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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4-Hydroxycoumarin Suppliers

Americas 1 Belgium 1 Canada 1 China 497 Czech 1 Europe 3 France 1 Germany 8 India 48 Japan 4 Russia 1 Slovakia 1 South Korea 2 Switzerland 2 Ukraine 1 United Kingdom 12 United States 58 Global 642

Luotian Xinpusheng Pharmaceutical Co., Ltd.

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TAIYUAN RHF CO.,LTD.

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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

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4-Hydroxycoumarin 1076-38-6

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CHROMANONE, 4-(RG)

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Benzotertonicacid

Benzotetronic acid

Coumarin, 4-hydroxy-

COUMARIN KIT

4-Hydroxycoumarin , (4-hydroxy-1-benzopyran-2-one)

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4-Hydroxycoumarin, 98+%

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1076-38-6