ChemicalBook CAS DataBase List DIMETHYL OCTADECANEDIOATE

DIMETHYL OCTADECANEDIOATE synthesis

14synthesis methods

Product Name:DIMETHYL OCTADECANEDIOATE
CAS Number:1472-93-1
Molecular formula:C20H38O4
Molecular Weight:342.51

67-56-1 Synthesis

67-56-1
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$7.29/5ml-f

871-70-5 Synthesis

871-70-5
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$10.00/1g

1472-93-1
89 suppliers
$22.00/1g

Yield: 99%

Reaction Conditions:

with sulfuric acid for 16 h;Reflux;

Steps:

2.8.1 Octadecane-1,18-dimethylester (C18diCOOMe)
In a 1000mL flask C18diCOOH (20.5g, 63.7mmol, 1.0eq.) was added to 600mL of MeOH. After the addition of sulfuric acid (10 drops) the mixture was stirred for 16h under reflux. The C18diCOOH dissolved upon heating. The reaction mixture was allowed to reach room temperature (rt). The product crystallized as a colorless solid and was filtered and washed with cold MeOH. The colorless solid was purified by flash column chromatography (hexane:ethyl acetate=9:1) to receive 21.7g of C18diCOOMe (99%) as colorless powder. (0015) ¹H NMR (400MHz, CDCl₃, TMS): δ (ppm)=3.65 (s, 6H,-O-CH₃), 2.29 (t, 4H, J=7.56Hz,-CO-CH₂-CH₂-), 1.60 (m, 4H,-CH₂-CH₂-CH₂-), 1.37-1.20 (m, 24H,-CH₂-(CH₂)₁₂-CH₂-). (0016) ¹³C NMR (100MHz, CDCl₃, TMS): δ (ppm)=174.3 (-CH₂-CO-O-CH₃), 51.4 (-O-CH₃), 34.1 (-CH₂-CO-), 29.6-29.2 (-CH₂-(CH₂)₁₂-CH₂-), 29.1 (-CH₂-(CH₂)₂-CO-), 24.9 (-CH₂-CH₂-CO-). (0017) IR (cm^-1): 3451, 2916, 2847, 1738, 1472, 1463, 1435, 1412, 1382, 1370, 1350, 1316, 1273, 1233, 1191, 1163, 1117, 1091, 1033, 991, 968, 882, 824, 769, 732, 719, 700. (0018) MS (EI): m/z (%) calculated for C₂₀H₃₈O₄Na: 365.2668; found: 365.2674.