Menadione supplier | CasNO.58-27-5

Name
Menadione
EINECS 200-372-6
CAS No. 58-27-5
Article Data233
CAS DataBase
Density 1.225 g/cm³
Solubility insoluble in water
Melting Point 105-107 °C(lit.)
Formula C₁₁H₈O₂
Boiling Point 304.5 °C at 760 mmHg
Molecular Weight 172.183
Flash Point 113.8 °C
Transport Information
Appearance bright yellow crystals
Safety 26-36-37/39-24
Risk Codes 22-36/37/38-43
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms 1,4-Naphthalenedione,2-methyl-;2-Methyl-1,4-naphthalenedione;Kipca;VK3;Karcon;Kayklot;Kanone;Kayquinone;Memodol;Menaquinone 0;Kappaxin;Aquakay;2-Methylnaphthoquinone;Menadionum;Klottone;Kappaxin (TN);3-Methyl-1,4-naphthoquinone;K-Thrombyl;2-Methyl-1,4-naphthochinon [German];Synkay;Methyl-1,4-naphthoquinone;Methyl-1,4-naphthalenedione;Usaf ek-5185;Kappaxan (VAN);Mitenone;2-Methyl-1,4-naftochinon [Czech];Prestwick_313;Menadion;2-Methyl-1,4-naphthochinon;Vitamin K3;1,4-Naphthoquinone, 2-methyl-;Juva-K;1,4-Naphthalenedione, 2-methyl-;Riboflavin (Vitamin B2);Kolklot;Vitamin K2 (0);Hemodal;1, 4-Naphthoquinone, 2-methyl-;Koaxin;Menaphthone;Kaykot;Menaphthon;MNQ;Kaergona;2-methyl-1,4-dihydronaphthalene-1,4-dione;
PSA 34.14000
LogP 2.01190

Synthetic route

: 481-85-6
2-methyl-1,4-naphthohydroquinone

: 58-27-5
menadione

Conditions

Conditions	Yield
With iodate form of Amberlyst A26 In dichloromethane at 20℃; for 2h; further reagent;	100%
With sulfuric acid; sodium bromide In dichloromethane; water at 15℃; for 2.98h; Electrolysis;	99%
With carbon dioxide; oxygen In water at 35 - 60℃; under 57005.7 - 62256.2 Torr; for 0.0833333h; Autoclave;	96%

: 7469-77-4
2-methylnaphthalen-1-ol

: 58-27-5
menadione

Conditions

Conditions	Yield
With Co(salN-Medpt); oxygen In acetonitrile for 0.5h;	100%
Stage #1: 2-methylnaphthalen-1-ol In acetonitrile at 74.84℃; Stage #2: With dihydrogen peroxide In acetonitrile for 0.75h; Reflux; chemoselective reaction;	97.3%
With sulfuric acid; dihydrogen peroxide In water at 36 - 40℃; for 6h; Temperature; Solvent; Green chemistry;	94.7%

: 91-57-6
2-Methylnaphthalene

: 58-27-5
menadione

Conditions

Conditions	Yield
With dihydrogen peroxide; acetic acid In water at 75℃; for 5h; Product distribution / selectivity;	100%
With C69H63Cl6N3O9(3-)*1.5Cu(2+); acetic acid In water at 40 - 100℃; for 14h; Catalytic behavior; Reagent/catalyst; Temperature; Concentration;	93%
With dihydrogen peroxide; acetic acid In acetonitrile Catalytic behavior; Solvent; Reflux;	93%

: 2-methyl-5,6,9,10-tetrahydro-1,4-naphthoquinone

: 58-27-5
menadione

Conditions

Conditions	Yield
With palladium 10% on activated carbon In acetone for 24h; Reflux; Inert atmosphere;	100%
With sodium dichromate; sulfuric acid; acetic acid a) 80-90 deg C, 1 h, b) RT, 12 h;	93%
With manganese(II) bromide; copper(I) bromide In dimethyl sulfoxide at 85℃; under 600.06 Torr; for 26h; Temperature;	91.3%

