Acetomenaphthone

Base Information

• Chemical Name: Acetomenaphthone
• CAS No.: 573-20-6
• Molecular Formula: C15H14O4
• Molecular Weight: 258.274
• European Community (EC) Number: 209-352-1
• NSC Number: 403062
• UNII: DWG8UZD9HT
• DSSTox Substance ID: DTXSID4046236
• Nikkaji Number: J12.882A
• Wikidata: Q27276648
• NCI Thesaurus Code: C80886
• Metabolomics Workbench ID: 45708
• ChEMBL ID: CHEMBL1479848
• Mol file: 573-20-6.mol

Synonyms:Acetomenaphthone;Vitamin K4;Menadiol diacetate;573-20-6;2-Methylnaphthalene-1,4-diyl diacetate;Kapilin;Adaprin;Kapilon;Kayvite;Pafavit;Prokayvit oral;Kativ powder;Davitamon-K;Vitamin K diacetate;Vitavel K;Davitamon-K-oral;Kapathrom;1,4-Diacetoxy-2-methylnaphthalene;Acetomenaphtone;Menadiol di(acetate);1,4-NAPHTHALENEDIOL, 2-METHYL-, DIACETATE;2-Methyl-1,4-naphthohydroquinone diacetate;2-Methyl-1,4-naphthylene diacetate;Acetomenaphthone [BAN];NSC 403062;DWG8UZD9HT;UNII-DWG8UZD9HT;EINECS 209-352-1;NSC-403062;BRN 1991457;DTXSID4046236;Acetomenaphtone (JAN);Acetomenaphthone [INN:BAN];DTXCID2026236;(4-acetyloxy-3-methylnaphthalen-1-yl) acetate;Acetomenaphthone (Menadiol Diacetate);2-Methyl-1,4-naphthalenediol diacetate;NCGC00160567-01;Acetomenaphthone 100 microg/mL in Acetonitrile;ACETOMENAPHTONE [JAN];ACETOMENAPHTHONE (MART.);ACETOMENAPHTHONE [MART.];SMR001550632;MFCD00021469;2-Methylnaphthalene-1,4-diyldiacetate;Acetomenaphthone, BAN;Menadiol Acetate,(S);4-(acetyloxy)-2-methylnaphthalen-1-yl acetate;1, 2-methyl-, diacetate;MLS004773967;MLS006010226;SCHEMBL209382;MENADIOL DIACETATE [MI];CHEMBL1479848;CHEBI:31164;RYWSYCQQUDFMAU-UHFFFAOYSA-;1,4-Diacetoxy-3-methyl-naphthalin;HY-B1508;MENADIOL DIACETATE [WHO-DD];Vitamin K4, >=98% (HPLC);1, 4-Diacetoxy-2-methylnaphthalene;Tox21_111905;NSC403062;s4779;WLN: L66J BOV1 C1 EOV1;2-Methyl-1,4-naphthoquinol diacetate;AKOS015907780;CCG-267042;CS-8181;1,4-Naphthalenediol,2-methyl-,diacetate;AS-12656;CAS-573-20-6;LS-94583;4-(Acetyloxy)-2-methyl-1-naphthyl acetate;FT-0632415;V0103;(4-acetyloxy-2-methylnaphthalen-1-yl) acetate;4-(Acetyloxy)-2-methyl-1-naphthyl acetate #;D01676;D84089;A831392;SR-01000883680;Q-200582;SR-01000883680-1;Q27276648

Chemical Property of Acetomenaphthone

Chemical Property:

• Appearance/Colour: White Crystalline Powder
• Vapor Pressure: 2.96E-06mmHg at 25°C
• Melting Point: 113 °C
• Refractive Index: 1.58
• Boiling Point: 388.9 °C at 760 mmHg
• Flash Point: 195.1 °C
• PSA: 52.60000
• Density: 1.2 g/cm³
• LogP: 2.99880
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 258.08920892
• Heavy Atom Count: 19
• Complexity: 352

Purity/Quality:

99% ^*data from raw suppliers

Vitamin K4 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C2=CC=CC=C2C(=C1)OC(=O)C)OC(=O)C
• Uses: Vitamin K4, is a chemically synthesized Vitamin K which plays an important role in the normal blood coagulation system.

Technology Process of Acetomenaphthone

There total 13 articles about Acetomenaphthone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.2%

menadione (58-27-5,34524-96-4) + acetic anhydride (108-24-7) → menadiol di(acetate) (573-20-6)

Guidance literature:

With dmap; palladium on activated charcoal; hydrogen; In ethyl acetate; at 20 ℃; for 4h; Reagent/catalyst; Time;

Reference yield: 53.0%

methanol (67-56-1) + menadione (58-27-5,34524-96-4) + acetic anhydride (108-24-7) → menadiol di(acetate) (573-20-6) + 1-acetoxy-4-methoxy-2-methylnaphthalene (3526-72-5)

Guidance literature:

methanol; menadione; With tin(ll) chloride; trichlorophosphate; Heating;

acetic anhydride; With sulfuric acid; In methanol;

DOI:10.1016/j.tet.2004.12.034

Reference yield:

menadione (58-27-5,34524-96-4) + acetic acid (64-19-7,77671-22-8) → menadiol di(acetate) (573-20-6)

Guidance literature:

With pyridine; acetic anhydride; zinc;

DOI:10.1021/ja01266a068 DOI:10.1021/ja01283a019

upstream raw materials:

menadione

2-methyl-1,4-naphthohydroquinone

acetic anhydride

acetic acid

Downstream raw materials:

4-acetoxy-3-methyl-1-naphthol

phytomenadione

Refernces

• 1、 -. "METHOD OF MAKING VITAMIN K1". Paragraph 0036-0041. . Retrieved 2016/12/12.
• 2、 Dobrinescu, Claudiu,Iorgulescu, Elena E.,Mihailciuc, Constantin,MacOvei, Dan,Wuttke, Stefan,Kemnitz, Erhard,Parvulescu, Vasile I.,Coman, Simona M.. "One-pot hydroacetylation of menadione (vitamin K3) to menadiol diacetate (vitamin K4) by heterogeneous catalysis". experimental part. p. 1301 - 1306. Retrieved 2012/06/15.