610-29-7

Basic information

• Product Name: Nitroterephthalic acid
• Synonyms: NITROTEREPHTHALIC ACID;2-nitro-4-benzenedicarboxylicacid;2-NITROBENZENE-1,4-DIOIC ACID;2-NITROTEREPHTHALIC ACID;2-NITRO-1,4-DIBENZOIC ACID;2-Nitrobenzene-1,4-dicarboxylic acid;NITROTEREPHTHALIC ACID, 99+%;NITROTEREPHTHALIC ACID2-NITRO-1,4-DIBENZOIC ACID
• CAS NO: 610-29-7
• Molecular Formula: C₈H₅NO₆
• Molecular Weight: 211.13
• EINECS: 210-217-4
• Product Categories: Phthalic Acids, Esters and Derivatives;Derivatives of phthalic acid;C8;Carbonyl Compounds;Carboxylic Acids;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 610-29-7.mol
• Article Data: 11

Chemical Properties

• Melting Point: 270-272 °C(lit.)
• Boiling Point: 350.79°C (rough estimate)
• Flash Point: 205.463 °C
• Appearance: White to light beige/Powder
• Density: 1.6342 (rough estimate)
• Vapor Pressure: 4.62E-09mmHg at 25°C
• Refractive Index: 1.5282 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: almost transparency in Methanol
• PKA: pK1:1.73 (25°C)
• BRN: 1913836
• CAS DataBase Reference: Nitroterephthalic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Nitroterephthalic acid(610-29-7)
• EPA Substance Registry System: Nitroterephthalic acid(610-29-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 610-29-7(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

InChI:InChI=1/C8H5NO6/c10-7(11)4-1-2-5(8(12)13)6(3-4)9(14)15/h1-3H,(H,10,11)(H,12,13)

Synthetic route

dimethyl 2-nitroterephthalate (5292-45-5) → 2-nitroterephthalic acid (610-29-7)

Conditions	Yield
With sodium hydroxide In methanol at 60℃; for 5h;	98%

terephthalic acid (100-21-0) → 2-nitroterephthalic acid (610-29-7)

Conditions	Yield
With fuming sulphuric acid; nitric acid at 25 - 90℃; for 4h;	85%
With sulfuric acid; nitric acid at 5 - 60℃; for 1h;	68.6%
With sulfuric acid; nitric acid

4-methyl-3-nitrobenzoic acid (96-98-0) → 2-nitroterephthalic acid (610-29-7)

Conditions	Yield
With sodium hydroxide; permanganate(VII) ion

mononitro-p-xylene (89-58-7) → 2-nitroterephthalic acid (610-29-7)

Conditions	Yield
With potassium hydroxide; potassium hexacyanoferrate(III)

4-methyl-3-nitrobenzyl chloride (84540-59-0) → 2-nitroterephthalic acid (610-29-7)

Conditions	Yield
With permanganate(VII) ion

4-methyl-2-nitro-benzyl chloride (85062-97-1) → 2-nitroterephthalic acid (610-29-7)

Conditions	Yield
With air; nitric acid

2-oxo-2,2'-(nitro-p-phenylene)-di-acetic acid → 2-nitroterephthalic acid (610-29-7)

Conditions	Yield
bei der Oxydation;

2-nitro-4-trifluoromethyl-benzonitrile (778-94-9) + sulfuric acid (7664-93-9) → 2-nitroterephthalic acid (610-29-7)

Conditions	Yield
at 190℃;

terephthalic acid (100-21-0) + nitric acid (7697-37-2) → 2-nitroterephthalic acid (610-29-7)

terephthalic acid (100-21-0) + nitric acid (7697-37-2) + disulfuric acid (7783-05-3) → 2-nitroterephthalic acid (610-29-7)

2,5-diisopropylnitrobenzene (10472-64-7) + nitric acid (7697-37-2) → 2-nitroterephthalic acid (610-29-7)

Conditions	Yield
at 180℃;

4-methyl-3-nitrobenzyl chloride (84540-59-0) + permanganate → 2-nitroterephthalic acid (610-29-7)

4-methyl-3,β-dinitro-styrene (858805-53-5) + KMnO4 → 2-nitroterephthalic acid (610-29-7)

4-cyano-2-nitrotoluene (939-79-7) → 2-nitroterephthalic acid (610-29-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / Hydrolysis 2: permanganate; NaOH-solution View Scheme

para-methylbenzonitrile (104-85-8) → 2-nitroterephthalic acid (610-29-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: durch Nitrierung 2: sulfuric acid / Hydrolysis 3: permanganate; NaOH-solution View Scheme

ortho-nitrobenzoic acid (552-16-9) → 2-nitroterephthalic acid (610-29-7) + 3-nitrophthalic acid (603-11-2)

dimethyl aminoterephthalate (5372-81-6) → 2-nitroterephthalic acid (610-29-7)

