4196-89-8

Usage

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C19H20O4/c1-19(2,13-22-17(20)15-9-5-3-6-10-15)14-23-18(21)16-11-7-4-8-12-16/h3-12H,13-14H2,1-2H3

Synthetic route

benzoyl chloride (98-88-4) + 2,2-Dimethyl-1,3-propanediol (126-30-7) → O,O'-bisbenzoyl-2,2-dimethyl-1,3-propylenediol (4196-89-8)

Conditions	Yield
With pyridine at 20℃; for 1h;	84%
With pyridine for 12h;	81%
With pyridine
With sodium hydroxide

2,2-Dimethyl-1,3-propanediol (126-30-7) + benzoic acid (65-85-0) → O,O'-bisbenzoyl-2,2-dimethyl-1,3-propylenediol (4196-89-8)

Conditions	Yield
With xylene

hydroxypivalyl hydroxypivalate + 2-Ethylhexanoic acid (149-57-5) + 2,2-Dimethyl-1,3-propanediol (126-30-7) + benzoic acid (65-85-0) → benzoic acid 2-[3-(2-ethyl-hexanoyloxy)-2,2-dimethyl-propoxycarbonyl]-2-methyl-propyl ester + benzoic acid 3-[3-(2-ethyl-hexanoyloxy)-2,2-dimethyl-propionyloxy]-2,2-dimethyl-propyl ester + benzoic acid 3-(2-ethyl-hexanoyloxy)-2,2-dimethyl-propyl ester (375855-81-5) + benzoic acid 3-[3-(benzoyloxy)-2,2-dimethyl-propionyloxy]-2,2-dimethyl-propyl ester (53370-64-2) + benzoic acid 3-{3-[3-(benzoyloxy)-2,2-dimethyl-propionyloxy]-2,2-dimethyl-propionyloxy}-2,2-dimethyl-propyl ester (919106-25-5) + 2-ethyl-hexanoic acid 2-[3-(2-ethyl-hexanoyloxy)-2,2-dimethyl-propoxycarbonyl]-2-methyl-propyl ester (23144-57-2) + benzoic acid 3-{3-[3-(2-ethyl-hexanoyloxy)-2,2-dimethyl-propionyloxy]-2,2-dimethyl-propionyloxy}-2,2-dimethyl-propyl ester (919106-24-4) + 2-ethyl-hexanoic acid 2-{2-[3-(2-ethyl-hexanoyloxy)-2,2-dimethyl-propoxycarbonyl]-2-methyl-propoxycarbonyl}-2-methyl-propyl ester (919106-23-3) + bis(2-ethylhexanoic acid) 2,2-dimethylpropane-1,3-diyl ester (28510-23-8) + O,O'-bisbenzoyl-2,2-dimethyl-1,3-propylenediol (4196-89-8)

Conditions	Yield
Stage #1: hydroxypivalyl hydroxypivalate; 2-Ethylhexanoic acid; 2,2-Dimethyl-1,3-propanediol; benzoic acid; titanium(IV) isopropylate at 220℃; for 8h; Stage #2: With sodium hydroxide In water Product distribution / selectivity;

...Expand

hydroxypivalyl hydroxypivalate + 2-Ethylhexanoic acid (149-57-5) + benzoic acid (65-85-0) → benzoic acid 2-[3-(2-ethyl-hexanoyloxy)-2,2-dimethyl-propoxycarbonyl]-2-methyl-propyl ester + benzoic acid 3-[3-(2-ethyl-hexanoyloxy)-2,2-dimethyl-propionyloxy]-2,2-dimethyl-propyl ester + benzoic acid 3-(2-ethyl-hexanoyloxy)-2,2-dimethyl-propyl ester (375855-81-5) + benzoic acid 3-[3-(benzoyloxy)-2,2-dimethyl-propionyloxy]-2,2-dimethyl-propyl ester (53370-64-2) + benzoic acid 3-{3-[3-(benzoyloxy)-2,2-dimethyl-propionyloxy]-2,2-dimethyl-propionyloxy}-2,2-dimethyl-propyl ester (919106-25-5) + 2-ethyl-hexanoic acid 2-[3-(2-ethyl-hexanoyloxy)-2,2-dimethyl-propoxycarbonyl]-2-methyl-propyl ester (23144-57-2) + benzoic acid 3-{3-[3-(2-ethyl-hexanoyloxy)-2,2-dimethyl-propionyloxy]-2,2-dimethyl-propionyloxy}-2,2-dimethyl-propyl ester (919106-24-4) + 2-ethyl-hexanoic acid 2-{2-[3-(2-ethyl-hexanoyloxy)-2,2-dimethyl-propoxycarbonyl]-2-methyl-propoxycarbonyl}-2-methyl-propyl ester (919106-23-3) + bis(2-ethylhexanoic acid) 2,2-dimethylpropane-1,3-diyl ester (28510-23-8) + O,O'-bisbenzoyl-2,2-dimethyl-1,3-propylenediol (4196-89-8)