: 92071-59-5
C11H10O2

: 58-27-5
menadione

Conditions

Conditions	Yield
With palladium 10% on activated carbon In acetone Reflux;	100%

: 130-37-0
Hykinone

: 58-27-5
menadione

Conditions

Conditions	Yield
With sodium hydroxide In chloroform; water at 20℃; Product distribution / selectivity;	100%
With water; sodium carbonate at 25℃; for 120h; Time;

: 3090-46-8
2-methyl-5,8-dihydro-1,4-naphthalenediol

: 58-27-5
menadione

Conditions

Conditions	Yield
With carbon dioxide; oxygen In water at 37 - 80℃; under 60756.1 - 69757 Torr; for 0.125h; Pressure; Temperature; Autoclave;	98.4%
With lithium perchlorate In acetonitrile; tert-butyl alcohol at 16 - 18℃; for 8.6h; electrolysis on Pt electrodes;	94%
With chromium(VI) oxide; acetic acid at 20℃;

: 16368-80-2
2-methyl-5,6,7,8-tetrahydronaphthalene-1,4-diol

: 58-27-5
menadione

Conditions

Conditions	Yield
With carbon dioxide; oxygen In water at 37 - 80℃; under 58505.9 - 72007.2 Torr; for 0.111111h; Autoclave;	95.7%

: 53772-19-3
1,4-dimethoxy-2-methylnaphthalene

: 58-27-5
menadione

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate In acetonitrile at 20℃; for 0.166667h; Oxidation; Demethylation;	94%
With bis-[(trifluoroacetoxy)iodo]benzene In methanol; water at 20℃; for 0.5h;	92%
With tert.-butylhydroperoxide; poly(bis-1,2-phenylene) diselenide In tert-butyl alcohol at 80℃; for 12h;	90%
With ammonium persulfate; silver nitrate In water; acetonitrile for 18h; Ambient temperature;	56%

: 131-11-3
phthalic acid dimethyl ester

: tert-butyl 3-cyanobutanoate

: 58-27-5
menadione

Conditions

Conditions	Yield
Stage #1: phthalic acid dimethyl ester; tert-butyl 3-cyanobutanoate With potassium tert-butylate In toluene at 100 - 105℃; for 3h; Green chemistry; Stage #2: With sodium hydroxide In water; toluene at 20 - 30℃; for 3h; Green chemistry; Stage #3: With hydrogenchloride In water; toluene at 60℃; for 3h; pH=2 - 2.5; Green chemistry;	92.3%

: 33802-06-1
di-tert-butyliminoxyl

: 2-methyl-1,4-napthohydroquinone

: 58-27-5
menadione

Conditions

Conditions	Yield
	92%

: 30448-43-2
phthalic acid di(tert-butyl)ester

: tert-butyl 3-cyanobutanoate

: 58-27-5
menadione

Conditions

Conditions	Yield
Stage #1: phthalic acid di(tert-butyl)ester; tert-butyl 3-cyanobutanoate With potassium tert-butylate In toluene at 100 - 105℃; for 3h; Green chemistry; Stage #2: With sodium hydroxide In water; toluene at 20 - 30℃; for 3h; Green chemistry; Stage #3: With hydrogenchloride In water; toluene at 60℃; for 3h; pH=2 - 2.5; Green chemistry;	91.9%

: 30448-43-2
phthalic acid di(tert-butyl)ester

: C8H13NO2

: 58-27-5
menadione

Conditions

Conditions	Yield
Stage #1: phthalic acid di(tert-butyl)ester; C8H13NO2 With potassium tert-butylate In 5,5-dimethyl-1,3-cyclohexadiene at 100 - 105℃; for 3h; Green chemistry; Stage #2: With sodium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene; water at 20 - 30℃; for 3h; Green chemistry; Stage #3: With hydrogenchloride In 5,5-dimethyl-1,3-cyclohexadiene; water at 60℃; for 3h; pH=2 - 2.5; Green chemistry;	91.9%

