Dimethyl 5-nitroisophthalate supplier

Name
Dimethyl 5-nitroisophthalate
EINECS 236-307-3
CAS No. 13290-96-5
Article Data17
CAS DataBase
Density 1.35 g/cm³
Solubility
Melting Point 123-125 °C(lit.)
Formula C₁₀H₉NO₆
Boiling Point 360.2 °C at 760 mmHg
Molecular Weight 239.185
Flash Point 164.8 °C
Transport Information UN 2811
Appearance slightly yellow fine crystalline powder
Safety 22-24/25-36
Risk Codes 20/21/22
Molecular Structure
Hazard Symbols Xn
Synonyms 5-Nitroisophthalic acid, dimethyl ester;5-nitro dimethyl-iso-phthalate;Isophthalic acid, 5-nitro-, dimethyl ester;Dimethyl 5-nitro-1,3-benzenedicarboxylate;Dimethyl-5-nitroisophthalate;Isophthalic acid, 5-nitro-, dimethyl ester (6CI,7CI,8CI);5-Nitro Dimethyl Isophthalate;Dimethyl-5-nitro-isophthalate;1,3-Benzenedicarboxylic acid, 5-nitro-, dimethyl ester;
PSA 98.42000
LogP 1.69120

Synthetic route

: 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

: 1459-93-4
dimethyl Isophthalate

: 13290-96-5
dimethyl 5-nitroisophthalate

Conditions

Conditions	Yield
With iron(III) chloride; Nitrogen dioxide; ozone In 1,2-dichloro-ethane at 5℃; for 1.5h; Product distribution; Further Variations:; Solvents; Reagents;	92%
With sulfur dioxide; dinitrogen pentoxide 1.) -78 to -11 deg C, 2 h, 2.) -11 deg C, 2 h;	90%
With sulfuric acid; sulfur trioxide; nitric acid

: 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

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

: 13290-96-5
dimethyl 5-nitroisophthalate

Conditions

Conditions	Yield
In methanol

: 99-27-4
dimethyl 5-aminoisophthalate

: 13290-96-5
dimethyl 5-nitroisophthalate

Conditions

Conditions	Yield
With oxone In dichloromethane; water for 6h; Inert atmosphere;

: 13290-96-5
dimethyl 5-nitroisophthalate

: 534-03-2
serinol

: 60166-97-4
N,N'-bis-(2-hydroxy-1-hydroxymethylethyl)-5-nitroisophthalamide

Conditions

Conditions	Yield
In methanol at 20℃; for 48h; Reflux;	99%

: 13290-96-5
dimethyl 5-nitroisophthalate

: 107-15-3
ethylenediamine

: N,N'-bis-(2-amino-ethyl)-5-nitro-isophthalamide

Conditions

Conditions	Yield
at 0℃; for 24h;	96.8%

: 13290-96-5
dimethyl 5-nitroisophthalate

: 99-27-4
dimethyl 5-aminoisophthalate

Conditions

Conditions	Yield
With formic acid; triethylamine chemoselective reaction;	95%
With ammonium sulfide
With hydrogenchloride; methanol; zinc

: 13290-96-5
dimethyl 5-nitroisophthalate

: 141-43-5
ethanolamine

: 88116-47-6
N,N’-bis(2-hydroxyethyl)-5-nitroisophthaldiamide

Conditions

Conditions	Yield
In methanol at 70 - 75℃; for 70h;	94%

: 13290-96-5
dimethyl 5-nitroisophthalate

: 156-87-6
propan-1-ol-3-amine

: N,N’-bis(3-hydroxypropyl)-5-nitroisophthalamide

Conditions

Conditions	Yield
In methanol at 70 - 75℃; for 70h;	92%

: 616-30-8, 13552-31-3
3-Amino-1,2-propanediol

: 13290-96-5
dimethyl 5-nitroisophthalate

: 76820-34-3
5-nitro-N,N'-bis-(2,3-dihydroxypropyl)isophthalamide

Conditions

Conditions	Yield
In methanol at 70 - 75℃; for 70h;	91%
In methanol	85%
With sodium methylate In methanol for 80h;
With sodium methylate In methanol at 25 - 30℃; for 2h; Temperature; Solvent;
With sodium methylate In methanol at 20 - 50℃;

: 13290-96-5
dimethyl 5-nitroisophthalate

: 2718-64-1
dimethyl 5-(N,N-dimethylamino)isophthalate

Conditions

Conditions	Yield
With formaldehyd; hydrogen; propionic acid; aluminum nickel In methanol	85%

: 50-00-0
formaldehyd

: 13290-96-5
dimethyl 5-nitroisophthalate

: 2718-64-1
dimethyl 5-(N,N-dimethylamino)isophthalate

Conditions

Conditions	Yield
With formic acid; triethylamine In water; tert-butyl alcohol at 100℃; for 44h;	82%

