1-Brom-3-iodbenzol

Bezeichnung:1-Brom-3-iodbenzol

CAS-Nr591-18-4

Englisch Name:1-Bromo-3-iodobenzene

CBNumberCB7422232

SummenformelC6H4BrI

Molgewicht282.9

MOL-Datei591-18-4.mol

Synonyma

1-Brom-3-iodbenzol

1-Brom-3-iodbenzol physikalisch-chemischer Eigenschaften

Schmelzpunkt	−9.3-−9 °C(lit.)
Siedepunkt	120 °C18 mm Hg(lit.)
Dichte	2.219 g/mL at 25 °C(lit.)
Brechungsindex	n20/D 1.66(lit.)
Flammpunkt	>230 °F
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	Chloroform (Sparingly), Ethyl Acetate (Slightly)
Aggregatzustand	Oil
Farbe	Colourless
Wichte	2.219
Wasserlöslichkeit	insoluble
Sensitive	Light Sensitive
BRN	1854384
InChI	1S/C6H4BrI/c7-5-2-1-3-6(8)4-5/h1-4H
InChIKey	CTPUUDQIXKUAMO-UHFFFAOYSA-N
SMILES	Brc1cccc(I)c1
CAS Datenbank	591-18-4(CAS DataBase Reference)
NIST chemische Informationen	3-Bromoiodobenzene(591-18-4)
EPA chemische Informationen	Benzene, 1-bromo-3-iodo- (591-18-4)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-37/39-24/25
WGK Germany	3
Hazard Note	Irritant
TSCA	TSCA listed
HazardClass	IRRITANT, LIGHT SENSITIVE
HS Code	29039990
Speicherklasse	10 - Combustible liquids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

1-Bromo-3-iodobenzene 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
Clear colourless to light yellow liquid
Chemische Eigenschaften
Light sensitive. Incompatible with strong oxidizing agents, strong bases and strong acids. Store in a cool place.
Verwenden
1-Bromo-3-iodobenzene is used in the preparation of 3'-bromo-2,3,4,5,6-pentaethyl-biphenyl by reacting with hex-3-yne. It is also used to prepare 1-(3'-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-ene and 1-(3'-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene. Further, it is involved in the preparation of oxygen-tethered 1,6-enynes.
Synthese

585-76-2

591-18-4

Cesium carbonate (Cs2CO3, 0.6 mmol, 195 mg), m-bromobenzoic acid (1, 0.3 mmol), [Ir(dF(CF3)ppy]2(dtbbpy)]PF6 (D, 6 μmol, 6.7 mg), N-iodosuccinimide (NIS, 1.5 mmol, 337.5 mg) and iodine (I2, 60 μmol, 20 mol%). The tubes were evacuated and displaced three times with argon, followed by the addition of 3 mL of dry 1,2-dichloroethane (DCE) through a syringe under argon protection. The test tube was sealed with Parafilm and placed in an oil bath equipped with a contact thermometer. The reaction system was irradiated with a 6 x 5 W blue LED lamp (λmax = 455 nm) at 50 °C for 24 to 36 hours. Upon completion of the reaction, the mixture was filtered through a 2 cm thick pad of silica gel and the silica gel was washed with dichloromethane (DCM, 50 mL). The filtrates were combined and concentrated under reduced pressure to remove the solvent. The crude product was purified by fast column chromatography on silica gel to afford the target product 1-bromo-3-iodobenzene (2). (Note: The reaction is extremely sensitive to moisture, and the product yield was significantly reduced to less than 5% when 0.01 equivalents of water was added to the system.)
Einzelnachweise
[1] Synlett, 2018, vol. 29, # 12, p. 1572 - 1577
[2] Patent: WO2015/68159, 2015, A2. Location in patent: Paragraph 00215-00216

1-Bromo-3-iodobenzene Upstream-Materialien And Downstream Produkte

1-Brom-3-iodbenzol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

591-18-4, 1-Bromo-3-iodobenzene Verwandte Suche:

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