Menahydroquinone-4

Base Information

• Chemical Name: Menahydroquinone-4
• CAS No.: 39776-45-9
• Molecular Formula: C31H42O2
• Molecular Weight: 446.673
• Nikkaji Number: J633.508J
• Mol file: 39776-45-9.mol

Synonyms:menahydroquinone-4;MKH-4 cpd

Chemical Property of Menahydroquinone-4

Chemical Property:

• Vapor Pressure: 1.45E-15mmHg at 25°C
• Boiling Point: 611.9°C at 760 mmHg
• Flash Point: 253.5°C
• PSA: 40.46000
• Density: 1.014g/cm³
• LogP: 9.24760
• XLogP3: 10.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 446.318480578
• Heavy Atom Count: 33
• Complexity: 706

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=CC=CC=C2C(=C1CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)O)O
• Isomeric SMILES: CC1=C(C2=CC=CC=C2C(=C1C/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)O)O

Technology Process of Menahydroquinone-4

There total 12 articles about Menahydroquinone-4 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:

menadiol monoacetate + (6E,10E)-geranyllinalool (1113-21-9) → menahydroquinone-4 (39776-45-9)

Guidance literature:

menadiol monoacetate; (6E,10E)-geranyllinalool; para-dodecylbenzenesulfonic acid; In toluene; at 50 ℃; for 8h; Industry scale;

With potassium hydroxide; sodium dithionite; water; In toluene; at 31.9 ℃; for 0.75h;

With methanol; acetic acid; more than 3 stages; Product distribution / selectivity;

Reference yield:

C33H44O3 → menahydroquinone-4 (39776-45-9)

Guidance literature:

With methanol; potassium hydroxide; sodium dithionite; water; In toluene; Product distribution / selectivity;

Reference yield:

2-(5'-p-tosyl-tetraprenyl)-3-methyl-1,4-dibenzyloxynaphthalene (94828-03-2) → menahydroquinone-4 (39776-45-9) + 2-Methyl-3-((2E,5E,10E)-3,7,11,15-tetramethyl-hexadeca-2,5,10,14-tetraenyl)-naphthalene-1,4-diol

Guidance literature:

With lithium; ethylamine; In tetrahydrofuran; at -70 ℃; Title compound not separated from byproducts;

upstream raw materials:

2-(5'-p-tosyl-tetraprenyl)-3-methyl-1,4-dibenzyloxynaphthalene

2-(9'-p-tosyl-tetraprenyl)-3-methyl-1,4-dibenzyloxynaphthalene

menatetrenone

3,7-dimethyl-1-(p-toluenesulfonyl)-2(E),6-octadiene

Downstream raw materials:

menatetrenone

Refernces

• 1、 Takata,Karube,Hanada,Matsunaga,Matsushima,Sendo,Aoyama. "Vitamin K prodrugs: 1. Synthesis of amino acid esters of menahydroquinone-4 and enzymatic reconversion to an active form". . p. 18 - 23. Retrieved 2007/10/03.
• 2、 Vetter,Vecchi,Gutmann,Rueegg,Walther,Meyer. "Gas chromatography and mass spectrometry investigations of phytylubiquinone Vitamin K1, and Vitamin K2". . p. 1866 - 1879. Retrieved 2007/10/06.