4-Iodphenol

Bezeichnung:4-Iodphenol

CAS-Nr540-38-5

Englisch Name:4-Iodophenol

CBNumberCB8328252

SummenformelC6H5IO

Molgewicht220.01

MOL-Datei540-38-5.mol

Synonyma

4-Iodphenol

4-Iodphenol physikalisch-chemischer Eigenschaften

Schmelzpunkt	92-94 °C(lit.)
Siedepunkt	138 °C5 mm Hg(lit.)
Dichte	1.8573
Flammpunkt	138°C/5mm
storage temp.	Refrigerator
Löslichkeit	Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand	Crystals or Crystalline Powder
pka	9.33(at 25℃)
Farbe	Pink or beige to brown
Wasserlöslichkeit	slightly soluble
Sensitive	Light Sensitive
Merck	14,5036
BRN	1904544
Stabilität	Stable. Incompatible with strong oxidizing agents.
CAS Datenbank	540-38-5(CAS DataBase Reference)
NIST chemische Informationen	Phenol, 4-iodo-(540-38-5)
EPA chemische Informationen	p-Iodophenol (540-38-5)

Sicherheit

Kennzeichnung gefährlicher	C,Xi,Xn
R-Sätze:	21/22-34-36/37/38-20/21/22
S-Sätze:	26-36/37/39-45-22
RIDADR	UN 3261 8/PG 3
WGK Germany	3
RTECS-Nr.	SL5600000
Hazard Note	Irritant
TSCA	T
HazardClass	IRRITANT, LACHRYMATOR
HS Code	29081900

Gefahreninformationscode (GHS)

4-Iodophenol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R21/22:Gesundheitsschädlich bei Berührung mit der Haut und beim Verschlucken.
R34:Verursacht Verätzungen.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S22:Staub nicht einatmen.
Chemische Eigenschaften
Light brown powder. It dissolves slightly in water, but readily dissolves in ethanol, ether, and other organic solvents.
Verwenden
4-Iodophenol is used in chemiluminescence imaging assays and experiments, as diagnostic agents in order to detect cancer cells in patients. It is also utilized in synthesizing agonists for the estrogen β receptor. Additionally, The compound finds extensive applications in various medical industries as well as in human and animal nutrition products such as pharmaceutical intermediates, and polarizing films for Liquid Crystal Display (LCD) chemicals.
synthetische
It is obtained from 4-Aminophenol by diazotisation and substitution.
Definition
ChEBI: 4-iodophenol is an iodophenol.
Application
4-Iodophenol can be used as a building block for the synthesis of:
Hydroxybiaryls by reacting with aryl boronic acids via Pd-catalyzed Suzuki-Miyaura coupling reaction.[1][2]
Aryl substituted olefins by reacting with acrylates via Pd-catalyzed Heck reaction.[3]
Iodinated-4-aryloxymethylcoumarins [4]
Hydroxylated stilbenoids [5] and psammaplysenes A and B.[6]
Synthesis Reference(s)
Organic Syntheses, Coll. Vol. 2, p. 355, 1943
The Journal of Organic Chemistry, 70, p. 8590, 2005 DOI: 10.1021/jo051191x
Tetrahedron Letters, 40, p. 6051, 1999 DOI: 10.1016/S0040-4039(99)01236-8
Stoffwechsel
4-Iodophenol has known human metabolites that include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-iodophenoxy)oxane-2-carboxylic acid.
läuterung methode
Crystallise 4-iodophenol from pet ether (b 80-100o) or distil it in vacuo. If the material has a brown or violet color, then dissolve it in CHCl3, shake it with 5% sodium thiosulfate solution until is colourless. Dry (Na2SO4), extract, evaporate and disil the residue in vacuo. [Dains & Eberly Org Synth Coll Vol II 355 1948, Beilstein 6 IV 1074.]
Einzelnachweise
[1] HIDEHIRO SAKURAI Toshikazu H Tatsuya Tsukuda. Pd/C as a Reusable Catalyst for the Coupling Reaction of Halophenols and Arylboronic Acids in Aqueous Media[J]. The Journal of Organic Chemistry, 2002, 67 8: 2721-2722. DOI:10.1021/jo016342k.
[2] PIOTR WAWRZYNIAK Joachim H. Microwave-Promoted Suzuki—Miyaura Coupling of Arylboronic Acids with 1-Bromo-2-naphthol, o-Bromophenol, and o-Chlorophenol.[J]. ChemInform, 2007, 38 14. DOI:10.1002/chin.200714105.
[3] LUNXIANG YIN Juergen L. Carbon—Carbon Coupling Reactions Catalyzed by Heterogeneous Palladium Catalysts[J]. ChemInform, 2007, 38 22. DOI:10.1002/chin.200722237.
[4] MAHANTESHA BASANAGOUDA . Synthesis, structure–activity relationship of iodinated-4-aryloxymethyl-coumarins as potential anti-cancer and anti-mycobacterial agents[J]. European Journal of Medicinal Chemistry, 2014, 74: Pages 225-233. DOI:10.1016/j.ejmech.2013.12.061.
[5] AMIT SHARD. Tandem Heck/Decarboxylation/Heck Strategy: Protecting-Group-Free Synthesis of Symmetric and Unsymmetric Hydroxylated Stilbenoids?[J]. Angewandte Chemie International Edition, 2012, 51 49: 12250-12253. DOI:10.1002/anie.201206346.
[6] SAVVAS N. GEORGIADES Jon C. Total Synthesis of Psammaplysenes A and B, Naturally Occurring Inhibitors of FOXO1a Nuclear Export[J]. Organic Letters, 2005, 7 19: 4091-4094. DOI:10.1021/ol0513286.

4-Iodophenol Upstream-Materialien And Downstream Produkte

4-Iodphenol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

540-38-5, 4-Iodophenol Verwandte Suche:

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