: 131-11-3
phthalic acid dimethyl ester

: methyl 3-cyanobutanoate

: 58-27-5
menadione

Conditions

Conditions	Yield
Stage #1: phthalic acid dimethyl ester; methyl 3-cyanobutanoate With sodium methylate In methanol; toluene at 90 - 100℃; for 3h; Green chemistry; Stage #2: With sodium hydroxide In water; toluene at 20 - 30℃; for 3h; Green chemistry; Stage #3: With hydrogenchloride In water; toluene at 60℃; for 3h; pH=2 - 2.5; Green chemistry;	90.7%

: 82654-73-7
2-methyl-5,8-dihydro-1,4-naphthoquinone

: 58-27-5
menadione

Conditions

Conditions	Yield
With lithium perchlorate In acetonitrile at 16 - 17℃; for 3.2h; electrolysis on Pt electrodes;	90%

: 67-68-5
dimethyl sulfoxide

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

: 58-27-5
menadione

Conditions

Conditions	Yield
In tert-butyl alcohol for 12h; Methylation; UV-irradiation;	90%

: 22584-00-5
rac-ethyl 3-cyanobutanoate

: 131-11-3
phthalic acid dimethyl ester

: 58-27-5
menadione

Conditions

Conditions	Yield
Stage #1: rac-ethyl 3-cyanobutanoate; phthalic acid dimethyl ester With sodium ethanolate In methanol; toluene at 90 - 100℃; for 3h; Green chemistry; Stage #2: With sodium hydroxide In water; toluene at 20 - 30℃; for 3h; Green chemistry; Stage #3: With hydrogenchloride In water; toluene at 60℃; for 3h; pH=2 - 2.5; Green chemistry;	89%

: 131-11-3
phthalic acid dimethyl ester

: C8H13NO2

: 58-27-5
menadione

Conditions

Conditions	Yield
Stage #1: phthalic acid dimethyl ester; C8H13NO2 With sodium methylate In methanol; chlorobenzene at 90 - 100℃; for 3h; Green chemistry; Stage #2: With sodium hydroxide In water; chlorobenzene at 20 - 30℃; for 3h; Green chemistry; Stage #3: With hydrogenchloride In water; chlorobenzene at 60℃; for 3h; pH=2 - 2.5; Green chemistry;	88.3%

: 7469-77-4
2-methylnaphthalen-1-ol

: 546-67-8
lead(IV) tetraacetate

A: 58-27-5
menadione

B: 76274-21-0
2-acetoxy-2-methylnaphthalen-1(2H)-one

Conditions

Conditions	Yield
In benzene Ambient temperature;	A 3% B 88%

...Expand

: 84-66-2
Diethyl phthalate

: methyl 3-cyanobutanoate

: 58-27-5
menadione

Conditions

Conditions	Yield
Stage #1: Diethyl phthalate; methyl 3-cyanobutanoate With sodium ethanolate In methanol; toluene at 90 - 100℃; for 3h; Green chemistry; Stage #2: With sodium hydroxide In water; toluene at 20 - 30℃; for 3h; Green chemistry; Stage #3: With hydrogenchloride In water; toluene at 60℃; for 3h; pH=2 - 2.5; Green chemistry;	87.8%

: 1515-76-0
1-acetoxy-1,3-butadiene

: 95-71-6
2-methylbenzene-1,4-diol

: 58-27-5
menadione

Conditions

Conditions	Yield
With oxygen In dimethyl sulfoxide at 55℃; for 24h; pH=4.5; Reagent/catalyst; Enzymatic reaction;	85.8%

: 3-methylene-1,2,3,4-tetrahydronaphthalen-1-ol

: 58-27-5
menadione

Conditions

Conditions	Yield
With pyridinium chlorochromate In dichloromethane at 20℃; for 5h;	81%