Conditions	Yield
Stage #1: hydroxypivalyl hydroxypivalate; 2-Ethylhexanoic acid; benzoic acid; titanium(IV) isopropylate In xylene at 220℃; for 8h; Stage #2: With sodium hydroxide In water Product distribution / selectivity;
Stage #1: hydroxypivalyl hydroxypivalate; 2-Ethylhexanoic acid; benzoic acid; titanium(IV) isopropylate at 220℃; for 8h; Stage #2: With sodium hydroxide In water Product distribution / selectivity;

...Expand

hydroxypivalyl hydroxypivalate + benzoic acid (65-85-0) → benzoic acid 3-[3-(benzoyloxy)-2,2-dimethyl-propionyloxy]-2,2-dimethyl-propyl ester (53370-64-2) + benzoic acid 3-{3-[3-(benzoyloxy)-2,2-dimethyl-propionyloxy]-2,2-dimethyl-propionyloxy}-2,2-dimethyl-propyl ester (919106-25-5) + O,O'-bisbenzoyl-2,2-dimethyl-1,3-propylenediol (4196-89-8)

Conditions	Yield
Stage #1: hydroxypivalyl hydroxypivalate; benzoic acid; titanium(IV) isopropylate In xylene at 220℃; for 8h; Stage #2: With sodium hydroxide In water Product distribution / selectivity;

O,O'-bisbenzoyl-2,2-dimethyl-1,3-propylenediol (4196-89-8) + β‐cyclodextrin (7585-39-9) → β-cyclodextrin O,O'-dibenzoyl-2,2-dimethyl-1,3-propylendiol (1353548-43-2)

Conditions	Yield
In water at 70℃; for 1h;	47%
In water at 70℃; for 1h;	47%

Upstream product

• 98-88-4 benzoyl chloride 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 65-85-0 benzoic acid 
• 149-57-5 2-Ethylhexanoic acid 

Downstream Products

• 1353548-43-2 β-cyclodextrin O,O'-dibenzoyl-2,2-dimethyl-1,3-propylendiol 

Relevant academic research and scientific papers

Nanoscaled inclusion complexes of β-cyclodextrin with binuclear compounds based on diols containing fragments of selected aromatic monocarboxylic acids

Stable nanoscaled mono- and dimeric inclusion complexes of β-cyclodextrin with hosts based on symmetric diols of various length containing fragments of benzoic, nicotinic, or isonicotinic acid were synthesized.

Inclusion compound of β-cyclodextrin with binuclear guests containing residues of some pharmocologically important aromatic monocarboxylic acids

Stable monomeric and dimeric inclusion compounds of β-cyclodextrin with binuclear guests containing the residues of some pharmacologically important aromatic monocarboxylic acids were obtained. Pleiades Publishing, Ltd., 2011.

Hydroxypivalyl hydroxypivalate ester plasticizer composition and method of preparing the same

Provided are a plasticizer composition including a hydroxypivalyl hydroxypivalate ester and a neopentylglycol ester, and a method of preparing the plasticizer composition. The plasticizer composition provides a polyvinyl chloride resin having excellent properties of heat loss, migration resistance and plasticization efficiency, and tensile strength, elongation, etc.