Camphene

{{distinguish|text=camphine, a lamp fuel}}

{{Chembox

| Watchedfields = changed

| verifiedrevid = 443755477

| Reference=

| Name = Camphene

| ImageFileL1 = Camphene.png

| ImageFileR1 = Camphene_BS.png

| ImageName = Camphene

| PIN = 2,2-Dimethyl-3-methylidenebicyclo[2.2.1]heptane

| OtherNames = 2,2-Dimethyl-3-methanylidenebicyclo[2.2.1]heptane
2,2-Dimethyl-3-methylenebicyclo[2.2.1]heptane

|Section1={{Chembox Identifiers

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

| ChemSpiderID = 6364

| PubChem = 6616

| KEGG_Ref = {{keggcite|correct|kegg}}

| KEGG = C06076

| InChI = 1/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3

| InChIKey = CRPUJAZIXJMDBK-UHFFFAOYAL

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

| StdInChI = 1S/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3

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

| StdInChIKey = CRPUJAZIXJMDBK-UHFFFAOYSA-N

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

| CASNo1 = 79-92-5

| CASNo1_Comment = racemate

| CASNo2 = 5794-03-6]

| CASNo2_Comment = + enantiomer

| CASNo3 = 5794-04-7

| CASNo3_Comment = - enantiomer

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

| UNII = G3VG94Z26E

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

| ChEBI = 3830

| ChEMBL = 2268550

| RTECS = EX1055000

| UNNumber = 2319 1325

| SMILES = C1(=C)C(C)(C)C2CC1CC2

| EINECS = 201-234-8

}}

|Section2={{Chembox Properties

| C=10|H=16

| Appearance = White or colorless solidMerck Index, 11th Edition, 1736

| Density = 0.842 g/cm³

| MeltingPtC = 51 to 52

| MeltingPt_ref =

| BoilingPtC = 159

| BoilingPt_ref =

| Solubility = Practically insoluble

}}

|Section3={{Chembox Hazards

| FlashPtC = 40

| GHSPictograms = {{GHS02}}{{GHS07}}{{GHS09}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|226|228|319|410}}

| PPhrases = {{P-phrases|210|233|240|241|242|243|264|273|280|303+361+353|305+351+338|337+313|370+378|391|403+235|501}}

}}

}}

Camphene is a bicyclic organic compound. It is one of the most pervasive monoterpenes. As with other terpenes, it is insoluble in water, flammable, colorless, and has a pungent smell.{{Ullmann |doi=10.1002/14356007.a26_205|title=Terpenes|year=2000|last1=Eggersdorfer|first1=Manfred}} It is a minor constituent of many essential oils such as turpentine, cypress oil, camphor oil, citronella oil, neroli, ginger oil, valerian, and mango.{{cite journal |doi=10.1021/jf0402633|title=Volatile Components from Mango (Mangifera indicaL.) Cultivars|year=2005|last1=Pino|first1=Jorge A.|last2=Mesa|first2=Judith|last3=Muñoz|first3=Yamilie|last4=Martí|first4=M. Pilar|last5=Marbot|first5=Rolando|journal=Journal of Agricultural and Food Chemistry|volume=53|issue=6|pages=2213–2223|pmid=15769159}} It is produced industrially by isomerization of the more common alpha-pinene using a solid acid catalyst such as titanium dioxide.{{cite book |doi=10.1002/0471238961.2005181602120504.a01.pub2|chapter=Terpenoids |title=Kirk-Othmer Encyclopedia of Chemical Technology |year=2006 |last1=Sell |first1=Charles S. |isbn=0471238961 }}

Camphene is used in the preparation of fragrances and as a food additive for flavoring. These include isobornyl acetate.