c6h5cooch3 + naoh

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Methyl benzoate
Methyl benzoate
Methyl benzoate
3D model of methyl benzoate
3D model of methyl benzoate
Names
Preferred IUPAC name

Methyl benzoate

Systematic IUPAC name

Methyl benzenecarboxylate

Identifiers

CAS Number
  • 93-58-3 check

3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL16435 check
ChemSpider
  • 6883 check
ECHA InfoCard 100.002.055 Edit this at Wikidata

PubChem CID
  • 7150
UNII
  • 6618K1VJ9T check

CompTox Dashboard (EPA)
  • DTXSID5025572 Edit this at Wikidata

InChI

  • InChI=1S/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3 check

    Key: QPJVMBTYPHYUOC-UHFFFAOYSA-N check

  • InChI=1/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3

    Key: QPJVMBTYPHYUOC-UHFFFAOYAK

SMILES

  • O=C(OC)c1ccccc1

Properties

Chemical formula

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 C8H8O2
Molar mass 136.150 g·mol−1
Density 1.0837 g/cm3
Melting point −12.5 °C (9.5 °F; 260.6 K)
Boiling point 199.6 °C (391.3 °F; 472.8 K)

Magnetic susceptibility (χ)

 −81.95×10−6 cm3/mol

Refractive index (nD)

 1.5164
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideFlammability 2: Must be moderately heated or exposed đồ sộ relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code

2

Flash point 82 °C (180 °F; 355 K)
Safety data sheet (SDS) ScienceLab MSDS
Related compounds

Related compounds
  • Ethyl benzoate
  • Propyl benzoate

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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Infobox references

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 đồ sộ attract insects such as orchid bees.

Synthesis and reactions[edit]

Methyl 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 đồ sộ give methyl 3-nitrobenzoate. Nucleophiles attack the carbonyl center, illustrated by hydrolysis with addition of aqueous NaOH đồ sộ give methanol and sodium benzoate.

Occurrence[edit]

Methyl benzoate can be isolated from the freshwater fern Salvinia molesta.[3] It is one of many compounds that is attractive đồ sộ males of various species of orchid bees, which apparently gather the chemical đồ sộ synthesize pheromones; it is commonly used as bait đồ sộ attract and collect these bees for study.[4]

Cocaine hydrochloride hydrolyzes in moist air đồ sộ give methyl benzoate;[5] drug-sniffing dogs are thus trained đồ sộ detect the smell of methyl benzoate.[6]

Uses[edit]

Non electric Heat cost allocators. See: DIN EN 835.

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References[edit]

  1. ^ Maki, Takao; Takeda, Kazuo. "Benzoic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a03_555..
  2. ^ John McMurry (2008). Organic Chemistry (7th ed.). Thompson - Brooks/Cole. p. 623. ISBN 978-1-4390-4972-3.
  3. ^ Choudhary, MI; Naheed, N; Abbaskhan, A; Musharraf, SG; Siddiqui, H; Atta-Ur-Rahman (2008). "Phenolic and other constituents of fresh water fern Salvinia molesta". Phytochemistry. 69 (4): 1018–23. doi:10.1016/j.phytochem.2007.10.028. PMID 18177906.
  4. ^ Schiestl, F.P.; Roubik, D.W. (2003). "Odor Compound Detection in Male Euglossine Bees". Journal of Chemical Ecology. 29 (1): 253–257. doi:10.1023/A:1021932131526. hdl:20.500.11850/57276. PMID 12647866. S2CID 2845587.
  5. ^ Dejarme, Lindy E.; Gooding, Rachel E.; Lawhon, Sara J.; Ray, Prasenjit; Kuhlman, Michael R. (1997). "Formation of methyl benzoate from cocaine hydrochloride under different temperatures and humidities". In Works, George; Rudin, Leonid I; Hicks, John; et al. (eds.). Proceedings of SPIE. SPIE Proceedings. Vol. 2937. p. 19. doi:10.1117/12.266783. S2CID 95964809.
  6. ^ Waggoner, L. Paul; Johnston, James M.; Williams, Marc; Jackson, Jan; Jones, Meredith H.; Boussom, Teresa; Petrousky, James A. (1997). "Canine olfactory sensitivity đồ sộ cocaine hydrochloride and methyl benzoate". In Works, George; Rudin, Leonid I; Hicks, John; et al. (eds.). Proceedings of SPIE. SPIE Proceedings. Vol. 2937. p. 216. doi:10.1117/12.266775. S2CID 93295016.