nerol

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 415861621

| Name = Nerol

| ImageFile = Nerol structure.svg

| ImageAlt = Skeletal formula of nerol

| ImageFile1 = Nerol-3D-balls.png

| ImageSize1 = 210

| ImageAlt1 = Ball-and-stick model of the nerol molecule

| PIN = (2Z)-3,7-Dimethylocta-2,6-dien-1-ol

|Section1={{Chembox Identifiers

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

| ChemSpiderID = 558917

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

| KEGG = C09871

| InChI = 1/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7-

| InChIKey = GLZPCOQZEFWAFX-YFHOEESVBO

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| ChEMBL = 452683

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

| StdInChI = 1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7-

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

| StdInChIKey = GLZPCOQZEFWAFX-YFHOEESVSA-N

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

| CASNo = 106-25-2

| UNII_Ref = {{fdacite|changed|FDA}}

| UNII = 38G5P53250

| ChEBI_Ref = {{ebicite|changed|EBI}}

| ChEBI = 29452

| SMILES = OC\C=C(/CC/C=C(/C)C)C

| PubChem = 643820

}}

|Section2={{Chembox Properties

| Formula = C₁₀H₁₈O

| MolarMass = 154.25 g/mol

| Density = 0.881 g/cm³

| BoilingPtC = 224 to 225

| BoilingPt_notes = at 745 mmHg

}}

}}

Nerol is a monoterpenoid alcohol found in many essential oils such as lemongrass and hops. It was originally isolated from neroli oil, hence its name. This colourless liquid is used in perfumery. Like geraniol, nerol has a sweet rose odor but it is considered to be fresher.Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe, Horst Surburg "Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. {{doi|10.1002/14356007.a11_141}} Esters and related derivatives of nerol are referred to as neryl, e.g., neryl acetate.

Isomeric with nerol is geraniol, which is its trans- or E-isomer. Nerol readily loses water to form a set of C10 compounds called dipentene. Nerol can be synthesized by pyrolysis of beta-pinene, which also affords myrcene. Hydrochlorination of myrcene gives a series of isomeric chlorides.