2-Hydroxy-1,4-naphoquinone supplier

Name
2-Hydroxy-1,4-naphoquinone
EINECS 201-496-3
CAS No. 83-72-7
Article Data152
CAS DataBase
Density 1.482 g/cm³
Solubility 2 g/L (20 °C) in water
Melting Point 192-195 °C (dec.)(lit.)
Formula C₁₀H₆O₃
Boiling Point 339.908 °C at 760 mmHg
Molecular Weight 174.156
Flash Point 173.572 °C
Transport Information
Appearance Yellow crystal powder
Safety 26-37/39-36/37/39-36
Risk Codes 36/37/38-68-36-22
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms 1,4-Naphthoquinone,2-hydroxy- (6CI,8CI);1,4-Dihydro-1,4-dioxo-2-hydroxynaphthalene;2-Hydroxy-1,4-naphthalenedione;2-Hydroxy-1,4-naphthoquinone;2-Hydroxynaphthoquinone;C.I. 75480;C.I. Natural Orange 6;Flower of Paradise;Henna;Henna (dye);Lawsone;Mehendi;Mendi;NSC 27285;NSC 52500;NSC 8625;Pakarli;Q 0;
PSA 54.37000
LogP 1.50750

Synthetic route

: 35135-38-7
2-hydroxy-3-iodonaphthalene-1,4-dione

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With hydrogen iodide In dichloromethane at 20℃;	100%

: 110-91-8
morpholine

: 521-24-4
sodium 1,2-naphthoquinone-4-sulfonate

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: 4569-83-9
4-morpholinonaphthalene-1,2-dione

C: disodium 2-hydroxy-1-oxo-1,4-dihydro-4,4-naphthalenedisulfonate

Conditions

Conditions	Yield
pH=8;	A n/a B 99% C n/a

...Expand

: 1785-67-7
1,2,4-triacetyloxynaphthalene

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
Stage #1: 1,2,4-triacetyloxynaphthalene With hydrogenchloride In methanol; water at 70℃; for 1h; Stage #2: With dihydrogen peroxide In water at 20℃;	91.6%
Stage #1: 1,2,4-triacetyloxynaphthalene With hydrogenchloride In methanol; water for 1h; Reflux; Stage #2: With dihydrogen peroxide In methanol; water	91.6%
With sodium hydroxide; air

: 2348-82-5
2-methoxy-1,4-naphthoquinone

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 40℃; for 3h;	91%
With aluminum (III) chloride; dichloromethane at -5 - 40℃; for 3h;	87.1%

: 2-(N-phenylsulfinamoyl)-1,4-naphthoquinone

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With hydrogenchloride for 1h; Heating;	90%

: 74097-20-4
2-hydroxy-1,4-dimethoxynaphthalene

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: 18916-57-9
4-methoxy-1,2-naphthoquinone

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate; water In acetonitrile Yield given;	A n/a B 87%
With ammonium cerium(IV) nitrate; water In acetonitrile Yields of byproduct given;	A n/a B 87%

: 2--1,4-naphthoquinone

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With hydrogenchloride for 1h; Heating;	86%

: 159495-45-1
methyl 1,4-dihydro-1,4-dioxo-3-(1-pyrrolidinyl)-2-naphthoate

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 100℃; for 5h;	83.3%

: 574-00-5
1,2-Dihydroxynaphthalene

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With KO2 In pyridine; toluene at -10℃; for 6h;	80%
With KO2 In pyridine; toluene at -10℃; for 6h; Mechanism; oxidation of other dihydroxynaphthalenes in heterogeneous aprotic media;	80%
With crown-ether In pyridine; toluene for 0.0833333h;	60%
With potassium superoxide; tetraethylammonium bromide In N,N-dimethyl-formamide at 20℃;	56%
With alkaline solution; oxygen

: 132-86-5
1,3-dihydroxynaphthalene

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With zirconium phosphate; phthalocyanine[Fe(3+)]; oxygen In acetone at 20℃; for 6h;	80%
With oxygen In 1,4-dioxane; water at 20℃; for 6h;	79%
With crown-ether In pyridine; toluene for 0.0833333h;	60%

