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{{For2|the active ingredient in the recreational drugs known as ]|]}} |
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{{for|the active ingredient in the recreational drugs known as ]|Amyl nitrite}} |
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{{chembox |
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{{chembox |
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| verifiedrevid = 442139730 |
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| Watchedfields = changed |
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| verifiedrevid = 447767173 |
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| ImageFile = Amyl nitrate.svg |
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| ImageFile = Amyl nitrate.svg |
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| ImageSize = |
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| ImageSize = 220 |
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| IUPACName = pentyl nitrate |
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| ImageAlt = Skeletal formula of pentyl nitrate |
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| ImageClass = skin-invert |
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| OtherNames = ''n''-amyl nitrate<br>1-nitrooxypentane<br/> 1-pentyl nitrate |
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| ImageFile1 = Pentyl nitrate 3D ball.png |
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| Section1 = {{Chembox Identifiers |
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| ImageSize1 = 220 |
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| ImageAlt1 = Ball-and-stick model of the pentyl nitrate molecule |
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| PIN = Pentyl nitrate |
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| OtherNames = ''n''-Amyl nitrate<br />1-Nitrooxypentane<br />1-Pentyl nitrate |
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|Section1={{Chembox Identifiers |
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| Abbreviations = |
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| Abbreviations = |
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| InChIKey = HSNWZBCBUUSSQD-UHFFFAOYAF |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C5H11NO3/c1-2-3-4-5-9-6(7)8/h2-5H2,1H3 |
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| StdInChI = 1S/C5H11NO3/c1-2-3-4-5-9-6(7)8/h2-5H2,1H3 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = HSNWZBCBUUSSQD-UHFFFAOYSA-N |
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| StdInChIKey = HSNWZBCBUUSSQD-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo = 1002-16-0 |
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| CASNo = 1002-16-0 |
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| UNII_Ref = {{fdacite|changed|FDA}} |
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| UNII = Z77A64H8TF |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 55191 |
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| ChemSpiderID = 55191 |
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| EINECS = |
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| EINECS = 213-684-2 |
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| PubChem = |
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| PubChem = 61250 |
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| SMILES = (=O)OCCCCC |
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| SMILES = (=O)OCCCCC |
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| RTECS = |
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| InChI = 1/C5H11NO3/c1-2-3-4-5-9-6(7)8/h2-5H2,1H3 |
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| RTECS = |
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| MeSHName = |
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| MeSHName = |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = |
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| ChEBI = |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = |
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| KEGG = |
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| ATCCode_prefix = |
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| UNNumber = 1112 |
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| ATCCode_suffix = |
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|Section2={{Chembox Properties |
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| ATC_Supplemental =}} |
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| C=5 | H=11 | N=1 | O=3 |
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| Section2 = {{Chembox Properties |
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|C=5|H=11|N=1|O=3 |
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| Appearance = |
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| Appearance = |
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| Density = |
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| Density = |
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| MeltingPt = |
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| MeltingPt = |
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| Melting_notes = |
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| MeltingPt_notes = |
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| BoilingPt = 104 °C |
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| BoilingPtC = 104 |
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| Boiling_notes = |
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| BoilingPt_notes = |
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| Solubility = |
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| Solubility = |
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| SolubleOther = |
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| SolubleOther = |
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| Solvent = |
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| Solvent = |
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| pKa = |
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| pKa = |
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| pKb = |
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| pKb = |
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| IsoelectricPt = |
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| IsoelectricPt = |
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| LambdaMax = |
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| LambdaMax = |
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| Absorbance = |
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| Absorbance = |
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| SpecRotation = |
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| SpecRotation = |
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| RefractIndex = |
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| RefractIndex = |
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| Viscosity = |
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| Viscosity = |
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| MagSus = -76.4·10<sup>−6</sup> cm<sup>3</sup>/mol |
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| Dipole = }} |
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| Dipole = }} |
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| Section3 = {{Chembox Structure |
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|Section3={{Chembox Structure |
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| CrystalStruct = |
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| CrystalStruct = |
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| Coordination = |
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| Coordination = |
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| MolShape = |
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| MolShape = |
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| Dipole = }} |
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| Dipole = }} |
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| Section4 = {{Chembox Thermochemistry |
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|Section4={{Chembox Thermochemistry |
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| DeltaHf = |
