4-Iodoaniline Property

Melting point:

61-63 °C(lit.)

Boiling point:

268.7±23.0 °C(Predicted)

Density 

1.8155 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

H2O: slightly soluble

form 

Crystalline Powder or Needles

pka

3.81(at 25℃)

color 

Beige to grayish-brown

Water Solubility 

Slightly soluble in water.Soluble in chloroform, methanol.

Sensitive 

Light Sensitive

Merck 

14,5027

BRN 

774101

InChIKey

VLVCDUSVTXIWGW-UHFFFAOYSA-N

CAS DataBase Reference

540-37-4(CAS DataBase Reference)

NIST Chemistry Reference

Benzenamine, 4-iodo-(540-37-4)

EPA Substance Registry System

Benzenamine, 4-iodo- (540-37-4)

Safety

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38-20/21/22

Safety Statements 

26-36/37/39-36

RIDADR 

2811

WGK Germany 

3

RTECS 

BY3850000

F 

8

Hazard Note 

Harmful/Irritant

TSCA 

T

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29214210

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

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.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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.

4-Iodoaniline Chemical Properties,Usage,Production

Chemical Properties

beige to greyish-brown crystalline powder. soluble in alcohol, ether and chloroform, slightly soluble in water.

Uses

suzuki reaction

Uses

4-dehydroanilinium ion, a stable distonic isomer of ionized aniline, by collision-activated dissociation of protonated 4-iodoaniline. Palladium-catalyzed carbonylation of 4-iodoaniline gave the corresponding four- armed star polybenzamides. 4-Iodoaniline is a iodine substituted aniline that is widely used as chemical intermediates in the manufacturing of dyes and drugs. 4-Iodoaniline was used to prepare phenyl functionalized graphene oxide (I-Ph-GO).

Uses

4-Iodoaniline is a iodine substituted aniline that is widely used as chemical intermediates in the manufacturing of pesticides, dyes and drugs. 4-Iodoaniline was shown to be a more potent nephrotoxica nt in vitro than other anilines.

Preparation

4-Iodoaniline is obtained by the reaction of aniline and iodine in the presence of sodium bicarbonate. Add aniline and sodium bicarbonate to water and slowly add crushed iodine in stages with vigorous stirring. If the reaction solution is yellow, add a little sodium bisulfite to make it discolor, then filter and get the crude product. Then the product is recrystallized by ethanol to obtain 4-Iodoaniline.

General Description

4-Iodoaniline is the most potent methaemoglobin former.

Purification Methods

Crystallise it from pet ether (b 60-80o) by refluxing, then cool it in an ice-salt bath freezing mixture. Dry it in air. Alternatively, crystallise it from EtOH and dry it in vacuo for 6hours at 40o [Edidin et al. J Am Chem Soc 109 3945 1987]. The N-acetyl derivative has m 184o (from MeOH). [Beilstein 12 IV 1544.]