7-Hydroxycoumarin supplier

Name
7-Hydroxycoumarin
EINECS 202-240-3
CAS No. 93-35-6
Article Data241
CAS DataBase
Density 1.043 g/cm³
Solubility Easily soluble in ethanol, chloroform, acetic acid, soluble in dilute alkali, slightly soluble in ether
Melting Point 230 °C (dec.)(lit.)
Formula C₉H₆O₃
Boiling Point 382.081 °C at 760 mmHg
Molecular Weight 162.145
Flash Point 181.176 °C
Transport Information
Appearance light brownish powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Coumarin, 7-hydroxy- (7CI,8CI);7-Hydroxy-2-chromenone;7-Hydroxy-2H-1-benzopyran-2-one;7-Hydroxy-2H-chromen-2-one;7-Oxycoumarin;Hydrangin;Hydrangine;NSC 19790;Skimmetin;Skimmetine;Umbelliferon;Umbelliferone;
PSA 50.44000
LogP 1.49860

Synthetic route

: 1516900-23-4
5-hydroxy-2-vinylphenyl acrylate

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 37℃; for 24h; Reagent/catalyst; Solvent;	99%

: 31005-04-6
7-(benzyloxy)-2H-chromen-2-one

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; ethanethiol In dichloromethane at 30℃; for 72h;	98.8%
With boron trifluoride diethyl etherate; ethanethiol In dichloromethane at 30℃; for 72h; Product distribution; Other reagent: Me2S instead of EtSH. Investigation of the debenzylation of the 4-methyl derivative.;	98.8%
With iodine In 2,2'-[1,2-ethanediylbis(oxy)]bisethanol at 120℃; for 2h;	70%

: 10387-50-5
7-prenyloxycoumarin

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 1h;	98%
at 200℃;

: 531-59-9
7-methoxycoumarin

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With Pyridine hydrobromide In sulfolane at 150 - 160℃; for 7h; Inert atmosphere;	98%
With aluminum (III) chloride In toluene for 3h; Reflux;	86%
With 1-n-butyl-3-methylimidazolim bromide; toluene-4-sulfonic acid; 1-butyl-3-methylimidazolium Tetrafluoroborate at 115℃; for 13h;	80%

: 31005-03-5
7-allyloxycoumarin

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In methanol for 1h; Heating;	98%
With boron trichloride; tetra-(n-butyl)ammonium iodide In dichloromethane at -78 - 20℃; for 2h; dealkylation;	96%
Multi-step reaction with 4 steps 1.1: ozone; DMF / CH2Cl2 / -30 °C 1.2: 62 percent / dimethylsulfide 2.1: rabbit muscle aldolase; (2-hydroxypropyl)-β-cyclodextrin / 48 h / 20 °C / pH 7.5 2.2: 35 percent / acid phoshatase / pH 4.8 3.1: transketolase extract 4.1: bovine serum albumin; Tris buffer / pH 8.2 View Scheme

: 10387-49-2
7-acetyloxycoumarin

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With methanol; zinc	97%
With sodium hydrogen telluride; acetic acid In ethanol for 0.5h; Heating;	90%
With mesoporous silica-supported (Salen) Co(II) catalyst In methanol at 20℃; for 1.5h; chemoselective reaction;	90%
With entrapped lipase-PEG In hexane; isopropyl alcohol at 36℃; Enzyme kinetics; Further Variations:; Reagents;

: 617-48-1
malic acid

: 108-46-3
recorcinol

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With sulfuric acid for 0.0583333h; Microwave irradiation;	92%
With sulfuric acid at 100℃; for 2.5h;	74.2%
With sulfuric acid at 20 - 100℃; for 3h; von Pechmann Cycloaddition;	71%

