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13290-96-5

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13290-96-5 Usage

Uses

Different sources of media describe the Uses of 13290-96-5 differently. You can refer to the following data:
1. Dimethyl 5-Nitroisophthalate is a useful chemical in organic synthesis.
2. Dimethyl 5-nitroisophthalate has been used as starting reagent in the synthesis of 5-nitro-1,3-bis(ethylenediamine) and 5-nitroisophthaldihydrazide.

Chemical Properties

slightly yellow fine crystalline powder

Check Digit Verification of cas no

The CAS Registry Mumber 13290-96-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,2,9 and 0 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 13290-96:
(7*1)+(6*3)+(5*2)+(4*9)+(3*0)+(2*9)+(1*6)=95
95 % 10 = 5
So 13290-96-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H9NO6/c1-4-6(9(12)13)3-7(11(16)17)5(2)8(4)10(14)15/h3H,1-2H3,(H,12,13)(H,14,15)/p-2

13290-96-5 Well-known Company Product Price

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  • Alfa Aesar

  • (A10610)  Dimethyl 5-nitroisophthalate, 98+%   

  • 13290-96-5

  • 50g

  • 299.0CNY

  • Detail
  • Alfa Aesar

  • (A10610)  Dimethyl 5-nitroisophthalate, 98+%   

  • 13290-96-5

  • 250g

  • 1204.0CNY

  • Detail
  • Alfa Aesar

  • (A10610)  Dimethyl 5-nitroisophthalate, 98+%   

  • 13290-96-5

  • 1000g

  • 3835.0CNY

  • Detail

13290-96-5SDS

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 Dimethyl 5-Nitroisophthalate

1.2 Other means of identification

Product number -
Other names Dimethyl 5-nitroisophthalate

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:13290-96-5 SDS

13290-96-5Synthetic route

methanol
67-56-1

methanol

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

5-nitrobenzene-1,3-dicarboxylic acid

dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

Conditions
ConditionsYield
With sulfuric acid for 3h; Inert atmosphere; Reflux;98%
With hydrogenchloride
dimethyl Isophthalate
1459-93-4

dimethyl Isophthalate

dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

Conditions
ConditionsYield
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
5-nitrobenzene-1,3-dicarboxylic acid
618-88-2

5-nitrobenzene-1,3-dicarboxylic acid

dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

Conditions
ConditionsYield
With thionyl chloride In methanol at 0 - 80℃; for 6h; Inert atmosphere;90%
With hydrogenchloride
With sulfuric acid In methanol; water; toluene
5-nitro-1,3-benzenedicarbonylchloride
13438-30-7

5-nitro-1,3-benzenedicarbonylchloride

dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

Conditions
ConditionsYield
In methanol
dimethyl 5-aminoisophthalate
99-27-4

dimethyl 5-aminoisophthalate

dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

Conditions
ConditionsYield
With oxone In dichloromethane; water for 6h; Inert atmosphere;
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

serinol
534-03-2

serinol

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

N,N'-bis-(2-hydroxy-1-hydroxymethylethyl)-5-nitroisophthalamide

Conditions
ConditionsYield
In methanol at 20℃; for 48h; Reflux;99%
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

ethylenediamine
107-15-3

ethylenediamine

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

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

Conditions
ConditionsYield
at 0℃; for 24h;96.8%
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

dimethyl 5-aminoisophthalate
99-27-4

dimethyl 5-aminoisophthalate

Conditions
ConditionsYield
With formic acid; triethylamine chemoselective reaction;95%
With ammonium sulfide
With hydrogenchloride; methanol; zinc
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

ethanolamine
141-43-5

ethanolamine

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

N,N’-bis(2-hydroxyethyl)-5-nitroisophthaldiamide

Conditions
ConditionsYield
In methanol at 70 - 75℃; for 70h;94%
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

propan-1-ol-3-amine

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

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

Conditions
ConditionsYield
In methanol at 70 - 75℃; for 70h;92%
3-Amino-1,2-propanediol
616-30-8, 13552-31-3

3-Amino-1,2-propanediol

dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

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

Conditions
ConditionsYield
In methanol at 70 - 75℃; for 70h;91%
In methanol85%
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℃;
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

dimethyl 5-(N,N-dimethylamino)isophthalate

Conditions
ConditionsYield
With formaldehyd; hydrogen; propionic acid; aluminum nickel In methanol85%
formaldehyd
50-00-0

formaldehyd

dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

dimethyl 5-(N,N-dimethylamino)isophthalate

Conditions
ConditionsYield
With formic acid; triethylamine In water; tert-butyl alcohol at 100℃; for 44h;82%
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

serinol
534-03-2

serinol

C12H14N2O7

C12H14N2O7

Conditions
ConditionsYield
In methanol at 20 - 65℃; for 24h; Time;75.3%
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

5-nitro-1,3-benzenedicarboxylic acid, monomethyl ester

Conditions
ConditionsYield
With water; sodium hydroxide In methanol for 2h; Reflux;75%
3-Amino-1,2-propanediol
616-30-8, 13552-31-3

3-Amino-1,2-propanediol

dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

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

Conditions
ConditionsYield
In methanol at 20 - 65℃; for 24.5h;56%
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

3-hydroxymethyl-5-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
With diisobutylaluminium hydride In tetrahydrofuran; toluene at -78 - 20℃;50%
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

