1,20-Eicosanediol

Base Information

• Chemical Name: 1,20-Eicosanediol
• CAS No.: 7735-43-5
• Molecular Formula: C₂₀H₄₂O₂
• Molecular Weight: 314.552
• DSSTox Substance ID: DTXSID80399727
• Nikkaji Number: J803.341B
• Wikidata: Q82202432
• Metabolomics Workbench ID: 49219
• Mol file: 7735-43-5.mol

Synonyms:1,20-Eicosanediol;Icosane-1,20-diol;7735-43-5;1,20-Icosanediol;SCHEMBL54911;AMY040;DTXSID80399727;CHEBI:184409;PGMMMHFNKZSYEP-UHFFFAOYSA-N;LMFA05000578;MFCD01076309;WS-03159;CS-0091036;E74206

Chemical Property of 1,20-Eicosanediol

Chemical Property:

• Vapor Pressure: 3.08E-09mmHg at 25°C
• Melting Point: 65°C (estimate)
• Refractive Index: 1.4884 (estimate)
• Boiling Point: 336.01°C (rough estimate)
• PKA: 14.90±0.10(Predicted)
• Density: 0.8615 (rough estimate)
• XLogP3: 7.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 19
• Exact Mass: 314.318480578
• Heavy Atom Count: 22
• Complexity: 163

Purity/Quality:

98.5% ^*data from raw suppliers

1,20-EICOSANEDIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(CCCCCCCCCCO)CCCCCCCCCO

Technology Process of 1,20-Eicosanediol

There total 3 articles about 1,20-Eicosanediol 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: 42.0%

11-hydroxyundecanoic acid (3669-80-5) → 1-Decanol (112-30-1) + 9-Decen-1-ol (13019-22-2) + 1,20-eicosanediol (7735-43-5)

Guidance literature:

With potassium methanolate; In methanol; at 40 ℃; Yield given; electrolysis: anode: platinum foil; current source: galvanostat; current density 200 mA cm^-2; current consumption: 3.03 F mol^-1; cell voltage 50-60 V;

DOI:10.3891/acta.chem.scand.52-0672

Reference yield:

1-bromo-10-(tetrahydropyranyloxy)decane (51795-88-1) → 1-Decanol (112-30-1) + 1,20-eicosanediol (7735-43-5) + trans,trans-hexadeca-12,14-dien-1-ol (68252-11-9)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

Reference yield:

(E,E)-sorbyl acetate (57006-69-6) + 1-bromo-10-(tetrahydropyranyloxy)decane (51795-88-1) → 1-Decanol (112-30-1) + 1,20-eicosanediol (7735-43-5) + trans,trans-hexadeca-12,14-dien-1-ol (68252-11-9) + hexa-2,4-dienyl alcohol (111-28-4,17102-64-6,53384-66-0,82168-14-7)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

upstream raw materials:

(E,E)-sorbyl acetate

1-bromo-10-(tetrahydropyranyloxy)decane

11-hydroxyundecanoic acid

Downstream raw materials:

octadecane-1,18-dicarboxylic acid

3,3'-Di-O-eicosamethylenedi-sn-glycerol 1,1'-bis(3'-nitrobenzenesulfonate)

1,20-dibromoeicosane

20-bromoeicosane-1-ol

Refernces

• 1、 Bailey, Stephen J.,Thomas, Eric J.,Vather, Sunil M.,Wallis, John. "An Approach to Cytochalasan Synthesis: Macrolide Formation by an Intramolecular Diels-Alder Reaction. X-Ray Structure of Methyl (1RS, 2SR, 5RS, 6RS)-2,5-Dimethyl-1-hydroxy-6-cyclohex-3-ene-1-carboxylate". . p. 851 - 860. Retrieved 2007/10/02.