:Isoamyl alcohol

{{Chembox

| Watchedfields = changed

| verifiedrevid = 443880607

| Name = Isoamyl alcohol

| ImageFile = Isoamyl alcohol.svg

| ImageFile1 =

| PIN = 3-Methylbutan-1-ol

| OtherNames = 3-Methyl-1-butanol
Isopentyl alcohol
Isopentanol
Isobutylcarbinol

| Reference =

{{ cite book

| editor = Lide, David R.

| year = 1998

| title = Handbook of Chemistry and Physics

| edition = 87

| publication-place = Boca Raton, Florida

| publisher = CRC Press

| isbn = 0-8493-0487-3

| pages = 3-374, 5-42, 6-188, 8-102, 15-22

}}

|Section1={{Chembox Identifiers

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

| ChemSpiderID = 29000

| PubChem = 31260

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

| KEGG = C07328

| InChI = 1/C5H12O/c1-5(2)3-4-6/h5-6H,3-4H2,1-2H3

| InChIKey = PHTQWCKDNZKARW-UHFFFAOYAW

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

| DrugBank = DB02296

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

| ChEBI = 15837

| SMILES = OCCC(C)C

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

| ChEMBL = 372396

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

| StdInChI = 1S/C5H12O/c1-5(2)3-4-6/h5-6H,3-4H2,1-2H3

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

| StdInChIKey = PHTQWCKDNZKARW-UHFFFAOYSA-N

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

| CASNo = 123-51-3

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

| UNII = DEM9NIT1J4

| RTECS =

}}

|Section2={{Chembox Properties

| Formula = C₅H₁₂O

| MolarMass = 88.148{{nbsp}}g/mol

| Appearance = Clear, colorless liquid

| Odor = Disagreeable odor in high concentrations

| Density = 0.8104{{nbsp}}g/cm³ at 20 °C

| MeltingPtC = −117Straka, M.; van Genderen, A.; Růžička, K.; Růžička, V. Heat Capacities in the Solid and in the Liquid Phase of Isomeric Pentanols. J. Chem. Eng. Data 2007, 52, 794-802.

| BoilingPtC = 131.1

| Viscosity = 3.692{{nbsp}}mPa·s

| Solubility = Slightly soluble, 28{{nbsp}}g/L

| SolubleOther = Very soluble in acetone, diethyl ether, ethanol

| VaporPressure = 28{{nbsp}}mmHg (20{{nbsp}}°C)

| MagSus = −68.96·10⁻⁶{{nbsp}}cm³/mol

}}

|Section4={{Chembox Thermochemistry

| DeltaHf = −356.4{{nbsp}}kJ/mol (liquid)
−300.7{{nbsp}}kJ/mol (gas)

| DeltaHc =

| Entropy =

| HeatCapacity = 2.382{{nbsp}}J/g·K

}}

|Section7={{Chembox Hazards

| MainHazards = Flammable, moderately toxic

| FlashPtC = 43

| ExploLimits = 1.2–9%

| AutoignitionPtC = 350

| NFPA-H = 1

| NFPA-F = 2

| NFPA-R = 0

| NFPA-S =

| GHSPictograms = {{GHS02|Flammable}}{{GHS05|Corrosive}}{{GHS07|Irritant}}

| GHSSignalWord = DANGER

| HPhrases = {{H-phrases|226|302|305|315|318|332|335}}

| PPhrases = {{P-phrases|P210|P233|P240|P241|P242|P243|P261|P264|P270|P271|P280|P301+P312|P302+P352|P303+P361+P353|P304+P312|P304+P340|P305+P351+P338|P310|P312|P321|P330|P332+P313|P337+P313|P362|P370+P378|P403+P233|P403+P235|P405|P501}}

| PEL = TWA 100{{nbsp}}ppm (360{{nbsp}}mg/m³){{PGCH|0348}}

| IDLH = 500{{nbsp}}ppm

| REL = TWA 100{{nbsp}}ppm (360{{nbsp}}mg/m³), ST 125{{nbsp}}ppm (450{{nbsp}}mg/m³)

| LD50 = 1453{{nbsp}}mg/kg (rabbit, oral)
1300{{nbsp}}mg/kg (rat, oral){{IDLH|123513|Isoamyl alcohol}}

}}

|Section8={{Chembox Related

| OtherFunction_label =

| OtherFunction =

| OtherCompounds =

}}

}}

Isoamyl alcohol is a colorless liquid with the formula {{chem|C|5|H|12|O}}, specifically (H₃C–)₂CH–CH₂–CH₂–OH. It is one of several isomers of amyl alcohol (pentanol). It is also known as isopentyl alcohol, isopentanol, or (in the IUPAC recommended nomenclature) 3-methyl-butan-1-ol. An obsolete name for it was isobutyl carbinol.

Isoamyl alcohol is an ingredient in the production of banana oil, an ester found in nature and also produced as a flavouring in industry. It is a common fusel alcohol, produced as a major by-product of ethanol fermentation.