Di-n-octyl maleate
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Di-n-octyl maleate
structure -
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CAS No:
2915-53-9
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Formula:
C20H36O4
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Chemical Name:
Di-n-octyl maleate
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Synonyms:
2-Butenedioic acid (2Z)-,1,4-dioctyl ester;Maleic acid,dioctyl ester;2-Butenedioic acid (Z)-,dioctyl ester;2-Butenedioic acid (2Z)-,dioctyl ester;Dioctyl maleate;Di-n-octyl maleate;Bis(1-octyl) maleate;Bernel Ester DCM;Dicapryryl maleate
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CAS No:
Characteristics
52.6
7
Liquid
0.9±0.1 g/cm3
-20ºC
417.9°C at 760 mmHg
195.5±19.6 °C
1.460
0.6mg/L(25 ºC)
Safety Information
Xi
P261, P264, P270, P271, P301+P312, P304+P340, P312, P330, P403+P233, P405, P501
H302
Di-n-octyl maleate Use and Manufacturing
General procedure: A mixture of trifluoromethylated N-acylhydrazone 1 or 6 (0.20 mmol), dimethyl maleate (2; 58 mg, 0.40 mmol) and K2CO3 (1. 4 mg, 0.01 mmol) in toluene (5 mL) was stirred at reflux for 30'40 h and monitored by TLC until the starting material could not be detected. Toluene was removed under vacuum and sat. aq NH4Cl (10 mL) was added to the reaction mixture and stirred for 10 min, and then the mixture was extracted with EtOAc (3 × 10 mL). The combined organic extracts were dried (MgSO4) and concentrated. Purification of the residue by silica gel column chromatography using PE/EtOAc (2:1) as eluent furnished the product 3 or 7, respectively. The isomers could not be fully separated by silica gel chromatography. One of the isomers could be isolated by recrystallization, except for 3pa and 3pa?, 3xa and 3xa?, 3ya and 3ya?, 7e and 7e?.General procedure: A mixture of trifluoromethylated N-acylhydrazone 1 or 6 (0.20 mmol), dimethyl maleate (2; 58 mg, 0.40 mmol) and K2CO3 (1. 4 mg, 0.01 mmol) in toluene (5 mL) was stirred at reflux for 30'40 h and monitored by TLC until the starting material could not be detected. Toluene was removed under vacuum and sat. aq NH4Cl (10 mL) was added to the reaction mixture and stirred for 10 min, and then the mixture was extracted with EtOAc (3 × 10 mL). The combined organic extracts were dried (MgSO4) and concentrated. Purification of the residue by silica gel column chromatography using PE/EtOAc (2:1) as eluent furnished the product 3 or 7, respectively. The isomers could not be fully separated by silica gel chromatography. One of the isomers could be isolated by recrystallization, except for 3pa and 3pa?, 3xa and 3xa?, 3ya and 3ya?, 7e and 7e?.Under a nitrogen atmosphere, Cu (O2C (CH2) 10CH3) 2 H2O (1.3 mg), an organic phosphineLigand Ph2P (CH2) 2PPh2 (2.3 mg), xylene (4.0 mL),
dioctyl maleate is a film former and emollient derived from maleic acid.
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