Ethyl 4-ethylbenzoate

Base Information

• Chemical Name: Ethyl 4-ethylbenzoate
• CAS No.: 36207-13-3
• Molecular Formula: C11H14 O2
• Molecular Weight: 178.231
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID00334458
• Nikkaji Number: J345.692G
• Wikidata: Q82100267
• Mol file: 36207-13-3.mol

Synonyms:Ethyl 4-ethylbenzoate;36207-13-3;4-ETHYLBENZOIC ACID ETHYL ESTER;4-Ethylbenzoic acid, ethyl ester;4-ethyl-benzoic acid ethyl ester;Ethyl4-ethylbenzoate;ethyl p-hydrobenzoate;Ethyl 4-ethylbenzoate #;SCHEMBL128190;p-Ethylbenzoic acid ethyl ester;DTXSID00334458;MFCD00238713;AKOS008948081;CS-0195998;E89442

Chemical Property of Ethyl 4-ethylbenzoate

Chemical Property:

• PSA: 26.30000
• LogP: 2.42570
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

99%min ^*data from raw suppliers

Ethyl4-ethylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC=C(C=C1)C(=O)OCC

Technology Process of Ethyl 4-ethylbenzoate

There total 11 articles about Ethyl 4-ethylbenzoate 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: 99.0%

triethyl borane (97-94-9) + p-(ethoxycarbonyl)phenyl triflate (125261-30-5) → ethyl ester of para-ethylbenzoic acid (36207-13-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium acetate; In tetrahydrofuran; for 0.5h; Reflux; Inert atmosphere;

DOI:10.1002/ejoc.200900538

Reference yield: 97.0%

ethanol (64-17-5) + methyl 4-vinylbenzoate (1076-96-6) → ethyl ester of para-ethylbenzoic acid (36207-13-3)

Guidance literature:

With platinum(IV) oxide; hydrogen; at 60 ℃; for 13h; under 750.075 - 1500.15 Torr; chemoselective reaction; Autoclave; Green chemistry;

DOI:10.1039/c8gc00500a

Reference yield: 81.0%

Ethyl 4-bromobenzoate (5798-75-4) + triethylbismuth (617-77-6) → ethyl ester of para-ethylbenzoic acid (36207-13-3)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 90 ℃; for 18h;

DOI:10.1021/jo702377h

upstream raw materials:

ethanol

p-ethylbenzoic acid

sodium ethanolate

4-ethylbenzylaldehyde

Downstream raw materials:

4-ethylbenzoic acid hydrazide

4-[1-hydroxyethyl]benzoic acid ethyl ester

ethyl 4-(1-bromoethyl)benzoic acid

4-ethyl-benzoic acid N'-chloroacetyl-hydrazide

Refernces

• 1、 Xu,Wang,Luo,Yu,Guo,Fu,Zhao,Wu. "Design, synthesis, insecticidal activity and 3D-QSR study for novel trifluoromethyl pyridine derivatives containing an 1,3,4-oxadiazole moiety". . p. 6306 - 6314. Retrieved 2018/02/19.
• 2、 Okura, Keisho,Kawashima, Hitomi,Tamakuni, Fumiko,Nishida, Naoya,Shirakawa, Eiji. "Single electron transfer-induced coupling of alkynylzinc reagents with aryl and alkenyl iodides". supporting information. p. 14019 - 14022. Retrieved 2016/12/09.