7-Hydroxycoumarin Chemical Properties

Melting point:

230 °C (dec.)(lit.)

Boiling point:

248.82°C (rough estimate)

Density 

1.2599 (rough estimate)

refractive index 

1.5380 (estimate)

storage temp. 

2-8°C

solubility 

dioxane: soluble

pka

7.11(at 25℃)

form 

Powder and Agglomerate

color 

Off-white to beige-brownish

PH Range

Non/ uorescence (6.5) to blue / uorescence (8.0)

Odor

develops odor of coumarin on heating

Water Solubility 

1 g/100 mL (100 ºC)

λmax

320nm

Merck 

14,9847

BRN 

127683

Major Application

Fluorescent brighteners, fungicides, cosmetics, antitrypanosomal, antileishmanial activities, antifungal, antibacterial, antiinflammatory, antiHIV, detection of microorganisms, treatment of impaired neurotransmission disorders, Alzheimer’s disease, vascular and lymphatic edema cancer, early diagnosis of stroke, dental material, drug-coated coronary stent system

InChIKey

ORHBXUUXSCNDEV-UHFFFAOYSA-N

LogP

1.580 (est)

CAS DataBase Reference

93-35-6(CAS DataBase Reference)

NIST Chemistry Reference

7-Hydroxycoumarin(93-35-6)

EPA Substance Registry System

Umbelliferone (93-35-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

GN6820000

HS Code 

29322980

Toxicity

LD50 intravenous in mouse: 450mg/kg

MSDS

• Language:English Provider:7-Hydroxycoumarin
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

7-Hydroxycoumarin Usage And Synthesis

Chemical Properties

Light Brownish Powder

Uses

A metabolite of Coumarin. The aglucon of skimmin. Present in many plants

Uses

antifungal, phytoalexin

Uses

7-Hydroxycoumarin is used as an intracellular pH sensitive fluorescent indicator & bloodbrain barrier probe. It is used as a sunscreen agent, and an optical brightener for textiles. It has also been used as a gain medium for dye lasers.

Uses

In sunscreen lotions and creams; as intracellular and pH sensitive fluorescent indicator and blood-brain barrier probe.

Definition

ChEBI: A hydroxycoumarin that is coumarin substituted by a hydroxy group ay position 7.

General Description

Umbelliferone is a naturally occurring coumarin, present in a variety of medicinal plants from the Apiaceae (Umbelliferae) family and also in plants from other families such as mouse-ear hawkweed.

Purification Methods

It crystallises from water (m 232-232.2o) or EtOH (m 232o). It sublimes at 160o/0.001mm. Fluorescence: Em max 452nm/Exc 325nm in 50% EtOH. [Beilstein 18 H 27, 18 I 306, 18 II 16, 18 III/IV 294, 18/1 V 386.]

7-Hydroxycoumarin(93-35-6)Related Product Information

• Coumarin
• Tetrahydro-4H-pyran-4-one
• Methylparaben
• 4-Hydroxybenzoic acid
• 4-Hydroxybenzaldehyde
• 2,2',4,4'-Tetrahydroxybenzophenone
• 4'-Hydroxyacetophenone
• 3,4-Dihydroxyacetophenone
• 4-Methoxyphenol
• CHLOROPHOSPHONAZO III
• Dihydrocoumarin
• Esculetin
• 6-Hydroxycoumarin
• DICUMAROL
• 4-HYDROXY MEPHENYTOIN
• 4-Methylumbelliferone
• 4-HYDROXYCOUMARIN, FOR FLUORESCENCE,4-Hydroxycoumarin99%,HydroxyCoumarin,4-HYDROXYCOUMARIN (98.0%),HYDROXYCOUMARIN, 4-(RG)
• 3-(α-acetonyl-2-furylmethyl)-4-hydroxycoumarin