2-Bromo-2′-hydroxyacetophenone

Bezeichnung:2-Bromo-2′-hydroxyacetophenone

CAS-Nr2491-36-3

Englisch Name:2-Bromo-2′-hydroxyacetophenone

CBNumberCB6675345

SummenformelC8H7BrO2

Molgewicht215.04

MOL-Datei2491-36-3.mol

2-Bromo-2′-hydroxyacetophenone physikalisch-chemischer Eigenschaften

Schmelzpunkt	44-48 °C(lit.)
Siedepunkt	152-158 °C(Press: 18 Torr)
Dichte	1.622±0.06 g/cm3(Predicted)
Flammpunkt	>230 °F
storage temp.	Keep in dark place,Inert atmosphere,2-8°C
Löslichkeit	Chloroform, Methanol
pka	7.63±0.30(Predicted)
Aggregatzustand	Solid
Farbe	Yellow
Sensitive	Lachrymatory
InChI	1S/C8H7BrO2/c9-5-8(11)6-3-1-2-4-7(6)10/h1-4,10H,5H2
InChIKey	SGPKEYSZPHMVNI-UHFFFAOYSA-N
SMILES	Oc1ccccc1C(=O)CBr
CAS Datenbank	2491-36-3(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	C
R-Sätze:	22-34
S-Sätze:	26-36/37/39-45
RIDADR	UN 3263 8/PG 2
WGK Germany	3
RTECS-Nr.	KM5556400
Hazard Note	Corrosive/Lachrymatory/Keep Cold
HazardClass	8
PackingGroup	II
HS Code	29147000
Speicherklasse	8A - Combustible corrosive hazardous materials
Hazard Classifications	Acute Tox. 4 Oral Skin Corr. 1B
Toxizität	mouse,LD50,oral,821mg/kg (821mg/kg),BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)LUNGS, THORAX, OR RESPIRATION: DYSPNEABEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD,Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 183, 1992.

Gefahreninformationscode (GHS)

2-Bromo-2′-hydroxyacetophenone Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R34:Verursacht Verätzungen.
S-Sätze Betriebsanweisung:
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
Off-White Powder
Verwenden
2-Bromo-2′-hydroxyacetophenone is used as a pharmaceutical intermediate.
Synthese

118-93-4

2491-36-3

The general procedure for the synthesis of 2-bromo-1-(2-hydroxyphenyl)ethanone from 2'-hydroxyacetophenone is as follows: in a 50 mL round-bottomed flask equipped with a magnetic stirrer, 2'-hydroxyacetophenone (10 mmol) was added. Subsequently, potassium bromide (40 mmol) dissolved in 20 mL of water was added to this solution and mixed with stirring at room temperature. Next, 30% hydrogen peroxide (4 mmol) was slowly added. Vanadium (V) complex (0.01 mmol) and 70% perchloric acid (4 mmol) were further added to the reaction system, and the reaction mixture was stirred at 0°C, followed by raising to room temperature and continued stirring for 10 minutes. Under continuous stirring conditions, additional 70% perchloric acid (4 mmol) was added every 10 min for three times. The reaction process was monitored by thin layer chromatography (TLC). The nuclear magnetic resonance (NMR) spectral data of the final brominated product is detailed in the Supporting Information.
Einzelnachweise
[1] Tetrahedron Letters, 2009, vol. 50, # 6, p. 700 - 703
[2] Tetrahedron, 2001, vol. 57, # 11, p. 2203 - 2211
[3] Archiv der Pharmazie, 2009, vol. 342, # 9, p. 541 - 545
[4] Synthetic Communications, 2006, vol. 36, # 19, p. 2877 - 2881
[5] Journal of Organometallic Chemistry, 2018, vol. 876, p. 10 - 16

2-Bromo-2′-hydroxyacetophenone Upstream-Materialien And Downstream Produkte

2-Bromo-2′-hydroxyacetophenone Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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