Hexanedioic acid, 1,6-di-2-propen-1-yl ester → HCID 21324161, compound

HRID 26575Notes

Reaction equation

HRID 26575 reaction equation
C([O:15][CH2:16][CH:17]=C)(=O)[C:2]1[CH:13]=[CH:12][CH:11]=[C:4](C(OCC=C)=O)[CH:3]=1.[C:19]([O:29]CC=C)(=[O:28])/[CH:20]=[CH:21]\[C:22]([O:24][CH2:25][CH:26]=[CH2:27])=[O:23].[C:33](OCC=C)(=O)[CH2:34][CH2:35][CH2:36][CH2:37][C:38](OCC=C)=O.C(OCC=C)(=O)[C:50]1[CH:67]=[C:60](C(OCC=C)=O)[CH:59]=[C:52]([C:53]([O:55][CH2:56][CH:57]=C)=[O:54])[CH:51]=1>>[C:22]([O:24][CH:25]([CH:26]1[CH2:27][CH:33]=[CH:34][CH2:35][CH2:36]1)[CH:2]1[CH2:3][CH:4]=[CH:11][CH2:12][CH2:13]1)(=[O:23])[CH2:21][CH2:20][C:19]([O-:29])=[O:28].[C:53]([O:55][CH2:56][CH2:57][O:23][CH2:17][CH2:16][OH:15])(=[O:54])[CH2:52][CH2:59][CH2:60][CH2:67][CH2:50][CH2:51][CH2:38][CH2:37][CH:36]=[CH2:35]

Participants

6

Reactant 4

HCID 18139Hexanedioic acid, 1,6-di-2-propen-1-yl esterHCID 66183Diallyl isophthalateHCID 87328Triallyl trimesateHCID 5354266Diallyl maleate

Product 2

HCID 21324161HCID 21324161, compoundYield 72%HCID 21324164HCID 21324164, compoundYield 59.6%

Procedure

Other unsaturated esters which were reacted in a mole ratio of 2 MCP to 1 of ester to form adducts with 1-mercapto-3-chloro-2-propanol are diallyl isophthalate (at 100% reacted under 3 megarads radiation), diallyl maleate, diallyl adipate, di(4-cyclohexenyl)methyl succinate (10 hours exposure to ultraviolet light, 72% yield of brown liquid), diethylene glycol undecylenate (about 10 hours U.V. radiation. 59.6% yield of brown liquid), triallyl trimesate, ##STR19##

Sources & evidence

ORD record
ord-12d59998ab8e47de8c6a3d918ace2533
Source dataset
uspto-grants-1979_04
Patent number
US04150237

Reaction notes

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