Conditions	Yield
With sulfuric acid; sodium nitrite In water at 0 - 5℃; for 1h;

Bis(2-Hydroxyethyl)terephthalat (959-26-2) → 2-nitroterephthalic acid (610-29-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide; water / 0.67 h / 70 °C 2: nitric acid; sulfuric acid / 1 h / 5 - 60 °C View Scheme

2-nitroterephthalic acid (610-29-7) → 3-aminoterephthalic acid (10312-55-7)

Conditions	Yield
With potassium hydroxide; hydrogen; palladium on activated charcoal In water under 2585.7 Torr; for 12h;	100%
With palladium 10% on activated carbon; ammonium formate; silica gel In methanol for 1.5h; Milling;	99%
With hydrogen In ethanol at 20℃; under 760.051 Torr; for 4h;	92%

N-(pyrid-4-yl)isonicotinamide (64479-78-3) + 2-nitroterephthalic acid (610-29-7) + copper(II) formate tetrahydrate (5893-61-8, 14690-98-3, 15305-21-2, 16842-73-2, 22992-79-6, 34729-06-1, 133386-02-4, 133386-04-6) → C8H3NO6(2-)*C11H9N3O*Cu(2+)

Conditions	Yield
Stage #1: 2-nitroterephthalic acid; copper(II) formate tetrahydrate In methanol at 39.84℃; for 24h; Inert atmosphere; Stage #2: N-(pyrid-4-yl)isonicotinamide In methanol at 39.84℃; for 24h;	98%

2-nitroterephthalic acid (610-29-7) + (3S,4S)-N3,N4-bis(((1S,2R)-2-phenylcyclopropyl)carbamoyl)pyrrolidine-3,4-dicarboxamide hydrochloride → (3S,3’S,4S,4’S)-1,1’-(2-nitroterephthaloyl)-bis(N3,N4-bis((1S,2R)-2-phenylcyclopropyl)pyrrolidine-3,4-dicarboxamide)

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 23℃; for 18h;	98%

2-nitroterephthalic acid (610-29-7) → 3-nitrobenzoic acid (121-92-6)

Conditions	Yield
With acetic acid; silver carbonate In dimethyl sulfoxide at 120℃; for 16h; regioselective reaction;	93%
With copper(l) iodide; triethylamine In dimethyl sulfoxide at 120℃; under 760.051 Torr; for 20h; Inert atmosphere; Schlenk technique; regioselective reaction;	41%

2-nitroterephthalic acid (610-29-7) → (2-nitro-1,4-phenylene)dimethanol

Conditions	Yield
With borane-THF In tetrahydrofuran at 0 - 40℃; for 19h;	92%
With dimethylsulfide borane complex In tetrahydrofuran at 0 - 40℃; for 18h; Inert atmosphere;	92%
With borane-THF In tetrahydrofuran at 40℃; Inert atmosphere; Cooling with ice;	90%
With diborane

zirconyl chloride octahydrate + 2-nitroterephthalic acid (610-29-7) → 5.06C8H3NO6(2-)*6Zr(4+)*4O(2-)*5.88HO(1-)*1.88H2O

Conditions	Yield
With hydrogenchloride In tetrahydrofuran at 80℃; for 24h; Sealed tube;	92%

copper(II) nitrate hexahydrate + 2-nitroterephthalic acid (610-29-7) + dimethyl sulfoxide (67-68-5) + trans-1,2-bis(4-pyridyl)ethylene (1135-32-6) → {[Cu2(2-NO2-1,4-benzenedicarboxylate)2(1,2-bis(4-pyridyl)ethylene)2]*3DMSO}n

Conditions	Yield
With air In N,N-dimethyl-formamide at 120℃; for 24h; Autoclave;	90%

cadmium(II) nitrate tetrhydrate + 2-nitroterephthalic acid (610-29-7) + N-(pyridin-4-yl)-4-(pyridin-4-yl)-1,8-naphthalimide + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → [Cd2(2-nitrobenzene-1,4-dicarboxylate)2(N-(pyridin-4-yl)-4-(pyridin-4-yl)-1,8-naphthalimide)2]*3.5DMF*8H2O

