2-Iodo-4-nitrobenzoic acid

2-Iodo-4-nitrobenzoic acid Property

Melting point:

142 °C

Boiling point:

402.8±35.0 °C(Predicted)

Density 

2.156±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

form 

solid

pka

1.99±0.13(Predicted)

Appearance

Light yellow to yellow Solid

InChI

InChI=1S/C7H4INO4/c8-6-3-4(9(12)13)1-2-5(6)7(10)11/h1-3H,(H,10,11)

InChIKey

SQICTGFCQITYDT-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC=C([N+]([O-])=O)C=C1I

Safety

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2916399090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-Iodo-4-nitrobenzoic acid Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 2-iodo-4-nitrobenzoic acid from the compound (CAS:112391-34-1): solid potassium iodide (55 g, 0.33 mol) was added in one go to a suspension of 2-iodo-4-nitrobenzoic acid I-1a (54.9 g, 0.18 mol) in water (250 mL) and glacial acetic acid (50 mL). Over the next 5-10 min, the solid gradually dissolved and the color of the solution changed from off-white to red. After stirring at 23 °C for 1 h, gaseous sulfur dioxide was passed into the reaction mixture until the red color disappeared and a light green suspension was formed. The solid product was collected by filtration and subsequently co-evaporated with toluene (3 x 250 mL) and finally dried under vacuum to give 2-iodo-4-nitrobenzoic acid I-1b (33 g, 64% yield).

References

[1] Collection of Czechoslovak Chemical Communications, 1989, vol. 54, # 4, p. 1012 - 1018
[2] Patent: US2004/122038, 2004, A1. Location in patent: Page 14