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4-Hydroxycumarin

4-Hydroxycoumarin Struktur
1076-38-6
CAS-Nr.
1076-38-6
Bezeichnung:
4-Hydroxycumarin
Englisch Name:
4-Hydroxycoumarin
Synonyma:
4-HYDROXY-2H-CHROMEN-2-ONE;HydroxyCoumarin;4-Coumaryl alcohol;4-hydroxy-2h-1-benzopyran-2-on;COUMARINOL;4-HYDROXY-2H-1-BENZOPYRAN-2-ONE;4-Coumarinol;COUMARIN KIT;4-HydroxycouMa;4-HYDROXYCUMARIN
CBNumber:
CB0760607
Summenformel:
C9H6O3
Molgewicht:
162.14
MOL-Datei:
1076-38-6.mol

4-Hydroxycumarin Eigenschaften

Schmelzpunkt:
211-213 °C (lit.)
Siedepunkt:
228.82°C (rough estimate)
Dichte
1.1734 (rough estimate)
Dampfdruck
0.02Pa at 25℃
Brechungsindex
1.4500 (estimate)
storage temp. 
Store below +30°C.
L?slichkeit
DMSO (Slightly), Methanol (Slightly)
Aggregatzustand
Liquid
pka
4.50±1.00(Predicted)
Farbe
Clear colorless to slightly yellow
Geruch (Odor)
Very faint woody-medicinal odor with a with Aluminum chloride. nut-like, hcrbaccous tone
Wasserl?slichkeit
PRACTICALLY INSOLUBLE
BRN 
129768
InChIKey
VXIXUWQIVKSKSA-UHFFFAOYSA-N
LogP
1.6-2.31 at 21.2℃
CAS Datenbank
1076-38-6(CAS DataBase Reference)
NIST chemische Informationen
4-Hydroxycoumarin(1076-38-6)
EPA chemische Informationen
2H-1-Benzopyran-2-one, 4-hydroxy- (1076-38-6)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn,Xi
R-S?tze: 22-36/37/38
S-S?tze: 26-36
WGK Germany  3
RTECS-Nr. DJ3100000
Hazard Note  Irritant
TSCA  Yes
HS Code  29322980
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitssch?dlich bei Verschlucken. Akute Toxizit?t oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

4-Hydroxycumarin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R22:Gesundheitssch?dlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Chemische Eigenschaften

Yellow powder or chunks or Slightly yellow needle-like crystals. freely soluble in ethanol, ether and hot water. brown in color with ferric chloride.

Verwenden

4-Hydroxycoumarin may be regarded as a phenylenetetronic acid , and like tetronic acid forms condensation products with aldehydes.
RuCl3.nH2O catalyzed synthesis of biscoumarins
Synthesis of biscoumarin derivatives by the reaction of aldehydes and 4-hydroxycoumarin using ruthenium(III) chloride hydrate as a versatile homogeneous catalyst.

Verwenden

4-Hydroxycoumarin is a plant derived antioxidant, protecting against lipid peroxidation, as well as a potential inhibitor of HIV-1 Integrase. 4-Hydroxycoumarins are a very important class of biologically active drugs which are widely used as anticoagulants-Warfarin and Acenocoumarol.

Definition

ChEBI: 4-hydroxycoumarin is a hydroxycoumarin that is coumarin in which the hydrogen at position 4 is replaced by a hydroxy group. It is a conjugate acid of a 4-hydroxycoumarin(1-).

Synthese

4-Hydroxycoumarin is prepared by the reaction of o-hydroxyacetophenone and Diethyl carbonate. The steps are as follows:
General procedure: To a stirred mixture (1.15 mmol) and sodium hydride (138 mg, 5.75 mmol) in 5 ml dry toluene, a solution of the diethyl carbonate (1.15 mmol) in dry toluene was dropped. The mixture was reacted at 0°C for 30 min, then heated to reflux and reacted for another 4 h. The reaction mixture was quenched with water (20 mL) at ice bath and neutralized to pH 7 with 2 N HCl. The precipitate was filtered, washed with cold water and dried to get 6a-f. 1.2.1.1. 4-Hydroxy-2H-chromen-2-one (6a) White solidyield: 95; 1H NMR (600 MHz, DMSO-d6) δ 12.53 (s, 1H), 7.83 (d, J = 7.2 Hz, 1H), 7.65 (d, J = 7.8 Hz, 1H), 7.38-7.34 (m, 2H), 5.60 (s, 1H).
4-Hydroxycoumarin synthesis

l?uterung methode

Crystallise 4-hydroxycoumarin from water and dry it in a vacuum desiccator over pKEst Sicapent. [Beilstein 18/1 V 378.]