: 108732-56-5
4-o-nitrophenylthio-1,2-naphthoquinone

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: 4875-10-9
2-nitrothiophenol

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water for 0.0333333h;	A 80% B n/a

: 130-15-4
[1,4]naphthoquinone

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
Stage #1: [1,4]naphthoquinone With sulfuric acid In acetic anhydride Cooling with ice; Stage #2: With methanol; sodium methylate for 4h; Cooling with ice;	70%
With air
Multi-step reaction with 3 steps 1: ZnCl2 / 50 - 60 °C 2: alcohol; hydrochloric acid 3: ice; sulfuric acid; dichromate / 0 °C View Scheme

: 529-34-0
3,4-dihydronaphthalene-1(2H)-one

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With potassium tert-butylate; oxygen In tert-butyl alcohol for 2h;	70%
With 18-crown-6 ether; superoxyde de potassium In tetrahydrofuran for 5h; Ambient temperature;	63.8%
With potassium tert-butylate In tert-butyl alcohol at 20℃; under 760.051 Torr; for 2h;	50%

: 70477-38-2
3,4-Dimethoxy-1-naphthol

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: 88381-94-6
3,4-Dimethoxy-2-(3,4-dimethoxy-1-naphthyloxy)-1(2H)-naphthalinon

Conditions

Conditions	Yield
With sodium hydroxide; potassium hexacyanoferrate(III) In water	A n/a B 65%

: 74954-83-9
2-(2,2-diphenylethyl)-2,3-dihydro-2,3-epoxy-1,4-naphthoquinone

A: 530-48-3
1,1-Diphenylethylene

B: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 81847-43-0
(3aR,8aS)-3a-Hydroxy-3,3-diphenyl-2,3,3a,8a-tetrahydro-cyclopenta[a]indene-1,8-dione

: 74954-90-8
C24H18O3

Conditions

Conditions	Yield
In benzene Quantum yield; Irradiation; other solvent;	A 4% B 5% C 30% D 65%

...Expand

: 2-t-butyldimethylsilyloxy-5-formyl-6-hydroxy-2-m-methoxyphenyl-2,3-dihydronaphtho<1,2-b><1,4>dioxin

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: 586-37-8
1-(3-Methoxyphenyl)ethanone

Conditions

Conditions	Yield
With hydrogenchloride; iron(III) chloride In ethanol for 3.5h; Heating;	A 63% B 36%

: 75965-83-2
1,4-dimethoxynaphthalene-2-carbaldehyde

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: 74097-20-4
2-hydroxy-1,4-dimethoxynaphthalene

C: 78265-13-1
1,4-dimethoxynaphthalene-2-carboxylic acid

Conditions

Conditions	Yield
With selenium(IV) oxide; dihydrogen peroxide In tetrahydrofuran for 96h; Heating;	A 8% B 55% C 22%

...Expand

: 104-94-9
4-methoxy-aniline

: 117560-06-2
3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: 1208-86-2
N-(4-methoxyphenyl)phenylamine

C: 160246-88-8
2-iodo-3-phenoxy-1,4-naphthoquinone

D: 572874-62-5
3-iodo-4-hydroxy-1,2-naphthoquinone

Conditions

Conditions	Yield
With copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃;	A n/a B 43% C 16% D 35%

...Expand

: 94015-46-0
[14C]-58C80

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: 9-t-butyl-6b,7,8,9,10,10a-hexahydrobenzo-(b)naphtho-(2,1-d)furan-5,6-quinone

C: 104907-54-2
3-t-butyl-1,2,3,4-tetrahydrobenzo(b)naphtho(2,3-d)furan-6-11-quinone

D: 86790-29-6
2-hydroxy-3-(trans-4-t-butylcyclohexyl)-1,4-naphthoquinone

Conditions

Conditions	Yield
With sulfuric acid at 55℃; for 40h;	A 2.7% B 35.5% C 1.1% D 40.5%

