2-Methyl-3-(3-methyl-2-butenyl)-1,4-naphthalenedione

Base Information

• Chemical Name: 2-Methyl-3-(3-methyl-2-butenyl)-1,4-naphthalenedione
• CAS No.: 957-78-8
• Molecular Formula: C16H16O2
• Molecular Weight: 240.302
• Hs Code.: 2914690090
• Mol file: 957-78-8.mol

Synonyms:Menaquinones;Vitamin MK 1;Menaquinone 1;Lepachol acetate;2-methyl-3-prenyl-1,4-naphthoquinone;

Chemical Property of 2-Methyl-3-(3-methyl-2-butenyl)-1,4-naphthalenedione

Chemical Property:

• Vapor Pressure: 1.24E-05mmHg at 25°C
• Boiling Point: 368.8°Cat760mmHg
• Flash Point: 138.4°C
• PSA: 34.14000
• Density: 1.097g/cm³
• LogP: 3.73840
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)

Purity/Quality:

99%min ^*data from raw suppliers

VitaminK2(5) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Vitamin K2(5) is an analog of Vitamin K that acts as a reducing agent and also acts as an electron carrier in the electron transport chain of many bacteria. Intake of Vitamin K2(5) is associated with a reduced risk of coronary heart disease.

Technology Process of 2-Methyl-3-(3-methyl-2-butenyl)-1,4-naphthalenedione

There total 1 articles about 2-Methyl-3-(3-methyl-2-butenyl)-1,4-naphthalenedione 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:

2-Bromo-3-Methyl-1,1,4,4-tetramethoxy-1,4-dihydronaphthalene (64648-85-7) + prenyl bromide (870-63-3) → menadione (58-27-5,34524-96-4) + Vitamin K(2(5)) (957-78-8)

Guidance literature:

With hydrogenchloride; n-butyllithium; copper (I) iodide; dimethylsulfide; water; Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo01291a002

Reference yield:

Vitamin K(2(5)) (957-78-8) → 2-methyl-3-(3′,3′-carboxymethylpropyl)-1,4-naphthoquinone (34927-45-2)

Guidance literature:

Multi-step reaction with 3 steps

1: selenium(IV) oxide; salicylic acid; tert.-butylhydroperoxide / dichloromethane / 0 - 20 °C / Inert atmosphere

2: caesium carbonate; [RhCl₂(p-cymene)]2 / isopropyl alcohol / 80 °C / Inert atmosphere; Reflux

3: oxone / N,N-dimethyl-formamide / 2.5 h / 20 °C / Inert atmosphere

With tert.-butylhydroperoxide; selenium(IV) oxide; oxone; [RhCl₂(p-cymene)]2; caesium carbonate; salicylic acid; In dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1055/s-0034-1380002

upstream raw materials:

2-Bromo-3-Methyl-1,1,4,4-tetramethoxy-1,4-dihydronaphthalene

prenyl bromide

Downstream raw materials:

2-methyl-3-(3′,3′-carboxymethylpropyl)-1,4-naphthoquinone

Refernces