: 471-25-0
Propiolic acid

: 108-46-3
recorcinol

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With ytterbium(III) trifluoromethanesulfonate hydrate at 80℃; for 0.0333333h; Reagent/catalyst; Microwave irradiation;	92%
With para-chlorotoluene; zeolite H-beta at 150℃; for 20h;	60%
With H-BEA In various solvent(s) at 150℃; for 20h;	60%
With iron(III) chloride; silver trifluoromethanesulfonate; trifluoroacetic acid In 1,2-dichloro-ethane at 30℃; for 15h;	59%
With iron(III) chloride; silver trifluoromethanesulfonate In 1,2-dichloro-ethane; trifluoroacetic acid at 30℃;	55%

: 102-29-4
Resorcinol monoacetate

: 292638-85-8
acrylic acid methyl ester

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With formic acid; rhodium(II) acetate dimer; sodium acetate In neat (no solvent) at 100℃; for 3h; Molecular sieve; Inert atmosphere; regioselective reaction;	92%

: 94739-97-6
7-furoyloxycoumarin

A: 93-35-6
7-hydroxy-2H-chromen-2-one

B: 94740-05-3
8-(Furan-2-carbonyl)-7-hydroxy-chromen-2-one

C: 94740-04-2
6-(Furan-2-carbonyl)-7-hydroxy-chromen-2-one

Conditions

Conditions	Yield
In ethanol for 48h; Irradiation;	A 90% B 80 mg C 170 %
In ethanol for 48h; Irradiation;	A 90 mg B 80 mg C 170 mg
In ethanol for 48h; Irradiation;	A 90 mg B 80 mg C 170 mg

...Expand

: 7-ethoxymethoxychromen-2-one

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With boron trichloride; tetra-(n-butyl)ammonium iodide In dichloromethane at -78℃; for 1h; dealkylation;	90%

: 80754-21-8
7-(methoxymethoxy)-2H-chromen-2-one

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In neat (no solvent, solid phase) at 20℃; for 0.583333h; Green chemistry;	90%

: 105-39-5
chloroacetic acid ethyl ester

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With molecular sieve; sodium methylate; triphenylphosphine Wittig reaction; microwave irradiation;	88%
With sodium methylate; magnesium oxide; triphenylphosphine Wittig reaction;	85%

: 96-34-4
methyl chloroacetate

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With sodium methylate; triphenylphosphine at 80 - 210℃; for 5.5h; Ionic liquid;	88%

: 623-47-2
propynoic acid ethyl ester

: 108-46-3
recorcinol

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With zinc(II) chloride at 100℃; for 0.5h; neat (no solvent); regioselective reaction;	85%
With indium(III) chloride at 90℃; for 2h; Michael addition;	52%
Stage #1: propynoic acid ethyl ester; recorcinol With zinc(II) chloride In 1,4-dioxane for 24h; Reflux; Stage #2: With hydrogenchloride In 1,4-dioxane; water	40%
In 1,4-dioxane for 24h; Reflux;

: 96-34-4
methyl chloroacetate

: 95-01-2
2,4-Dihydroxybenzaldehyde

A: 93-35-6
7-hydroxy-2H-chromen-2-one

B: 3-(2’,4’-dihydroxyphenyl)-(E)-propenoic acid methyl ester

Conditions

Conditions	Yield
With 1-(2-OPPh2-propyl)-3-methylimidazolium hexafluorophosphate; sodium methylate at 110℃; for 0.183333h; Horner-Wadsworth-Emmons olefination; Ionic liquid; Microwave irradiation;	A 84% B 16%

...Expand

: 471-25-0
Propiolic acid

: 108-46-3
recorcinol

A: 93-35-6
7-hydroxy-2H-chromen-2-one

B: 6093-67-0
5-hydroxycoumarin

Conditions

Conditions	Yield
With trifluoroacetic acid In chlorobenzene at 100℃; for 6h; Inert atmosphere;	A 81% B 5%
With trifluorormethanesulfonic acid In chlorobenzene at 100℃; for 6h;	A 81% B 5%
Dowex 50x2-200 at 120℃; for 0.166667h; microwave irradiation (30 W);	A 69% B 31%
Dowex 50x2-200 at 120℃; for 0.166667h; Product distribution; microwave irradiation (30 W); other temperature and reaction time; also without microwave irradiation ; also under reflux in p-ClC6H4CH3 in the presence of Amberlyst;

