DIMETHYL 2-(3'',3''-DIMETHYLBUTYL)MALONATE

Base Information

• Chemical Name: DIMETHYL 2-(3'',3''-DIMETHYLBUTYL)MALONATE
• CAS No.: 153742-13-3
• Molecular Formula: C₁₁H₂₀O₄
• Molecular Weight: 216.277
• Mol file: 153742-13-3.mol

Synonyms:Propanedioicacid, (3,3-dimethylbutyl)-, dimethyl ester (9CI)

Chemical Property of DIMETHYL 2-(3'',3''-DIMETHYLBUTYL)MALONATE

Chemical Property:

• Boiling Point: 222.4±8.0 °C(Predicted)
• PKA: 12.87±0.59(Predicted)
• PSA: 52.60000
• Density: 0.994±0.06 g/cm3(Predicted)
• LogP: 1.77490

Purity/Quality:

98% ^*data from raw suppliers

Dimethyl 2-(3',3'-dimethylbutyl)malonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DIMETHYL 2-(3'',3''-DIMETHYLBUTYL)MALONATE

There total 4 articles about DIMETHYL 2-(3'',3''-DIMETHYLBUTYL)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: 35.0%

1-(p-toluenesulfonyloxy)-3,3-dimethylbutane (68880-56-8) + malonic acid dimethyl ester (108-59-8) → dimethyl 2-(3,3-dimethyl butyl) malonate (153742-13-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; In tetrahydrofuran; for 16h; Heating;

DOI:10.1016/S0957-4166(00)82251-X

Reference yield:

neohexyliodide (15672-88-5) + malonic acid dimethyl ester (108-59-8) → dimethyl 2-(3,3-dimethyl butyl) malonate (153742-13-3)

Guidance literature:

malonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃;

neohexyliodide; In tetrahydrofuran; for 8h; Heating;

DOI:10.1021/ja042595u

Reference yield:

3,3-dimethylbutanol (624-95-3) → dimethyl 2-(3,3-dimethyl butyl) malonate (153742-13-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / CH₂Cl₂ / 3 h / 20 °C

2.1: NaI / tetrahydrofuran / 16 h / Heating

3.1: NaH / tetrahydrofuran / 0 °C

3.2: 11.4 g / tetrahydrofuran / 8 h / Heating

With sodium hydride; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja042595u

upstream raw materials:

1-(p-toluenesulfonyloxy)-3,3-dimethylbutane

malonic acid dimethyl ester

neohexyliodide

3,3-dimethylbutanol

Refernces

• 1、 Provencher,Wynn,Jones,Krawczyk. "Enzymes in organic synthesis 51. Probing the dimensions of the large hydrophobic pocket of the active site of pig liver esterase". . p. 2025 - 2026. Retrieved 2007/10/02.