Tert-butyl ethyl oxalate

Base Information

• Chemical Name: Tert-butyl ethyl oxalate
• CAS No.: 50624-94-7
• Molecular Formula: C8H14O4
• Molecular Weight: 174.197
• Hs Code.: 2917119000
• European Community (EC) Number: 831-783-4
• DSSTox Substance ID: DTXSID70562600
• Nikkaji Number: J2.130.853F
• Wikidata: Q82446838
• Mol file: 50624-94-7.mol

Synonyms:tert-butyl ethyl oxalate;50624-94-7;2-O-tert-butyl 1-O-ethyl oxalate;Ethanedioic acid, 1-(1,1-dimethylethyl) 2-ethyl ester;Oxalic acid tert-butyl ester ethyl ester;MFCD11052953;Ethanedioic acid,1-(1,1-dimethylethyl) 2-ethyl ester;Ethanedioic acid, 1,1-dimethylethyl ethyl ester;tert-butylethyloxalate;Ethyl t-butyl oxalate;tert-Butyl ethyl ethanedioate;1,1-Dimethylethyl ethyl ester;SCHEMBL2294428;AMY3696;DTXSID70562600;ZFGBGKKWENABEC-UHFFFAOYSA-N;Ethyl 2-methyl-2-propanyl oxalate;AKOS006309995;PB31527;BS-10105;SY065784;A7510;CS-0048102;EN300-137113;P11041

Chemical Property of Tert-butyl ethyl oxalate

Chemical Property:

• Vapor Pressure: 0.339mmHg at 25°C
• Refractive Index: 1.422
• Boiling Point: 199.596°C at 760 mmHg
• Flash Point: 75.263°C
• PSA: 52.60000
• Density: 1.039g/cm³
• LogP: 0.89120
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 174.08920892
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

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

Ethyltert-ButylOxalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)OC(C)(C)C
• Uses: Ethyl tert-Butyl Oxalate is used for practical synthesis of functionalized 1,5-Disubsituted 1,2,4-Triazole derivatives via heterocyclization of hydrazines with amidines.

Technology Process of Tert-butyl ethyl oxalate

There total 2 articles about Tert-butyl ethyl oxalate 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%

Ethyl oxalyl chloride (4755-77-5) + tert-butyl alcohol (75-65-0) → oxalic acid tert-butyl ester ethyl ester (50624-94-7)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo1017603

Reference yield:

oxalyl dichloride (79-37-8) + ethanol (64-17-5) + tert-butyl alcohol (75-65-0) → oxalic acid tert-butyl ester ethyl ester (50624-94-7)

Guidance literature:

DOI:10.1021/jo00929a007

Reference yield: 82.0%

1-bromo-4-methoxy-benzene (104-92-7) + oxalic acid tert-butyl ester ethyl ester (50624-94-7) → tert-butyl 2-(4-methoxyphenyl)-2-oxoacetate (75716-84-6)

Guidance literature:

1-bromo-4-methoxy-benzene; With magnesium; In tetrahydrofuran;

oxalic acid tert-butyl ester ethyl ester; In tetrahydrofuran; at -78 ℃; for 2h; Further stages.;

DOI:10.1016/j.tetlet.2008.05.155

upstream raw materials:

Ethyl oxalyl chloride

tert-butyl alcohol

oxalyl dichloride

ethanol

Downstream raw materials:

5-Benzyloxy-5-methyl-2-oxo-hex-3-ynoic acid tert-butyl ester

oxalamic Acid Tert-butyl Ester

2-(3-Benzyloxy-3-methyl-but-1-ynyl)-2-hydroxy-succinic acid 1-tert-butyl ester 4-ethyl ester

iminodicarboxylic acid di-tert-butyl ester

Refernces

• 1、 Amos, Stephanie G. E.,Cavalli, Diana,Le Vaillant, Franck,Waser, Jerome. "Direct Photoexcitation of Ethynylbenziodoxolones: An Alternative to Photocatalysis for Alkynylation Reactions**". supporting information. p. 23827 - 23834. Retrieved 2021/09/25.
• 2、 Xu, Yingju,McLaughlin, Mark,Bolton, Emily N.,Reamer, Robert A.. "Practical synthesis of functionalized 1,5-disubstituted 1,2,4-triazole derivatives". supporting information; experimental part. p. 8666 - 8669. Retrieved 2011/02/28.