Methyl hydroperoxide

{{Chembox

| ImageFile = Methyl hydroperoxide.svg

| ImageSize =

| ImageAlt =

| IUPACName = Methaneperoxol

| OtherNames = Hydroperoxide, methyl
Methane hydroperoxide
Methyl hydrogen peroxide
Hydroperoxymethane

|Section1={{Chembox Identifiers

| CASNo = 3031-73-0

| CASNo_Ref = {{Cascite|correct|CAS}}

| ChemSpiderID = 17190

| PubChem = 18199

| StdInChI=1S/CH4O2/c1-3-2/h2H,1H3

| StdInChIKey = MEUKEBNAABNAEX-UHFFFAOYSA-N

| SMILES = COO

}}

|Section2={{Chembox Properties

| C = 1|H=4|O=2

| MolarMass =

| Appearance = colorless liquid

| Density = 0.9967 g/cm³ at 15°C

| MeltingPt = <25 °C

| BoilingPtC = 46

| Solubility = Miscible in water and diethyl ether}}

|Section3={{Chembox Hazards

| MainHazards = explosive

| FlashPt =

| AutoignitionPt = }}

}}

Methyl hydroperoxide is the organic compound with the formula CH₃OOH. It is a volaltile colorless liquid. In addition to being of theoretical interest as the simplest organic hydroperoxide, methyl hydroperoxide is an intermediate in the oxidation of methane.{{cite journal |doi=10.1021/acs.chemrev.2c00439 |title=Methane Oxidation to Methanol |date=2023 |last1=Dummer |first1=Nicholas F. |last2=Willock |first2=David J. |last3=He |first3=Qian |last4=Howard |first4=Mark J. |last5=Lewis |first5=Richard J. |last6=Qi |first6=Guodong |last7=Taylor |first7=Stuart H. |last8=Xu |first8=Jun |last9=Bethell |first9=Don |last10=Kiely |first10=Christopher J. |last11=Hutchings |first11=Graham J. |journal=Chemical Reviews |volume=123 |issue=9 |pages=6359–6411 |pmid=36459432 |pmc=10176486 }} When condensed or in concentrated form methyl hydroperoxide is rather explosive, unlike tertiary hydroperoxides such as tert-butylhydroperoxide.{{cite book |title= Syntheses and Uses of Hydroperoxides and Dialkylperoxides |editor1-first= Saul |editor1-last= Patai | author= Roger A. Sheldon |chapter= Synthesis and uses of alkyl hydroperoxides and dialkyl peroxides |year= 1983 |publisher= John Wiley & Sons |doi= 10.1002/9780470771730.ch6|series=PATAI'S Chemistry of Functional Groups|pages= 161–200 |isbn= 978-0-471-10218-2 }} Its laboratory preparation was first reported in 1929.{{cite journal |doi=10.1002/cber.19290620888|title=Über Monomethyl-hydroperoxyd)|year=1929|last1=Rieche|first1=Alfred|last2=Hitz|first2=Fritz|journal=Berichte der Deutschen Chemischen Gesellschaft|volume=62|issue=8|pages=2458–2474}}