; elem. anal.;	95.6%

...Expand

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 99-31-0
5-aminoisophthalic acid

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol at 20℃; under 760 Torr; for 1h;	95%
Stage #1: 5-nitrobenzene-1,3-dicarboxylic acid With sodium hydroxide In water for 1h; Stage #2: With hydrazine hydrate In water at 30 - 35℃; for 1h; Concentration; Temperature;	95%
With hydrogenchloride; tin

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 75-65-0
tert-butyl alcohol

: di-tert-butyl 5-nitroisophthalate

Conditions

Conditions	Yield
Stage #1: 5-nitrobenzene-1,3-dicarboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 12h; Stage #2: tert-butyl alcohol With dmap In toluene at 20 - 25℃; for 4h;	95%
With dmap; benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 0 - 23℃; Inert atmosphere;	64%

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 121-57-3
4-aminobenzene sulfonic acid

: 792175-38-3
4,4'-[(5-nitrobenzene-1,3-diyl)bis(carbonylimino)]dibenzenesulfonic acid

Conditions

Conditions	Yield
With pyridine; triphenyl phosphite In N,N-dimethyl acetamide at 75 - 115℃; Inert atmosphere;	94.7%

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 365549-33-3
3,5,3',5'-azobenzenetetracarboxylic acid

Conditions

Conditions	Yield
Stage #1: 5-nitrobenzene-1,3-dicarboxylic acid With sodium hydroxide In water at 60℃; for 1h; Stage #2: With D-glucose In water for 0.5h; Stage #3: In water at 20℃; for 16h;	92%
Stage #1: 5-nitrobenzene-1,3-dicarboxylic acid With sodium hydroxide In water at 60℃; for 1h; Stage #2: In water Heating; Stage #3: With oxygen In water at 20℃; for 16h;	92%
Stage #1: 5-nitrobenzene-1,3-dicarboxylic acid With sodium hydroxide In water at 60℃; for 0.5h; Stage #2: With D-Glucose Stage #3: With hydrogenchloride In water pH=1;	90%

: 66-71-7
1,10-Phenanthroline

: copper(II) choride dihydrate

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 7732-18-5
water

: [CuCl(1,10-phenanthroline)2](C8H4NO6)*2H2O

Conditions

Conditions	Yield
at 160℃; for 72h; Autoclave;	92%

...Expand

: zinc dioxide

: 4916-57-8
1,2-bis(4'-pyridyl)ethane

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 1135-32-6
trans-1,2-bis(4-pyridyl)ethylene

: C8H3NO6(2-)*0.8C12H10N2*0.2C12H12N2*Zn(2+)

Conditions

Conditions	Yield
With zirconia balls In water at 20℃; for 1h;	91%

...Expand

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 13290-96-5
dimethyl 5-nitroisophthalate

Conditions

Conditions	Yield
With thionyl chloride In methanol at 0 - 80℃; for 6h; Inert atmosphere;	90%
With hydrogenchloride
With sulfuric acid In methanol; water; toluene

: 2359-09-3
5-t-butylisophthalic acid

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: zinc(II) oxide

: 1135-32-6
trans-1,2-bis(4-pyridyl)ethylene

: [Zn(NO2ip)0.95(tBuip)0.05(bpe)]

Conditions

Conditions	Yield
In water at 25℃; for 1h;	90%

...Expand

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 71176-55-1
5-nitro-m-xylene-(α,α')-diol

Conditions

Conditions	Yield
With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran at 20℃; for 16h;	89%
Stage #1: 5-nitrobenzene-1,3-dicarboxylic acid In tetrahydrofuran at 0 - 20℃; for 49h; Stage #2: With methanol In tetrahydrofuran	88.6%
With borane-THF In tetrahydrofuran at 0 - 25℃; for 44.5h; Inert atmosphere;	83%

: 64-17-5
ethanol

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 10560-13-1
diethyl 5-nitro-isophthalate

Conditions

Conditions	Yield
With sulfuric acid for 36h; Heating;	88%
With hydrogenchloride

: 288-32-4
1H-imidazole

: copper(II) nitrate trihydrate

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: [(copper)3(5-nitro-1,3-benzenedicarboxylate)2(hydoxy)2(imidazole)2]n

Conditions

Conditions	Yield
In ethanol; water High Pressure; hydrothermal reaction of Cu(NO3)2*3H2O, 5-nitro-1,3-benzenedicarboxylic acid and imidazole in aqua-alcohol solution; crystn.;	88%