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| DeltaHc = |
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| Entropy = |
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| Entropy = |
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| HeatCapacity = }} |
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| HeatCapacity = }} |
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| Section5 = {{Chembox Pharmacology |
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|Section5={{Chembox Pharmacology |
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| AdminRoutes = |
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| Bioavail = |
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| Metabolism = |
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| Metabolism = |
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| HalfLife = |
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| ProteinBound = |
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| ProteinBound = |
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| Excretion = |
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| Excretion = |
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| Legal_status = |
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| Legal_status = |
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| Legal_US = |
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| Legal_US = |
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| Legal_AU = |
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| Legal_AU = |
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| Legal_CA = |
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| Legal_CA = |
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| Pregnancy_category = |
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| PregCat = |
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| PregCat_AU = |
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| Pregnancy_AU = |
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| PregCat_US = }} |
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| Pregnancy_US = }} |
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| Section6 = {{Chembox Explosive |
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|Section6={{Chembox Explosive |
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| ShockSens = |
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| ShockSens = |
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| FrictionSens = |
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| FrictionSens = |
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| ExplosiveV = |
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| DetonationV = |
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| REFactor = }} |
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| REFactor = }} |
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| Section7 = {{Chembox Hazards |
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|Section7={{Chembox Hazards |
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| ExternalMSDS = |
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| ExternalSDS = |
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| EUClass = |
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| MainHazards = |
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| EUIndex = |
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| NFPA-H = |
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| MainHazards = |
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| NFPA-F = |
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| NFPA-H = |
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| NFPA-R = |
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| NFPA-F = |
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| NFPA-S = |
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| GHSPictograms = {{GHS02}}{{GHS07}} |
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| NFPA-R = |
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| GHSSignalWord = Warning |
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| NFPA-O = |
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| HPhrases = {{H-phrases|226|315|319}} |
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| RPhrases = |
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| PPhrases = {{P-phrases|210|233|240|241|242|243|264|280|302+352|303+361+353|305+351+338|321|332+313|337+313|362|370+378|403+235|501}} |
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| SPhrases = |
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| RSPhrases = |
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| FlashPtC = 47.8 |
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| AutoignitionPtC = |
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| FlashPt = 47.8 °C |
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| Autoignition = |
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| ExploLimits = |
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| ExploLimits = |
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| PEL = }} |
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| PEL = }} |
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| Section8 = {{Chembox Related |
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|Section8={{Chembox Related |
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| OtherAnions = |
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| OtherAnions = |
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| OtherCations = |
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| OtherCations = |
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| OtherFunction = |
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| Function = |
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| OtherCompounds = |
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| OtherCpds = }} |
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}} |
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}} |
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'''Amyl nitrate''' is the ] with the ] CH<sub>3</sub>(CH<sub>2</sub>)<sub>4</sub>ONO<sub>2</sub>. This molecule consists of the 5-carbon ] group attached to a ] ].<ref></ref> It is the ] of ] and ]. |
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'''Amyl nitrate''' is the ] with the ] CH<sub>3</sub>(CH<sub>2</sub>)<sub>4</sub>ONO<sub>2</sub>. This molecule consists of the 5-carbon ] group attached to a ] ].<ref></ref> It is the ] of ] and ]. |
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==Applications== |
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== Applications == |
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Alkyl nitrates are employed as ]s in ].<ref>Zajac, Jr., W. W. "1-Nitropropane" in Encyclopedia of Reagents for Organic Synthesis 2001 John Wiley & Sons, Ltd. DOI: 10.1002/047084289X.rn051.</ref> Amyl nitrate is used as an additive in diesel fuel, where it acts as an 'ignition improver' by accelerating the ignition of fuel.{{Citation needed|date=May 2010}}<!-- nitrate or nitrite? --> |
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Alkyl nitrates are employed as ]s in ].<ref>{{cite encyclopedia | author = Zajac, W. W. Jr. | encyclopedia = Encyclopedia of Reagents for Organic Synthesis | year = 2001 | publisher = John Wiley & Sons | doi = 10.1002/047084289X.rn051 | chapter = 1-Nitropropane | isbn = 0471936235 }}</ref> Amyl nitrate is used as an additive in diesel fuel, where it acts as an "ignition improver" (cetane improver) by accelerating the ignition of fuel.<ref>{{cite web|url=http://cameochemicals.noaa.gov/chemical/2477 |title=Amyl Nitrate | Cameo Chemicals | Noaa |publisher=Cameochemicals.noaa.gov |date= |accessdate=2016-09-22}}</ref> |
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==References== |
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== See also == |
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* ] – a similarly named chemical used to treat ] and ] |
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<references/> |
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== References == |
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{{reflist}} |
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