5-nitrobenzene-1,3-dicarbaldehyde

Conditions
ConditionsYield
With diisobutylaluminium hydride In toluene at -78℃; for 1h; Inert atmosphere;48%
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

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

Conditions
ConditionsYield
With lead; ammonium acetate In methanol at 20℃; for 24.25h; Inert atmosphere;34%
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

A

dimethyl 5-aminoisophthalate
99-27-4

dimethyl 5-aminoisophthalate

B

5-hydroxyamino-isophthalic acid dimethyl ester

5-hydroxyamino-isophthalic acid dimethyl ester

Conditions
ConditionsYield
With ethanol; hydrogen sulfide; ammonia
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

5-nitro-isophthalic acid dihydrazide

Conditions
ConditionsYield
With hydrazine hydrate
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

5-hydroxyamino-isophthalic acid dimethyl ester

5-hydroxyamino-isophthalic acid dimethyl ester

Conditions
ConditionsYield
With hydrazine; Rh on carbon In tetrahydrofuran Catalytic hydrogenation;
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

1-amino-naphthalene
134-32-7

1-amino-naphthalene

petroleum ether

petroleum ether

compound C10H9N+C10H9O6N

compound C10H9N+C10H9O6N

dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

acetone
67-64-1

acetone

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

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

Conditions
ConditionsYield
With potassium hydroxide In dimethylsulfoxide-d6 at 25℃; for 4h; Yanovsky reaction;
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

acetone
67-64-1

acetone

A

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

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

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

Conditions
ConditionsYield
With potassium methanolate In methanol at 25℃; Yanovsky reaction; Title compound not separated from byproducts;
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

C14H19N3O8
1056157-89-1

C14H19N3O8

dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

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

Conditions
ConditionsYield
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
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

3-azidomethyl-5-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
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
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

3-[(tert-butyloxycarbonyl)aminomethyl]-5-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
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
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

3-[(tert-butyloxycarbonyl)aminomethyl]-5-nitrobenzoic acid

Conditions
ConditionsYield
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
dimethyl 5-nitroisophthalate
13290-96-5

dimethyl 5-nitroisophthalate

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

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

Conditions
ConditionsYield
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

13290-96-5Relevant articles and documents

Photoactive and physical properties of an azobenzene-containing coordination framework

Caddy, James S.,Faust, Thomas B.,Walton, Ian M.,Cox, Jordan M.,Benedict, Jason B.,Solomon, Marcello B.,Southon, Peter D.,Kepert, Cameron J.,D'Alessandro, Deanna M.

, p. 1171 - 1179 (2017)

A new three-dimensional coordination framework, [Zn4(tbazip)3(bpe)2(OH)2]·bpe·{solvent} (where bpe≤1,2-di(4-pyridyl)ethene) containing the novel photoactive ligand tbazip (tbazip≤5-((4-tert-butyl)phenylazo)isophthalic acid) has been synthesised and crystallographically characterised. The photoactivity of discrete tbazip was investigated and compared with its photoactivity while incorporated within the framework. The effect of isomerisation of the incorporated azobenzene on the chemical and physical properties of the framework were investigated using UV-vis and Raman spectroscopies. The framework is porous only to hydrogen gas at 77K, but displayed an appreciable uptake for CO2 at 195K.

Preparation technology of iopromide intermediate

-

Paragraph 0025, (2016/12/26)

The invention provides an iopromide intermediate. A preparation technology of a compound 3-(2,3-dihydroxypropyl formamyl)-5-nitroisophthalic acid comprises the steps that monomethyl 5-nitroisophthalate is reacted with 3-amino propane-1,2-diol in alcohol solvent at appropriate heating temperature on the condition that strong alkali exists to obtain a product, wherein the reaction equation is shown in the specification. According to the preparation technology of the iopromide intermediate, the synthetic technology is good in selectivity, the synthetic route is simple, the product can be obtained through simple filtration, and the yield is high. Therefore, the technology has the advantages of being efficient, rapid and low in cost.

Nonacid nitration of benzenedicarboxylic and naphthalenecarboxylic acid esters

Nose,Suzuki,Suzuki

, p. 4356 - 4360 (2007/10/03)

When treated with nitrogen dioxide in the presence of ozone and a catalytic amount of iron(III) chloride in inert organic solvent at -10 to +5 °C, benzenedicarboxylic acid diesters 1, 4, and 6 underwent smooth nitration to give the corresponding mononitro derivatives 2/3, 5, and 7, respectively, in good yield (kyodai nitration). Naphthalenecarboxylic acid esters 8 and 11 and naphthalene-1,8-dicarboxylic acid diester 16 were similarly nitrated in the absence of catalyst to give the expected nitro compounds 9/10, 12-15, and 17-22, respectively. Different from conventional nitration based on the combined use of concentrated nitric and sulfuric acids, no hydrolytic cleavage of the ester function was observed under these conditions. The isomer distribution has been determined for the nitration of naphthalenecarboxylic acid esters 8, 11, and 16, and spectral data were collected for less common nitro derivatives. A unique changeover of the orientation mode observed in the kyodai nitration of diester 16, from the initial exclusive meta to the final meta/para, has been discussed in terms of the competition between the electrophilic substitution process involving the nitronium ion (NO2+) and the addition-elimination sequence involving the nitrogen trioxide radical (NO3).

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