Iodocyclohexane

{{Chembox

| Name = Iodocyclohexane

| ImageFile = Cyclohexyl iodide.png

| ImageSize = 100px

| ImageAlt =

| PIN = Iodocyclohexane

| OtherNames = Cyclohexyl iodide

|Section1={{Chembox Identifiers

| CASNo = 626-62-0

| CASNo_Ref = {{cascite|correct|CAS}}

| ChemSpiderID = 11786

| DTXSID = DTXSID3060821

| UNII_Ref = {{fdacite|changed|FDA}}

| UNII =

| EINECS = 210-957-8

| PubChem = 12289

| StdInChI= 1S/C6H11I/c7-6-4-2-1-3-5-6/h6H,1-5H2

| StdInChIKey = FUCOMWZKWIEKRK-UHFFFAOYSA-N

| SMILES = IC1CCCCC1

}}

|Section2={{Chembox Properties

| C=6 | H=11 | I=1

| MolarMass =

| Appearance = colorless to slightly reddish yellow liquid

| Density = 1.624 g/mL

| MeltingPtC =

| BoilingPtC = 180

| Solubility = Insoluble }}

|Section3={{Chembox Hazards

| MainHazards =

| GHS_ref=

| GHSPictograms =

| GHSSignalWord =

| HPhrases =

| PPhrases =

| FlashPtC = 71

| AutoignitionPt = }}

|Section6={{Chembox Related

| OtherCompounds = Chlorocyclohexane
Bromocyclohexane
Fluorocyclohexane

}}

}}

Iodocyclohexane is an organoiodine compound with the chemical formula {{chem2|C6H11I}}.{{cite web |title=B24840 Iodocyclohexane, 98%, stab. with copper |url=https://www.alfa.com/en/catalog/B24840/ |publisher=Alfa Aesar |access-date=21 June 2023}}{{cite web |title=Iodocyclohexane |url=https://www.sigmaaldrich.com/RU/en/product/aldrich/238244 |publisher=Sigma Aldrich |access-date=21 June 2023}}

Synthesis

Iodocyclohexane has been prepared by the addition of hydrogen iodide to cyclohexene.{{cite journal |first1=Herman|last1=Stone|first2=Harold|last2=Shechter

|title=Iodocyclohexane |journal=Organic Syntheses |date=1951 |volume=31 |pages=66 |doi=10.15227/orgsyn.031.0066}}

Alternatively, it can be prepared by the reaction of cyclohexane and iodoform.{{cite web |title=Synthesis of iodocyclohexane from cyclohexane and iodoform |url=https://www.oc-praktikum.de/nop/en/instructions/pdf/3015_en.pdf |publisher=oc-praktikum.de |access-date=21 June 2023}}

Physical properties

Iodocyclohexane forms colorless to slightly reddish yellow liquid. It is soluble in ethanol, ether, and acetone.

Uses

The compound has been used as reagent in demethylation of aryl methyl ethers in DMF under reflux condition.

See also

References