Ethyl 2-(4-methylphenyl)-2-oxoacetate

Base Information

• Chemical Name: Ethyl 2-(4-methylphenyl)-2-oxoacetate
• CAS No.: 5524-56-1
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Hs Code.: 29189900
• European Community (EC) Number: 675-548-2
• DSSTox Substance ID: DTXSID20371365
• Nikkaji Number: J1.041.393A
• Wikidata: Q82158668
• Mol file: 5524-56-1.mol

Synonyms:5524-56-1;Ethyl 4-methylbenzoylformate;ethyl 2-(4-methylphenyl)-2-oxoacetate;Ethyl 2-oxo-2-(p-tolyl)acetate;ethyl 2-oxo-2-p-tolylacetate;ethyl (4-methylphenyl)(oxo)acetate;ethyl 2-(4-methylphenyl)glyoxylate;MFCD01311169;4-Methyl-oxo-benzeneacetic acid ethyl ester;ETHYL4-METHYLBENZOYLFORMATE;ethyl 4-tolylglyoxylate;SCHEMBL167161;DTXSID20371365;ZGHJACPCSQNDGB-UHFFFAOYSA-N;2-p-Tolylglyoxylic acid ethyl ester;Oxo-p-tolyl-acetic acid ethyl ester;AKOS001105850;AS-9140;4-methylphenylglyoxylic acid ethyl ester;ethyl 4-methylbenzoylformate, AldrichCPR;SY063836;CS-0106495;FT-0625869;EN300-14301;N12010;A830553;Z99599884;2-(4-methylphenyl)-2-oxoacetic acid ethyl ester;Ethyl 4-Methylbenzoylformate

Chemical Property of Ethyl 2-(4-methylphenyl)-2-oxoacetate

Chemical Property:

• Vapor Pressure: 0.00195mmHg at 25°C
• Refractive Index: 1.512
• Boiling Point: 291.4 °C at 760 mmHg
• Flash Point: 128.3 °C
• PSA: 43.37000
• Density: 1.106 g/cm³
• LogP: 1.74080
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 2-(4-methylphenyl)glyoxylate, tech tech% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C1=CC=C(C=C1)C

Technology Process of Ethyl 2-(4-methylphenyl)-2-oxoacetate

There total 43 articles about Ethyl 2-(4-methylphenyl)-2-oxoacetate 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%

3-hydroxy-2-(4-methylphenyl)acrylic acid ethyl ester (797756-83-3) → ethyl 2-p-tolyl-2-oxoacetate (5524-56-1)

Guidance literature:

With ozone; In methanol; at -78 ℃; for 0.25h;

DOI:10.1080/00397919908086470

Reference yield: 95.0%

para-chlorotoluene (106-43-4) + Ethyl oxalyl chloride (4755-77-5) → ethyl 2-p-tolyl-2-oxoacetate (5524-56-1)

Guidance literature:

para-chlorotoluene; With lithium; In diethyl ether; at 3 - 6 ℃;

With copper(l) cyanide; In tetrahydrofuran; diethyl ether; at 3 - 6 ℃; for 0.416667h; Cooling with ice;

Ethyl oxalyl chloride; In tetrahydrofuran; diethyl ether; at 3 - 20 ℃; for 1.25h;

DOI:10.1021/ol302672n

Reference yield: 93.0%

ethanol (64-17-5) + p-tolueneacetonitrile (7391-28-8) → ethyl 2-p-tolyl-2-oxoacetate (5524-56-1)

Guidance literature:

With oxygen; In tetrahydrofuran; at 20 ℃; for 24h; Irradiation;

DOI:10.1055/s-0036-1591943

upstream raw materials:

ethanol

(4-methylphenyl)(oxo)acetic acid

Ethyl oxalyl chloride

toluene

Downstream raw materials:

cyclohexyl-hydroxy-p-tolyl-acetic acid ethyl ester

p-tolylacetic acid ethyl ester

hydroxy-p-tolyl-acetic acid ethyl ester

hydroxy-norborn-5-en-2-yl-p-tolyl-acetic acid-(2-pyrrolidino-ethyl ester)

Refernces

• 1、 Kaur, Ravneet,Singh, Dipak,Singh, Ravi P.. "Stereoselective Synthesis of Dihydrocoumarins via [1,2]-Phospha-Brook Rearrangement in Three-Component Coupling Reaction of α-Ketoesters, o-Quinone Methides, and Dialkyl Phosphites". . p. 15702 - 15711. Retrieved 2021/11/01.
• 2、 Nassar, Youssef,Piva, Olivier. "A short route to access oxaspiro[: N,3,3]propellanes". supporting information. p. 5811 - 5815. Retrieved 2020/08/21.