Maleic Anhydride → 1,4-Dioctadecyl (2Z)-2-butenedioate

Reaction equation

[CH2:1]([OH:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:20]1(=[O:26])[O:25][C:23](=[O:24])[CH:22]=[CH:21]1>>[C:23]([O:25][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1])(=[O:24])/[CH:22]=[CH:21]\[C:20]([O:19][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:26]

Participants

Reactant 2

HCID 7923Maleic Anhydride

HCID 8221Stearyl Alcohol

Product 1

HCID 54635011,4-Dioctadecyl (2Z)-2-butenedioate

Procedure

A sample of mono octadecyl (monostearyl) maleate was prepared in a similar manner, but using 405 g octadecanol (1.5 moles) and 147 g maleic anhydride (1.5 moles).

Sources & evidence

ORD record: ord-b4f890aaada54950b4c8a7fe67d57127
Source dataset: uspto-grants-1991_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05021525

Reaction notes

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