4-Hydroxycumarin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


4-Hydroxycumarin Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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1076-38-6(4-Hydroxycumarin)Verwandte Suche:


  • 4-HYDROXY-CHROMEN-2-ONE
  • 4-HYDROXYCOUMARIN
  • 4-HYDROXYCUMARIN
  • 4-HYDROXY-1-BENZOPYRAN-2-ONE
  • AKOS BBS-00000696
  • 4-Coumarinol
  • 4-HYDROXYCOUMARIN FOR SYNTHESIS
  • 4-hydroxy-couMarin, 4-hydroxy-2H-benzopyran-2-one, 4-hydroxy-2-chroMenone, 4-hydroxycouMarin, 4-hydroxy-2H-benzopyran-2-one, 4-hydroxy-2H-benzo-1-pyran-2-one, 4-hydroxy-2H-benzo[b]pyran-2-one
  • Warfarin EP IMpurity-B
  • 4-HydroxycouMa
  • 4-Hydroxycoumarin Vetec(TM) reagent grade, 98%
  • 4-HYDROXYCOUMARIN, FOR FLUORESCENCE
  • 4-Hydroxycoumarin99%
  • 4-(3-hydroxyprop-1-enyl)phenol
  • 4-HYDROXYCOUMARIN (98.0%)
  • CHROMANONE, 4-(RG)
  • HYDROXYCOUMARIN, 4-(RG)
  • 1-BENZOPYRAN-2-ONE,4-HYDROXY-
  • 4-hydroxy-coumari
  • 4-Hydroxycoumarine
  • Benzotertonicacid
  • Benzotetronic acid
  • Coumarin, 4-hydroxy-
  • COUMARIN KIT
  • 4-Hydroxycoumarin , (4-hydroxy-1-benzopyran-2-one)
  • β-Hydroxy-o-couMaric lactone
  • 4-Hydroxycoumarin, 98+%
  • 4-Hydroxy-2H-1-benzopyrene-2-one
  • 2-Hydroxychromen-4-one
  • HYDROXYCOUMARIN, 4-
  • 2H-1-BENZOPYRAN-2-ONE, 4-HYDROXY-
  • 4-coumarinyl alcohol
  • Warfarin sodium EP Impurity B
  • Warfarin Impurity 2(Warfarin Impurity B)
  • 7-hydroxy-1-benzopyran-2-one
  • 4-HydroxycoumarinN
  • 4-Hydroxycoumarin 1076-38-6
  • 4-Hydroxy-1-benzopyran-2-one 1076-38-6
  • Warfarin Impurity B
  • 4-Hydroxy-2H-1-benzopyran-2-one (4-
  • 4-Hydroxycoumarin>
  • Warfarin EP Impurity B (4-Hydroxy Coumarin)
  • Warfarin Impurity 2(Warfarin EP Impurity B)
  • 4-Hydroxycoumarin ISO 9001:2015 REACH
  • 4-Hydroxycoumarin,HPLC≥98%
  • 4-HYDROXYCOMARINS
  • 2-hydroxy-4H-chromen-4-one
  • Warfarin Impurity BQ: What is Warfarin Impurity B Q: What is the CAS Number of Warfarin Impurity B Q: What is the storage condition of Warfarin Impurity B Q: What are the applications of Warfarin Impurity B
  • 4-HYDROXY-2H-1-BENZOPYRAN-2-ONE
  • 4-HYDROXY-2H-CHROMEN-2-ONE
  • 4-Coumaryl alcohol
  • HydroxyCoumarin
  • 4-hydroxy-2h-1-benzopyran-2-on
  • COUMARINOL
  • 4-hydroxy-2H-1-benzopyran-2-one(4-hydroxycoumarin)
  • C14230600 4-Hydroxycoumarin
  • 1076-38-6
  • Fluorescent Probes, Labels, Particles and Stains
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