...Expand

: 529-34-0
3,4-dihydronaphthalene-1(2H)-one

Potassium superoxide, 18-Crown-6: Potassium superoxide, 18-Crown-6

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: 90-15-3
α-naphthol

Conditions

Conditions	Yield
In toluene for 12h; Var.: Aliquat 336 instead of 18-Crown-6;	A 10% B 38%
In toluene for 12h; Var.: Aliquat 336 instead of 18-Crown-6;	A 30% B 6%

...Expand

: 90-15-3
α-naphthol

Potassium superoxide, 18-Crown-6: Potassium superoxide, 18-Crown-6

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
In toluene exothermic. Var.: Aliquat 336 instead of 18-Crown-6;	34%

: 521-24-4
sodium 1,2-naphthoquinone-4-sulfonate

: 75-31-0
isopropylamine

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: 86614-18-8
4-(1-Methylethyl)-amino-1,2-naphthalindion

C: 86614-20-2
2-Isopropylamino-4-[(E)-isopropylimino]-4H-naphthalen-1-one

D: 86614-11-1
4-Hydroxy-3-[3-isopropylamino-4-oxo-4H-naphthalen-(1Z)-ylideneamino]-naphthalene-1-sulfonic acid

E: 67-64-1
acetone

Conditions

Conditions	Yield
In water for 0.25h; Product distribution; Ambient temperature; other aliphatic amines;	A 2% B 25% C 1% D 33% E n/a

...Expand

: 530-93-8
1,2,3,4-tetrahydronaphthalen-2-one

Potassium superoxide, 18-Crown-6: Potassium superoxide, 18-Crown-6

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: 776-79-4
2-(2-carboxyethyl)benzoic acid

C: 135-19-3
β-naphthol

Conditions

Conditions	Yield
In toluene for 12h; Var.: Aliquat 336 instead of 18-Crown-6;	A 27% B 14% C 5%

...Expand

: 571-60-8
1,4-Dihydroxynaphthalene

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With KO2 In tetrahydrofuran; toluene at -10℃; for 6h;	20%
With sodium hydroxide; H3; dihydrogen peroxide

: 1820-80-0
3-aminopyrazole

: 521-24-4
sodium 1,2-naphthoquinone-4-sulfonate

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: N-(3-pyrazolyl)-1,4-naphthoquinone

Conditions

Conditions	Yield
With hydrogenchloride Heating;	A 17% B 7%

...Expand

: 93-04-9
2-Methoxynaphthalene

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: 2348-82-5
2-methoxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With dihydrogen peroxide; methyltrioxorhenium(VII) In acetic acid at 20℃; for 3h;	A 16% B 14%

: 73645-16-6
2-(2-methylpropyl)-2,3-dihydro-2,3-epoxy-1,4-naphthoquinone

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 81847-42-9
(3aS,8aS)-3a-Hydroxy-3,3-dimethyl-2,3,3a,8a-tetrahydro-cyclopenta[a]indene-1,8-dione

C: 73645-23-5
C14H14O3

D: 73645-25-7
9b-Hydroxy-1,1-dimethyl-1,9b-dihydro-2H-naphtho[2,1-b]furan-5-one

Conditions

Conditions	Yield
In benzene Quantum yield; Irradiation; other solvent;	A 12% B n/a C 12% D 14%

...Expand

: 117560-06-2
3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide

: 539-44-6
N-4-methylphenylhydrazine

A: 83-72-7
2-Hydroxy-1,4-naphthoquinone

B: 949-87-1
4-Methylazobenzol

Conditions

Conditions	Yield
With copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃;	A n/a B 7%

...Expand

: 15448-58-5
2,3-epoxy-2,3-dihydro-1,4-naphthoquinone

: furan-2,3,5(4H)-trione pyridine (1:1)