...Expand

: cadmium(II) nitrate tetrhydrate

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 4-stilbazole

: [Cd2(5-nitrobenzene-1,3-dicarboxylic acid)2(5-nitrobenzene-1,3-dicarboxylic acid)2(H2O)4]·(4-styrylpyridine-H)2

Conditions

Conditions	Yield
In water at 150℃; for 72h; Autoclave; regiospecific reaction;	88%

...Expand

: 4916-57-8
1,2-bis(4'-pyridyl)ethane

: zinc(II) nitrate hexahydrate

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: Zn(5-nitroisophthalic acid(-2H))(1,2-di(4-pyridyl)ethane)

Conditions

Conditions	Yield
With potassium hydroxide In water at 160℃; for 72h;	88%

...Expand

: 4916-57-8
1,2-bis(4'-pyridyl)ethane

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 5970-45-6
zinc(II) acetate dihydrate

: Zn(5-nitroisophthalic acid(-2H))(1,2-di(4-pyridyl)ethane)

Conditions

Conditions	Yield
With potassium hydroxide In water at 160℃; for 72h;	88%

...Expand

: 10196-18-6
zinc(II) nitrate

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 1381886-63-0
N4,N4′-di(pyridin-4-yl)-[1,1′-biphenyl]-4,4′- dicarboxamide

: Zn(N4,N4'-di(pyridin-4-yl)biphenyl-4,4'-dicarboxamide)(5-nitro-isophthalate)

Conditions

Conditions	Yield
In water; N,N-dimethyl-formamide at 120℃; for 48h; Autoclave;	88%

...Expand

: nickel(II) nitrate hexahydrate

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: N-(pyridin-2-yl)-N-(4-(2-(pyridin-4-yl)vinyl)-phenyl)pyridin-2-amine

: 7732-18-5
water

: 75-05-8
acetonitrile

: [Ni(dipyridin-2-yl-[4-(2-pyridin-4-yl-vinyl)-phenyl]amine)(5-nitroisophthalate)(H2O)]2*MeCN

Conditions

Conditions	Yield
at 150℃; for 48h; Sealed tube; High pressure;	88%

...Expand

: 288-32-4
1H-imidazole

: cobalt(II) nitrate hexahydrate

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: [cobalt(II)(5-nitro-1,3-benzenedicarboxylate)(imidazole)2]n

Conditions

Conditions	Yield
In ethanol; water High Pressure; Co(NO3)2*6H2O, 5-nitro-1,3-benzenedicarboxylic acid and imidazole mixed in aqua-alcohol solution, hydrothermal conditions; crystn.;	85%

...Expand

: 66-71-7
1,10-Phenanthroline

: copper(II) nitrate trihydrate

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 781673-71-0
[Cu(5-nitroisophthalate)(1,10-phenanthroline)]n

Conditions

Conditions	Yield
With NaOH In water High Pressure; mixture of Cu(NO3)2*3H2O, 5-nitroisophthalic acid, 1,10-phenanthroline, and NaOH stirred in air for 15 min, sealed, heated hydrothermally at 150°C for 5 d, cooled to room temp. at rate 5 °C/h; washed with water; elem. anal.;	85%

...Expand

: 106-58-1
N,N'-dimethylpiperazine

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: C8H5NO6*0.5C6H14N2

Conditions

Conditions	Yield
With nitric acid In methanol; water; N,N-dimethyl-formamide pH=5;	85%

: cadmium(II) nitrate tetrhydrate

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 96982-29-5
1,4-bis(1H-imidazol-4-yl)benzene

: 7732-18-5
water

: Cd(2+)*C12H10N4*C8H3NO6(2-)*3H2O

Conditions

Conditions	Yield
With sodium hydroxide at 120℃; for 72h; High pressure;	85%

...Expand

: 55-22-1
pyridine-4-carboxylic acid

: europium(III) nitrate hexahydrate

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 7732-18-5
water

: 5970-45-6
zinc(II) acetate dihydrate

: [EuZn(5-nitroisophthalate)2(isonicotinate)(H2O)]n

Conditions

Conditions	Yield
With triethylamine at 150℃; for 72h; pH=Ca. 3; Autoclave; High pressure;	85%

...Expand

: cobalt(II) nitrate hexahydrate

: 4916-57-8
1,2-bis(4'-pyridyl)ethane

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: [(Co(1,2-bis(4-pyridyl)ethylene)(5-nitro-1,3-benzenedicarboxylate))*0.5(1,2-bis(4-pyridyl)ethylene)](n)*nH2O

Conditions

Conditions	Yield
With NaOH In water High Pressure; pH preadjusted to about 6, sealed in an autoclave, heated to 200°C for 72 h; crystallization on slow cooling; elem. anal.;	84%