...Expand

: 141-97-9
ethyl acetoacetate

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With piperidine In ethanol at 20℃; for 0.5h; Knoevenagel Condensation;	75%

: 21204-67-1
methyl (triphenylphosphoranylidene)acetate

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
Stage #1: methyl (triphenylphosphoranylidene)acetate; 2,4-Dihydroxybenzaldehyde In methanol at 20℃; Wittig Olefination; Stage #2: In methanol at 40 - 50℃; for 9h; UV-irradiation;	74%

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 95-01-2
2,4-Dihydroxybenzaldehyde

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With N,N-diethylaniline for 0.25h; Heating;	70%

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 95-01-2
2,4-Dihydroxybenzaldehyde

A: 149542-04-1
(E)-3-(2,4-dihydroxyphenyl)acrylic acid ethyl ester

B: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
In toluene at 60℃; Wittig reaction;	A 70% B n/a

...Expand

: 6626-15-9
4-Bromoresorcinol

: 292638-85-8
acrylic acid methyl ester

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With palladium diacetate; potassium hydrogencarbonate at 140℃; for 0.233333h; Heck reaction; Microwave irradiation; neat (no solvent);	70%

: 31005-03-5
7-allyloxycoumarin

A: 93-35-6
7-hydroxy-2H-chromen-2-one

B: 36914-75-7
7-(2-oxopropoxy)-2H-1-benzopyran-2-one

Conditions

Conditions	Yield
With oxygen; copper dichloride; palladium dichloride In water; N,N-dimethyl-formamide at 25℃; for 6h;	A n/a B 65%

: 135656-81-4
2-(2,4-Dihydroxy-benzyl)-3,3-dimethyl-pent-4-enoic acid methyl ester

A: 56881-08-4
3-(1,1-dimethylallyl)-7-hydroxycoumarin

B: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With palladium on activated charcoal In diphenylether Heating;	A 25% B 50%

: 7-(vinyloxy)-2H-chromen-2-one

: 1671-87-0
3,6-di(2'-pyridyl)-1,2,4,5-tetrazine

A: 93-35-6
7-hydroxy-2H-chromen-2-one

B: 36901-11-8
3,6-di(pyridin-2'-yl)-s-tetrazine

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 72h; Inert atmosphere;	A 47% B 50%

...Expand

: (2’’E)-cyclooct-2’’-en-1’’-yl N-(4-{[(2’-oxochromen-7’-yl)oxy]methyl}phenyl)carbamate

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With 4-(1,2,4,5-tetrazin-3-yl)benzoic acid In water; dimethyl sulfoxide at 37℃; Kinetics; Reagent/catalyst; Irradiation;	39%

: 471-25-0
Propiolic acid

: 108-46-3
recorcinol

A: 93-35-6
7-hydroxy-2H-chromen-2-one

B: 432041-90-2
4,4'-(ethane-1,1-diyl)bis(benzene-1,3-diol)

Conditions

Conditions	Yield
In water for 21h; Reflux;	A 1% B 27%

...Expand

: 1609-93-4
3-chloroacrylic acid

: 108-46-3
recorcinol

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With H-BEA In toluene for 4h; Heating;	12%

: 2345-61-1
(E)-3-chloroacrylic acid

: 108-46-3
recorcinol

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With H-BEA In toluene for 4h; Heating;	12%

