Ethyl benzoate

Base Information

• Chemical Name: Ethyl benzoate
• CAS No.: 93-89-0
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 29163100
• European Community (EC) Number: 202-284-3
• NSC Number: 8884
• UNII: J115BRJ15H
• DSSTox Substance ID: DTXSID3038696
• Nikkaji Number: J3.220D
• Wikipedia: Ethyl_benzoate
• Wikidata: Q421100
• Metabolomics Workbench ID: 46314
• ChEMBL ID: CHEMBL510714
• Mol file: 93-89-0.mol

Synonyms:Benzoyl ethyl ether;Ethyl benzenecarboxylate;AI3-01352;Benzoic acid, ethyl ester;Benzoic ether;Ethyl benzoate (natural);Ethylester kyseliny benzoove;Ethylester kyseliny benzoove [Czech];FEMA No. 2422;NSC 8884;

Chemical Property of Ethyl benzoate

Chemical Property:

• Appearance/Colour: clear, colorless to pale yellow liquid
• Vapor Pressure: 1 mm Hg ( 44 °C)
• Melting Point: -34 °C
• Refractive Index: n20/D 1.504(lit.)
• Boiling Point: 211.7 °C at 760 mmHg
• Flash Point: 88.9 °C
• PSA: 26.30000
• Density: 1.044 g/cm³
• LogP: 1.86330
• Storage Temp.: Store below +30°C.
• Solubility.: 0.5g/l
• Water Solubility.: INSOLUBLE
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 126

Purity/Quality:

99%, ^*data from raw suppliers

Ethyl benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 24/25-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: UVCB,Other Classes -> Esters,Other
• Canonical SMILES: CCOC(=O)C1=CC=CC=C1
• Description: Ethyl benzoate, C9H10O2, 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. 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.
• Uses: Ethyl Benzoate acts as an aroma and flavour compound due to the volatile ester group in its structure. In perfumery under the name Essence de Niobe; in manufacture of Peau d'Espagne; artificial fruit essence. Ethyl benzoate is used as a perfume scent. It acts as a food flavoring agent. It is an active component of artificial fruit flavors. Further, it is used in cosmetics and personal care products as fragrance ingredients and preservatives.

Technology Process of Ethyl benzoate

There total 975 articles about Ethyl benzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

ethanol (64-17-5) + benzo[d]isoxazol-3-yl(phenyl)methanone (60451-91-4) → salicylonitrile (611-20-1) + benzoic acid ethyl ester (93-89-0,99341-95-4)

Guidance literature:

With potassium hydroxide; for 16h; Ambient temperature;

Reference yield: 91.0%

2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) → benzoic acid ethyl ester (93-89-0,99341-95-4) + benzaldehyde (100-52-7)

Guidance literature:

With oxygen; H₅PV₂Mo₁₀O₄₀(1,11); In ethanol; at 20 ℃; for 6h; under 750.06 Torr;

DOI:10.1039/C39890000825

Reference yield: 34.0%

2-phenyl-3-(benzyloxy)propan-1-ol (189886-53-1) → (RS)-2-phenyl-1-propanol (1123-85-9) + benzoic acid ethyl ester (93-89-0,99341-95-4) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With dichloro(benzene)ruthenium(II) dimer; N,N-diisopropylimidazolium bromide; sodium hydride; In toluene; acetonitrile; for 24h; Reflux;

DOI:10.1021/ol3009842

upstream raw materials:

tetrahydrofuran

sodium acetate

4-(ethoxycarbonyl)benzenediazonium chloride

piperidine

Downstream raw materials:

N-benzoylpiperidine

N-Benzylpiperidine

α-benzoyl-γ-butyrolactone

benzamide

Refernces

• 1、 Kailan,Kirchner. "-". . p. 191. Retrieved 1934.
• 2、 Vernon,Brown. "-". . p. 1289. Retrieved 1941.
• 3、 Fang, Ling,Lin, Aijun,Shi, Yan,Cheng, Yixiang,Zhu, Chengjian. "Enantioselective sulfenylation of α-nitroesters catalyzed by diarylprolinols". . p. 387 - 389. Retrieved 2014.
• 4、 Wedekind,Haeussermann. "-". . p. 2081. Retrieved 1901.
• 5、 Kailan,Melzer. "-". . p. 377. Retrieved 1936.
• 6、 Gan, Shaoyan,Shi, Lei,Song, Lijuan,Yin, Jingru,Yu, Zhiyou. "A one-pot and two-stage Baeyer-Villiger reaction using 2,2′-diperoxyphenic acid under biomolecule-compatible conditions?". supporting information. p. 2232 - 2239. Retrieved 2022/04/03.
• 7、 Wu, Xiaofang,Zhou, Lei,Li, Fangshao,Xiao, Jing. "PCl3-mediated transesterification and aminolysis of tert-butyl esters via acid chloride formation". . p. 491 - 497. Retrieved 2021/01/20.