norbornane

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| verifiedrevid = 450425949

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

| ImageFile1 = NorbornaneNumbering.png

| ImageSize1 = 180px

| ImageFile2 = Norbornane-3D-balls.png

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| ImageFile3 = Norbornane-spin.gif

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| PIN = Bicyclo[2.2.1]heptane

| OtherNames = norcamphane, norbornylane

|Section1={{Chembox Identifiers

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

| CASNo = 279-23-2

| Beilstein = 1900379

| ChEBI = 71546

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

| ChemSpiderID = 8878

| EINECS = 205-996-2

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

| UNII = PAF9G8MY72

| PubChem = 9233

| InChI = 1/C7H12/c1-2-7-4-3-6(1)5-7/h6-7H,1-5H2

| InChIKey = UMRZSTCPUPJPOJ-UHFFFAOYAR

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

| StdInChI = 1S/C7H12/c1-2-7-4-3-6(1)5-7/h6-7H,1-5H2

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

| StdInChIKey = UMRZSTCPUPJPOJ-UHFFFAOYSA-N

| SMILES = C1CC2CCC1C2

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|Section2={{Chembox Properties

| Formula = C7H12

| MolarMass = 96.17 g mol−1

| Appearance = white volatile solid

| Density =

| MeltingPtC = 85 to 88

| BoilingPt =

| Solubility =

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|Section3={{Chembox Hazards

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Norbornane (also known as bicyclo[2.2.1]heptane) is an organic compound and a saturated hydrocarbon with chemical formula C7H12. It is a crystalline compound with a melting point of 88 °C. The carbon skeleton is derived from cyclohexane ring with a methylene bridge in the 1,4- position, and is a bridged bicyclic compound. The compound is a prototype of a class of strained bicyclic hydrocarbons.

The compound was originally synthesized by reduction of norcamphor.{{cite journal |last=Komppa |first=Gust. |last2=Beckmann |first2=Siegfried |title=Der Grundkörper der Camphergruppe, das Bicyclo-[1.2.2]-heptan, und die stereoisomeren Norborneole |journal=Naturwissenschaften |year=1934 |volume=22 |pages=171 |doi=10.1007/BF01496254 }}

The name norbornane is derived from bornane, which is 1,7,7-trimethylnorbornane, being a derivative of camphor (bornanone). The prefix nor refers to the stripping of the methyl groups from the parent molecule bornane.

See also

References

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