Terpinene

{{Chembox

| Watchedfields = changed

| verifiedrevid = 470602550

| Name = Terpinenes

| ImageFileL1_Ref = {{chemboximage|correct|??}}

| ImageFileL1 = Alpha terpinene.png

| ImageSizeL1 = 50px

| ImageCaptionL1 = α-Terpinene

| ImageFileR1_Ref = {{chemboximage|correct|??}}

| ImageFileR1 = Beta terpinene.png

| ImageSizeR1 = 50px

| ImageCaptionR1 = β-Terpinene

| ImageFileL2_Ref = {{chemboximage|correct|??}}

| ImageFileL2 = Gamma terpinene.png

| ImageSizeL2 = 50px

| ImageCaptionL2 = γ-Terpinene

| ImageFileR2 = terpinolene.svg

| ImageSizeR2 = 50px

| ImageCaptionR2 = δ-Terpinene
(terpinolene)

| IUPACName = α: 4-Methyl-1-(1-methylethyl)-1,3-cyclohexadiene
β: 4-Methylene-1-(1-methylethyl)cyclohexene
γ: 4-Methyl-1-(1-methylethyl)-1,4-cyclohexadiene
δ: 1-Methyl-4-(propan-2-ylidene)cyclohex-1-ene

| OtherNames =

|Section1={{Chembox Identifiers

| CASNo = 99-86-5

| index_label = (α)

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

| CASNo1 = 99-84-3

| index1_label = (β)

| CASNo1_Ref = {{cascite|correct|}}

| CASNo2 = 99-85-4

| index2_label = (γ)

| CASNo2_Ref = {{cascite|correct|}}

| CASNo3 = 586-62-9

| index3_label = (δ)

| CASNo3_Ref = {{cascite|correct|}}

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

| UNII = I24X278AP1

| UNII1_Ref = {{fdacite|correct|FDA}}

| UNII1 = DV74J5RW4Y

| UNII2_Ref = {{fdacite|correct|FDA}}

| UNII2 = 4YGF4PQP49

| UNII3_Ref = {{fdacite|correct|FDA}}

| UNII3 = N9830X5KSL

| ChemSpiderID = 7182

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID1 = 60205

| ChemSpiderID2 = 7181

| ChEBI_Ref = {{ebicite|correct|EBI}}

| ChEBI = 10334

| ChEBI1 = 59159

| ChEBI2 = 10577

| ChEBI3 = 9457

| EC_number = 202-795-1

| EC_number1 = 202-793-0

| EC_number2 = 202-794-6

| EC_number3 = 209-578-0

| KEGG = C09898

| KEGG2 = C09900

| KEGG3 = C06075

| PubChem = 7462

| PubChem1 = 66841

| PubChem2 = 7461

| PubChem3 = 11463

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

| StdInChI = 1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h6,8H,3-5,7H2,1-2H3

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

| StdInChIKey = SCWPFSIZUZUCCE-UHFFFAOYSA-N

| InChI1=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h6,8H,3-5,7H2,1-2H3

| InChIKey1 = SCWPFSIZUZUCCE-UHFFFAOYSA-N

| InChI2=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,7-8H,5-6H2,1-3H3

| InChIKey2 = YKFLAYDHMOASIY-UHFFFAOYSA-N

| InChI3=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4H,5-7H2,1-3H3

| InChIKey3 = MOYAFQVGZZPNRA-UHFFFAOYSA-N

| SMILES = CC1=CC=C(C(C)C)CC1

| SMILES1 = C=C1CC=C(C(C)C)CC1

| SMILES2 = CC1=CCC(C(C)C)=CC1

| SMILES3 = C/C(C)=C1CCC(C)=CC/1

}}

|Section2={{Chembox Properties

| C=10 | H=16

| Appearance =

| Density = α: 0.8375 g/cm³
β: 0.838 g/cm³
γ: 0.853 g/cm³

| MeltingPt = α: 60-61 °C

| BoilingPt = α: 173.5-174.8 °C
β: 173-174 °C
γ: 183 °C

| Solubility = }}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt = }}

}}

The terpinenes are a group of isomeric hydrocarbons that are classified as monoterpenes. They each have the same molecular formula and carbon framework, but they differ in the position of carbon-carbon double bonds. α-Terpinene has been isolated from cardamom and marjoram oils, and from other natural sources. β-Terpinene has no known natural source but has been prepared from sabinene. γ-Terpinene and δ-terpinene (also known as terpinolene) have been isolated from a variety of plant sources. They are all colorless liquids with a turpentine-like odor.{{cite encyclopedia|author=M. Eggersdorfer |chapter=Terpenes|encyclopedia=Ullmann's Encyclopedia of Industrial Chemistry|year=2005|publisher=Wiley-VCH|place=Weinheim|doi=10.1002/14356007.a26_205|isbn=3-527-30673-0}}