: 91-64-5
coumarin

: 93-35-6
7-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With dihydrogen peroxide; zirconium(IV) oxide In water	5.7%
With human liver microsome at 37℃; for 0.25h; Kinetics; Oxidation; Enzymatic reaction;
With NADPH-generating system; recombinant human cytochrome P450 or CYP enzymes; dinoprostone In phosphate buffer pH=7.4; Enzyme kinetics; Further Variations:; Reagents; hydroxylation; Enzymatic reaction;

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 106-95-6
allyl bromide

: 31005-03-5
7-allyloxycoumarin

Conditions

Conditions	Yield
With potassium carbonate In acetone for 5h; Heating;	100%
Stage #1: 7-hydroxy-2H-chromen-2-one With potassium carbonate In acetone at 20℃; for 0.0833333h; Stage #2: allyl bromide In acetone for 3h; Reflux;	100%
With potassium carbonate In acetone at 70℃; for 12h;	98.6%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 108-24-7
acetic anhydride

: 10387-49-2
7-acetyloxycoumarin

Conditions

Conditions	Yield
In pyridine; dichloromethane for 0.25h;	100%
With SiO2-supported Co(II) Salen complex catalyst at 50℃; for 0.75h;	99%
With pyridine In ethyl acetate at 20℃; for 1.5h; Inert atmosphere;	99%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 109-64-8
1,3-dibromo-propane

: 69150-28-3
7-(3-bromopropoxy)−2H-chromen-2-one

Conditions

Conditions	Yield
With potassium carbonate In acetone for 12h; Reflux;	100%
With potassium carbonate In acetonitrile Reflux;	86.9%
With potassium carbonate In acetone Reflux;	79%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 5631-67-4
7-hydroxychroman-2-one

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In acetic acid	100%
With palladium 10% on activated carbon; hydrogen In acetic acid at 20℃; for 12h; Inert atmosphere;	99%
With palladium 10% on activated carbon; hydrogen; acetic acid at 50℃; under 2550.26 Torr; for 17h;	96.5%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 105-36-2
ethyl bromoacetate

: 72000-18-1
ethyl 2-((2-oxo-2H-chromen-7-yl)oxy)acetate

Conditions

Conditions	Yield
With potassium carbonate In acetone for 4h; Heating;	100%
With potassium carbonate In acetone for 5h; Heating;	98%
Stage #1: 7-hydroxy-2H-chromen-2-one With potassium carbonate In acetone for 0.5h; Stage #2: ethyl bromoacetate In ethyl acetate at 20℃; for 6h;	96%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 4774-14-5
2,6-dichloropyrazine

: 894416-91-2
2-chloro-6-(7-coumarinyloxy)-pyrazine

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide at 90℃; for 5h; Inert atmosphere;	100%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 865-50-9
iodomethane-d3

: [methyl-2H3]7-methoxycoumarin

Conditions

Conditions	Yield
With potassium carbonate In acetone	100%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 146900-52-9
3-bromo-7-hydroxy-2H-1-benzopyran-2-one

Conditions

Conditions	Yield
With N-chloro-succinimide; copper(II) chloride monohydrate; zinc(II) chloride In acetonitrile at 20℃; for 0.0833333h; regioselective reaction;	99.5%
With N-Bromosuccinimide at 20℃; for 2h; regioselective reaction;	92%
With γ-picolinium bromochromate In acetonitrile at 90℃; for 1.66667h; regioselective reaction;	83%

: 17739-45-6, 59146-56-4
2-(2-bromoethoxy)tetrahydropyran

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 201813-16-3
7-[2-(tetrahydro-2H-2-pyranyloxy)ethoxy]-2H-2-chromenone

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; Etherification;	99%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 4897-84-1
Methyl 4-bromobutyrate