...Expand

: 106-20-7
2-ethyl-N-(2-ethylhexyl)-1-hexanamine

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 1360595-64-7
C40H71N3O4

Conditions

Conditions	Yield
Stage #1: 5-nitrobenzene-1,3-dicarboxylic acid With thionyl chloride In chloroform at 10 - 65℃; for 3h; Stage #2: 2-ethyl-N-(2-ethylhexyl)-1-hexanamine With triethylamine In chloroform at 64℃; for 3h;	83.4%

: 66-71-7
1,10-Phenanthroline

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: 1066-45-1
trimethyltin(IV)chloride

: 7732-18-5
water

: [(Me3Sn)2(5-nitroisophthalate)(H2O)]*1,10-phenanthroline

Conditions

Conditions	Yield
With sodium ethoxide In methanol (N2); addn. of acid and EtONa to methanol, stirring for 10 min, addn. oftin compd., addn. of phen, heating to 40°C for 12 h, cooling to room temp.; filtration, gradual evapn. in vac., recrystn. (hexane/CH2Cl2); elem. anal.;	83%

...Expand

: 4916-57-8
1,2-bis(4'-pyridyl)ethane

: aqueous cadmium chloride

: 618-88-2
5-nitrobenzene-1,3-dicarboxylic acid

: Cd[1,2-bis(4-pyridyl)ethane]1.5[5-nitro-1,3-benzenedicarboxylate](H2O)0.25

Conditions

Conditions	Yield
With NaOH In water High Pressure; hydrothermally, mixed, pH adjusted to 6 (aq.NaOH), in stainless autoclave at 180°C for 72 h; cooled to room temp, elem. anal.;	82%

...Expand

5-Nitroisophthalic acid Standards and Recommendations

Assay of 5-nitro ISOPHTHALIC ACID: >98.0%(GC)(T)

5-Nitroisophthalic acid Specification

The IUPAC name of 5-Nitroisophthalic acid is 5-nitrobenzene-1,3-dicarboxylic acid. With the CAS registry number 618-88-2, it is also named as 5-Nitro-m-phthalic acid. The product's categories are Phthalic Acids, Esters and Derivatives; Organic Acids. Besides, it is light cream crystalline powder, which should be stored in closed, dark, dry and ventilated place at 2-10 °C. In addition, its molecular formula is C₈H₅NO₆ and molecular weight is 211.13.

The other characteristics of this product can be summarized as: (1)EINECS: 210-568-3; (2)ACD/LogP: 1.79; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -2.09; (5)ACD/LogD (pH 7.4): -2.36; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 7; (11)#H bond donors: 2; (12)#Freely Rotating Bonds: 3; (13)Index of Refraction: 1.66; (14)Molar Refractivity: 46.65 cm³; (15)Molar Volume: 126.3 cm³; (16)Surface Tension: 88 dyne/cm; (17)Density: 1.671 g/cm³; (18)Flash Point: 213.9 °C; (19)Melting point: 260-264 °C; (20)Enthalpy of Vaporization: 77.63 kJ/mol; (21)Boiling Point: 473.7 °C at 760 mmHg; (22)Vapour Pressure: 8.85E-10 mmHg at 25 °C.

Preparation of 5-Nitroisophthalic acid: this chemical can be prepared by the Nitration of m-Phthalic acid and fuming Nitric acid. This reaction will occur by heat for 6 hours. Then you should filtrate it after cooling and crystallization. At last, you will obtain this chemical by recrystallization afer washing.

Uses of 5-Nitroisophthalic acid: this chmical can be used to produce 2,6-Dicyano-4-nitroaniline which is and intermediate of disperse dyes. It is also used as an intermediate of X-ray contrast medium, pesticides, dyes and pigments. Similarly, it is used to produce 2,4-Dicyanonitrobenzene.

This reaction needs p-toluenesulfonamide and PCl₅ at temperature of 200-205 °C for 30 min. The yield is 56 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. Limited evidence of a carcinogenic effect. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing. Moreover, please do not breathe dust.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=[N+]([O-])c1cc(cc(C(=O)O)c1)C(=O)O
(2)InChI: InChI=1/C8H5NO6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3H,(H,10,11)(H,12,13)
(3)InChIKey: NBDAHKQJXVLAID-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C8H5NO6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3H,(H,10,11)(H,12,13)
(5)Std. InChIKey: NBDAHKQJXVLAID-UHFFFAOYSA-N

Product Name

5-Nitroisophthalic acid

Synthetic route

5-Nitroisophthalic acid Standards and Recommendations

5-Nitroisophthalic acid Specification

Related Products

Hot Products