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HomeProduct name list4-Iodoaniline

4-Iodoaniline

  • CAS NO.:540-37-4
  • Empirical Formula: C6H6IN
  • Molecular Weight: 219.02
  • MDL number: MFCD00007848
  • EINECS: 208-743-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-08 10:59:09
4-Iodoaniline Structural

What is 4-Iodoaniline?

Chemical properties

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

The Uses of 4-Iodoaniline

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.

The Uses of 4-Iodoaniline

suzuki reaction

The Uses of 4-Iodoaniline

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).

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.]

Properties of 4-Iodoaniline

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
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 information for 4-Iodoaniline

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 4-Iodoaniline

InChIKey VLVCDUSVTXIWGW-UHFFFAOYSA-N

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