8-methylnonyl benzoate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Isodecyl alcohol (791.4 grams; 5.-0 mol), benzoic acid (622.8 grams; 5.1 mol), zirconium carbonate (3.3 grams) and toluene (75 ml) were placed into a three-necked, round bottom flask equipped with stirrer, thermometer, 10" Vigeraux column, water trap and condenser. The reaction temperature was 184° C., washed first with water (25 mls) at 90°-95° C. for 30 minutes, then with sodium carbonate (15%) at 90°-95° C. for 30 minutes and twice with water (300 ml) at 90° C. for five minutes. After being washed, the product was dried at 125° C. and filtered to yield the desired product (1254.6 grams; 95.6% yield). It assayed 99.5% with the following properties: equipped with stirrer was 184° C. washed first with water (25 mls) at 90°-95° C. for 30 minutes twice with water (300 ml) at 90° C. for five minutes After being washed the product was dried at 125° C. filtered

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Isodecyl alcohol (306 grams; 1.94 moles), benzoic acid (242 grams; 1.98 moles), toluene (50 ml) and butyltinoxide hydrate (1 gram) were placed into a glass reaction flask equipped with stirrer, thermometer, heating mantle, 12" column packed with 1/4" glass rings, Dean-Stark water trap and condenser. The mixture was stirred for four hours allowing the temperature to increase from 30° C. to 204° C. After reaction mixture was cooled to 100° C., soda ash (100 ml; 20% solution) was added and the temperature increased from 65° to 95° C. After ten minutes, the alkaline bottom layer was separated and a mixture of soda ash (50 ml; 20% solution) and chlorox (140 ml) added to the reaction mixture. After the bottom layer was removed, the mixture was dried and the toluene was removed by heating to 182° C. at 45 mmHg. The desired product (491 grams) was obtained after filtration representing a yield of 96.7%. equipped with stirrer thermometer, heating mantle, 12" column to increase from 30° C. to 204° C After reaction mixture the temperature increased from 65° to 95° C After ten minutes the alkaline bottom layer was separated a mixture of soda ash (50 ml; 20% solution) and chlorox (140 ml) added to the reaction mixture After the bottom layer was removed the mixture was dried the toluene was removed by heating to 182° C. at 45 mmHg

Conditions: temp:100.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Isodecyl alcohol (306 grams; 1.94 moles), benzoic acid (242 grams; 1.98 moles), toluene (50 ml) and butyltinoxide hydrate (1 gram) were placed into a glass reaction flask equipped with stirrer, thermometer, heating mantle, 12" column packed with 1/4" glass rings, Dean-Stark water trap and condenser. The mixture was stirred for four hours allowing the temperature to increase from 30° C. to 204° C. After reaction mixture was cooled to 100° C., soda ash (100 ml; 20% solution) was added and the temperature increased from 65° to 95° C. After ten minutes, the alkaline bottom layer was separated and a mixture of soda ash (50 ml; 20% solution) and chlorox (140 ml) added to the reaction mixture. After the bottom layer was removed, the mixture was dried and the toluene was removed by heating to 182° C. at 45 mmHg. The desired product (491 grams) was obtained after filtration representing a yield of 96.7%. equipped with stirrer thermometer, heating mantle, 12" column to increase from 30° C. to 204° C After reaction mixture the temperature increased from 65° to 95° C After ten minutes the alkaline bottom layer was separated a mixture of soda ash (50 ml; 20% solution) and chlorox (140 ml) added to the reaction mixture After the bottom layer was removed the mixture was dried the toluene was removed by heating to 182° C. at 45 mmHg

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A 4 liter distillation flask with top-mounted water separator and reflux condenser and also with a sampling port and thermometer was charged with 976 g of benzoic acid (8 mol), 1872 g (12 mol) of isodecanol (Exxal 10, ExxonMobil) and 0.59 g of butyl titanate (0.06% based on the amount of acid) and this initial charge was heated at boiling under a nitrogen atmosphere. The water of reaction produced during the esterification was taken off at regular intervals. When the acid number fell below 0.1 mg KOH/g, after about 3 hours, the excess alcohol was distilled off under reduced pressure through a 10 cm column with Raschig rings. Thereafter the mixture was cooled to 80° C. and transferred to a 4 liter reaction flask with dip tube, top-mounted dropping funnel and column, and attached to a Claisen bridge. It was then neutralized with 5% strength by weight aqueous sodium hydroxide solution (10-fold excess of alkali). The mixture was subsequently heated to 190° C. under reduced pressure (10 mbar). Then 8% by weight of fully demineralized water, based on the amount of crude ester employed, were added dropwise at constant temperature through the dropping funnel. After the water had been added the heating was shut off and cooling took place under reduced pressure. At room temperature, the ester was filtered off on a suction filter with filter paper and filter aid. Gas chromatography indicated a purity for the ester of 99.7%. A 4 liter distillation flask with top-mounted water separator reflux condenser this initial charge was heated produced during the esterification the excess alcohol was distilled off under reduced pressure through a 10 cm column with Raschig rings transferred to a 4 liter reaction flask with dip tube The mixture was subsequently heated to 190° C. under reduced pressure (10 mbar) were added dropwise at constant temperature through the dropping funnel cooling At room temperature, the ester was filtered off on a suction filter with filter paper filter aid