Pinacolone

{{Chembox

| Watchedfields = changed

| verifiedrevid = 427151664

| ImageFileL1 = Pinacolone-2D-skeletal.png

| ImageCaptionL1 = Skeletal formula

| ImageFileL1_Ref = {{Chemboximage|correct|??}}

| ImageSizeL1 = 121

| ImageNameL1 = Skeletal formula of pinacolone

| ImageFileR1 = Pinacolone-from-xtal-3D-bs-17.png

| ImageCaptionR1 = Ball-and-stick model

| PIN = 3,3-Dimethylbutan-2-one

| OtherNames = t-Butyl methyl ketone

1,1,1-Trimethylacetone

|Section1={{Chembox Identifiers

| CASNo = 75-97-8

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

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

| UNII = 3U1AAG3528

| PubChem = 6416

| ChemSpiderID = 6176

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

| EINECS = 200-920-4

| UNNumber = 1224

| MeSHName = Pinacolone

| RTECS = EL7700000

| Beilstein = 1209331

| ChEBI = 197349

| SMILES = CC(=O)C(C)(C)C

| StdInChI = 1S/C6H12O/c1-5(7)6(2,3)4/h1-4H3

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

| StdInChIKey = PJGSXYOJTGTZAV-UHFFFAOYSA-N

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

}}

|Section2={{Chembox Properties

| C = 6

| H = 12

| O = 1

| Appearance = Colorless liquid

| Density = 0.801 g cm⁻³

| MeltingPtC = -52{{cite web | url=http://www.chemspider.com/Chemical-Structure.6176.html?rid=b009474b-a0f1-4132-a843-a9137c137689 | title=Pinacolone | C6H12O | ChemSpider}}

| BoilingPtC = 103 to 106

| MagSus = −69.86·10⁻⁶ cm³/mol

}}

|Section3={{Chembox Hazards

| ExternalSDS = [https://fscimage.fishersci.com/msds/83026.htm External MSDS]

| GHSPictograms = {{GHS02}}{{GHS07}}

| GHSSignalWord = Danger

| HPhrases = {{H-phrases|225|302|315|319|332|335|412}}

| PPhrases = {{P-phrases|210|233|240|241|242|243|261|264|270|271|273|280|301+312|302+352|303+361+353|304+312|304+340|305+351+338|312|321|330|332+313|337+313|362|370+378|403+233|403+235|405|501}}

| NFPA-H = 1

| NFPA-F = 4

| NFPA-R = 0

| FlashPtC = 5

}}

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Pinacolone (3,3-dimethyl-2-butanone) is an important ketone in organic chemistry. It is a colorless liquid with a slight peppermint or camphor odor. It is a precursor to triazolylpinacolone in the synthesis of the fungicide triadimefon and in synthesis of the herbicide metribuzin. The molecule is an unsymmetrical ketone. The α-methyl group can participate in condensation reactions. The carbonyl group can undergo the usual reactions (hydrogenation, reductive amination, etc.). It is a Schedule 3 compound under the Chemical Weapons Convention 1993, due to being related to pinacolyl alcohol, which is used in the production of soman.{{cite book |title=Handbook of chemical and biological warfare agents |date=24 August 2007 |publisher=CRC Press |isbn=9780849314346 |edition=2nd}} It is also a controlled export in Australia Group member states.{{cite web|title=Export Control List: Chemical Weapons Precursors|url=http://www.australiagroup.net/en/precursors.html|website=Australia Group|publisher=australiagroup.net|access-date=7 April 2017|ref=4}}