Ethyl 4-tert-butylbenzoylformate

Base Information

• Chemical Name: Ethyl 4-tert-butylbenzoylformate
• CAS No.: 80120-36-1
• Molecular Formula: C14H18O3
• Molecular Weight: 234.295
• Hs Code.: 2918300090
• European Community (EC) Number: 675-605-1
• DSSTox Substance ID: DTXSID50371318
• Nikkaji Number: J606.919C
• Wikidata: Q82158613
• Mol file: 80120-36-1.mol

Synonyms:80120-36-1;Ethyl 4-tert-butylbenzoylformate;ethyl 2-(4-tert-butylphenyl)-2-oxoacetate;ethyl 2-(4-tert-butylphenyl)glyoxylate;ethyl (4-tert-butylphenyl)(oxo)acetate;2-(4-tert-butylphenyl)-2-oxoacetic acid ethyl ester;(4-tert-butylphenyl)glyoxylic acid ethyl ester;SCHEMBL2123308;DTXSID50371318;MFCD01934865;AKOS005946729;FS-3967;CS-0251607;Ethyl 4-tert-butylbenzoylformate, AldrichCPR;Ethyl2-(4-(tert-butyl)phenyl)-2-oxoacetate;FT-0625908;EN300-55345;(4-tert-butylphenyl)oxoacetic acid ethyl ester;Ethyl 2-(4-(tert-butyl)phenyl)-2-oxoacetate;2-(4-tert-Butylphenyl)glyoxylic acid ethyl ester;A839841;ethyl 2-(4-tert-butylphenyl)-2-oxidanylidene-ethanoate

Chemical Property of Ethyl 4-tert-butylbenzoylformate

Chemical Property:

• Vapor Pressure: 0.000281mmHg at 25°C
• Refractive Index: 1.498
• Boiling Point: 322.4 °C at 760 mmHg
• Flash Point: 139.4 °C
• PSA: 43.37000
• Density: 1.045 g/cm³
• LogP: 2.72990
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 234.125594432
• Heavy Atom Count: 17
• Complexity: 280

Purity/Quality:

98%min ^*data from raw suppliers

(4-tert-Butylphenyl)oxoaceticacidethylester ^*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(C)(C)C

Technology Process of Ethyl 4-tert-butylbenzoylformate

There total 8 articles about Ethyl 4-tert-butylbenzoylformate 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: 94.0%

tert-butylbenzene (253185-03-4,253185-04-5) + Ethyl oxalyl chloride (4755-77-5) → ethyl 2‐(4‐(tert‐butyl)phenyl)2‐oxoacetate (80120-36-1)

Guidance literature:

Ethyl oxalyl chloride; With aluminum (III) chloride; In dichloromethane; at 20 ℃; Inert atmosphere;

tert-butylbenzene; In dichloromethane; at 5 - 20 ℃; for 2h; regioselective reaction; Inert atmosphere;

DOI:10.1021/jf204778v

Reference yield: 82.0%

ethanol (64-17-5) + 1-(4-(tert-butyl)phenyl)-2-nitroethan-1-one (1044833-30-8) → ethyl 2‐(4‐(tert‐butyl)phenyl)2‐oxoacetate (80120-36-1)

Guidance literature:

With 1-[4-(diacetoxyiodo)benzyl]-3-methylimidazolium tetrafluoroborate; for 1h; Reflux;

DOI:10.1055/s-0035-1562535

Reference yield: 76.0%

ethanol (64-17-5) + (4-tert-butylphenyl)ethynyl bromide (1085526-67-5) → ethyl 2‐(4‐(tert‐butyl)phenyl)2‐oxoacetate (80120-36-1)

Guidance literature:

With oxygen; for 12h; chemoselective reaction; Irradiation;

DOI:10.1039/c9cc04090k

upstream raw materials:

n-butyllithium

1-bromo-4-tert-butylbenzene

oxalic acid diethyl ester

tert-butylbenzene

Downstream raw materials:

N-(1-(4-(tert-butyl)phenyl)-2-hydroxyethyl)-4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide

C₁₉H₂₇N₃O₂

N-(1-(4-(tert-butyl)phenyl)-2-chloroethyl)-4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide

C₁₉H₂₆ClN₃O

Refernces

• 1、 Yang, Qi-Liang,Xing, Yi-Kang,Wang, Xiang-Yang,Ma, Hong-Xing,Weng, Xin-Jun,Yang, Xiang,Guo, Hai-Ming,Mei, Tian-Sheng. "Electrochemistry-Enabled Ir-Catalyzed Vinylic C-H Functionalization". supporting information. p. 18970 - 18976. Retrieved 2019/12/04.
• 2、 Merkt, Franziska K.,H?wedes, Simon P.,Gers-Panther, Charlotte F.,Gruber, Irina,Janiak, Christoph,Müller, Thomas J. J.. "Three-Component Activation/Alkynylation/Cyclocondensation (AACC) Synthesis of Enhanced Emission Solvatochromic 3-Ethynylquinoxalines". . p. 8114 - 8125. Retrieved 2018/04/02.