3-Iodophenylacetic acid

3-Iodophenylacetic acid Property

Melting point:

127-131 °C (lit.)

Boiling point:

347.2±25.0 °C(Predicted)

Density 

1.885±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

pK1:4.159 (25°C)

color 

White to Light yellow to Light orange

Sensitive 

Light Sensitive

BRN 

2501867

InChI

InChI=1S/C8H7IO2/c9-7-3-1-2-6(4-7)5-8(10)11/h1-4H,5H2,(H,10,11)

InChIKey

MRSWWBAFGGGWRH-UHFFFAOYSA-N

SMILES

C1(CC(O)=O)=CC=CC(I)=C1

CAS DataBase Reference

1878-69-9(CAS DataBase Reference)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT, LIGHT SENSITIVE

HS Code 

29163990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

3-Iodophenylacetic acid Chemical Properties,Usage,Production

Chemical Properties

White to light yellow solid

Synthesis

General procedure for the synthesis of 3-iodophenylacetic acid from 2-(3-iodophenyl)acetonitrile: 0.2 g of 2-(3-iodophenyl)acetonitrile was dissolved in 1.0 mL of 1.0 M aqueous sodium hydroxide solution and the reaction was carried out at reflux for 4 h. After the reaction was completed, the aqueous phase was extracted with ether. After completion of the reaction, the reaction mixture was extracted with ether and the aqueous phase was acidified with 1.0 M hydrochloric acid solution to pH<7. The acidified aqueous phase was again extracted with ether, and the organic phases were combined, washed with distilled water and dried over anhydrous sodium sulfate. The desiccant was removed by filtration and the filtrate was concentrated under reduced pressure to give 0.17 g of 3-iodophenylacetic acid in 83% yield. The product was characterized by 1H NMR (DMSO-d6): δ 7.65 (s, 1H), 7.5 (d, 1H), 7.3 (d, 1H), 7.1 (m, 1H), 3.6 (s, 2H).

References

[1] Patent: US2004/72871, 2004, A1. Location in patent: Page/Page column 19