: 91-57-6
2-Methylnaphthalene

A: 605-93-6
6-methyl-1,4-naphthoquinone

B: 58-27-5
menadione

Conditions

Conditions	Yield
With sulfuric acid; dihydrogen peroxide; acetic anhydride; acetic acid at 60℃; for 6.33333h; Product distribution / selectivity;	A n/a B 80%
With perchloric acid; dihydrogen peroxide; acetic anhydride; acetic acid at 60℃; for 6.33333h; Product distribution / selectivity;	A n/a B 80%
With phosphoric acid; dihydrogen peroxide; acetic anhydride; acetic acid at 60℃; for 6.33333h; Product distribution / selectivity;	A n/a B 75%

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

: 67-68-5
dimethyl sulfoxide

A: 58-27-5
menadione

B: 80596-51-6
2,3-dimethyl-5-hydroxy-1,4-naphthoquinone

Conditions

Conditions	Yield
With copper(II) sulfate at 50℃; for 2h;	A 60% B 80%

...Expand

: 1515-76-0, 35694-19-0, 35694-20-3
1-acetoxybuta-1,3-diene

: 95-71-6
2-methylbenzene-1,4-diol

: 58-27-5
menadione

Conditions

Conditions	Yield
With laccase In acetate buffer at 55℃; for 24h; pH=4.5; Diels-Alder reaction;	75%

: 7469-77-4
2-methylnaphthalen-1-ol

A: 58-27-5
menadione

B: 76274-21-0
2-acetoxy-2-methylnaphthalen-1(2H)-one

Conditions

Conditions	Yield
With lead(IV) acetate In acetonitrile Ambient temperature;	A 16% B 74%

: 7469-77-4
2-methylnaphthalen-1-ol

A: 483-55-6
phthiocol

B: 58-27-5
menadione

Conditions

Conditions	Yield
With dihydrogen peroxide; methyltrioxorhenium(VII) In acetic acid at 20℃; for 2h;	A 6% B 74%

: 13615-40-2
3-methylnaphthalen-1-ol

: 58-27-5
menadione

Conditions

Conditions	Yield
With salcomine; oxygen In N,N-dimethyl-formamide for 3h; Ambient temperature;	70%
With salcomine; oxygen In N,N-dimethyl-formamide for 3h;	64%

: (1S*,2S*)-2-methyl-1,2-dihydronaphthalen-1-ol

A: 58-27-5
menadione

B: 107866-11-5
3,3′-dimethyl-1,1′-binaphthalenyl-4,4′-diol

Conditions

Conditions	Yield
With Jones reagent (excess) In acetone at 0℃;	A n/a B 68%

: 27613-27-0
3-oxo-1,3-dihydroisobenzofuran-1-carbonitrile

: 80-62-6
methacrylic acid methyl ester

: 58-27-5
menadione

Conditions

Conditions	Yield
Stage #1: 3-oxo-1,3-dihydroisobenzofuran-1-carbonitrile With lithium tert-butoxide In tetrahydrofuran at -78 - -60℃; for 0.416667h; Inert atmosphere; Stage #2: methacrylic acid methyl ester In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	64%

: 58-27-5
menadione

: 15448-59-6, 61840-91-3, 82864-14-0, 105016-62-4
2,3-epoxy-2-methyl-2,3-dihydro-1,4-naphthoquinone

Conditions

Conditions	Yield
With dihydrogen peroxide; β‐cyclodextrin In water at 25℃; for 96h; pH 9; other reagents (t-BuOOH, NaOCl, PhC(CH3)2OOH), MCPBA), other solvents (DMF, DMSO), addition of base (NaOH, NaHCO3, Na2CO3);	100%
With dihydrogen peroxide; β‐cyclodextrin; alpha cyclodextrin In water at 25℃; for 96h; Product distribution; pH 9; other oxidizing agents (t-BuOOH, NaOCl, PhC(CH3)2OOH), MCPBA); other solvents (DMF, DMSO), addition of base (NaOH, Na2CO3, NaHCO3); enantioselectivity (up to 40percent ee by NMR); same reaction with further naphthoquinones;	100%
With lithium hydroxide; tetrabutylammomium bromide; dihydrogen peroxide In toluene at 15 - 25℃; for 0.416667h; Epoxidation; ultrasonic irradiation;	100%

