| 词条 | Methyl benzoate |
| 释义 |
| Watchedfields = changed | verifiedrevid = 411162742 | Name = Methyl benzoate | ImageFile = Methyl benzoate.svg | ImageSize = 150px | ImageName = Methyl benzoate | ImageFile1 = Methyl Benzoate 3D Computer Model.png | ImageSize1 = 150px | ImageName1 = 3D model of methyl benzoate | IUPACName = Methyl benzoate |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 6883 | PubChem = 7150 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 6618K1VJ9T | InChI = 1/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3 | InChIKey = QPJVMBTYPHYUOC-UHFFFAOYAK | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 16435 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = QPJVMBTYPHYUOC-UHFFFAOYSA-N | CASNo = 93-58-3 | CASNo_Ref = {{cascite|correct|CAS}} | SMILES = O=C(OC)c1ccccc1 |Section2={{Chembox Properties | C=8 | H=8 | O=2 | Density = 1.0837 g/cm3 | RefractIndex = 1.5164 | MeltingPtC = −12.5 | BoilingPtC = 199.6 | MagSus = −81.95×10−6 cm3/mol |Section7={{Chembox Hazards | ExternalSDS = ScienceLab MSDS | NFPA-H = 0 | NFPA-F = 2 | NFPA-R = 0 | FlashPtC = 82 |Section8={{Chembox Related | OtherCompounds = {{ubl|Ethyl benzoate|Propyl benzoate}} }} Methyl benzoate is an organic compound. It is an ester with the chemical formula C6H5CO2CH3. It is a colorless liquid that is poorly soluble in water, but miscible with organic solvents. Methyl benzoate has a pleasant smell, strongly reminiscent of the fruit of the feijoa tree, and it is used in perfumery. It also finds use as a solvent and as a pesticide used to attract insects such as orchid bees. Synthesis and reactionsMethyl benzoate is formed by the condensation of methanol and benzoic acid, in presence of a strong acid.[1] [2] Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate. Nucleophiles attack the carbonyl center, illustrated by hydrolysis with addition of aqueous NaOH to give methanol and sodium benzoate. OccurrenceMethyl benzoate can be isolated from the freshwater fern Salvinia molesta.[3] It is one of many compounds that is attractive to males of various species of orchid bees, which apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study.[4] Cocaine hydrochloride hydrolyzes in moist air to give methyl benzoate;[5] drug-sniffing dogs are thus trained to detect the smell of methyl benzoate.[6]References1. ^{{Ullmann|doi=10.1002/14356007.a03_555|title=Benzoic Acid and Derivatives|last1=Maki|first1=Takao|last2=Takeda|first2=Kazuo}}. 2. ^{{cite book |title=Organic Chemistry, 7th Edition|publisher =Thompson - Brooks/Cole|author = John McMurry|year =2008 |isbn=1-4390-4972-6}}. Page 623 3. ^{{Cite journal|pmid=18177906|year=2008|last1=Choudhary|first1=MI|last2=Naheed|first2=N|last3=Abbaskhan|first3=A|last4=Musharraf|first4=SG|last5=Siddiqui|first5=H|title=Phenolic and other constituents of fresh water fern Salvinia molesta|volume=69|issue=4|pages=1018–23|doi=10.1016/j.phytochem.2007.10.028|journal=Phytochemistry|last6=Atta-Ur-Rahman}} 4. ^{{cite journal |author1=Schiestl, F.P. |author2=Roubik, D.W. | year = 2003 | title = Odor Compound Detection in Male Euglossine Bees | journal = Journal of Chemical Ecology | volume = 29 | pages = 253–257 | doi = 10.1023/A:1021932131526 | pmid=12647866 | issue = 1}} 5. ^{{cite journal | doi = 10.1117/12.266783 | title = Proceedings of SPIE | year = 1997 | author = Dejarme, Lindy E. | volume = 2937 | pages = 19 | chapter = Formation of methyl benzoate from cocaine hydrochloride under different temperatures and humidities | series = SPIE Proceedings | editor1-last = Works | editor1-first = George | editor2-last = Rudin | editor2-first = Leonid I | editor3-last = Hicks | editor3-first = John |display-editors = 3 | editor4-last = Carapezza | editor4-first = Edward M | last2 = Gooding | first2 = Rachel E. | last3 = Lawhon | first3 = Sara J. | last4 = Ray | first4 = Prasenjit | last5 = Kuhlman | first5 = Michael R.}} 6. ^{{cite journal | doi = 10.1117/12.266775 | title = Proceedings of SPIE | year = 1997 | author = Waggoner, L. Paul | volume = 2937 | pages = 216 | chapter = Canine olfactory sensitivity to cocaine hydrochloride and methyl benzoate | series = SPIE Proceedings | editor1-last = Works | editor1-first = George | editor2-last = Rudin | editor2-first = Leonid I | editor3-last = Hicks | editor3-first = John |display-editors = 3 | editor4-last = Carapezza | editor4-first = Edward M | last2 = Johnston | first2 = James M. | last3 = Williams | first3 = Marc | last4 = Jackson | first4 = Jan | last5 = Jones | first5 = Meredith H. | last6 = Boussom | first6 = Teresa | last7 = Petrousky | first7 = James A.}} 4 : Flavors|Methyl esters|Benzoates|Perfume ingredients |
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