ChemicalBook > CAS DataBase List > 4-Hydroxycoumarin

4-Hydroxycoumarin

Product Name
4-Hydroxycoumarin
CAS No.
1076-38-6
Chemical Name
4-Hydroxycoumarin
Synonyms
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
Molecular Formula
C9H6O3
Formula Weight
162.14
MOL File
1076-38-6.mol
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4-Hydroxycoumarin Property

Melting point:
211-213 °C (lit.)
Boiling point:
228.82°C (rough estimate)
Density 
1.1734 (rough estimate)
vapor pressure 
0.02Pa at 25℃
refractive index 
1.4500 (estimate)
storage temp. 
Store below +30°C.
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
4.50±1.00(Predicted)
form 
Liquid
color 
Clear colorless to slightly yellow
Odor
Very faint woody-medicinal odor with a with Aluminum chloride. nut-like, hcrbaccous tone
Water Solubility 
PRACTICALLY INSOLUBLE
BRN 
129768
InChIKey
VXIXUWQIVKSKSA-UHFFFAOYSA-N
LogP
1.6-2.31 at 21.2℃
CAS DataBase Reference
1076-38-6(CAS DataBase Reference)
NIST Chemistry Reference
4-Hydroxycoumarin(1076-38-6)
EPA Substance Registry System
2H-1-Benzopyran-2-one, 4-hydroxy- (1076-38-6)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
DJ3100000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29322980
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H23805
Product name
4-Hydroxycoumarin
Purity
98%
Packaging
100g
Price
$67.6
Updated
2024/03/01
Sigma-Aldrich
Product number
H23805
Product name
4-Hydroxycoumarin
Purity
98%
Packaging
500g
Price
$79.6
Updated
2024/03/01
Sigma-Aldrich
Product number
40863
Product name
4-Hydroxycoumarin
Purity
analytical standard
Packaging
100MG
Price
$69.1
Updated
2024/03/01
TCI Chemical
Product number
H0235
Product name
4-Hydroxycoumarin
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$37
Updated
2024/03/01
TCI Chemical
Product number
H0235
Product name
4-Hydroxycoumarin
Purity
>98.0%(GC)(T)
Packaging
250g
Price
$266
Updated
2024/03/01
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4-Hydroxycoumarin Chemical Properties,Usage,Production

Chemical Properties

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

Uses

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.

Uses

4-Hydroxycoumarin is involved in annulation reactions, due to the relatively high acidity of the C-H bond at the 3-position: a three-component reaction with isocyanides and dialkyl acetylene dicarboxylates affords annulated 4H-pyrans.

Uses

4-Hydroxycoumarin may be regarded as a phenylenetetronic acid , and like tetronic acid forms condensation products with aldehydes.

Synthesis of biscoumarin derivatives by the reaction of aldehydes and 4-hydroxycoumarin using ruthenium(III) chloride hydrate as a versatile homogeneous catalyst.

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-).

Synthesis Reference(s)

The Journal of Organic Chemistry, 25, p. 677, 1960 DOI: 10.1021/jo01074a630

Flammability and Explosibility

Not classified

Synthesis

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).

Purification Methods

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

4-Hydroxycoumarin Preparation Products And Raw materials

Raw materials

Sodium hydride Sodium acetate Acetoxyacetic acid Sodium sulfate Mineral oil ACETYLSALICYLIC ACID METHYL ESTER Benzene Ethyl acetate Hydrochloric acid Sodium hydroxide 2'-Hydroxyacetophenone Diethyl carbonate O-ACETYLSALICYLOYL CHLORIDE

Preparation Products

Warfarin Bromadiolone Brodifacoum p-Coumaric acid reversible temperature indication paint (III) Flocoumafen Coumatetralyl ACENOCOUMAROL
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View Lastest Price from 4-Hydroxycoumarin manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
4-Hydroxycoumarin 1076-38-6
Price
US $100.00-75.00/g
Min. Order
1g
Purity
99%
Supply Ability
5000
Release date
2024-08-20
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
4-Hydroxycoumarin 1076-38-6
Price
US $180.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-30
WUHAN FORTUNA CHEMICAL CO., LTD
Product
4-Hydroxycoumarin 1076-38-6
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
98%min HPLC
Supply Ability
10kgs
Release date
2021-08-18

1076-38-6, 4-HydroxycoumarinRelated Search:

4-Methoxyphenol Methylparaben 3-Hydroxybenzoic acid CHLOROPHOSPHONAZO III 4-Hydroxy-D-(-)-2-phenylglycine Ethyl acetate 4-Hydroxybenzaldehyde 4-Hydroxybenzoic acid Dihydrocoumarin 2-Hydroxyphenylacetic acid 4'-Hydroxyacetophenone Coumarin Centchroman Triclosan 4-Methylumbelliferone Warfarin 4,4'-(Disulfanediyl)bis(2,6-di-tert-butylphenol) r-(+)-3-acetonybenzyl)-4-hydroxycoumarin,(S)-3-(alpha-Acetonylbenzyl)-4-hydroxycoumarin

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  • 1076-38-6