: 58-27-5
menadione

: 481-85-6
2-methyl-1,4-naphthohydroquinone

Conditions

Conditions	Yield
With sodium dithionite In diethyl ether; water	100%
With sodium dithionite In diethyl ether; water at 20℃;	100%
With sodium dithionite In diethyl ether; water	100%

: 108-22-5
Isopropenyl acetate

: 58-27-5
menadione

: 75858-24-1
Acetic acid (1S,2aR,8aR)-1,8a-dimethyl-3,8-dioxo-1,2,2a,3,8,8a-hexahydro-cyclobuta[b]naphthalen-1-yl ester

Conditions

Conditions	Yield
In benzene for 1h; Irradiation;	100%

: 58-27-5
menadione

prenylindium sesquiiodide: prenylindium sesquiiodide

: 74785-15-2
2,3-dihydro-2-methyl-2-(3-methyl-but-2-enyl)-1,4-naphthoquinone

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at -23℃; for 3h;	100%

: Ge[N(C(CH3)3)(Si(CH3)3)]2

: 58-27-5
menadione

: Ge(N(Si(CH3)3)C(CH3)3)2OC6H(CH3)(CH(CH)2CH)O

Conditions

Conditions	Yield
In tetrahydrofuran (Ar); stirring (1 h, -78°C); soln. filtn. off, drying (vac.); elem. anal.;	100%

: 592-41-6
1-hexene

: 423-39-2
1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane

: 58-27-5
menadione

: 2-(1-butyl-3,3,4,4,5,5,6,6,6-nonafluoro-hexyl)-3-methyl-[1,4]naphthoquinone

Conditions

Conditions	Yield
With dibenzoyl peroxide In acetic acid for 4h; Heating;	99%

...Expand

: 1-(4-bromo-phenyl)-5-oxo-pyrrolidine-3-carboxylic acid hydrazide

: 58-27-5
menadione

: 1342800-33-2
N'-(3-methyl-4-oxo-1,4-dihydronaphthalen-1-ylidene)-1-(4-bromophenyl)-5-oxopyrrolidine-3-carbohydrazide

Conditions

Conditions	Yield
With hydrogenchloride In water; isopropyl alcohol for 19h; Reflux;	99%

: 58-27-5
menadione

: 513-81-5
2,3-dimethyl-buta-1,3-diene

: 2,3,4a-trimethyl-1,4,4a,9a-tetrahydro-anthraquinone

Conditions

Conditions	Yield
With tetradecafluorohexane; lithium perfluorooctane sulfonate In water at 25℃; for 72h; Diels-Alder reaction;	98%

: 423-39-2
1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane

: 58-27-5
menadione

: 2-methyl-3-nonafluorobutyl-[1,4]naphthoquinone

Conditions

Conditions	Yield
With dibenzoyl peroxide In acetic acid for 4h; Heating;	98%

: 58-27-5
menadione

: (2S,3R)-2,3-epoxy-2-methyl-1,4-naphthoquinone

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; C49H63Cl6N7O2*ClH; potassium hydroxide In tert-butyl methyl ether; water at 0℃; for 0.5h; enantioselective reaction;	98%
With sodium hypochlorite; diphenylether; Cinchona alkaloid phase-transfer catalyst In chlorobenzene at -10℃;

: 956593-14-9
C12H15N3O2

: 58-27-5
menadione

: 1342800-28-5
N'-(3-methyl-4-oxo-1,4-dihydronaphthalen-1-ylidene)-1-(3-methylphenyl)-5-oxopyrrolidine-3-carbohydrazide

Conditions

Conditions	Yield
With hydrogenchloride In water; isopropyl alcohol for 19h; Reflux;	98%