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 90-15-3
α-naphthol

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With sodium hydroxide; H3; dihydrogen peroxide
With potassium hydroxide; H3; dihydrogen peroxide
Multi-step reaction with 2 steps 1: K2S2O8; aqueous NaOH 2: aqueous H2O2; aq. NaOH solution; H32(O2)2> View Scheme

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 35135-38-7
2-hydroxy-3-iodonaphthalene-1,4-dione

Conditions

Conditions	Yield
With N-iodo-succinimide In dichloromethane for 0.333333h; Reflux;	100%
With ammonium iodide; Oxone In methanol for 1h; Reflux;	92%
With potassium carbonate; morpholine-iodine complex In water at 20℃; for 3h;	87%

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 106-49-0
p-toluidine

: 57182-49-7
2-(p-toluidino)-1,4-naphthoquinone

Conditions

Conditions	Yield
In neat (no solvent) at 100℃; under 750.075 Torr; for 0.05h; Microwave irradiation;	100%
With acetic acid
With ethanol

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 95-54-5
1,2-diamino-benzene

: 2089-82-9
benzo[a]phenazin-5-ol

Conditions

Conditions	Yield
at 70℃; for 0.25h; Product distribution; Further Variations:; Temperatures; solid-state reaction;	100%
With 1,4-diaza-bicyclo[2.2.2]octane In ethanol	91%
With acetic acid at 20℃; for 24h;	88%

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 1010-60-2
2-chloro-1,4-naphthoquinone

Conditions

Conditions	Yield
With thionyl chloride Heating;	100%
With thionyl chloride for 22h; Reflux;	100%
With oxalyl dichloride; N,N-dimethyl-formamide In benzene at 50℃; for 0.75h;	95%
With thionyl chloride	94%
With thionyl chloride at 90℃; for 48h;	85%

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 3240-34-4
[bis(acetoxy)iodo]benzene

: 117560-06-2
3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide

Conditions

Conditions	Yield
In dichloromethane at 10 - 20℃; for 1h; Inert atmosphere;	100%
In chloroform at 20℃; for 5h;	91%
In chloroform at 0 - 20℃; for 5h;	89%

: 3587-60-8
Benzyloxymethyl chloride

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 2-benzyloxymethoxy-1,4-naphthoquinone

Conditions

Conditions	Yield
Stage #1: 2-hydroxynaphtho-1,4-quinone With potassium carbonate In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.166667h; Molecular sieve; Inert atmosphere; Stage #2: Benzyloxymethyl chloride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Molecular sieve; Inert atmosphere; chemoselective reaction;	100%

: 67-56-1
methanol

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 2348-82-5
2-methoxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With sulfuric acid for 5h; Reflux;	99%
With hydrogen cation Heating;	97%
With sulfuric acid at 65℃; for 14h;	91%

: 133678-11-2
ethyl 2-oxo-4-(p-chlorophenyl)but-3-enoate

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 1309979-27-8
(4R)-ethyl 4-(4-chlorophenyl)-2-hydroxy-5,10-dioxo-3,4,5,10-tetrahydro-2H-benzo[g]chromene-2-carboxylate

Conditions

Conditions	Yield
With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2S)-2-(piperidin-1-yl)-2,3-dihydro-1H-inden-1-yl)thiourea In 1,2-dichloro-ethane at -20℃; for 24h; Michael addition; optical yield given as %ee; enantioselective reaction;	99%
With C40H31F6N3O2 In diethyl ether at 20℃; for 4h; Michael Addition; enantioselective reaction;	97%

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 1375649-28-7
ethyl 2-oxo-4-(p-fluorophenyl)but-3-enoate

: 1309979-25-6
(4R)-ethyl 4-(4-fluorophenyl)-2-hydroxy-5,10-dioxo-3,4,5,10-tetrahydro-2H-benzo[g]chromene-2-carboxylate

Conditions

Conditions	Yield
With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1S,2S)-2-(piperidin-1-yl)-2,3-dihydro-1H-inden-1-yl)thiourea In 1,2-dichloro-ethane at -20℃; for 24h; Michael addition; optical yield given as %ee; enantioselective reaction;	99%
With C40H31F6N3O2 In diethyl ether at 20℃; for 4h; Michael Addition; enantioselective reaction;	85%

