3-Iodphenol

Bezeichnung:3-Iodphenol

CAS-Nr626-02-8

Englisch Name:3-Iodophenol

CBNumberCB2461111

SummenformelC6H5IO

Molgewicht220.01

MOL-Datei626-02-8.mol

Synonyma

3-Iodphenol

3-Iodphenol physikalisch-chemischer Eigenschaften

Schmelzpunkt	42-44 °C (lit.)
Siedepunkt	190 °C / 100mmHg
Dichte	1.8665 (estimate)
Flammpunkt	>230 °F
storage temp.	2-8°C
Löslichkeit	Chloroform, Ethyl Acetate
Aggregatzustand	Crystalline Powder, Crystals and/or Chunks
pka	9.03(at 25℃)
Farbe	Yellow-beige to gray
Wasserlöslichkeit	slightly soluble
Sensitive	Light Sensitive
BRN	2039304
Henry's Law Constant	7.0×10¹ mol/(m³Pa) at 25℃, Hilal et al. (2008)
InChI	1S/C6H5IO/c7-5-2-1-3-6(8)4-5/h1-4,8H
InChIKey	FXTKWBZFNQHAAO-UHFFFAOYSA-N
SMILES	Oc1cccc(I)c1
CAS Datenbank	626-02-8(CAS DataBase Reference)
NIST chemische Informationen	Phenol, 3-iodo-(626-02-8)
EPA chemische Informationen	m-Iodophenol (626-02-8)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-37/39-24/25
RIDADR	UN 3335
WGK Germany	2
RTECS-Nr.	SL5490000
TSCA	TSCA listed
HazardClass	IRRITANT
HS Code	29081900
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

3-Iodophenol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
yellow-beige to grey crystalline powder, crystals
Verwenden
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.
Synthese
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 100C 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 (3á20mL).
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).
Einzelnachweise
[1] Tetrahedron Asymmetry, 2013, vol. 24, # 13-14, p. 827 - 832
[2] Chemische Berichte, 1887, vol. 20, p. 3019

3-Iodophenol Upstream-Materialien And Downstream Produkte

3-Iodphenol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

626-02-8, 3-Iodophenol Verwandte Suche:

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