: C14H14O5

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h;	99%

: 93-35-6
7-hydroxy-2H-chromen-2-one

1-halopropane: 1-halopropane

: 6093-73-8
7-propoxy-2H-chromen-2-one

Conditions

Conditions	Yield
With potassium carbonate In acetone at 80℃; for 1h;	99%

: 93-35-6
7-hydroxy-2H-chromen-2-one

haloethane: haloethane

: 31005-02-4
7-ethoxycoumarin

Conditions

Conditions	Yield
With potassium carbonate In acetone at 80℃; for 1h;	99%

: 93-35-6
7-hydroxy-2H-chromen-2-one

halomethane: halomethane

: 531-59-9
7-methoxycoumarin

Conditions

Conditions	Yield
With potassium carbonate In acetone at 80℃; for 1h;	99%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 3-bromophenyltrimethylammonium iodide

: 531-59-9
7-methoxycoumarin

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 80℃; for 3h; Solvent;	99%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 100-39-0
benzyl bromide

: 31005-04-6
7-(benzyloxy)-2H-chromen-2-one

Conditions

Conditions	Yield
With potassium carbonate In acetone for 72h; Heating;	98%
With potassium carbonate In acetone for 4h; Inert atmosphere; Reflux;	95%
Stage #1: 7-hydroxy-2H-chromen-2-one With potassium carbonate In acetone for 0.25h; Inert atmosphere; Reflux; Stage #2: benzyl bromide In acetone Inert atmosphere; Reflux;	91%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 24163-93-7, 24163-94-8, 56881-57-3, 6874-67-5, 28290-41-7
farnesyl bromide

: 23838-17-7
umbelliprenine

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; dimethyl sulfoxide for 2h; Heating;	98%
With potassium carbonate In acetone at 20℃; for 12h;	83%
With potassium carbonate In acetone for 6h; Reflux;	80%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 4091-39-8
3-chloro-2-butanone

: 156006-08-5
7-((3-oxobutan-2-yl)oxy)-2H-chromen-2-one

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In acetone at 0 - 60℃;	98%
With potassium carbonate In acetone for 24h; Heating;	62%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 107-30-2
chloromethyl methyl ether

: 80754-21-8
7-(methoxymethoxy)-2H-chromen-2-one

Conditions

Conditions	Yield
With sodium hydroxide; methyltrialkyl(C8-C10)ammonium chloride (Adogen 464) In dichloromethane for 2h;	98%
Stage #1: 7-hydroxy-2H-chromen-2-one With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 0℃; for 3h; Inert atmosphere; Stage #2: chloromethyl methyl ether In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃; for 17h; Inert atmosphere;	89.2%
With sodium hydride 1.) THF, DMF, RT, 3 h, 2.) THF, DMF, RT, 17 h; Yield given. Multistep reaction;

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 143-15-7
1-dodecylbromide

: 85389-85-1
7-(dodecyloxy)coumarin

Conditions

Conditions	Yield
With potassium hydroxide In acetone for 24h; Reflux; Inert atmosphere;	98%
With potassium hydroxide In acetone for 24h; Inert atmosphere; Reflux;	98%
With potassium carbonate In N,N-dimethyl-formamide for 30h; Heating;	60%
With potassium hydroxide In acetone at 68℃; for 24h; Inert atmosphere;
With potassium hydroxide In acetone at 68℃; for 24h; Inert atmosphere;

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 106-96-7
propargyl bromide

: 67268-42-2
7-(propynyloxy)-2H-chromen-2-one

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 80℃; for 2h;	98%
With potassium carbonate In acetone for 8h; Reflux;	97%
With potassium carbonate In acetone at 50℃; for 18h;	95%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 535-11-5, 41978-69-2
Ethyl 2-bromopropionate

: 314262-30-1
ethyl 2-[(2-oxo-2H-chromen-7-yl)oxy]propanoate

Conditions

Conditions	Yield
With potassium carbonate In acetone for 5h; Heating;	98%
Stage #1: 7-hydroxy-2H-chromen-2-one With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: Ethyl 2-bromopropionate In N,N-dimethyl-formamide at 90℃; for 5h;

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 98-09-9
benzenesulfonyl chloride

