1-Iodotridecane

Base Information

• Chemical Name: 1-Iodotridecane
• CAS No.: 35599-77-0
• Molecular Formula: C13H27 I
• Molecular Weight: 310.262
• Hs Code.: 2903399090
• DSSTox Substance ID: DTXSID60337940
• Nikkaji Number: J111.059D
• Wikidata: Q82106051
• Mol file: 35599-77-0.mol

Synonyms:1-Iodotridecane;iodotridecane;35599-77-0;Tridecyl iodide;Tridecane, 1-iodo-;TRIDECANE,1-IODO-;1-Iodotridecane #;SCHEMBL1373809;DTXSID60337940;E72422

Chemical Property of 1-Iodotridecane

Chemical Property:

• Melting Point: 12.3°C
• Refractive Index: 1.4812
• Boiling Point: 295.12°C (estimate)
• PSA: 0.00000
• Density: 1.1708 (rough estimate)
• LogP: 5.73240
• XLogP3: 7.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 11
• Exact Mass: 310.11575
• Heavy Atom Count: 14
• Complexity: 91.2

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCI
• Uses: 1-Iodotridecane is a useful building block for complex organic molecules. It also have been shown exhibiting antimicrobial activities against bacterial and Candida infections.

Technology Process of 1-Iodotridecane

There total 5 articles about 1-Iodotridecane 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: 98.0%

tridecan-1-ol (112-70-9) → 1-iodotridecane (35599-77-0)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/ol301481t

Reference yield:

1-bromotridecane (765-09-3) → 1-iodotridecane (35599-77-0)

Guidance literature:

With polyethylenediphenyl-n-butylphosphonium bromide; sodium iodide; In xylene; at 110 ℃; Rate constant; also with PE-benzo-15-crown-5;

DOI:10.1021/jo00350a076

Reference yield:

2-(tridec-2-yn-1-yloxy)tetrahydro-2H-pyran (108604-32-6) → 1-iodotridecane (35599-77-0)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 12 h

2: methanol; toluene-4-sulfonic acid / 2 h / 20 °C

3: iodine; triphenylphosphine; 1H-imidazole / dichloromethane / 3 h / 0 - 20 °C

With 1H-imidazole; methanol; palladium 10% on activated carbon; hydrogen; iodine; toluene-4-sulfonic acid; triphenylphosphine; In dichloromethane; ethyl acetate;

upstream raw materials:

tridecan-1-ol

1-bromotridecane

ethyl tridecanoate

2-(tridec-2-yn-1-yloxy)tetrahydro-2H-pyran

Downstream raw materials:

1-(3,5-dimethoxy-phenyl)-pentadecan-1-one

n-hexacosane

(R)-1-tridecyloxy-2,3-dibenzyloxypropane

Pentadec-1-ynyl-benzene

Refernces

• 1、 Shin, Junhwa,Gerasimov, Oleg,Thompson, David H.. "Facile synthesis of plasmalogens via barbier-type reactions of vinyl dioxanes and vinyl dioxolanes with alkyl halides in LiDBB solution". . p. 6503 - 6508. Retrieved 2002.
• 2、 Fletcher, Steven,Ahmad, Ayesha,Perouzel, Eric,Heron, Andrew,Miller, Andrew D.,Jorgensen, Michael R.. "In vivo studies of dialkynoyl analogues of DOTAP demonstrate improved gene transfer efficiency of cationic liposomes in mouse lung". . p. 349 - 357. Retrieved 2007/10/03.