| Identification | More | [Name]
3-Iodophenol | [CAS]
626-02-8 | [Synonyms]
3-IODOPHENOL
M-IODOPHENOL
PHENOL, 3-IODO-
3-iodo-pheno
3-Jodphenol
m-Hydroxyiodobenzene
m-iodo-pheno
Phenol, m-iodo-
m-Iodophenol 3-Iodophenol
3-Iodophenol,98%
META-IODOPHENOL | [EINECS(EC#)]
210-923-2 | [Molecular Formula]
C6H5IO | [MDL Number]
MFCD00002261 | [Molecular Weight]
220.01 | [MOL File]
626-02-8.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow-beige to grey crystalline powder, crystals | [Melting point ]
42-44 °C (lit.) | [Boiling point ]
190 °C / 100mmHg | [density ]
1.8665 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Refrigerator (+4°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 | [InChI]
1S/C6H5IO/c7-5-2-1-3-6(8)4-5/h1-4,8H | [InChIKey]
FXTKWBZFNQHAAO-UHFFFAOYSA-N | [SMILES]
Oc1cccc(I)c1 | [CAS DataBase Reference]
626-02-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Phenol, 3-iodo-(626-02-8) | [EPA Substance Registry System]
626-02-8(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
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 .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
UN 3335 | [WGK Germany ]
2
| [RTECS ]
SL5490000
| [Hazard Note ]
Irritant | [TSCA ]
T | [HazardClass ]
IRRITANT | [HS Code ]
29081990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow-beige to grey crystalline powder, crystals | [Uses]
3-Iodophenol(626-02-8) is used in esterification, electrophilic aromatic substitution, alkylation, nucleophilic aromatic substitution, Mitsunobu, transition metal-catalyzed cross-coupling, acylation, and oxidation reactions.
| [Application]
3-Iodophenol(626-02-8) 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.
| [Definition]
ChEBI: 3-iodophenol is an iodophenol. | [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 (3×20mL).
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).
| [References]
[1] Tetrahedron Asymmetry, 2013, vol. 24, # 13-14, p. 827 - 832
[2] Chemische Berichte, 1887, vol. 20, p. 3019 |
|
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J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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https://www.jkchemical.com |
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Alfa Aesar
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400-6106006 |
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http://chemicals.thermofisher.cn |
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Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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