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Revision as of 11:00, 1 August 2011 editPlasmic Physics (talk | contribs)Extended confirmed users, Rollbackers19,174 editsmNo edit summary← Previous edit Latest revision as of 22:08, 5 June 2024 edit undoHertzDonuts (talk | contribs)Extended confirmed users2,574 editsNo edit summary 
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{{Chembox {{Chembox
| Watchedfields = changed |Verifiedfields = changed
|Watchedfields = changed
| verifiedrevid = 413093570
|verifiedrevid = 477208509
| ImageFileL1 = Pentan-1-ol-2D-skeletal.png
|ImageFile1 = Pentan-1-ol-2D-skeletal.png
| ImageFileL1_Ref = {{chemboximage|correct|??}}
|ImageFile1_Ref = {{chemboximage|correct|??}}
| ImageSizeL1 = 121
|ImageSize1 = 250
| ImageNameL1 = Skeletal formula of 1-pentanol
|ImageName1 = Skeletal formula of 1-pentanol
| ImageFileR1 = Pentan-1-ol-3D-balls.png
|ImageFile2 = Pentan-1-ol-3D-balls.png
| ImageFileL1_Ref = {{chemboximage|correct|??}}
|ImageFile2_Ref = {{chemboximage|correct|??}}
| ImageSizeR1 = 121
|ImageSize2 = 250
| ImageNameR1 = Ball and stick model of 1-pentanol
|ImageName2 = Ball and stick model of 1-pentanol
| SystematicName = Pentan-1-ol<ref>{{Cite web|url = http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6276&loc=ec_rcs|title = ''n''-pentanol - PubChem Public Chemical Database|work = The PubChem Project|location = USA|publisher = National Center for Biotechnology Information|at = Descriptors Computed from Structure}}</ref>
|PIN = Pentan-1-ol<ref>{{Cite web|title = n-pentanol - Compound Summary|url = https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6276&loc=ec_rcs|work = PubChem Compound|publisher = National Center for Biotechnology Information|access-date = 10 October 2011|location = USA|date = 26 March 2005|at = Identification and Related Records}}</ref>
| Section1 = {{Chembox Identifiers
|Section1={{Chembox Identifiers
| CASNo = 71-41-0
| CASNo_Ref = {{cascite|correct|CAS}} |CASNo = 71-41-0
|CASNo_Ref = {{cascite|correct|CAS}}
| PubChem = 6276 |PubChem = 6276
|ChemSpiderID = 6040
| PubChem_Ref = {{Pubchemcite|correct|PubChem}}
|ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 6040
|UNII = M9L931X26Y
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
|UNII_Ref = {{fdacite|correct|FDA}}
| UNII = M9L931X26Y
|EINECS = 200-752-1
| UNII_Ref = {{fdacite|correct|FDA}}
|UNNumber = 1105
| EINECS = 200-752-1
|KEGG = C16834
| UNNumber = 1105
|KEGG_Ref = {{keggcite|changed|kegg}}
| KEGG = C16834
|MeSHName = n-Pentanol
| KEGG_Ref = {{keggcite|correct|kegg}}
|ChEBI = 44884
| MeSHName = n-Pentanol
|ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 44884
| ChEMBL = 14568 |ChEMBL = 14568
| ChEMBL_Ref = {{ebicite|correct|EBI}} |ChEMBL_Ref = {{ebicite|correct|EBI}}
| RTECS = SB9800000 |RTECS = SB9800000
| Beilstein = 1730975 |Beilstein = 1730975
| Gmelin = 25922 |Gmelin = 25922
| SMILES = CCCCCO |SMILES = CCCCCO
| StdInChI = 1S/C5H12O/c1-2-3-4-5-6/h6H,2-5H2,1H3 |StdInChI = 1S/C5H12O/c1-2-3-4-5-6/h6H,2-5H2,1H3
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |StdInChI_Ref = {{stdinchicite|correct|chemspider}}
|StdInChIKey = AMQJEAYHLZJPGS-UHFFFAOYSA-N
| InChI = 1/C5H12O/c1-2-3-4-5-6/h6H,2-5H2,1H3
|StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = AMQJEAYHLZJPGS-UHFFFAOYSA-N
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| InChIKey = AMQJEAYHLZJPGS-UHFFFAOYAF
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| C = 5 |C=5 | H=12 | O=1
|Density = 0.811 g cm<sup>−3</sup>
| H = 12
| O = 1 |MeltingPtK = 195
|BoilingPtK = 410 to 412
| ExactMass = 88.088815006 g mol<sup>-1</sup>
| Density = 814.4 mg cm<sup>-3</sup> |Solubility = 22 g L<sup>−1</sup>
|LogP = 1.348
| MeltingPtK = 195
|VaporPressure = 200 Pa (at 20&nbsp;°C)
| BoilingPtKL = 410
|RefractIndex = 1.409
| BoilingPtKH = 412
| Solubility = 22 g dm<sup>-3</sup> |MagSus = -67.7·10<sup>−6</sup> cm<sup>3</sup>/mol
| LogP = 1.348
| VaporPressure = 200 Pa (at 20 °C)
}} }}
| Section3 = {{Chembox Thermochemistry |Section3={{Chembox Thermochemistry
| DeltaHf = -351.90--351.34 kJ mol<sup>-1</sup> |DeltaHf = −351.90–−351.34 kJ mol<sup>−1</sup>
| DeltaHc = -3331.19--3330.63 kJ mol<sup>-1</sup> |DeltaHc = −3331.19–−3330.63 kJ mol<sup>−1</sup>
| Entropy = 258.9 J K<sup>-1</sup> mol<sup>1</sup> |Entropy = 258.9 J K<sup>−1</sup> mol<sup>−1</sup>
| HeatCapacity = 207.45 J K<sup>-1</sup> mol<sup>1</sup> |HeatCapacity = 207.45 J K<sup>−1</sup> mol<sup>−1</sup>
}} }}
| Section4 = {{Chembox Hazards |Section4={{Chembox Hazards
| GHSPictograms = {{GHS flame}} {{GHS exclamation mark}} |GHSPictograms = {{GHS flame}} {{GHS exclamation mark}}
| GHSSignalWord = '''WARNING''' |GHSSignalWord = '''WARNING'''
| HPhrases = {{H-phrases|226|315|332|335}} |HPhrases = {{H-phrases|226|315|332|335}}
| PPhrases = {{P-phrases|261}} |PPhrases = {{P-phrases|261}}
|NFPA-H = 1
| EUIndex = 603-200-00-1
|NFPA-F = 2
| EUClass = {{Hazchem Xn}}
|NFPA-R = 0
| RPhrases = {{R10}}, {{R20}}, {{R37}}, {{R66}}
|FlashPtC = 49
| SPhrases = {{S1/2}}, {{S46}}
|AutoignitionPtC = 300
| NFPA-H = 1
| NFPA-F = 2
| NFPA-R = 0
| FlashPt = 49 °C
| Autoignition = 300 °C
}} }}
| Section5 = {{Chembox Related |Section5={{Chembox Related
| OtherCpds = ]<br /> |OtherCompounds = ]<br />
] ]
}} }}
}} }}