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 101671-01-6
1-nitro-2-(4-chlorophenyl)ethylene

: 1312990-95-6
(R)-2-[1-(4-chlorophenyl)-2-nitroethyl]-3-hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With C22H26F3N3O2 In dichloromethane at 30℃; for 6h; Michael addition; optical yield given as %ee; enantioselective reaction;	99%

: 934-32-7
1H-benzimidazol-2-amine

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 555-16-8
4-nitrobenzaldehdye

: 1259091-97-8
2-(((1H-benzo[d]imidazol-2-yl)amino)(4-nitrophenyl)methyl)-3-hydroxynaphthalene-1,4-dione

Conditions

Conditions	Yield
With MCM-41 In ethanol at 20℃; for 1.16667h; Green chemistry;	99%
With montmorillonite K-10 In ethanol at 20℃; for 8h;	93%
With indium(III) chloride In water for 6h; Reflux;	80%

...Expand

: 504-29-0
2-aminopyridine

: 61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9
pyrimidine-2,4,5,6(1H,3H)-tetraone

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 1367747-95-2
2-aminopyridinium 2-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-1,3,4-trioxo-1,2,3,4-tetrahydronaphthalen-2-ide

Conditions

Conditions	Yield
In chloroform for 3.5h; Reflux;	99%

...Expand

: 1603-41-4
(5-methyl-pyridin-2-yl)amine

: 61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9
pyrimidine-2,4,5,6(1H,3H)-tetraone

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 1367748-14-8
2-amino-5-methylpyridinium 2-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-1,3,4-trioxo-1,2,3,4-tetrahydronaphthalen-2-ide

Conditions

Conditions	Yield
In chloroform for 1h; Reflux;	99%

...Expand

: 1603-40-3
3-methylpyridin-2-ylamine

: 61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9
pyrimidine-2,4,5,6(1H,3H)-tetraone

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 1367748-05-7
2-amino-3-methylpyridinium 2-(5-hydroxy-2,4,6-trioxohexahydropyrimidin-5-yl)-1,3,4-trioxo-1,2,3,4-tetrahydronaphthalen-2-ide

Conditions

Conditions	Yield
In chloroform for 1h; Reflux;	99%

...Expand

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 90-02-8
salicylaldehyde

: 126-81-8
dimedone

: 3-(3,3-dimethyl-1-oxo-2,3,4,9-tetrahydro-1H-xanthen-9-yl)-4-hydroxynaphthalene-1,2-dione

Conditions

Conditions	Yield
With L-proline In ethanol at 80℃; for 6h;	99%

...Expand

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 102-96-5
(2-nitroethenyl)benzene

: 1308657-27-3
(S)-2-(1-phenyl-2-nitroethyl)-3-hydroxynaphthalene-1,4-dione

Conditions

Conditions	Yield
With C45H40N4O5 In dichloromethane at 20℃; for 24h; Reagent/catalyst; Solvent; Michael Addition; enantioselective reaction;	99%
With C35H46N4O10S In toluene at 30℃; for 6h; Michael Addition;	96%
With hydrophobic anchor-tagged asymmetric amino thiourea In dichloromethane at 30℃; for 4h; Michael Addition; enantioselective reaction;	95%
With 1-[1-(R)-(1-naphthyl)-2,2,2-trifluoroethyl]-3-[(1S,2S)-2-(dimethylamino)cyclohexyl]thiourea In toluene at 20℃; for 24h; Michael Addition;	84%

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 55629-97-5, 28525-87-3
ethyl 2-oxo-4-(p-nitrophenyl)but-3-enoate

: 1460310-39-7
C22H17NO8

Conditions

Conditions	Yield
With chiral cyclohexanediamine functionalized calix[4]squaramide In dichloromethane at 25℃; Michael Addition; enantioselective reaction;	99%
With C40H31F6N3O2 In diethyl ether at 20℃; for 3h; Michael Addition; enantioselective reaction;	95%

