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104-92-7 - 4-Bromoanisole, 99% - 4-Methoxybromobenzene - A11824 - Alfa Aesar

A11824 4-Bromoanisole, 99%

CAS-Nummer
104-92-7
Synonyme
4-Methoxybromobenzene

Größe Preis ($) Menge Verfügbarkeit
100g 32,37
500g 109,18
2500g 389,70
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4-Bromoanisole, 99%

MDL
MFCD00000097
EINECS
203-252-1

Chemische Eigenschaften

Formel
C7H7BrO
Molmasse
187.04
Schmelzpunkt
10-13°
Siedepunkt
98-99°/10mm
Flammpunkt
94°(201°F)
Dichte
1.494
Brechungsindex
1.5640
Löslichkeit
Immiscible with water.

Anwendungen

4-Bromoanisole finds application as an intermediate in synthetic chemistry. It is used in the preparation of aryl 1,3-diketones and ethyl 4-methoxycinnamate. It is a used as a brominating reagent. Further, it is used in Suzuki coupling reaction with phenylboronic acid as well as in Heck reaction.

Bemerkungen

Incompatible with strong oxidizing agents and strong acids.

Literaturverweise

Nucleophilic displacement of Br can be effected with Na alkoxides in NMP in the presence of CuBr: Tetrahedron, 48, 3633 (1992).

For formation of the Grignard, conversion to the stannane and Stille coupling with an aryl triflate, catalyzed by trans-Dichlorobis(triphenyl­phosphine)­palladium(II)­, 10491, see: Org. Synth. Coll., 9, 553 (1998).

Moore, J. N.; Laskay, N. M.; Duque, K. S.; Kelley, S. P.; Rogers, R. D.; Shaughnessy, K. H. Synthesis of 4-sulfonatobenzylphosphines and their application in aqueous-phase palladium-catalyzed cross-coupling. J. Organomet. Chem. 2015, 777, 16-24.

Semmes, J. G.; Bevans, S. L.; Mullins, C. H.; Shaughnessy, K. H. Arylation of diethyl malonate and ethyl cyanoacetate catalyzed by palladium/di-tert-butylneopentylphosphine. Tetrahedron Lett. 2015, 56 (23), 3447-3450.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H303

May be harmful if swallowed.

Sicherheitshinweise: P312

Call a POISON CENTER or doctor/physician if you feel unwell.

Weitere Referenzen

Merck
14,1427
Beilstein
1237590
Harmonized Tariff Code
2909.30
TSCA
Yes
RTECS
BZ8501000

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