1,4-Diiodbenzol

Bezeichnung:1,4-Diiodbenzol

CAS-Nr624-38-4

Englisch Name:1,4-Diiodobenzene

CBNumberCB0293970

SummenformelC6H4I2

Molgewicht329.9

MOL-Datei624-38-4.mol

Synonyma

1,4-Diiodbenzol

1,4-Diiodbenzol physikalisch-chemischer Eigenschaften

Schmelzpunkt	131-133 °C (lit.)
Siedepunkt	285 °C (lit.)
Dichte	2.350
Flammpunkt	285°C
Brechungsindex	1.6212
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Aggregatzustand	Crystalline Powder
Farbe	White to beige
Wasserlöslichkeit	Soluble in ether and ethanol. Insoluble in water.
Sensitive	Light Sensitive
BRN	1904546
Dielectric constant	2.8799999999999999
InChI	1S/C6H4I2/c7-5-1-2-6(8)4-3-5/h1-4H
InChIKey	LFMWZTSOMGDDJU-UHFFFAOYSA-N
SMILES	Ic1ccc(I)cc1
CAS Datenbank	624-38-4(CAS DataBase Reference)
NIST chemische Informationen	Benzene, 1,4-diiodo-(624-38-4)
EPA chemische Informationen	Benzene, 1,4-diiodo- (624-38-4)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	22-24/25
WGK Germany	3
F	8
TSCA	TSCA listed
HS Code	29036990
Speicherklasse	11 - Combustible Solids

Gefahreninformationscode (GHS)

1,4-Diiodobenzene Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
1,4-Diiodobenzene appears as white to light orange crystals or powder. Its melting point is 131–132 °C, and it boils at 285 °C (sublimes). The compound is readily soluble in ether and ethanol, but insoluble in water.
Verwenden
1,4-Diiodobenzene is used in Suzuki reaction. It is used as a precursor in the preparation of martinellic acid and 1,4-bis(p-R-phenylethynyl)benzenes. Further, it is employed in the preparation of 1,4-diiodo-2,5-didodecylbenzene , which is a starting reagent for the synthesis of oligo(1,4-phenylene ethynylene). It is also used in human and animal nutrition products including antiseptics and disinfectants. In addition to this, it used in polarizing films for liquid crystal display chemicals.
synthetische
1,4-Diiodobenzene is obtained by diazotising p-iodoaniline followed by substitution. An alternative preparation method involves diazotising p-phenylenediamine hydrochloride, followed by substitution with potassium iodide.
läuterung methode
Crystallise it from EtOH or boiling MeOH, then dry it in air. [Beilstein 5 IV 700.]
Einzelnachweise
[1] JENS CARDINALE Heinz H C Johannes Ermert. Convenient preparation of (4-iodophenyl)aryliodonium salts[J]. Tetrahedron, 2012, 68 22: Pages 4112-4116. DOI:10.1016/j.tet.2012.03.113.
[2] ROEL S. SÁNCHEZ-CARRERA. Charge-Transport Properties of the 1,4-Diiodobenzene Crystal: A Quantum-Mechanical Study[J]. Chemistry of Materials, 2008, 20 18: 5832-5838. DOI:10.1021/cm801108c.
[3] DU ZONG-DA Yang C X Cui Yuan Yuan. Synthesis of silica amino-functionalized microporous organic network composites for efficient on-line solid phase extraction of trace phenols from water.[J]. Journal of Chromatography A, 2020, 1616: 460791. DOI:10.1016/j.chroma.2019.460791.

1,4-Diiodobenzene Upstream-Materialien And Downstream Produkte

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