4-Bromanisol

Bezeichnung:4-Bromanisol

CAS-Nr104-92-7

Englisch Name:4-Bromoanisole

CBNumberCB2223135

SummenformelC7H7BrO

Molgewicht187.03

MOL-Datei104-92-7.mol

Synonyma

4-Bromanisol

4-Bromanisol physikalisch-chemischer Eigenschaften

Schmelzpunkt	9-10 °C (lit.)
Siedepunkt	223 °C (lit.)
Dichte	1.494 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.564(lit.)
Flammpunkt	202 °F
storage temp.	Store below +30°C.
Löslichkeit	Chloroform (Sparingly), Ethyl Acetate (Slightly)
Aggregatzustand	Liquid
Farbe	Clear colorless to slightly yellow
Wasserlöslichkeit	immiscible
Merck	14,1428
BRN	1237590
Dielectric constant	7.4000000000000004
Stabilität	Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey	QJPJQTDYNZXKQF-UHFFFAOYSA-N
CAS Datenbank	104-92-7(CAS DataBase Reference)
NIST chemische Informationen	Benzene, 1-bromo-4-methoxy-(104-92-7)
EPA chemische Informationen	Benzene, 1-bromo-4-methoxy- (104-92-7)

Sicherheit

Kennzeichnung gefährlicher	Xn
S-Sätze:	23-24/25
WGK Germany	2
RTECS-Nr.	BZ8501000
F	8
TSCA	Yes
HS Code	29093038
Toxizität	LD50 orl-mus: 2200 mg/kg GISAAA 44(12),19,79

Gefahreninformationscode (GHS)

4-Bromoanisole Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
4-Bromoanisole is a colourless to pale yellow oily liquid with a pleasant smell similar to that of anise seed. Insoluble in water, soluble in ethanol, ether and chloroform. It is one of three isomers of bromoanisole, the others being 3-bromoanisole and 2-bromoanisole. It is the precursor to many 4-anisyl derivatives.
Verwenden
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.
Definition
ChEBI: 4-bromoanisole is a monomethoxybenzene carrying a bromo substituent at position 4. It is a monomethoxybenzene and an organobromine compound.
synthetische
4-Bromoanisole is obtained by reacting p-bromophenol with dimethyl sulfate.
Biologische Funktion
4-Bromoanisole is compound sometimes used in RNA extraction which serves to further eliminate DNA contamination. It interacts with genomic DNA(gDNA) and through a separation phase, it will be located in the organic layer instead of the aqueous layer (upper layer) containing the RNA extract.
Synthesis Reference(s)
Tetrahedron Letters, 35, p. 7429, 1994 DOI: 10.1016/0040-4039(94)85333-9
Synthesis, p. 868, 1986 DOI: 10.1055/s-1986-31813
Allgemeine Beschreibung
4-Bromoanisole is a useful brominating reagent. It is formed as reaction product in the reaction between HOBr and anisole. Suzuki coupling of 4-bromoanisole with phenylboronic acid catalyzed by palladium pincer complexes has been studied. Heck Reaction of 4-bromoanisole with ethyl acrylates in room-temperature ionic liquids is reported to afford ethyl 4-methoxycinnamate.
Sicherheitsprofil
Moderately toxic by ingestion andintraperitoneal routes. When heated to decomposition itemits toxic vapors of Br^-.
läuterung methode
Crystallise the anisole by repeated partial freezing, then distil it under reduced pressure. [Beilstein 6 III 741, 6 IV 1044.]

4-Bromoanisole Upstream-Materialien And Downstream Produkte

4-Bromanisol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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