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 79343-59-2
1-acetyl-3-(dicyanomethylene)-1,3-dihydro-2H-indol-2-one

: 1561873-04-8
1′-acetyl-2-amino-2′,5,10-trioxo-5,10-dihydrospiro[benzo[g]chromene-4,3′-indoline]-3-carbonitrile

Conditions

Conditions	Yield
With C29H30F6N4OS In diethyl ether at 20℃; for 24h; Time; Concentration; Michael Addition; enantioselective reaction;	99%

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 1561873-75-3
C14H8ClN3O

: 1561873-11-7
1′-allyl-2-amino-4′-chloro-2′,5,10-trioxo-5,10-dihydrospiro[benzo[g]chromene-4,3′-indoline]-3-carbonitrile

Conditions

Conditions	Yield
With C29H30F6N4OS In diethyl ether at 20℃; for 3h; Michael Addition; enantioselective reaction;	99%

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 1332338-70-1
2-(4-chloro-2-oxoindolin-3-ylidene)malononitrile

: 1561872-57-8
2-amino-4′-chloro-2′,5,10-trioxo-5,10-dihydrospiro[benzo[g]chromene-4,3′-indoline]-3-carbonitrile

Conditions

Conditions	Yield
With C29H30F6N4OS In diethyl ether at 20℃; for 6h; Time; Concentration; Michael Addition; enantioselective reaction;	99%

: 123-75-1
pyrrolidine

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 90-02-8
salicylaldehyde

: 1620161-62-7
2-hydroxy-3-((2-hydroxyphenyl)(pyrrolidin-1-yl)methyl)naphthalene-1,4-dione

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetonitrile at 20℃; for 1.6h; Mannich Aminomethylation;	99%
In ethanol at 20℃; for 24h; Darkness;	77%

...Expand

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 104-87-0
4-methyl-benzaldehyde

: 14268-66-7
benzo[1,3]dioxolo-5-ylamine

: 12-(4-methylphenyl)-5,10-dihydro-benzo[i][1,3]dioxolo[4,5-b]acridine-6,11-dione

Conditions

Conditions	Yield
With L-proline In ethanol for 1h; Reflux; Green chemistry;	99%

...Expand

: 50899-39-3
N-methoxymethylisatin

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 109-77-3
malononitrile

: (R)-2-amino-1'-(methoxymethyl)-2',5,10-trioxo-5,10-dihydrospiro[benzo[g]chromene-4,3'-indoline]-3-carbonitrile

Conditions

Conditions	Yield
With QD-4 In toluene at 20℃; for 23h; Molecular sieve; Inert atmosphere; enantioselective reaction;	99%

...Expand

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 504-02-9
1,3-cylohexanedione

: 123-38-6
propionaldehyde

: C19H16O4

Conditions

Conditions	Yield
With silica-supported tungstic acid In neat (no solvent) at 60℃; for 0.0666667h; Sonication; Green chemistry;	99%

...Expand

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 504-02-9
1,3-cylohexanedione

: 122-03-2
(4-isopropylbenzaldehyde)

: C26H22O4

Conditions

Conditions	Yield
With silica-supported tungstic acid In neat (no solvent) at 60℃; for 0.0666667h; Sonication; Green chemistry;	99%

...Expand

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 1550-35-2
2,4-difluorobenzaldehyde

: C27H12F2O5

Conditions

Conditions	Yield
With silica-supported tungstic acid In neat (no solvent) at 60℃; for 0.0833333h; Sonication; Green chemistry;	99%

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 126-81-8
dimedone

: 446-52-6
2-Fluorobenzaldehyde

: C25H19FO4

Conditions

Conditions	Yield
With silica-supported tungstic acid In neat (no solvent) at 60℃; for 0.05h; Sonication; Green chemistry;	99%

...Expand

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 555-16-8
4-nitrobenzaldehdye

