1-Iodohexadecane

Base Information

• Chemical Name: 1-Iodohexadecane
• CAS No.: 544-77-4
• Molecular Formula: C16H33I
• Molecular Weight: 352.343
• Hs Code.: 29033990
• European Community (EC) Number: 208-879-4
• UNII: JO95X48M8O
• DSSTox Substance ID: DTXSID0049317
• Nikkaji Number: J95.915D
• Wikidata: Q27281601
• Metabolomics Workbench ID: 122972
• ChEMBL ID: CHEMBL1233571
• Mol file: 544-77-4.mol

Synonyms:1-iodohexadecane;1-iodohexadecane, 123I-labeled;1-iodohexadecane, 131I-labeled

Chemical Property of 1-Iodohexadecane

Chemical Property:

• Appearance/Colour: colourless liquid, may discolour in light
• Vapor Pressure: 5.57E-05mmHg at 25°C
• Melting Point: 21-23 °C(lit.)
• Refractive Index: n20/D 1.4806(lit.)
• Boiling Point: 357.6 °C at 760 mmHg
• Flash Point: 137.5 °C
• PSA: 0.00000
• Density: 1.131 g/cm³
• LogP: 6.90270
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: 0.02 μg/l practically insoluble
• Water Solubility.: Insoluble in water.
• XLogP3: 9.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 14
• Exact Mass: 352.16270
• Heavy Atom Count: 17
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

1-Iodo-hexadecane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Saturated
• Canonical SMILES: CCCCCCCCCCCCCCCCI
• Uses: 1-Iodohexadecane, is used as an ionic liquid for electrochemical applications. It is also used in detection methods as primer and probe design instrumentation applications guide in qPCR Technic. 1-Iodohexadecane was used in the synthesis of alkyl immidazolium surfactants, 1-hexadecyl-imidazolium (Imm-C16) and dihexadecyl-imidazolium (Imm-2C16). It was also used in the chemical synthesis of 1-O-hexadecyl dihydroxyacetone-3-phosphate.

Technology Process of 1-Iodohexadecane

There total 16 articles about 1-Iodohexadecane 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%

1-Hexadecanol (36653-82-4,124-29-8) → 1-iodohexadecane (544-77-4)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In toluene; at 20 ℃; for 3h;

DOI:10.1039/c9cc05989j

Reference yield: 92.0%

2-dimethylamino-ethanesulfonic acid hexadecyl ester; hydriodide (66143-56-4) → 1-iodohexadecane (544-77-4)

Guidance literature:

In benzene; at 81 ℃; for 0.25h;

DOI:10.1021/ja00389a038

Reference yield: 90.0%

(3-hexadecyloxysulfonyl-propyl)-trimethyl-ammonium; perchlorate → 1-iodohexadecane (544-77-4)

Guidance literature:

With sodium iodide; In dichloromethane; water; at 25 ℃; for 72h;

DOI:10.1021/ja00389a038

upstream raw materials:

1-Hexadecanol

hexadecanyl bromide

2-dimethylamino-ethanesulfonic acid hexadecyl ester; hydriodide

methanesulfonic acid hexadecyl ester

Downstream raw materials:

2-hexadecyl-isoquinolinium; iodide

dihexadecylamine

trihexadecylamine

1-bromo-4-(hexadecyloxy)benzene

Refernces

• 1、 Schulte-Zweckel, Janine,Dwivedi, Mridula,Brockmeyer, Andreas,Janning, Petra,Winter, Roland,Triola, Gemma. "A hydroxylamine probe for profiling: S-acylated fatty acids on proteins". supporting information. p. 11183 - 11186. Retrieved 2019/09/30.
• 2、 Das, Diparjun,H Anal, Jasha Momo,Rokhum, Lalthazuala. "A mild and highly chemoselective iodination of alcohol using polymer supported DMAP". . p. 1695 - 1701. Retrieved 2017/03/08.