'''1-Pentanol''', (or '''n-pentanol''', '''pentan-1-ol'''), is an ] with five carbon atoms and the molecular formula C<sub>5</sub>H<sub>12</sub>O.<ref name=crc>] 65Th Ed.</ref> 1-Pentanol is a colorless liquid with an unpleasant aroma. There are 8 alcohols with this ] (see ]). The ] formed from ] and 1-pentanol, ], smells like apricot. The ] formed from ] and 1-pentanol, ] (pentyl acetate), smells like banana. '''1-Pentanol''', (or '''''n''-pentanol''', '''pentan-1-ol'''), is an ] with the formula {{chem2|CH3CH2CH2CH2CH2OH}} and is classified as a ].<ref name=crc>] 65th ed.</ref> It is a colourless ] with a distinctive ]. It is one of 8 ] alcohols with the formula {{chem2|C5H11OH}}. It is used as a solvent, a biological drying agent and in the synthesis of some fragrance compounds. It is also a common component of ]s (fusel oils), the undesirable byproducts of ].


==Preparation==
Pentanol can be prepared by ] of ]. To reduce the use of fossil fuels, research is underway to discover cost effective methods of utilizing fermentation to produce Bio-Pentanol. Pentanol can be used as a solvent for coating CDs and DVDs. Another use is a replacement for gasoline.
1-Pentanol is prepared from ] by ] followed by ] of the resulting ].<ref name=ull>{{cite book |doi=10.1002/14356007.a19_049.pub2 |chapter=Pentanols |title=Ullmann's Encyclopedia of Industrial Chemistry |date=2011 |last1=Lappe |first1=Peter |last2=Hofmann |first2=Thomas |isbn=9783527303854 }}</ref>
:{{chem2|CH3CH2CH\dCH2 + CO + H2 -> CH3CH2CH2CH2CHO}}
:{{chem2|CH3CH2CH2CH2CHO + H2 -> CH3CH2CH2CH2CH2OH}}


Pentanol can be prepared by ] of ]. To reduce the use of ]s, research is underway to develop cost-effective methods of producing (chemically identical) bio-pentanol with ].<ref>{{Cite journal |last1=Cann |first1=Anthony F. |last2=Liao |first2=James C. |date=2010-01-01 |title=Pentanol isomer synthesis in engineered microorganisms |url=https://doi.org/10.1007/s00253-009-2262-7 |journal=Applied Microbiology and Biotechnology |language=en |volume=85 |issue=4 |pages=893–899 |doi=10.1007/s00253-009-2262-7 |issn=1432-0614 |pmc=2804790 |pmid=19859707}}</ref><ref>{{Cite thesis |title=Production of pentanol in metabolically engineered ''Escherichia coli'' |url=https://dspace.mit.edu/handle/1721.1/65767 |publisher=Massachusetts Institute of Technology |date=2011 |degree=Thesis |first=Hsien-Chung |last=Tseng|hdl=1721.1/65767 }}</ref>
==References==
{{Reflist}}


==Uses and occurrence==
{{Alcohol-stub}}
The ] (OH) is the active site of many reactions. The ] formed from 1-pentanol and ] is ], which has an ]-like odor. The ester formed from 1-pentanol and ] is ] (also called pentyl acetate), which has a ]-like odor.

It is a precursor to dipentyl ]s, which are used in froth flotation.<ref name=ull/>

In 2014, a study was conducted comparing the performance of ] blends with various proportions of pentanol as an ]. While gaseous emissions increased with higher concentrations of pentanol, ] decreased.<ref name=cheung>Wei, Liangjie & Cheung, C.s & Huang, Zuohua. (2014). Effect of n-pentanol addition on the combustion, performance and emission characteristics of a direct-injection diesel engine. Energy. 70. 10.1016/j.energy.2014.03.106.</ref>

Pentanol is often used as a ].

==References==
{{Reflist|}}


{{Alcohols}} {{Alcohols}}
{{Sedatives}}
{{GABAAR PAMs}}


{{DEFAULTSORT:Pentanol, 1-}} {{DEFAULTSORT:Pentanol, 1-}}


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