: 104-94-9
4-methoxy-aniline

: 2-hydroxy-3-(((4-methoxyphenyl)amino)(4-nitrophenyl)methyl)naphthalene-1,4-dione

Conditions

Conditions	Yield
With Bi(III) immobilized on triazine dendrimer-magnetic Fe3O4 nanoparticle In ethanol at 20℃; for 0.133333h;	99%
With montmorillonite K-10 In ethanol at 20℃; for 8.25h;	83%

...Expand

2-Hydroxy-1,4-naphoquinone Chemical Properties

The chemical name of 2-HYDROXYNAPHTHOQUINONE(83-72-7) is 2-Hydroxy-1,4-naphoquinone and the IUPAC name is 4-hydroxynaphthalene-1,2-dione.its molecular formula is C₁₀H₆O_3,with the formula weight of 174.15g/mol.
CAS No.: 83-72-7
EINECS: 201-496-3
RTECS: QL8200000
RTECS Class: Drug; Mutagen
Appearance: Yellow crystal powder
Structure:

The chemical synonymous of 2-HYDROXYNAPHTHOQUINONE(83-72-7) are 1,4-Naphthalenedione,2-hydroxy-;1,4-Naphthoquinone, 2-hydroxy-;2-Hydroxy-1,4-naphthalenedione;2-hydroxy-4-naphthalenedione;2-hydroxy-4-naphthoquinone;2-Hydroxynaphthoquinone;4-Naphthalenedione,2-hydroxy-1
The density of 2-HYDROXYNAPHTHOQUINONE(83-72-7) is 1.481 g/cm³ and it has a melting point of 192-195 °C (dec.)(lit.).The boiling point is 352.4 °C at 760 mmHg ,and its flash point is 181.1 °C .The water solubility should be equal to 2 g/L (20 oC).and with the nature of stable、combustible、incompatible with strong oxidizing agents.

2-Hydroxy-1,4-naphoquinone Uses

2-HYDROXYNAPHTHOQUINONE(83-72-7) is used in hair dyes, fungicides

2-Hydroxy-1,4-naphoquinone Production

Product Categories: Intermediates of Dyes and Pigments;Anthraquinones, Hydroquinones and Quinones

2-Hydroxy-1,4-naphoquinone Toxicity Data With Reference

1.		mma-sat 33 µg/plate		ENMUDM Environmental Mutagenesis. 8 (Suppl 7)(1986),1.
2.		ipr-mus LD50:100 mg/kg		JMCMAR Journal of Medicinal Chemistry. 26 (1983),570.

2-Hydroxy-1,4-naphoquinone Consensus Reports

Reported in EPA TSCA Inventory.

2-Hydroxy-1,4-naphoquinone Safety Profile

Poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes:
    Xn: Harmful
    Xi: Irritant
Risk Statements about 2-HYDROXYNAPHTHOQUINONE(83-72-7):
    R22 Harmful if swallowed.
    R36 Irritating to eyes.
    R68 Possible risk of irreversible effects.
    R36/37/38 Irritating to eyes, respiratory system and skin.
Safety Statements about 2-HYDROXYNAPHTHOQUINONE(83-72-7):
    S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical
advice.
    S36 Wear suitable protective clothing.
    S37/39 Wear suitable gloves and eye/face protection.
    S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.

2-Hydroxy-1,4-naphoquinone Specification

Storage:Keep tightly closed. Store in a cool dry place. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Handling:Avoid ingestion and inhalation. Wash thoroughly after handling. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed.

Product Name

2-Hydroxy-1,4-naphoquinone

Synthetic route

2-Hydroxy-1,4-naphoquinone Chemical Properties

2-Hydroxy-1,4-naphoquinone Uses

2-Hydroxy-1,4-naphoquinone Production

2-Hydroxy-1,4-naphoquinone Toxicity Data With Reference

2-Hydroxy-1,4-naphoquinone Consensus Reports

2-Hydroxy-1,4-naphoquinone Safety Profile

2-Hydroxy-1,4-naphoquinone Specification

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