Brommethyl-2-methoxyphenylketon

Bezeichnung:Brommethyl-2-methoxyphenylketon

CAS-Nr31949-21-0

Englisch Name:2-Bromo-2'-methoxyacetophenone

CBNumberCB4350095

SummenformelC9H9BrO2

Molgewicht229.07

MOL-Datei31949-21-0.mol

Synonyma

Brommethyl-2-methoxyphenylketon

Brommethyl-2-methoxyphenylketon physikalisch-chemischer Eigenschaften

Schmelzpunkt	43-45 °C(lit.)
Siedepunkt	130 °C1 mm Hg(lit.)
Dichte	1.4921 (rough estimate)
Brechungsindex	1.5500 (estimate)
Flammpunkt	>230 °F
storage temp.	2-8°C
Aggregatzustand	Crystalline Powder or Crystals
Farbe	White to off-white
Wasserlöslichkeit	Insoluble in water.
Sensitive	Lachrymatory
BRN	1938788
InChI	InChI=1S/C9H9BrO2/c1-12-9-5-3-2-4-7(9)8(11)6-10/h2-5H,6H2,1H3
InChIKey	GKNCPTLOPRDYMH-UHFFFAOYSA-N
SMILES	C(=O)(C1=CC=CC=C1OC)CBr
CAS Datenbank	31949-21-0(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	C,T
R-Sätze:	34
S-Sätze:	22-26-36/37/39-45
RIDADR	UN 3261 8/PG 2
WGK Germany	3
Hazard Note	Lachrymatory/Toxic/Keep Cold
HazardClass	8
PackingGroup	III
HS Code	29147000
Speicherklasse	8A - Combustible corrosive hazardous materials
Hazard Classifications	Skin Corr. 1B

Gefahreninformationscode (GHS)

2-Bromo-2'-methoxyacetophenone Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R34:Verursacht Verätzungen.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Chemische Eigenschaften
White to greyish-green crystalline powder
Verwenden
2-Bromo-2'-methoxyacetophenone is used as a pharmaceutical intermediate .
synthetische
Also obtained according to the procedure of Buckman (80%).
Synthese

579-74-8

31949-21-0

The general procedure for the synthesis of o-methoxy-2-bromoacetophenone from 2'-methoxyacetophenone was as follows: copper(II) bromide (2.97 g, 6.66 mmol) was added to a two-necked round-bottomed flask equipped with a reflux condenser. Ethyl acetate (10.0 mL) was added to the flask and the mixture was stirred at 70 °C for 5 min under nitrogen protection. A solution of chloroform (10.0 mL) of 1-(2-methoxyphenyl)ethanone (0.50 g, 3.33 mmol) was slowly added, followed by refluxing the reaction mixture for 8 hours. After completion of the reaction, it was cooled to room temperature, filtered through a diatomaceous earth pad and the filter cake was washed with ethyl acetate (20 mL). The filtrate was concentrated under reduced pressure and the crude product obtained was purified by column chromatography (eluent ratio ethyl acetate:hexane = 1:4) to afford the pure o-methoxy-2-bromoacetophenone (0.73 g, 96% yield) as a brown liquid. Thin layer chromatography Rf value was 0.43 (unfolding agent ratio ethyl acetate:hexane = 1:4); 1H NMR (300 MHz, CDCl3) δ: 7.81 (1H, dd, J = 7.8, 1.8 Hz), 7.52 (1H, td, J = 7.8, 1.8 Hz), 7.05-6.96 (2H, m), 4.61 (2H, s). 3.94 (3H, s); 13C NMR (75 MHz, CDCl3) δ: 192.3, 158.8, 134.9, 131.6, 124.9, 121.2, 111.7, 56.0, 38.0.
Einzelnachweise
[1] Bulletin of the Korean Chemical Society, 2017, vol. 38, # 12, p. 1481 - 1485
[2] Tetrahedron Letters, 2006, vol. 47, # 27, p. 4707 - 4710
[3] Tetrahedron Letters, 2009, vol. 50, # 6, p. 700 - 703
[4] Chemistry - A European Journal, 2011, vol. 17, # 28, p. 7953 - 7959
[5] Molecules, 2017, vol. 22, # 5,

2-Bromo-2'-methoxyacetophenone Upstream-Materialien And Downstream Produkte

Brommethyl-2-methoxyphenylketon Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

31949-21-0, 2-Bromo-2'-methoxyacetophenone Verwandte Suche:

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