Diethyl 2,4,6-trimethylphenyl malonate

Base Information

• Chemical Name: Diethyl 2,4,6-trimethylphenyl malonate
• CAS No.: 94430-86-1
• Molecular Formula: C16H22 O4
• Molecular Weight: 278.34348
• Hs Code.: 2917190090
• DSSTox Substance ID: DTXSID70590564
• Wikidata: Q82484212
• Mol file: 94430-86-1.mol

Synonyms:Diethyl 2,4,6-trimethylphenyl malonate;94430-86-1;diethyl mesitylmalonate;SCHEMBL8795536;DTXSID70590564;AGTVMGCSLLAKLJ-UHFFFAOYSA-N;AKOS005254603;DS-022353;Diethyl (2,4,6-trimethylphenyl)propanedioate;diethyl 2-(2,4,6-trimethylphenyl)propanedioate;2-(2,4,6-trimethyl-phenyl)-malonic acid diethyl ester

Chemical Property of Diethyl 2,4,6-trimethylphenyl malonate

Chemical Property:

• Melting Point: 46-47 °C
• Boiling Point: 358.2°Cat760mmHg
• PKA: 12.24±0.46(Predicted)
• Flash Point: 170.1°C
• PSA: 52.60000
• Density: 1.065g/cm³
• LogP: 2.82160
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 278.15180918
• Heavy Atom Count: 20
• Complexity: 309

Purity/Quality:

99% ^*data from raw suppliers

2-(2,4,6-TRIMETHYLPHENYL)-MALONIC ACID DIETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C1=C(C=C(C=C1C)C)C)C(=O)OCC

Technology Process of Diethyl 2,4,6-trimethylphenyl malonate

There total 8 articles about Diethyl 2,4,6-trimethylphenyl malonate 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: 57.0%

iodomesitylene (4028-63-1) + diethyl malonate (105-53-3) → 2-(2,4,6-trimethylphenyl)malonic acid diethyl ester (94430-86-1)

Guidance literature:

diethyl malonate; With sodium hydride; In 1-methyl-pyrrolidin-2-one; at 0 - 20 ℃; Inert atmosphere;

iodomesitylene; With copper(l) iodide; In 1-methyl-pyrrolidin-2-one; at 80 - 85 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.bmc.2008.12.062

Reference yield:

1-fluoro-2,4,6-trimethylbenzene (392-69-8) + diethyl malonate (105-53-3) → 2-(2,4,6-trimethylphenyl)malonic acid diethyl ester (94430-86-1)

Guidance literature:

1-fluoro-2,4,6-trimethylbenzene; With (η5-ethyltetramethylcyclopentadienyl)(η6-benzene)rhodium(III) tetrafluoroborate; In nitromethane; at 100 ℃; for 2h;

diethyl malonate; With sodium hydride; In tetrahydrofuran; for 48h;

DOI:10.1134/S1070428007120056

Reference yield:

2-bromomesitylene (1667-04-5) + diethyl malonate (105-53-3) → 2-(2,4,6-trimethylphenyl)malonic acid diethyl ester (94430-86-1)

Guidance literature:

2-bromomesitylene; With (η5-ethyltetramethylcyclopentadienyl)(η6-benzene)rhodium(III) tetrafluoroborate; In nitromethane; at 100 ℃; for 2 - 3h;

diethyl malonate; With lithium hydride; In [⁽²⁾H₆]acetone; for 48h;

DOI:10.1134/S1070428007120056

upstream raw materials:

ethyl 2,4,6-trimethylphenylacetate

oxalic acid diethyl ester

mesitylacetonitrile

2-mesitylacetic acid

Downstream raw materials:

6-methoxy-2-(2,4,6-trimethylphenyl)tetrahydropyrazolo[1,2-a]pyrazole-1,3-dione

8-(2,4,6-trimethylphenyl)hexahydropyrazolo[1,2-d][1,4,5]oxadiazepine-7,9-dione

8-(2,4,6-trimethylphenyl)hexahydropyrazolo[1,2-d][1,4,5]thiadiazepine-7,9-dione

3,3-dioxo-8-(2,4,6-trimethylphenyl)hexahydro-3λ6-pyrazolo[1,2-d][1,4,5]thiadiazepine-7,9-dione