Menadiol monoacetate

Base Information

• Chemical Name: Menadiol monoacetate
• CAS No.: 2211-27-0
• Molecular Formula: C13H12O3
• Molecular Weight: 216.236
• Hs Code.: 2915390090
• Mol file: 2211-27-0.mol

Synonyms:1-Acetoxy-4-hydroxy-2-methylnaphthalene;4-Hydroxy-2-methyl-1-naphthyl acetate;Menadiol 1-acetate;NSC 226252;Vitamin K41-monoacetate;

Chemical Property of Menadiol monoacetate

Chemical Property:

• Vapor Pressure: 1.67E-06mmHg at 25°C
• Melting Point: 124.5-125.8 °C
• Refractive Index: 1.624
• Boiling Point: 385.8 °C at 760 mmHg
• PKA: 9.30±0.40(Predicted)
• Flash Point: 168.4 °C
• PSA: 46.53000
• Density: 1.229 g/cm³
• LogP: 2.77910

Purity/Quality:

99%, ^*data from raw suppliers

4-Hydroxy-2-methyl-1-naphthyl acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Menadiol monoacetate

There total 6 articles about Menadiol monoacetate 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: 100.0%

menadiol di(acetate) (573-20-6) → 4-acetoxy-3-methyl-1-naphthol (2211-27-0)

Guidance literature:

menadiol di(acetate); With potassium carbonate; In methanol; at 20 ℃; for 0.25h;

With hydrogenchloride; In methanol; water;

Reference yield:

2-methyl-1,4-naphthohydroquinone (481-85-6) → 4-acetoxy-3-methyl-1-naphthol (2211-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 2 h / 20 °C / Inert atmosphere; Schlenk technique

2: sodium hydroxide; sodium dithionite / ethanol; water / 1 h / 20 °C / Inert atmosphere

With sodium dithionite; sulfuric acid; sodium hydroxide; In ethanol; water;

DOI:10.1021/acs.orglett.7b03539

Reference yield:

menadione (58-27-5,34524-96-4) → 4-acetoxy-3-methyl-1-naphthol (2211-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate; acetic acid anhydride; platinum / Hydrogenation_.Kochen des Reaktionsprodukts mit Acetanhydrid unter Zusatz von Schwefelsaeure

2: methanol; aqueous NH₃ / 45 °C

With methanol; ammonium hydroxide; sodium acetate; acetic anhydride; platinum;

upstream raw materials:

menadiol di(acetate)

methanol

ammonia

menadione

Downstream raw materials:

1-benzyloxy-3-methylnaphthalen-4-yl acetate

4-Hydroxy-2-methyl-3-<(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl>naphth-1-yl Acetate

phytomenadione

Refernces

• 1、 Zhou, Ding,Yu, Xueting,Zhang, Jian,Wang, Wei,Xie, Hexin. "Organocatalytic Asymmetric Formal [4 + 2] Cycloaddition of in Situ Oxidation-Generated ortho-Quinone Methides and Aldehydes". . p. 174 - 177. Retrieved 2018.
• 2、 -. "METHOD OF MAKING VITAMIN K1". Paragraph 0045-0048. . Retrieved 2016/12/12.