Dimethyl 5-nitroisophthalate Chemical Properties

Melting point:

123-125 °C (lit.)

Boiling point:

381.83°C (rough estimate)

Density 

1.4504 (rough estimate)

refractive index 

1.5310 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Toluene

form 

powder to crystal

color 

White to Light yellow

BRN 

2140916

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

SMILES

C1(C(OC)=O)=CC([N+]([O-])=O)=CC(C(OC)=O)=C1

CAS DataBase Reference

13290-96-5(CAS DataBase Reference)

NIST Chemistry Reference

1,3-Benzenedicarboxylic acid, 5-nitro-, dimethyl ester(13290-96-5)

EPA Substance Registry System

Dimethyl 5-nitroisophthalate (13290-96-5)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22

Safety Statements 

22-24/25-36

RIDADR 

UN 2811

WGK Germany 

2

RTECS 

CZ4340000

TSCA 

Yes

HS Code 

29173990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Dimethyl 5-nitroisophthalate Usage And Synthesis

Uses

Dimethyl 5-Nitroisophthalate is a useful chemical in organic synthesis.

Chemical Properties

slightly yellow fine crystalline powder

Uses

Dimethyl 5-nitroisophthalate has been used as starting reagent in the synthesis of 5-nitro-1,3-bis(ethylenediamine) and 5-nitroisophthaldihydrazide.

Synthesis

In a 100 mL three-necked round-bottomed flask equipped with a condenser tube, an electric stirrer and a thermometer, 5.0 g of 5-nitroisophthalic acid and 33.3 mL of methanol were added sequentially. The mixture was stirred under nitrogen protection at room temperature for about 3 minutes until the solid was completely dissolved to give a colorless transparent solution. Subsequently, 1.0 mL of concentrated sulfuric acid was slowly added dropwise and heated to reflux, and after the reaction for about 3 hours, white solid precipitation was observed. The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent ratio of dichloromethane:methanol=10:1). Upon completion of the reaction, it was cooled to room temperature, crystals were precipitated and the solid product was collected by filtration. The filter cake was washed with deionized water and finally mixed with a small amount of water and dried to obtain dimethyl 5-nitroisophthalate. The product yield was 98%.

References

[1] Patent: CN105254521, 2016, A. Location in patent: Paragraph 0025
[2] Journal of the Chemical Society, 1905, vol. 87, p. 1265
[3] Journal fuer Praktische Chemie (Leipzig), 1882, vol. <2> 25, p. 491
[4] Patent: US2005/281746, 2005, A1. Location in patent: Page/Page column 15-16

Dimethyl 5-nitroisophthalate(13290-96-5)Related Product Information

• 4-Nitrophenyl chloroformate
• N,N-Dimethylformamide
• Dimethyl acetylenedicarboxylate
• Dimethyl carbonate
• 2-Nitrobenzoic acid
• Dimethyl disulfide
• Dimethyl isophthalate
• Dacthal
• Dimethyl succinate
• Dimethyl sulfoxide
• Methyl 5-nitroisophthalate
• Dimethyl maleate
• Dimethyl chloromalonate
• Dimethyl ether
• Dimethyl malonate
• ETHANE
• Dimethyl phthalate
• Mono-methyl isophthalate