: 58-27-5
menadione

: 872-35-5
1,3-dihydro-imidazole-2-thione

: 1449761-93-6
2-(1H-imidazole-2-ylthio)-3-methylnaphthalene-1,4-dione

Conditions

Conditions	Yield
In methanol at 20℃; for 8h;	98%

: 58-27-5
menadione

: 2-(5,7-dimethyl-3,4-dihydronaphthalen-1(2H)-ylidene)acetaldehyde

: C25H22O2

Conditions

Conditions	Yield
With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid In chloroform at 20℃; for 20h;	98%

: 58-27-5
menadione

: 77-78-1
dimethyl sulfate

: 53772-19-3
1,4-dimethoxy-2-methylnaphthalene

Conditions

Conditions	Yield
Stage #1: menadione With palladium on activated charcoal; hydrogen In methanol for 6h; Stage #2: dimethyl sulfate With sodium methylate In methanol at 50℃; for 0.333333h; Inert atmosphere;	97.1%
Stage #1: menadione With hydrogenchloride; tin(ll) chloride In ethanol at 20℃; for 0.5h; Stage #2: dimethyl sulfate With potassium hydroxide In ethanol; acetone at 60℃; for 2h;	73%
Stage #1: menadione With hydrogenchloride; tin(ll) chloride In ethanol at 20℃; Stage #2: dimethyl sulfate With potassium hydroxide In acetone at 60℃;
Stage #1: menadione With hydrogenchloride; tin(ll) chloride In ethanol at 40℃; for 0.166667h; Stage #2: dimethyl sulfate With potassium hydroxide In acetone at 20℃; for 2.5h; Further stages.;
Stage #1: menadione With sodium dithionite In ethyl acetate at 20℃; for 0.5h; Stage #2: dimethyl sulfate With sodium methylate In isopropyl alcohol at 63℃; for 0.5h;

: 58-27-5
menadione

: (5aS,5bR,11aS,11bR)-5a,11a-Dimethyl-5a,5b,11a,11b-tetrahydro-dibenzo[b,h]biphenylene-5,6,11,12-tetraone

Conditions

Conditions	Yield
2,4,6-tri(4-pyridyl)-1,3,5-triazine In water-d2 at 20℃; for 3h; Irradiation;	96%

: 1-(4-chlorophenyl)-5-oxopyrrolidin-3-carbohydrazide

: 58-27-5
menadione

: 1342800-34-3
N'-(3-methyl-4-oxo-1,4-dihydronaphthalen-1-ylidene)-1-(4-chlorophenyl)-5-oxopyrrolidine-3-carbohydrazide

Conditions

Conditions	Yield
With hydrogenchloride In water; isopropyl alcohol for 19h; Reflux;	96%

: 58-27-5
menadione

: cyclobutanone oxime ester

: 4-(3-methyl-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-3-phenyl-butyronitrile

Conditions

Conditions	Yield
With (1,2-dimethoxyethane)dichloronickel(II); bathophenanthroline In acetonitrile at 100℃; for 6h; Sealed tube; Inert atmosphere;	96%

: 58-27-5
menadione

: 3129-39-3
2-bromo-3-methyl-[1,4]naphthoquinone

Conditions

Conditions	Yield
With aluminum oxide; bromine for 2h; Ambient temperature; other reagents: iodine monobromide, acetic acid;	95%
With N-chloro-succinimide; copper(II) chloride monohydrate In acetonitrile at 82℃; for 4h; regioselective reaction;	95.9%
Stage #1: menadione With bromine In dichloromethane at 25℃; for 1h; Stage #2: With pyridine In dichloromethane at 25℃; for 12h;	93%

: 50-00-0
formaldehyd

: 58-27-5
menadione

: 31599-79-8
2-(chloromethyl)-3-methylnaphthalene-1,4-dione

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid at 20℃;	95%
With hydrogenchloride; acetic acid	87%
With hydrogenchloride In water; acetic acid at 60 - 65℃; for 0.5h;	86%

