3-Iodophenol Chemical Properties

Melting point:

42-44 °C (lit.)

Boiling point:

190 °C / 100mmHg

Density 

1.8665 (estimate)

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

Chloroform, Ethyl Acetate

form 

Crystalline Powder, Crystals and/or Chunks

pka

9.03(at 25℃)

color 

Yellow-beige to gray

Water Solubility 

slightly soluble

Sensitive 

Light Sensitive

BRN 

2039304

InChIKey

FXTKWBZFNQHAAO-UHFFFAOYSA-N

CAS DataBase Reference

626-02-8(CAS DataBase Reference)

NIST Chemistry Reference

Phenol, 3-iodo-(626-02-8)

EPA Substance Registry System

m-Iodophenol (626-02-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-24/25

RIDADR 

UN 3335

WGK Germany 

2

RTECS 

SL5490000

TSCA 

T

HazardClass 

IRRITANT

HS Code 

29081900

MSDS

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

3-Iodophenol Usage And Synthesis

Chemical Properties

yellow-beige to grey crystalline powder, crystals

Uses

3-Iodophenol is used in esterification, electrophilic aromatic substitution, alkylation, nucleophilic aromatic substitution, Mitsunobu, transition metal-catalyzed cross-coupling, acylation, and oxidation reactions.

Definition

ChEBI: 3-iodophenol is an iodophenol.

Application

3-Iodophenol is used in the synthesis of centrally acting H2 receptor histamine antagonists. Also used in the preparation of various cell-permeable probes for biological assays.

Synthesis

3-Iodophenol Synthesis:
1￡?Add potassium tert-butoxide (67.3 mg, 0.60 mmol, 2.0 eq.), oxime (74.5 mg, 0.60 mmol, 2.0 eq.), and 4??-bromoacetophenone (59.7 mg, 0.30 mmol, 1.0 eq.) to an oven-dry screw-cap 8mL reaction vial.
2￡?Add anhydrous DMSO (1.5 mL) to the solids a magnetic stir bar.
3￡?Close the vial and sparge the reaction mixture with N2 for 15 minutes, seal with parafilm.
4￡?Stir the reaction mixture and heat at 100??C in a metal heating block for 16 h.
5￡?Dilute the mixture with CH2Cl2 or EtOAc (20 mL), pour into a mixture of water (10mL) and brine (5 mL), acidify with 10% aq HCl (~1 mL).
6￡?Collect the organic phase and extract the aqueous phase with CH2Cl2 or EtOAc (3?á20mL).
7￡?Combine the organics, dry (MgSO4) and concentrate under reduced pressure.
8￡?Purify the crude product to give 3-Iodophenol by column chromatography (30% EtOAc in hexane).

3-Iodophenol(626-02-8)Related Product Information

• 3-Aminophenol
• SODIUM PHENOLATE TRIHYDRATE
• 2-Aminophenol
• 4-Aminophenol
• 3-Bromophenol
• 2-Phenylphenol
• 4-Nitrophenol
• 4-IODOPHENOL,P-IODOPHENOL,p-Iodophenol 4-Iodophenol
• 3-Nitrophenol
• 5-Iodovanillin
• Liothyronine sodium
• 3,3',5-TRIIODOTHYROPROPIONIC ACID
• 3-Iodoanisole
• 5-IODO-O-VANILLIN
• 3,3',5-TRIIODOTHYROACETIC ACID
• REVERSE T3
• L-Thyroxine
• Sodium levothyroxine