| Identification | More | [Name]
2-Iodophenol | [CAS]
533-58-4 | [Synonyms]
2-IODOPHENOL
O-IODOPHENOL
PHENOL, 2-IODO-
2-iodo-pheno
2-Jodfenol
o-iodo-pheno
o-Jodfenol
Phenol, o-iodo-
o-Iodophenol 2-Iodophenol
2-Iodophenol,98%
ORTHO-IODOPHENOL
o-iodophenic acid | [EINECS(EC#)]
208-569-9 | [Molecular Formula]
C6H5IO | [MDL Number]
MFCD00013963 | [Molecular Weight]
220.01 | [MOL File]
533-58-4.mol |
| Chemical Properties | Back Directory | [Appearance]
solid | [Melting point ]
37-40 °C (lit.) | [Boiling point ]
186-187 °C/160 mmHg (lit.) | [density ]
1.947 g/mL at 25 °C(lit.)
| [Fp ]
>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℃) | [color ]
White or cream to brown | [Specific Gravity]
1.947 | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
slightly soluble | [Sensitive ]
Light Sensitive | [Merck ]
14,5035 | [BRN ]
1855300 | [InChI]
1S/C6H5IO/c7-5-3-1-2-4-6(5)8/h1-4,8H | [InChIKey]
KQDJTBPASNJQFQ-UHFFFAOYSA-N | [SMILES]
Oc1ccccc1I | [CAS DataBase Reference]
533-58-4(CAS DataBase Reference) | [NIST Chemistry Reference]
Phenol, 2-iodo-(533-58-4) | [EPA Substance Registry System]
533-58-4(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302+H312+H332-H315-H319-H335 | [Precautionary statements ]
P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338 | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
SL5500000
| [TSCA ]
T | [HazardClass ]
IRRITANT, LIGHT SENSITIVE | [HS Code ]
29081000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [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. | [Definition]
ChEBI: 2-iodophenol is a 2-halophenol and an iodophenol. | [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.
 | [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.] |
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