Menadione Chemical Properties

IUPAC Name: 2-methylnaphthalene-1,4-dione
Empirical Formula: C₁₁H₈O₂
Molecular Weight: 172.18g/mol
EINECS: 200-372-6
Structure of Menadione (CAS NO.58-27-5):

Index of Refraction: 1.592
Molar Refractivity: 47.6 cm³
Molar Volume: 140.5 cm³
Polarizability: 18.87×10^-24cm³
Surface Tension: 46.4 dyne/cm
Density: 1.225 g/cm³
Flash Point: 113.8 °C
Enthalpy of Vaporization: 54.49 kJ/mol
Melting Point: 105-107 °C(lit.)
Boiling Point: 304.5 °C at 760 mmHg
Vapour Pressure: 0.000871 mmHg at 25°C
Solubility: oil: soluble
Form: crystalline
Color: yellow
Water Solubility: INSOLUBLE
Sensitive: Light Sensitive
Stability: Stable. May be light sensitive. Incompatible with strong oxidizing agents.
Product Categories: Biochemistry;Vitamins;Nutritional fortification substances;Vitamins and derivatives;Vitamin Ingredients;Miscellaneous Compounds
Canonical SMILES: CC1=CC(=O)C2=CC=CC=C2C1=O
InChI: InChI=1S/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3
InChIKey: MJVAVZPDRWSRRC-UHFFFAOYSA-N

Menadione Uses

Menadione (CAS NO.58-27-5) is used as a source of vitamin K in the treatment of hypoprothrombinemia against vitamin K deficiency.

Menadione Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
chicken	LDLo	intraperitoneal	100mg/kg (100mg/kg)		Proceedings of the Society for Experimental Biology and Medicine. Vol. 43, Pg. 125, 1940.
mouse	LD50	intraperitoneal	50mg/kg (50mg/kg)		National Technical Information Service. Vol. AD691-490,
mouse	LD50	oral	500mg/kg (500mg/kg)		Proceedings of the Society for Experimental Biology and Medicine. Vol. 43, Pg. 125, 1940.
mouse	LD50	subcutaneous	138mg/kg (138mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 75, Pg. 111, 1942.
rabbit	LDLo	oral	230mg/kg (230mg/kg)	VASCULAR: OTHER CHANGES	Journal of Pharmacology and Experimental Therapeutics. Vol. 75, Pg. 111, 1942.
rat	LD50	intraperitoneal	75mg/kg (75mg/kg)		Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.

Menadione Consensus Reports

Reported in EPA TSCA Inventory.

Menadione Safety Profile

Hazard Codes: Harmful Xn, Irritant Xi
Risk Statements: 22-36/37/38-43
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R43:May cause sensitization by skin contact.
Safety Statements: 26-36-37/39-24
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.
S24:Avoid contact with skin.
WGK Germany: 3
RTECS: QL9100000
F: 8
Poison by ingestion, intraperitoneal, and subcutaneous routes. Experimental teratogenic effects. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Menadione Standards and Recommendations

IDENTIFICATION: Conforms
ASSAY: 98.5 - 101.5%
RESIDUE ON IGNITION: 0.1% max
LOSS ON DRYING: 0.5% max
HEAVY METALS: 20ppm max

Menadione Specification

Menadione , its cas register number is 58-27-5. It also can be called 1,4-Naphthalenedione, 2-methyl- ; 2-Methyl-1,4-naphthochinon ; 2-Methylnaphthoquinone ; 3-Methyl-1,4-naphthoquinone ; Aquakay ; Aquinone ; Kayquinone ; Kipca ;
Kipca-oil soluble ; Memodol ; Menaquinone ; Mitenon ; Mitenone ; Panosine ; Thyloquinone ; Vitamin K3 . Menadione (CAS NO.58-27-5) is a bright yellow crystals.

Product Name

Menadione

Synthetic route

Menadione Chemical Properties

Menadione Uses

Menadione Toxicity Data With Reference

Menadione Consensus Reports

Menadione Safety Profile

Menadione Standards and Recommendations

Menadione Specification

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