Conditions	Yield
at 80℃; for 36h;	90%

1,10-Phenanthroline (66-71-7) + copper(II) choride dihydrate + 2-nitroterephthalic acid (610-29-7) + water (7732-18-5) → ([Cu(2-nitro-1,4-benzenedicarboxylate dianion)(1,10-phenanthroline)](H2O))n (832672-75-0, 639029-41-7)

Conditions	Yield
In water High Pressure; mixt. of Cu-compound, organic ligands and water sealed in a stainless-steel reactor with Teflon liner, heated at 150°C for 3 h, cooled; elem. anal.;	87%

cobalt(II) nitrate hexahydrate + 2-nitroterephthalic acid (610-29-7) + water (7732-18-5) + N,N-dimethyl-formamide (68-12-2, 33513-42-7) → {[Co(2-nitroterephthalic acid(-2H))(H2O)]·1.25H2O}n

Conditions	Yield
at 100℃; for 83.3333h; Heating;	87%

4,4'-bipyridine (553-26-4) + zinc(II) nitrate hexahydrate + 2-nitroterephthalic acid (610-29-7) → C8H3NO6(2-)*C10H8N2*Zn(2+)

Conditions	Yield
In ethanol; N,N-dimethyl-formamide at 89.84℃; for 24h; Inert atmosphere;	87%

2,5-dimethyl-pyrazine (123-32-0) + 2-nitroterephthalic acid (610-29-7) + silver nitrate → C8H4NO6(1-)*C6H8N2*Ag(1+)

Conditions	Yield
In acetonitrile at 110℃; for 92h;	85%

Tetramethylpyrazine (1124-11-4) + 2-nitroterephthalic acid (610-29-7) + silver nitrate → C8H4NO6(1-)*C8H12N2*Ag(1+)

Conditions	Yield
In acetonitrile at 110℃; for 92h;	85%

4,4'-bipyridine (553-26-4) + 2-nitroterephthalic acid (610-29-7) + silver nitrate → C8H4NO6(1-)*Ag(1+)*C10H8N2

Conditions	Yield
In acetonitrile at 110℃; for 92h;	85%

1,10-Phenanthroline (66-71-7) + copper(II) choride dihydrate + 2-nitroterephthalic acid (610-29-7) → [Cu4(2-nitro-1,4-benzenedicarboxylate)4(1,10-phenanthroline)4(H2O)4] dihydrate

Conditions	Yield
In N,N-dimethyl-formamide mixt. of stoich. amt. of CuCl2, nitro compd. and phen were dissolved in DMF; crystn. at room temp for 1 mo, elem. anal.;	83%

copper(II) nitrate trihydrate + 2-nitroterephthalic acid (610-29-7) → Cu2(μ2-OH)(μ3-OH)(μ4-2-nitro-benzene-1,4-dicarboxylate)(H2O)

Conditions	Yield
With Et3N In water High Pressure; Cu-salt:acid:H2O molar ratio 1:1:4163, Et3N was added, heating in stainless-steel reactor with teflon liner at 170°C for 2 d; cooling, crystals were collected by filtration, elem. anal.;	83%

2-nitroterephthalic acid (610-29-7) + 2,2,2-Trinitroethyl hydrogen sulfate (66881-27-4) → 2-Nitro-terephthalic acid bis-(2,2,2-trinitro-ethyl) ester

Conditions	Yield
at 100℃; for 15h;	78%

N,N'-dimethylbenzylamine (103-83-3) + 2-nitroterephthalic acid (610-29-7) → dibenzyl 2-nitroterephthalate

Conditions	Yield
Stage #1: 2-nitroterephthalic acid With propynoic acid ethyl ester In 1,4-dioxane at 80℃; Stage #2: N,N'-dimethylbenzylamine In 1,4-dioxane at 80℃; for 12h;	77%

methanol (67-56-1) + 2-nitroterephthalic acid (610-29-7) → dimethyl 2-nitroterephthalate (5292-45-5)

Conditions	Yield
With thionyl chloride at 80℃; for 5h;	76%
With thionyl chloride Heating;	75%
With sulfuric acid Reflux;	27%

3,5-dimethyl-4H-1,2,4-triazol-4-amine (3530-15-2) + 2-nitroterephthalic acid (610-29-7) + silver nitrate → 2C8H4NO6(1-)*2Ag(1+)*2C4H8N4

