2-Iodophenol Chemical Properties

Melting point:

37-40 °C (lit.)

Boiling point:

186-187 °C/160 mmHg (lit.)

Density 

1.947 g/mL at 25 °C (lit.)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly)

form 

Crystalline Powder or Crystalline Low Melting Mass

pka

8.51(at 25℃)

Specific Gravity

1.947

color 

White or cream to brown

Water Solubility 

slightly soluble

Sensitive 

Light Sensitive

Merck 

14,5035

BRN 

1855300

Stability:

Stable. Incompatible with strong oxidizing agents.

InChIKey

KQDJTBPASNJQFQ-UHFFFAOYSA-N

CAS DataBase Reference

533-58-4(CAS DataBase Reference)

NIST Chemistry Reference

Phenol, 2-iodo-(533-58-4)

EPA Substance Registry System

Phenol, 2-iodo- (533-58-4)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

RTECS 

SL5500000

TSCA 

T

HazardClass 

IRRITANT, LIGHT SENSITIVE

HS Code 

29081000

MSDS

• Language:English Provider:2-Iodophenol
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2-Iodophenol Usage And Synthesis

Chemical Properties

colorless needle-like crystals or Pale Yellow Low Melting Solid. Slightly soluble in water, easily soluble in organic solvents such as ethanol and ether.

Uses

2-Iodophenol is used in the synthesis of aryl 2-benzofuranyl and aryl 2-indolyl carbinols of high enantiomeric purity and 3,3-disubstituted-2,3-dihydrobenzofurans. Coupling with phenylacetylene in the presence of a Pd complex and CuI gives 2-phenylbenzofuran in good yield.

Application

2-Iodophenol is a halophenol with antifungal activity. 2-Iodophenol was used in the synthesis of:
aryl 2-benzofuranyl and aryl 2-indolyl carbinols of high enantiomeric purity
3,3-disubstituted-2,3-dihydrobenzofurans
1,3,5-substituted benzenes.
2-Iodophenol is also used as additive tracers for resist plasm a etching and suzuki reaction.

Preparation

synthesis of 2-iodophenol: phenol (1a) to react with 0.5 equivalent of iodine and 1 equivalent of hydrogen peroxide in water at room temperature for 24 h, 2,6-diiodophenol (2a) and 2-iodophenol (3) were isolated in yields of 21 and 49%, respectively.

Definition

ChEBI: 2-iodophenol is a 2-halophenol and an iodophenol.

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 5281, 1988 DOI: 10.1021/jo00257a014

General Description

Rapid palladium-catalyzed carbonylative cyclization reactions of 2-iodophenol with various alkyne under microwave irradiation using Mo(CO)₆ as the CO source has been investigated.

Purification Methods

Crystallise 2-iodophenol from CHCl3 or diethyl ether. The acetate has m 65-66o (from MeOH). [Beilstein 6 H 208, 6 II 198, 6 III 774, 6 IV 1074.]

2-Iodophenol(533-58-4)Related Product Information

• 4-Aminophenol
• 4-tert-Butyl-2-nitrophenol
• SODIUM PHENOLATE TRIHYDRATE
• 2-Iodobenzoic acid
• 2-tert-Butylphenol
• 2-Phenylphenol
• 2-Aminophenol
• o-Cresol
• 2-Ethoxyphenol
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• S-ETHYL THIOPROPIONATE
• Dibutyl phthalate
• 2-Formylbenzenesulfonic acid sodium salt
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• 4-IODOPHENOL,P-IODOPHENOL,p-Iodophenol 4-Iodophenol
• 4-Nitrophenol