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Menadione

  • CAS:58-27-5
  • MF:C11H8O2
  • Purity:99%
  • Molecular Weight:172.183
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Product Details

  • CAS: 58-27-5
  • MF: C11H8O2
  • Appearance: bright yellow crystals
  • Chinese Manufacturer Supply 58-27-5, Factory Hot Sale Menadione

    • Molecular Formula:C11H8O2
    • Molecular Weight:172.183
    • Appearance/Colour:bright yellow crystals 
    • Melting Point:105-107 °C(lit.) 
    • Refractive Index:1.5500 (estimate) 
    • Boiling Point:304.5 °C at 760 mmHg 
    • Flash Point:113.8 °C 
    • PSA:34.14000 
    • Density:1.225 g/cm3 
    • LogP:2.01190 

    Menadione(Cas 58-27-5) Usage

    Chemical properties

    It appears as white crystalline or crystalline powder, being almost odorless and hygroscopic. Its color will change in case of light. It is easily soluble in water, slightly soluble in ethanol, but insoluble in ether and benzene.

    Application

    Menadione is a good hemostatic drug, its main function is to participate in the synthesis of thrombin, promote blood coagulation, can effectively prevent bleeding diseases, and also participate in the mineralization of bones. Menadione is also an important component of feed additives, an indispensable nutrient for the growth and development of livestock, and can also be used as plant growth regulators, promoters, herbicides, etc.

    Uses

    Menadione is precursor to verious types of Vitamin K. It is of industrial importance as an intermediate in the synthesis of phylloquinone, and salts of its bisulfite adduct are used as stabilized forms in the animal feed industry. Commercially significant forms are menadione sodium bisulfite and menadione dimethyl pyrimidinol. Used as a micronutrient for livestock and pet foods.

    Brand name

    Kappaxin (Sterling Winthrop); Kayquinone.

    Side effects

    Toxicity of vitamin K has not been well defined. Jaundice may occur in a newborn if large dosages of vitamin K are given to the mother before birth. Although kernicterus may result, this can be prevented by using vitamin K.

    InChI:InChI=1/C11H8O2/c1-7-6-10(12)8-4-2-3-5-9(8)11(7)13/h2-6H,1H3

    58-27-5 Relevant articles

    A new metal-free access to vitamin K3

    Bohle, Anne,Schubert, Anett,Sun, Yu,Thiel, Werner R.

    , p. 1011 - 1015 (2006)

    2-Methylnaphthalene is oxidized in about...

    Catalytic synthesis of 2-methyl-1,4-naphthoquinone (vitamin K3) over silica-supported aminomethyl phosphine-Ru(II), Pd(II), and Co(II) complexes

    Urus, Serhan,Keles, Mustafa,Serindag, Osman

    , p. 1416 - 1424 (2010)

    Ru(II), Pd(II), and Co(II) complexes of ...

    Synthesis of crab type Aminomethyldiphosphine-Oxovanadium(IV) complexes supported on magnetic Nano particles: Selective and recoverable catalysts in vitamin K3 synthesis

    Uru?, Serhan,?aylar, Mahmut,Ko?er, Ferudun

    , (2018)

    Nano Fe3O4 particles were obtained in mi...

    Phase-transfer oxidation of 2-methyl-1-naphthol into 2-methyl-1,4-naphthoquinone in the presence of vanadomolybdophosphoric heteropolyacids

    Matveev, K. I.,Zhizhina, E. G.,Odyakov, V. F.,Parmon, V. N.

    , p. 1142 - 1145 (1994)

    -

    Metalloporphyrin-catalyzed oxidation of 2-methylnaphthalene to vitamin K3 and 6-methyl-1,4-naphthoquinone by potassium monopersulfate in aqueous solution

    Song, Rita,Sorokin, Alexander,Bernadou, Jean,Meunier, Bernard

    , p. 673 - 678 (1997)

    The metalloporphyrin-catalyzed oxidation...

    Highly efficient selective oxidation of 2-methylnaphthalene to vitamin K3 over mesoporous Al/Ti-SBA-15 catalysts: The effect of acid sites and textural property

    Li, Fanfan,Liu, Guoji,Xu, Li,Yu, Yi,Zang, Zhouxuan

    , (2020)

    Catalytic oxidation of 2-methylnaphthale...

    Different Solid Forms of Vitamin K3and Their Effect on the Chemical Stability

    Yang, Zeen,Zhu, Bingqing,Jiang, Yuhang,Zhang, Zaiyong,Dai, Wenjuan,Mei, Xuefeng

    , p. 528 - 535 (2021)

    MSB, the commercially available form of ...

    Oxidation of 2-methyl-1-naphthol with H2O2 over mesoporous Ti-MMM-2 catalyst

    Kholdeeva, Oxana A.,Zalomaeva, Olga V.,Shmakov, Alexander N.,Melgunov, Maxim S.,Sorokin, Alexander B.

    , p. 62 - 68 (2005)

    The catalytic oxidation of 2-methyl-1-na...

    58-27-5 Process route

    2-Methylnaphthalene
    91-57-6,34468-07-0

    2-Methylnaphthalene

    menadione
    58-27-5,34524-96-4

    menadione

    5-nitro-2-methylnaphthalene
    54755-20-3

    5-nitro-2-methylnaphthalene

    1-nitro-2-methylnaphthalene
    881-03-8

    1-nitro-2-methylnaphthalene

    8-nitro-2-methylnaphthalene
    54755-21-4

    8-nitro-2-methylnaphthalene

    2-methyl-4-nitronaphthalene
    13615-38-8

    2-methyl-4-nitronaphthalene

    Conditions
    Conditions Yield
    With ceric ammonium nitrate; In 1-ethyl-3-methylimidazolium triflate; at 100 ℃; for 1h;
    14 %Chromat.
    40 %Chromat.
    19 %Chromat.
    17 %Chromat.
    10 %Chromat.
    With ceric ammonium nitrate; water; In 1-ethyl-3-methylimidazolium triflate; at 100 ℃; for 1h;
    54 %Chromat.
    30 %Chromat.
    8 %Chromat.
    5 %Chromat.
    3 %Chromat.
    2-methyl-5,8-dihydro-1,4-naphthalenediol
    3090-46-8

    2-methyl-5,8-dihydro-1,4-naphthalenediol

    menadione
    58-27-5,34524-96-4

    menadione

    Conditions
    Conditions Yield
    With carbon dioxide; oxygen; In water; at 37 - 80 ℃; for 0.125h; under 60756.1 - 69757 Torr; 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 ℃;
     
    With potassium dichromate; sulfuric acid; acetic acid;
     
    With chromium(VI) oxide; water; acetic acid; at 75 ℃;
     
    Multi-step reaction with 2 steps
    1: 95 percent / Et4NOTs / methanol / 1.35 h / 20 - 22 °C / electrolysis on Pt electrodes
    2: 90 percent / LiClO4 / acetonitrile / 3.2 h / 16 - 17 °C / electrolysis on Pt electrodes
    With lithium perchlorate; tetraethylammonium tosylate; In methanol; acetonitrile;
     
    With potassium dichromate; sulfuric acid; acetic acid;
     

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    58-27-5 Downstream products

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      2‐benzyl‐3‐methylnaphthalene‐1,4‐dione

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      2-(4-methoxyphenyl)-3-methylnaphthalene-1,4-dione

    Antioxidant BHT 264

    CAS:128-37-0

    Purity:99%

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