Conditions	Yield
Stage #1: 3,5-dimethyl-4H-1,2,4-triazol-4-amine; 2-nitroterephthalic acid; silver nitrate With air In water for 0.5h; Stage #2: In water at 100℃; for 72h; Autoclave;	72.24%

zinc(II) nitrate hexahydrate + N-(pyrid-4-yl)isonicotinamide (64479-78-3) + 2-nitroterephthalic acid (610-29-7) → C8H3NO6(2-)*Zn(2+)*C11H9N3O

Conditions	Yield
In N,N-dimethyl-formamide at 119.84℃; for 24h; Inert atmosphere;	72%

1,4-pyrazine (290-37-9) + 2-nitroterephthalic acid (610-29-7) + water (7732-18-5) + silver nitrate → C8H4NO6(1-)*C4H4N2*Ag(1+)*2H2O

Conditions	Yield
In acetonitrile at 110℃; for 92h;	72%

methanol (67-56-1) + 2-nitroterephthalic acid (610-29-7) → 2-nitro-4-methoxycarbonylbenzoic acid (55737-66-1)

Conditions	Yield
With sulfuric acid for 1.25h; Heating;	71%
With sulfuric acid for 1h; Heating;	55%
With hydrogenchloride
With sulfuric acid for 1h; Heating;	14.7 g

3,3'-(diazene-1,2-diyl)dipyridine (2633-01-4) + cadmium(II) nitrate tetrhydrate + 2-nitroterephthalic acid (610-29-7) → Cd(2+)*C10H8N4*C8H3NO6(2-)

Conditions	Yield
In N,N-dimethyl-formamide at 20℃;	71%

2-nitroterephthalic acid (610-29-7) + zirconium(IV) chloride (10026-11-6) → [ZrO(2-nitro-1,4-benzendicarboxylate)]

Conditions	Yield
In acetic acid; N,N-dimethyl-formamide at 240℃; for 0.0166667h; Microwave irradiation;	70.3%

2,4,6-triamino-s-triazine (108-78-1) + 2-nitroterephthalic acid (610-29-7) + water (7732-18-5) + silver nitrate → 2.5H2O*2Ag(1+)*2C3H6N6*C8H3NO6(2-)

Conditions	Yield
With ammonia In methanol at 20℃; under 760.051 Torr; for 3.5h; Sonication;	69%

2-nitroterephthalic acid (610-29-7) + 2,3,5-trimethylpyrazine (14667-55-1) + silver nitrate → C7H10N2*C8H4NO6(1-)*Ag(1+)

Conditions	Yield
Stage #1: 2-nitroterephthalic acid; 2,3,5-trimethylpyrazine; silver nitrate With air In water for 0.5h; Stage #2: In water at 100℃; for 72h; Autoclave;	68.72%

1,2,4-Triazole (288-88-0) + zinc(II) nitrate hexahydrate + 2-nitroterephthalic acid (610-29-7) → [Zn2(1,2,4-triazolate)2(2-nitro-1,4-benzenedicarboxylate)]

Conditions	Yield
In N,N-dimethyl acetamide; water at 100℃; for 72h; Sealed tube;	65%

Upstream product

• 100-21-0 terephthalic acid 
• 778-94-9 2-nitro-4-trifluoromethyl-benzonitrile 
• 7664-93-9 sulfuric acid 
• 858805-53-5 4-methyl-3,β-dinitro-styrene 
• 552-16-9 ortho-nitrobenzoic acid 
• 959-26-2 Bis(2-Hydroxyethyl)terephthalat 
• 5292-45-5 dimethyl 2-nitroterephthalate 
• 5372-81-6 dimethyl aminoterephthalate 
• 104-85-8 para-methylbenzonitrile 
• 939-79-7 4-cyano-2-nitrotoluene 
• 84540-59-0 4-methyl-3-nitrobenzyl chloride 
• 10472-64-7 2,5-diisopropylnitrobenzene 
• 7697-37-2 nitric acid 
• 7783-05-3 disulfuric acid 

Downstream Products

• 180133-20-4 2-nitroterephthalic acid 4-(2,6-dimethyl-4-heptyl) ester 
• 180133-12-4 2-Nitro-terephthalic acid bis-(1-isobutyl-3-methyl-butyl) ester 
• 10312-55-7 3-aminoterephthalic acid 
• 23222-97-1 (2-nitro-1,4-phenylene)dimethanol 
• 85743-02-8 2-amino-benzene-1,4-dicarboxylic acid,4-methyl ester 
• 123534-37-2 N-benzenesulfonyl 5-carboxylic benzo[c]isoxazol-3(1H)-one 
• 39020-35-4 2-nitroterephthalic acid diethyl ester 
• 42946-44-1 diphenylether-2,5,4'-tricarbonitrile 

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