Ethyl benzoate: Difference between revisions

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Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: ChEMBL.
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{{chembox
{{chembox
| Watchedfields = changed
| verifiedrevid = 396487259
| verifiedrevid = 415312321
| Name = Ethyl benzoate
| Name = Ethyl benzoate
| ImageFile = Ethyl_benzoate.png
| ImageFile = Ethyl benzoate.svg
<!-- | ImageSize = 150px -->
| ImageName =
| ImageSize = 200px
| IUPACName = Ethyl benzoate
| ImageAlt = Skeletal formula of ethyl benzoate
| ImageFile1 = Ethyl benzoate 3D ball.png
| Section1 = {{Chembox Identifiers
| ImageAlt1 = Ball-and-stick model of the ethyl benzoate molecule
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| PIN = Ethyl benzoate
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 6897
| ChemSpiderID = 6897
| ChEBI = 156074
| EC_number = 202-284-3
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = J115BRJ15H
| UNII = J115BRJ15H
| InChI = 1/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3
| InChI = 1/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3
| InChIKey = MTZQAGJQAFMTAQ-UHFFFAOYAI
| InChIKey = MTZQAGJQAFMTAQ-UHFFFAOYAI
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 510714
| ChEMBL = 510714
| PubChem = 7165
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3
| StdInChI = 1S/C9H10O2/c1-2-11-9(10)8-6-4-3-5-7-8/h3-7H,2H2,1H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = MTZQAGJQAFMTAQ-UHFFFAOYSA-N
| StdInChIKey = MTZQAGJQAFMTAQ-UHFFFAOYSA-N
| CASNo = 93-89-0
| CASNo = 93-89-0
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo_Ref = {{cascite|correct|CAS}}
| SMILES = O=C(OCC)c1ccccc1
| SMILES = O=C(OCC)c1ccccc1
}}
|Section2={{Chembox Properties
|C=9|H=10|O=2
| Appearance = colorless liquid
| Density = 1.050 g/cm<sup>3</sup>
| MeltingPtC = −34
| BoilingPtC = 211–213
| Solubility = 0.72 mg/mL
| LogP = 2.64
| MagSus = −93.32×10<sup>−6</sup> cm<sup>3</sup>/mol
}}
|Section7={{Chembox Hazards
| GHSPictograms = {{GHS07}}{{GHS09}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|315|319|411}}
| PPhrases = {{P-phrases|264|273|280|302+352|305+351+338|321|332+313|337+313|362|391|501}}
}}
}}
| Section2 = {{Chembox Properties
|Section8={{Chembox Related
| OtherCompounds = {{ubl|[[Methyl benzoate]]|[[Propyl benzoate]]}}
| Formula = C<sub>9</sub>H<sub>10</sub>O<sub>2</sub>
| MolarMass = 150.17 g/mol
| Density = 1.050 g/cm<sup>3</sup>
| MeltingPt = -34 °C
| BoilingPt = 211-213 °C
}}
| Section8 = {{Chembox Related
| OtherCpds = [[Methyl benzoate]]<br/>[[Propyl benzoate]]
}}
}}
}}
}}


'''Ethyl benzoate''' is the [[ester]] formed by the condensation of [[benzoic acid]] and [[ethanol]]. It is a colorless liquid that is almost insoluble in water, but miscible with most organic solvents.
'''Ethyl benzoate''', C<sub>9</sub>H<sub>10</sub>O<sub>2</sub>, is an [[ester]] formed by the condensation of [[benzoic acid]] and [[ethanol]]. It is a colorless liquid that is almost insoluble in water, but miscible with most organic solvents.


As with many volatile esters, ethyl benzoate has a pleasant odor which could be described similar to wintergreen mint. It is a component of some artificial fruit flavors.
As with many volatile esters, ethyl benzoate has a pleasant odor described as sweet, wintergreen, fruity, medicinal, cherry and grape.<ref>[http://www.thegoodscentscompany.com/data/rw1004771.html Ethyl benzoate], thegoodscentscompany.com</ref> It is a component of some fragrances and artificial fruit flavors.

== Preparation ==
A simple and commonly used method for the preparation of ethyl benzoate in the laboratory is the acidic esterification of [[benzoic acid]] with [[ethanol]] and [[sulfuric acid]] as catalyst:<ref>Arthur Israel Vogel. Rev. by Brian S. Furniss: ''Vogel’s textbook of practical organic chemistry.'' 5. Auflage. Longman, Harlow 1989, {{ISBN|0-582-46236-3}}, S. 1076</ref>
:[[File:Ethyl benzoate esterification.svg|500px|Reaction equation for the acidic esterification.]]


==References==
==References==
{{reflist}}
{{Unreferenced|date =September 2007}}
<references/>


==External links==
==External links==
*[http://www.jtbaker.com/msds/englishhtml/e3225.htm Material Safety Data Sheet]
*[http://hazard.com/msds/mf/baker/baker/files/e3225.htm Material Safety Data Sheet]


[[Category:Ethyl esters]]
[[Category:Ethyl esters]]
[[Category:Benzoates]]
[[Category:Benzoate esters]]
[[Category:Perfume ingredients]]
[[Category:Perfume ingredients]]
[[Category:Flavors]]
[[Category:Flavors]]
[[Category:Sweet-smelling chemicals]]

[[fr:Benzoate d'éthyle]]
[[ja:安息香酸エチル]]
[[pt:Benzoato de etila]]
[[sv:Etylbensoat]]