6-Iodohex-1-yne

Base Information

• Chemical Name: 6-Iodohex-1-yne
• CAS No.: 2468-56-6
• Molecular Formula: C6H9I
• Molecular Weight: 208.042
• European Community (EC) Number: 694-442-7
• DSSTox Substance ID: DTXSID20455811
• Nikkaji Number: J1.262.487E
• Wikidata: Q82277955
• Mol file: 2468-56-6.mol

Synonyms:6-iodohex-1-yne;2468-56-6;6-iodo-1-hexyne;MFCD20485967;1-Hexyne, 6-iodo-;1-iodo-5-hexyn;6-iodo-hex-1-yne;C6H9I;6-Iodo-1-hexyne, 97%;SCHEMBL223537;YITSYYQPKJETAH-UHFFFAOYSA-;DTXSID20455811;YITSYYQPKJETAH-UHFFFAOYSA-N;CAA46856;AS-56862;SY047667;CS-0088557;C74272;EN300-7415876;A877833;InChI=1/C6H9I/c1-2-3-4-5-6-7/h1H,3-6H2

Chemical Property of 6-Iodohex-1-yne

Chemical Property:

• Melting Point: 187 °C
• Refractive Index: n20/D1.529
• Boiling Point: 94-95 °C(Press: 35 Torr)
• Flash Point: 73℃
• PSA: 0.00000
• Density: 1.579 g/mL at 25 °C
• LogP: 2.22490
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 207.97490
• Heavy Atom Count: 7
• Complexity: 67.5

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Iodo-1-hexyne 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCCCCI
• Uses: 6-Iodo-1-hexyne is a useful reactant for the atom-transfer cyclization reactions.

Technology Process of 6-Iodohex-1-yne

There total 5 articles about 6-Iodohex-1-yne 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%

1-chloro-5-hexyne (10297-06-0) → 1-iodo-5-hexyne (2468-56-6)

Guidance literature:

With sodium iodide; In acetone; for 12h; Reflux; Inert atmosphere;

DOI:10.1021/jm3013773

Reference yield: 96.0%

5-hexyl-1-ol (928-90-5) → 1-iodo-5-hexyne (2468-56-6)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In tetrahydrofuran; for 5h; Inert atmosphere;

DOI:10.1016/j.bmc.2016.10.017

Reference yield: 89.0%

5-hexynyl p-toluenesulfonate (76911-01-8) → 1-iodo-5-hexyne (2468-56-6)

Guidance literature:

With sodium iodide; In acetone; for 24h; Ambient temperature;

upstream raw materials:

1-chloro-5-hexyne

5-hexyl-1-ol

5-hexynyl p-toluenesulfonate

hex-5-ynyl methanesulphonate

Downstream raw materials:

N-Phenyl-N-methylamino-1-hexin-5

3-Ethoxy-6-hex-5-ynyl-cyclohex-2-enone

1-iodo-2-(2'-propenyl)-1-cyclohexene

methyl 2-(1-phenylsulfonylpyrrol-3-yl)oct-7-ynoate

Refernces

• 1、 Barbero, Nadia,Magistris, Claudio,Park, Jinhyung,Saccone, Davide,Quagliotto, Pierluigi,Buscaino, Roberto,Medana, Claudio,Barolo, Claudia,Viscardi, Guido. "Microwave-Assisted Synthesis of Near-Infrared Fluorescent Indole-Based Squaraines". . p. 3306 - 3309. Retrieved 2015.
• 2、 Andreeva, Olga V.,Belenok, Mayya G.,Garifullin, Bulat F.,Kataev, Vladimir E.,Lyubina, Anna P.,Man’kova, Maria A.,Saifina, Liliya F.,Semenov, Vyacheslav E.,Shulaeva, Marina M.,Slita, Alexander V.,Volobueva, Alexandrina S.,Voloshina, Alexandra D.,Yesaulkova, Iana L.,Zarubaev, Vladimir V.. "Synthesis and antiviral evaluation of nucleoside analogues bearing one pyrimidine moiety and two d-ribofuranosyl residues". supporting information. . Retrieved 2021/07/06.
• 3、 Liu, Bin,Elder, W. Zachary,Miyake, Garret M.. "Scalable and Phosphine-Free Conversion of Alcohols to Carbon-Heteroatom Bonds through the Blue Light-Promoted Iodination Reaction". . p. 3717 - 3727. Retrieved 2020/03/04.