: 7-Hydroxycoumarin benzenesulfonate

Conditions

Conditions	Yield
With pyridine for 0.5h; Heating;	98%
With pyridine for 0.5h;	98%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 954390-26-2
tert-butyl (1S,5S)-5-methyl-4-oxocyclohex-2-enyl carbonate

: 1232680-29-3
7-((1S,5S)-5-methyl-4-oxocyclohex-2-enyloxy)-2H-chromen-2-one

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine In dichloromethane at 0℃; Inert atmosphere;	98%

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 762-42-5
dimethyl acetylenedicarboxylate

: 531-59-9
7-methoxycoumarin

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole In neat (no solvent) at 100℃; for 0.0666667h; Microwave irradiation; Green chemistry;	98%

: 93-35-6
7-hydroxy-2H-chromen-2-one

8-halo-2,6-dimethylocta-2,6-diene: 8-halo-2,6-dimethylocta-2,6-diene

: 29527-66-0
7-(3,7-dimethylocta-2,6-dienyloxy)-2H-1-benzopyran-2-one

Conditions

Conditions	Yield
With potassium carbonate In acetone at 80℃; for 1h;	98%

7-Hydroxycoumarin Specification

The 7-Hydroxycoumarin, with the CAS registry number 93-35-6, is also known as Umbelliferone. It belongs to the product categories of Coumarins; Various Metabolites and Impurities; Intermediates & Fine Chemicals; Metabolites & Impurities; Pharmaceuticals; HU - HZ Environmental Standards; Metabolites Fluorescent Probes, Labels, Particles and Stains; Alphabetic; Fluorescent Labels; H; Other Fluorescent Labels; Pesticides & Metabolites. Its EINECS number is 202-240-3. This chemical's molecular formula is C₉H₆O₃ and molecular weight is 162.14. What's more, its systematic name is 7-Hydroxy-2H-chromen-2-one. Its classification code is Mutation data. This chemical should be sealed and stored in a cool and dry place. It is used as fluorescent indicator and acid-base indicator.

Physical properties of 7-Hydroxycoumarin are: (1)ACD/LogP: 1.58; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.58; (4)ACD/LogD (pH 7.4): 1.46; (5)ACD/BCF (pH 5.5): 9.31; (6)ACD/BCF (pH 7.4): 7.07; (7)ACD/KOC (pH 5.5): 171.70; (8)ACD/KOC (pH 7.4): 130.29; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 46.53 Å²; (13)Index of Refraction: 1.64; (14)Molar Refractivity: 41.648 cm³; (15)Molar Volume: 115.527 cm³; (16)Polarizability: 16.511×10^-24cm³; (17)Surface Tension: 59.5 dyne/cm; (18)Density: 1.403 g/cm³; (19)Flash Point: 181.176 °C; (20)Enthalpy of Vaporization: 65.513 kJ/mol; (21)Boiling Point: 382.081 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation: this chemical can be prepared by 7-acetoxy-chromen-2-one by heating. This reaction will need reagents sodium hydrogen telluride, acetic acid and solvent ethanol with the reaction time of 30 min. The yield is about 90%.

7-Hydroxycoumarin can be prepared by 7-acetoxy-chromen-2-one by heating

Uses of 7-Hydroxycoumarin: it can be used to produce 2,4-dihydroxy-trans-cinnamic acid at the temperature of 80 °C. It will need reagent aq. KOH with the reaction time of 1 hour. The yield is about 62%.

7-Hydroxycoumarin can be used to produce 2,4-dihydroxy-trans-cinnamic acid at the temperature of 80 °C

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cc(cc2c1ccc(=O)o2)O
(2)Std. InChI: InChI=1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H
(3)Std. InChIKey: ORHBXUUXSCNDEV-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	450mg/kg (450mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 1330, 1968.

Product Name

7-Hydroxycoumarin

Synthetic route

7-Hydroxycoumarin Specification

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