18589-27-0

Basic information

• Product Name: 2-IODOHEXANE
• Synonyms: SEC-HEXYL IODIDE;2-IODOHEXANE;SEC-HEXYL IODIDE 96%;2-IODOHEXANE 96%;Einecs 242-428-2
• CAS NO: 18589-27-0
• Molecular Formula: C₆H₁₃I
• Molecular Weight: 212.07
• EINECS: 242-428-2
• Mol File: 18589-27-0.mol
• Article Data: 11

Chemical Properties

• Melting Point: -68.15°C (estimate)
• Boiling Point: 174.5°C (estimate)
• Flash Point: 55.1°C
• Appearance: /
• Density: 1.4121
• Vapor Pressure: 1.86mmHg at 25°C
• Refractive Index: 1.4878
• CAS DataBase Reference: 2-IODOHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-IODOHEXANE(18589-27-0)
• EPA Substance Registry System: 2-IODOHEXANE(18589-27-0)

Safety Data

• Hazardous Substances Data: 18589-27-0(Hazardous Substances Data)

Usage

Description

2-IODOHEXANE, with the molecular formula C6H13I, is an organoiodine compound characterized by a six-carbon alkane with a single iodine atom attached to one of the carbon atoms. This colorless liquid possesses a pungent odor and is recognized for its use in organic synthesis and laboratory research as a reagent. Due to its flammability and potential health effects, 2-IODOHEXANE is classified as a hazardous chemical, necessitating careful handling and storage with appropriate safety measures.

Uses

Used in Organic Synthesis:
2-IODOHEXANE is utilized as a key intermediate in the synthesis of various organic compounds, contributing to the formation of new chemical entities for a wide range of applications.
Used in Laboratory Research:
As a reagent, 2-IODOHEXANE plays a crucial role in laboratory research, facilitating experiments and studies that require the properties of an organoiodine compound for reactions or as a reference standard.
Used in Pharmaceutical Industry:
2-IODOHEXANE is employed as a precursor in the development of pharmaceutical compounds, particularly in the synthesis of drugs that target specific biological pathways or conditions.
Used in Chemical Research and Development:
In the field of chemical research and development, 2-IODOHEXANE serves as a valuable tool for understanding the properties and reactivity of organoiodine compounds, aiding in the advancement of chemical knowledge and innovation.

InChI:InChI=1/C6H13I/c1-3-4-5-6(2)7/h6H,3-5H2,1-2H3/t6-/m0/s1

Upstream product

• 626-93-7 (-)-hexanol-2 
• 50-70-4 D-sorbitol 
• 110-54-3 hexane 
• 52019-78-0 (S)-2-hexanol 
• 592-41-6 1-hexene 
• 1003-38-9 2,5-dimethyltetrahydrofuran 
• 20847-11-4 2-deoxy-D-glucitol 
• 10034-85-2 hydrogen iodide 
• 373-14-8 1-fluorohexane 
• 608-66-2 D-galactitol 

Downstream Products

• 4536-23-6 2-methylhexanoic acid 
• 3377-86-4 2-bromohexane 
• 638-28-8 2-chlorohexane 
• 56196-53-3 (+/-)-Ethyl 4-methyloctanoate 
• 57403-85-7 4-methoxymethyl-2-(2-methyl-hexyl)-5-phenyl-4,5-dihydro-oxazole 

Relevant articles and documents

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Aliphatic C-H Bond Iodination by a N-Iodoamide and Isolation of an Elusive N-Amidyl Radical

Contrary to C-H chlorination and bromination, the direct iodination of alkanes represents a great challenge. We reveal a new N-iodoamide that is capable of a direct and efficient C-H bond iodination of various cyclic and acyclic alkanes providing iodoalkanes in good yields. This is the first use of N-iodoamide for C-H bond iodination. The method also works well for benzylic C-H bonds, thereby constituting the missing version of the Wohl-Ziegler iodination reaction. Mechanistic details were elucidated by DFT computations, and the N-centered radical derived from the used N-iodoamide, which is the key intermediate in this process, was matrix-isolated in a solid argon matrix and characterized by UV-vis as well as IR spectroscopy.

NaIO4-KI-NaN3 as a new reagent system for C-H functionalization in hydrocarbons

The NaIO4-KI-NaN3 combination has been found to be an efficient, reliable, and inexpensive reagent system for mono- and 1,2-difunctionalization of hydrocarbons via C-H bond activation to afford vicinal azido- and acetoxy iodinations of cyclic hydrocarbons.

Direct bromination and iodination of non-activated alkanes by hypohalite reagents

The direct functionalisation of alkanes through bromination and iodination has been successfully achieved. The combination of stoichiometric mixtures of elemental halogen and sodium alkoxides leads to the formation of alkyl hypobromites and hypoiodites as reagents. The halogenation occurs without external photostimulation under thermal reaction conditions. Georg Thieme Verlag Stuttgart.