: 13290-96-5
dimethyl 5-nitroisophthalate

: 534-03-2
serinol

: C12H14N2O7

Conditions

Conditions	Yield
In methanol at 20 - 65℃; for 24h; Time;	75.3%

: 13290-96-5
dimethyl 5-nitroisophthalate

: 1955-46-0
5-nitro-1,3-benzenedicarboxylic acid, monomethyl ester

Conditions

Conditions	Yield
With water; sodium hydroxide In methanol for 2h; Reflux;	75%

: 616-30-8, 13552-31-3
3-Amino-1,2-propanediol

: 13290-96-5
dimethyl 5-nitroisophthalate

: methyl 3-((2,3-dihydroxypropyl)carbamoyl)-5-nitrobenzoate

Conditions

Conditions	Yield
In methanol at 20 - 65℃; for 24.5h;	56%

: 13290-96-5
dimethyl 5-nitroisophthalate

: 53732-08-4
3-hydroxymethyl-5-nitrobenzoic acid methyl ester

Conditions

Conditions	Yield
With diisobutylaluminium hydride In tetrahydrofuran; toluene at -78 - 20℃;	50%

: 13290-96-5
dimethyl 5-nitroisophthalate

: 36308-36-8
5-nitrobenzene-1,3-dicarbaldehyde

Conditions

Conditions	Yield
With diisobutylaluminium hydride In toluene at -78℃; for 1h; Inert atmosphere;	48%

: 13290-96-5
dimethyl 5-nitroisophthalate

: tetra-methyl 3,3’,5,5’-azobenzenetetracarboxylate

Conditions

Conditions	Yield
With lead; ammonium acetate In methanol at 20℃; for 24.25h; Inert atmosphere;	34%

: 13290-96-5
dimethyl 5-nitroisophthalate

A: 99-27-4
dimethyl 5-aminoisophthalate

B: 5-hydroxyamino-isophthalic acid dimethyl ester

Conditions

Conditions	Yield
With ethanol; hydrogen sulfide; ammonia

: 13290-96-5
dimethyl 5-nitroisophthalate

: 98488-89-2
5-nitro-isophthalic acid dihydrazide

Conditions

Conditions	Yield
With hydrazine hydrate

: 13290-96-5
dimethyl 5-nitroisophthalate

: 5-hydroxyamino-isophthalic acid dimethyl ester

Conditions

Conditions	Yield
With hydrazine; Rh on carbon In tetrahydrofuran Catalytic hydrogenation;

: 13290-96-5
dimethyl 5-nitroisophthalate

: 134-32-7
1-amino-naphthalene

petroleum ether: petroleum ether

compound C10H9N+C10H9O6N: compound C10H9N+C10H9O6N

...Expand

: 13290-96-5
dimethyl 5-nitroisophthalate

: 67-64-1
acetone

: potassium 1-acetonyl-2,4-di(methoxycarbonyl)-6-nitrocyclohexa-2,5-dienide

Conditions

Conditions	Yield
With potassium hydroxide In dimethylsulfoxide-d6 at 25℃; for 4h; Yanovsky reaction;

: 13290-96-5
dimethyl 5-nitroisophthalate

: 67-64-1
acetone

A: potassium 1-acetonyl-2,4-di(methoxycarbonyl)-6-nitrocyclohexa-2,5-dienide

B: potassium 1-acetonyl-2,6-di(methoxycarbonyl)-4-nitrocyclohexa-2,5-dienide

Conditions

Conditions	Yield
With potassium methanolate In methanol at 25℃; Yanovsky reaction; Title compound not separated from byproducts;

...Expand

: 13290-96-5
dimethyl 5-nitroisophthalate

: 1056157-89-1
C14H19N3O8

: 13290-96-5
dimethyl 5-nitroisophthalate

: 925416-16-6
[(2-{3-[2-(bis-carboxymethyl-amino)-ethylcarbamoyl]-5-nitro-benzoylamino}-ethyl)-carboxymethyl-amino]-acetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 96.8 percent / 24 h / 0 °C 2: 89 percent / NaOH / H2O / 20 - 70 °C / pH 5 - 10 View Scheme

: 13290-96-5
dimethyl 5-nitroisophthalate

: 167215-64-7
3-azidomethyl-5-nitrobenzoic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 50 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / -78 - 20 °C 2: 95 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C 3: 100 percent / sodium azide / dimethylformamide / 2 h / 50 °C View Scheme

: 13290-96-5
dimethyl 5-nitroisophthalate

: 913077-69-7
3-[(tert-butyloxycarbonyl)aminomethyl]-5-nitrobenzoic acid methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 50 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / -78 - 20 °C 2: 95 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C 3: 100 percent / sodium azide / dimethylformamide / 2 h / 50 °C 4: 85 percent / triethylamine; 1,3-propanedithiol / methanol / 12 h / 20 °C 5: 100 percent / triethylamine / tetrahydrofuran / 12 h / 0 °C View Scheme

