Ethyl 4-methylbenzoate

Base Information

• Chemical Name: Ethyl 4-methylbenzoate
• CAS No.: 94-08-6
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: 29163990
• European Community (EC) Number: 202-301-4
• NSC Number: 24767
• UNII: XUF0SQ8L2J
• DSSTox Substance ID: DTXSID5048211
• Nikkaji Number: J47.823G
• Wikidata: Q27294001
• Metabolomics Workbench ID: 130656
• ChEMBL ID: CHEMBL3186464
• Mol file: 94-08-6.mol

Synonyms:Ethyl 4-methylbenzoate;94-08-6;Ethyl p-toluate;Ethyl p-methylbenzoate;Benzoic acid, 4-methyl-, ethyl ester;4-Methylbenzoic Acid Ethyl Ester;p-Toluic acid ethyl ester;4-methyl-benzoic acid ethyl ester;UNII-XUF0SQ8L2J;XUF0SQ8L2J;DTXSID5048211;EINECS 202-301-4;MFCD00009117;NSC-24767;AI3-31106;Ethyl4-methylbenzoate;NSC 24767;ethyl-p-toluat;ethyl p - toluate;ETHYL PARA TOLUATE;4-Methylbenzoic acid ethyl;p-Toluic acid, ethyl ester;p-Toluylic acid, ethyl ester;SCHEMBL235800;Ethyl 4-methylbenzoate, 99%;CHEMBL3186464;DTXCID3028186;NWPWRAWAUYIELB-UHFFFAOYSA-;NSC24767;Tox21_303476;AC7906;AKOS005198691;CS-W020602;DS-4791;CAS-94-08-6;NCGC00257366-01;SY013720;AM20041438;FT-0626279;T0295;A844803;W-100213;Q27294001;Z54848414;F0001-2259

Chemical Property of Ethyl 4-methylbenzoate

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow liquid
• Vapor Pressure: 0.0493mmHg at 25°C
• Melting Point: 131 °C
• Refractive Index: n20/D 1.508(lit.)
• Boiling Point: 235.7 °C at 760 mmHg
• Flash Point: 99.4 °C
• PSA: 26.30000
• Density: 1.025 g/cm³
• LogP: 2.17170
• Storage Temp.: Store below +30°C.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 4-methylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 36/37/38:
• Hazard Codes: 36/37/38:
• Statements: 36/37/38
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)C
• Uses: Ethyl 4-methylbenzoate was used in the synthesis of ethyl 4-(bromomethyl)benzoate.

Technology Process of Ethyl 4-methylbenzoate

There total 132 articles about Ethyl 4-methylbenzoate 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: 98.0%

ethanol (64-17-5) + p-Toluic acid (99-94-5) → 4-methylbenzoic acid ethyl ester (94-08-6)

Guidance literature:

With iron(III) sulfate; sulfuric acid; for 2.5h; Heating;

DOI:10.1081/SCC-100104461

Reference yield: 95.0%

ethanol (64-17-5) + 4-methyl-benzaldehyde (104-87-0) → 4-methylbenzoic acid ethyl ester (94-08-6)

Guidance literature:

With 4-methyl-3-(2,4,6-trimethylphenyl)thiazolium tetrafluoroborate; tetrabutylammomium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 12h; Inert atmosphere; Electrochemical reaction;

DOI:10.1021/ja304716r

Reference yield: 88.0%

4-tolyl iodide (624-31-7) + potassium monoethyl oxalate (1906-57-6) → 4-methylbenzoic acid ethyl ester (94-08-6)

Guidance literature:

With palladium diacetate; In 1-methyl-pyrrolidin-2-one; at 20 - 140 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.08.076

upstream raw materials:

ethyl 4-cyanobenzoate

ethanol

para-methylbenzonitrile

diethyl ether

Downstream raw materials:

1-methyl-4-isopropenylbenzene

p-cymene-8-ol

tris(4-methylphenyl)methanol

α-(pyrid-2-on-4-yl)-α-t-butyl-p-methylbenzyl alcohol

Refernces

• 1、 Najare, Mahesh Sadashivappa,Patil, Mallikarjun Kalagouda,Tilakraj, Tarimakki Shankar,Yaseen, Mohammed,Nadaf, AfraQuasar A,Mantur, Shivaraj,Inamdar, Sanjeev Ramchandra,Khazi, Imtiyaz Ahmed M. "Photophysical and Electrochemical Properties of Highly π-Conjugated Bipolar Carbazole-1,3,4-Oxadiazole-based D-π-A Type of Efficient Deep Blue Fluorescent Dye". . p. 1645 - 1664. Retrieved 2021/08/16.
• 2、 Alfayomy, Abdallah M.,Abdel-Aziz, Salah A.,Marzouk, Adel A.,Shaykoon, Montaser Sh. A.,Narumi, Atsushi,Konno, Hiroyuki,Abou-Seri, Sahar M.,Ragab, Fatma A.F.. "Design and synthesis of pyrimidine-5-carbonitrile hybrids as COX-2 inhibitors: Anti-inflammatory activity, ulcerogenic liability, histopathological and docking studies". . . Retrieved 2021/01/04.