Chloroiodomethane

{{chembox

| Watchedfields = changed

| verifiedrevid = 415505072

| ImageFile = Chloroiodomethane.svg

| ImageFile_Ref = {{chemboximage|correct|??}}

| ImageSize = 100

| ImageName = Stereo, skeletal formula of chloroiodomethane with all explicit hydrogens added

| ImageFile1 = Chloroiodomethane-3D-vdW.png

| ImageFile1_Ref = {{chemboximage|correct|??}}

| ImageSize1 = 100

| ImageName1 = Spacefill model of chloroiodomethane

| PIN = Chloro(iodo)methane

| OtherNames = {{unbulleted list|Chloroiodomethane|Chloroiodomethane|Chloromethyl iodide

}}

|Section1={{Chembox Identifiers

| CASNo = 593-71-5

| CASNo_Ref = {{cascite|correct|??}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = X7AF9WG7CX

| PubChem = 11644

| ChemSpiderID = 11154

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| EINECS = 209-804-8

| Beilstein = 1730802

| SMILES = ClCI

| StdInChI = 1S/CH2ClI/c2-1-3/h1H2

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = PJGJQVRXEUVAFT-UHFFFAOYSA-N

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

}}

|Section2={{Chembox Properties

| C=1 | H=2 | Cl=1 | I=1

| Appearance = Colorless liquid

| Density = 2.422 g mL⁻¹

| BoilingPtC = 108 to 109

| HenryConstant = 8.9 μmol Pa⁻¹ kg⁻¹

| RefractIndex = 1.582

}}

|Section3={{Chembox Hazards

| GHSPictograms = {{gHS exclamation mark}}

| GHSSignalWord = WARNING

| HPhrases = {{h-phrases|315|319|335}}

| PPhrases = {{p-phrases|261|305+351+338}}

| NFPA-H = 1

| NFPA-F = 1

| NFPA-R = 0

}}

|Section4={{Chembox Related

| OtherFunction_label = alkanes

| OtherFunction = {{unbulleted list|Chloromethane|Bromochloromethane|Dibromochloromethane}}

| OtherCompounds = 2-Chloroethanol

}}

}}

Chloroiodomethane is the halomethane with the formula is {{chem|C|H|2|Cl|I}}. It is a colorless liquid of use in organic synthesis.{{cite journal|title=Chloroiodomethane

|last1=Miyano|first1=Sotaro|last2=Friestad|first2=Gregory K.|journal=E-EROS Encyclopedia of Reagents for Organic Synthesis|year=2008|doi=10.1002/047084289X.rc110.pub2|isbn=978-0471936237}} Together with other iodomethanes, chloroiodomethane is produced by some microorganisms.{{cite journal|title=Production of free and organic iodine by Roseovarius spp.|last1=Fuse|first1=Hiroyuki|last2=Inoue|first2=Hiroyuki|last3=Murakami|first3= Katsuji|last4=Takimura|first4=Osamu|last5=Yamaoka|first5=Yukiho|journal=FEMS Microbiology Letters|year=2003|volume=229|issue=2|pages=189–94|doi=10.1016/S0378-1097(03)00839-5|pmid=14680698|doi-access=free}}