: 13290-96-5
dimethyl 5-nitroisophthalate

: 209604-83-1
3-[(tert-butyloxycarbonyl)aminomethyl]-5-nitrobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 50 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / -78 - 20 °C 2: 95 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C 3: 100 percent / sodium azide / dimethylformamide / 2 h / 50 °C 4: 85 percent / triethylamine; 1,3-propanedithiol / methanol / 12 h / 20 °C 5: 100 percent / triethylamine / tetrahydrofuran / 12 h / 0 °C 6: 100 percent / NaOH / H2O; dioxane View Scheme

Yield

Multi-step reaction with 6 steps
1: 50 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / -78 - 20 °C
2: 95 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C
3: 100 percent / sodium azide / dimethylformamide / 2 h / 50 °C
4: 85 percent / triethylamine; 1,3-propanedithiol / methanol / 12 h / 20 °C
5: 100 percent / triethylamine / tetrahydrofuran / 12 h / 0 °C
6: 100 percent / NaOH / H2O; dioxane
View Scheme

: 13290-96-5
dimethyl 5-nitroisophthalate

: {3-amino-5-[(5-dimethylamino-naphthalene-1-sulfonylamino)-methyl]-benzoylamino}-thioacetic acid S-ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 50 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / -78 - 20 °C 2: 95 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C 3: 100 percent / sodium azide / dimethylformamide / 2 h / 50 °C 4: 85 percent / triethylamine; 1,3-propanedithiol / methanol / 12 h / 20 °C 5: 100 percent / triethylamine / tetrahydrofuran / 12 h / 0 °C 6: 100 percent / NaOH / H2O; dioxane View Scheme

Yield

Multi-step reaction with 7 steps
1: 50 percent / diisobutylaluminum hydride / tetrahydrofuran; toluene / -78 - 20 °C
2: 95 percent / triethylamine / CH2Cl2 / 0.5 h / 0 °C
3: 100 percent / sodium azide / dimethylformamide / 2 h / 50 °C
4: 85 percent / triethylamine; 1,3-propanedithiol / methanol / 12 h / 20 °C
5: 100 percent / triethylamine / tetrahydrofuran / 12 h / 0 °C
6: 100 percent / NaOH / H2O; dioxane
View Scheme

Dimethyl 5-nitroisophthalate Chemical Properties

IUPAC Name: dimethyl 5-nitrobenzene-1,3-dicarboxylate
Empirical Formula: C₁₀H₉NO₆
Molecular Weight: 239.1816g/mol
EINECS: 236-307-3
Structure of Dimethyl 5-nitroisophthalate (CAS NO.13290-96-5):

Index of Refraction: 1.549
Molar Refractivity: 56.34 cm³
Molar Volume: 177 cm³
Polarizability: 22.33×10^-24cm³
Surface Tension: 50.6 dyne/cm
Density: 1.35 g/cm³
Flash Point: 164.8 °C
Enthalpy of Vaporization: 60.59 kJ/mol
Melting Point: 123-125 °C(lit.)
Boiling Point: 360.2 °C at 760 mmHg
Vapour Pressure: 2.26E-05 mmHg at 25°C
Product Categories: FINE Chemical & INTERMEDIATES;Aromatic Esters
Canonical SMILES: COC(=O)C1=CC(=CC(=C1)[N+](=O)[O-])C(=O)OC
InChI: InChI=1S/C10H9NO6/c1-16-9(12)6-3-7(10(13)17-2)5-8(4-6)11(14)15/h3-5H,1-2H3
InChIKey: GGTSJKFPGKFLCZ-UHFFFAOYSA-N

Dimethyl 5-nitroisophthalate Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	10gm/kg (10000mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 28(6), Pg. 55, 1984.

Dimethyl 5-nitroisophthalate Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 22-24/25-36
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S36:Wear suitable protective clothing.
RIDADR: UN 2811
WGK Germany: 2
RTECS: CZ4340000

Dimethyl 5-nitroisophthalate Specification

Dimethyl 5-nitroisophthalate , its cas register number is 13290-96-5. It also can be called 4-09-00-03299 (Beilstein Handbook Reference) ; 5-Nitroisophthalic acid, dimethyl ester ; Dimethyl 5-nitro-1,3-benzenedicarboxylate ; NSC 93786 . Dimethyl 5-nitroisophthalate (CAS NO.13290-96-5) is a slightly yellow fine crystalline powder.

Product Name

Dimethyl 5-nitroisophthalate

Synthetic route

Dimethyl 5-nitroisophthalate Chemical Properties

Dimethyl 5-nitroisophthalate Toxicity Data With Reference

Dimethyl 5-nitroisophthalate Safety Profile

Dimethyl 5-nitroisophthalate Specification

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