Ethyl 4-iodobenzoate

Bezeichnung:Ethyl 4-iodobenzoate

CAS-Nr51934-41-9

Englisch Name:Ethyl 4-iodobenzoate

CBNumberCB9155996

SummenformelC9H9IO2

Molgewicht276.07

MOL-Datei51934-41-9.mol

Ethyl 4-iodobenzoate physikalisch-chemischer Eigenschaften

Schmelzpunkt	267 °C
Siedepunkt	281-283 °C
Dichte	1.641 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.5880(lit.)
Flammpunkt	>230 °F
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	Chloroform, Dichloromethane, Ethyl Acetate, Hexane
Aggregatzustand	Liquid
Wichte	1.66
Farbe	Clear colorless to yellow
Wasserlöslichkeit	insoluble
Sensitive	Light Sensitive
BRN	2208568
InChI	1S/C9H9IO2/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6H,2H2,1H3
InChIKey	YCBJOQUNPLTBGG-UHFFFAOYSA-N
SMILES	CCOC(=O)c1ccc(I)cc1
CAS Datenbank	51934-41-9(CAS DataBase Reference)
NIST chemische Informationen	Ethyl 4-iodobenzoate(51934-41-9)

Sicherheit

Kennzeichnung gefährlicher	N,Xi,C
R-Sätze:	51/53-36/37/38
S-Sätze:	61-24/25
RIDADR	UN 3082 9/PG 3
WGK Germany	3
F	8
Hazard Note	Irritant
HazardClass	IRRITANT, LIGHT SENSITIVE
HS Code	29163990
Speicherklasse	10 - Combustible liquids

Gefahreninformationscode (GHS)

Ethyl 4-iodobenzoate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R51/53:Giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
Light Yellow Oil
Verwenden
Ethyl 4-iodobenzoate can be used in the synthesis of biphenyl derivatives via Negishi cross coupling with the intermediates of the type ArMg(tmp)·2LiCl (tmp = trimethylolpropane). It can also be used as a starting material in the synthesis of p-carbomethoxyphenylmagnesium bromide, a polyfunctional organometallic reagent that can be used as building block in the synthesis of complex target molecules.
Synthese

5798-75-4

51934-41-9

General procedure for the synthesis of ethyl p-iodobenzoate from ethyl 4-bromobenzoate: under nitrogen protection, Cu2O (7.2 mg, 10 mol%), L-proline (11.5 mg, 20 mol%), ethyl 4-bromobenzoate (0.50 mmol), potassium iodide (KI, 249 mg, 0.75 mmol) and ethanol (EtOH, 1.5 mL). After sealing the Schlenk tube with a PTFE valve, the reaction mixture was stirred at 110 °C and the reaction process was monitored by gas chromatography (GC) analysis. Upon completion of the reaction, the yield was determined by GC using an appropriate internal standard (e.g., chlorobenzene or 1-chloro-4-methylbenzene) for highly volatile products; or the solvent was removed by distillation under reduced pressure. The resulting crude product was purified by silica gel column chromatography (eluent ratio of petroleum ether/ethyl acetate = 10/1) to obtain the target product ethyl p-iodobenzoate.
Einzelnachweise
[1] Catalysis Today, 2016, vol. 274, p. 129 - 132
[2] Chemical Communications, 2012, vol. 48, # 33, p. 3993 - 3995
[3] Angewandte Chemie - International Edition, 2015, vol. 54, # 1, p. 263 - 266
[4] Angew. Chem., 2015, vol. 127, # 01, p. 265 - 268,4
[5] Catalysis Science and Technology, 2017, vol. 7, # 10, p. 2110 - 2117

Ethyl 4-iodobenzoate Upstream-Materialien And Downstream Produkte

Ethyl 4-iodobenzoate Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

51934-41-9, Ethyl 4-iodobenzoate Verwandte Suche:

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