3,7,11,15-TETRAMETHYL-2-HEXADECEN-1-OL

Base Information

• Chemical Name: 3,7,11,15-TETRAMETHYL-2-HEXADECEN-1-OL
• CAS No.: 7541-49-3
• Molecular Formula: C20H40O
• Molecular Weight: 296.537
• Hs Code.: 2905.22
• European Community (EC) Number: 416-120-5,205-776-6
• DSSTox Substance ID: DTXSID40859291
• Wikipedia: Phytol
• Wikidata: Q103816902,Q104249034
• NCI Thesaurus Code: C94717
• Mol file: 7541-49-3.mol

Synonyms:3,7,11,15-Tetramethyl-2-hexadecene-1-ol;Phytol;3,7,11,15-tetramethyl-hexadec-2-en-1-ol;

Chemical Property of 3,7,11,15-TETRAMETHYL-2-HEXADECEN-1-OL

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 8.32E-06mmHg at 25°C
• Refractive Index: 1.4620 - 1.4680
• Boiling Point: 335.5 °C at 760 mmHg
• PKA: 14.73±0.10(Predicted)
• Flash Point: 157.5 °C
• PSA: 20.23000
• Density: 0.845 g/cm³
• LogP: 6.36410
• Storage Temp.: 2-8°C
• XLogP3: 8.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 13
• Exact Mass: 296.307915895
• Heavy Atom Count: 21
• Complexity: 255

Purity/Quality:

99.9% ^*data from raw suppliers

Phytol(cis/transmixture) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CCCC(C)CCCC(C)CCCC(=CCO)C
• Uses: Phytol is a reagent that is used in the preparation of α-tocopherol analogs as mitochondrial antioxidants.

Technology Process of 3,7,11,15-TETRAMETHYL-2-HEXADECEN-1-OL

There total 31 articles about 3,7,11,15-TETRAMETHYL-2-HEXADECEN-1-OL 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: 89.0%

isophytol (505-32-8) → 3,7,11,15-tetramethyl-2-hexadecen-1-ol (7541-49-3,844467-91-0)

Guidance literature:

isophytol; With phosphorus tribromide; In n-heptane; at -10 - 0 ℃; for 1h;

With sodium hydroxide; In water; at 50 - 60 ℃; for 2h; pH=6 - 7;

Reference yield: 84.0%

6,10,14-Trimethyl-2-pentadecanon (502-69-2) + C7H13ClMgO2 → 3,7,11,15-tetramethyl-2-hexadecen-1-ol (7541-49-3,844467-91-0)

Guidance literature:

6,10,14-Trimethyl-2-pentadecanon; C₇H₁₃ClMgO₂; In tert-butyl methyl ether; at 0 ℃; for 6h; Inert atmosphere;

With pyridinium p-toluenesulfonate; In ethanol; water; for 2h; Reflux;

Reference yield: 7.4%

[3-methyl-3-(4,8,12-trimethyl-tridecyl)-oxiranyl]-methanol (107438-44-8) → neophytadiene (504-96-1,508181-25-7) + isophytol (505-32-8) + 3,7,11,15-tetramethyl-2-hexadecen-1-ol (7541-49-3,844467-91-0)

Guidance literature:

With methyltrioxorhenium(VII); triphenylphosphine; In toluene; for 3h; Reflux;

DOI:10.1021/op020216g

upstream raw materials:

isophytol

acetic anhydride

3,7,11,15-tetramethyl-hexadec-2-enoic acid ethyl ester

6,10,14-Trimethyl-2-pentadecanon

Downstream raw materials:

3,7,11,15-tetramethyl-hexadecanol

[R-[R*,R*-(E)]]-3,7,11,15-tetramethyl-2-hexadecene

6,10,14-Trimethyl-2-pentadecanon

phytane

Refernces

• 1、 -. "Synthesis method and method for synthesizing plant alcohol, isoplant alcohol and geranyl geraniol by using intermediate farnesylacetone (by machine translation)". . . Retrieved 2020/07/21.
• 2、 Hyatt, John A.,Kottas, Gregg S.,Effler, Janet. "Development of synthetic routes to D,L-α-tocopherol (vitamin E) from biologically produced geranylgeraniol". . p. 782 - 787. Retrieved 2013/09/06.