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Cresol
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{{short description|Group of chemical compounds}} {{distinguish|creosol}} {| align="right" border="1" cellspacing="0" cellpadding="3" style="margin: 0 0 0 0.5em; background: #FFFFFF; border-collapse: collapse; border-color: #C0C090;" ! {{Chemical datatable header}} align="center" colspan="4" | Isomers of Cresol<ref>[http://www.inchem.org/documents/icsc/icsc/eics0030.htm o-CRESOL (ICSC)]</ref><ref>[http://www.inchem.org/documents/icsc/icsc/eics0646.htm m-CRESOL (ICSC)]</ref><ref>[http://www.inchem.org/documents/icsc/icsc/eics0031.htm p-CRESOL (ICSC)]</ref><ref>{{Cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/o-cresol#section=Odor-Threshold|title=o-cresol|last=Pubchem|website=pubchem.ncbi.nlm.nih.gov|language=en|access-date=2018-01-16}}</ref> |- | [[Skeletal formula]] | [[file:O-Kresol.svg|90px|center]] | [[file:M-Kresol.svg|90px|center]] | [[file:P-Kresol.svg|45px|center]] |- | [[Ball-and-stick model]] | [[Image:Ortho-cresol-3D-balls.png|100px]] | [[Image:Meta-cresol-3D-balls.png|100px]] | [[Image:Para-cresol-3D-balls.png|100px]] |- ! {{Chemical datatable header}} align="center" colspan="4" | General |- | Common name | '''[[o-cresol|''o''-cresol]]''' | '''[[m-cresol|''m''-cresol]]''' | '''[[p-cresol|''p''-creso]]l''' |- | [[Preferred IUPAC name]] | 2-methylphenol | 3-methylphenol | 4-methylphenol |- | [[Chemical nomenclature#Systematic name|Systematic name]] | 2-methylbenzenol | 3-methylbenzenol | 4-methylbenzenol |- | Other names | ''ortho''-cresol<br />2-hydroxytoluene | ''meta''-cresol<br />3-hydroxytoluene | ''para''-cresol<br />4-hydroxytoluene |- | [[Chemical formula|Molecular formula]] | align="center" colspan="4" | C<sub>7</sub>H<sub>8</sub>O |- | [[Simplified molecular input line entry specification|SMILES]] | oc1c(C)cccc1 | oc1cc(C)ccc1 | oc1ccc(C)cc1 |- | [[Molar mass]] | align="center" colspan="4" | 108.14 g/mol |- | Appearance at room<br /> temperature and pressure | colorless crystals | thicker liquid | greasy-looking solid |- |rowspan="2" | [[CAS registry number|CAS number]] | <nowiki>[95-48-7]</nowiki> | <nowiki>[108-39-4]</nowiki> | <nowiki>[106-44-5]</nowiki> |- | align="center" colspan="3" | mixture of cresols (tricresol): <nowiki>[1319-77-3]</nowiki> |- ! {{Chemical datatable header}} align="center" colspan="4" | Properties |- | [[Density]] and [[Phase (matter)|phase]] | 1.05 g/cm<sup>3</sup>, solid | 1.03 g/cm<sup>3</sup>, liquid | 1.02 g/cm<sup>3</sup>, liquid |- | [[Soluble|Solubility]] in [[Water (molecule)|pure water]]<br /> at 20−25 °C | 2.5 g/100 ml | 2.4 g/100 ml | 1.9 g/100 ml |- | align="center" colspan="4" | soluble in strongly [[alkaline]] water |- <!-- | Other solvents e.g. [[ethanol]], [[acetone]] --> <!-- | solubility info on other solvents --> <!-- |- --> | [[Melting point]] | 29.8 °C (303.0 K) | 11.8 °C (285.0 K) | 35.5 °C (309.7 K) |- | [[Boiling point]] | 191.0 °C (464.2 K) | 202.0 °C (475.2 K) | 201.9 °C (475.1 K) |- | [[Acid dissociation constant|Acidity]] (p''K''<sub>a</sub>) <!-- omit if not an acid or a base. If several values, be clear --> | 10.287 | 10.09 | 10.26 |- | [[Viscosity]] | solid at 25 °C | ? c[[Poise (unit)|P]] at 25 °C | solid at 25 °C |- ! {{Chemical datatable header}} align="center" colspan="4" | Structure |- | [[Dipole#Molecular dipoles|Dipole moment]] | 1.35 [[Debye|D]] | 1.61 [[Debye|D]] | 1.58 [[Debye|D]] |- ! {{Chemical datatable header}} align="center" colspan="4" | Hazards <!-- Summary only- MSDS entry provides more complete information --> |- | [[Safety data sheet|SDS]] | <!--[[Cresol chemdata supplement#Material Safety Data Sheet|External MSDS]] please replace with proper link--> | | |- | Main [[Worker safety and health|hazard]]s | align="center" colspan="4" | [[flammable]], ingestion and inhalation toxicity hazard |- | [[Flash point]] | 81 °C c.c. | 86 °C | 86 °C c.c. |- | [[GHS pictograms]] | align="center" colspan="4" | {{GHS05}}{{GHS06}} |- | [[RTECS]] number | GO6300000 | GO6125000 | GO6475000 |- ! {{Chemical datatable header}} align="center" colspan="4" | Related compounds |- | Related [[phenols]] | colspan="3"| [[xylenol]]s |- | Related compounds | colspan="3"| [[bromocresol green]], [[cresol red]] |- | {{Chemical datatable header}} align="center" colspan="4" | <small>Except where noted otherwise, data are given for<br /> materials in their [[standard state|standard state (at 25 °C, 100 kPa)]]<br />[[wikipedia:Chemical infobox|Infobox disclaimer and references]]</small> |- |} '''Cresols''' (also known as '''hydroxytoluene''', '''toluenol''', '''benzol''' or '''cresylic acid''') are a group of [[aromatic]] [[organic compound]]s. They are widely-occurring [[phenols]] (sometimes called ''phenolics'') which may be either natural or manufactured. They are also categorized as '''[[methyl group|methyl]] [[phenol]]s'''. Cresols commonly occur as either solids or liquids because their [[melting point]]s are generally close to room temperature. Like other types of phenols, they are slowly [[oxidation|oxidized]] by exposure to [[air]], and the resulting impurities often give the samples a yellow to brownish red tint. Cresols have an [[odor]] characteristic to that of other simple phenols, reminiscent to some of a "[[coal tar]]" smell. The name "cresol" is an adduct of phenol and their traditional source, [[creosote]].
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