dimethyl hydrogen phosphite

Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Approximately 360 g of the 1,2-mixed pentadecanedioloctadecanediol (obtained from Viking Chemical Co. as Vikol 158 containing about 28% 1,2-pentadecanediol, about 28% 1,2-hexadecanediol, about 28% 1,2-heptadecanediol and about 16% 1,2-octadecanediol) were charged to a glass reactor equipped with heater, agitator, Dean-Stark tube with condenser and provision for blanketing the vapor space with nitrogen. The contents were heated to 70° C. to liquify and 55 g of dimethyl hydrogen phosphite were slowly added. The reaction mixture was heated to 110° C. and held for 2 hours, held at 120° C. for 1 hour, and held at 130° C. for 1 hour. During this reaction period, methanol distilled over and condensed into the trap. The crude product was vacuum stripped at 150° C. to remove volatile materials. 379 g of finished additive were produced. The product was an amber fluid which became waxy on cooling. equipped with heater, agitator, Dean-Stark tube with condenser The reaction mixture was heated to 110° C. held at 120° C. for 1 hour held at 130° C. for 1 hour distilled over and condensed into the trap stripped at 150° C. to remove volatile materials 379 g of finished additive were produced on cooling

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

Procedure: Approximately 100 g of the above 1,2-dihydroxypropane dodecyl sulfide was reacted with 15 g dimethyl hydrogen phosphite as generally described in Example 1 until methanol evolution ceased. The product was vacuum-distilled to remove volatile materials. The product was vacuum-distilled to remove volatile materials

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

Procedure: Approximately 100 g of the above 1,2-dihydroxypropane dodecyl sulfide was reacted with 15 g dimethyl hydrogen phosphite as generally described in Example 1 until methanol evolution ceased. The product was vacuum-distilled to remove volatile materials. The product was vacuum-distilled to remove volatile materials

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

Procedure: 100 gms of dimethyl hydrogen phosphite and 25 gms of phosphorus oxytrihalide are mixed and reacted then 15 gms of ethyl alcohol are added and reacted. Cl2 and HCl evolves from the mixture. 50 gms of melamine are added then heated to 150°-200° C. while agitating for about 30 minutes, thereby producing a melamine salt of dimethyl phosphite-diethyl phosphate. The mixture is then cooled and the solid is pulverized into a powder. reacted reacted then heated to 150°-200° C.

Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Approximately 360 g of the 1,2-mixed pentadecanedioloctadecanediol (obtained from Viking Chemical Co. as Vikol 158 containing about 28% 1,2-pentadecanediol, about 28% 1,2-hexadecanediol, about 28% 1,2-heptadecanediol and about 16% 1,2-octadecanediol) were charged to a glass reactor equipped with heater, agitator, Dean-Stark tube with condenser and provision for blanketing the vapor space with nitrogen. The contents were heated to 70° C. to liquify and 55 g of dimethyl hydrogen phosphite were slowly added. The reaction mixture was heated to 110° C. and held for 2 hours, held at 120° C. for 1 hour, and held at 130° C. for 1 hour. During this reaction period, methanol distilled over and condensed into the trap. The crude product was vacuum stripped at 150° C. to remove volatile materials. 379 g of finished additive were produced. The product was an amber fluid which became waxy on cooling. equipped with heater, agitator, Dean-Stark tube with condenser The reaction mixture was heated to 110° C. held at 120° C. for 1 hour held at 130° C. for 1 hour distilled over and condensed into the trap stripped at 150° C. to remove volatile materials 379 g of finished additive were produced on cooling

Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Approximately 360 g of the 1,2-mixed pentadecanedioloctadecanediol (obtained from Viking Chemical Co. as Vikol 158 containing about 28% 1,2-pentadecanediol, about 28% 1,2-hexadecanediol, about 28% 1,2-heptadecanediol and about 16% 1,2-octadecanediol) were charged to a glass reactor equipped with heater, agitator, Dean-Stark tube with condenser and provision for blanketing the vapor space with nitrogen. The contents were heated to 70° C. to liquify and 55 g of dimethyl hydrogen phosphite were slowly added. The reaction mixture was heated to 110° C. and held for 2 hours, held at 120° C. for 1 hour, and held at 130° C. for 1 hour. During this reaction period, methanol distilled over and condensed into the trap. The crude product was vacuum stripped at 150° C. to remove volatile materials. 379 g of finished additive were produced. The product was an amber fluid which became waxy on cooling. equipped with heater, agitator, Dean-Stark tube with condenser The reaction mixture was heated to 110° C. held at 120° C. for 1 hour held at 130° C. for 1 hour distilled over and condensed into the trap stripped at 150° C. to remove volatile materials 379 g of finished additive were produced on cooling

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

Procedure: Approximately 100 g of the above 1,2-dihydroxypropane dodecyl sulfide was reacted with 15 g dimethyl hydrogen phosphite as generally described in Example 1 until methanol evolution ceased. The product was vacuum-distilled to remove volatile materials. The product was vacuum-distilled to remove volatile materials

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

Procedure: In a manner similar to the previous examples, 233 ml of dimethyl hydrogen phosphite was stirred with 4.6 ml of di-tertiary-butyl peroxide at 140°-150° while α-pinene (81 ml) was added over a period of 15 minutes. After maintaining the reaction mixture at 140° for 18 hours, an additional 4.6 ml of di-tertiary-butyl peroxide was added. After heating an additional 30 minutes, the reaction mixture was subjected to distillation which provided the di-adduct. The NMR spectrum showed the methyl ester groups as a multiplet consisting mainly of 2 spikes at 3.70δ and 3.88δ along with the remainder of the protons between 0.7δ and 3.5δ. was added over a period of 15 minutes After maintaining the reaction mixture at 140° for 18 hours After heating an additional 30 minutes the reaction mixture was subjected to distillation which provided the di-adduct

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

Procedure: To dry methanol (40 ml) was slowly added sodium (1.15 g, 50 mmol) at 0 under N2 atmosphere while stirring, then added dimethyl hydrogen phosphite (5.5 g, 50 mmol), and 2-formylbenzoic acid (5.25 g, 35 mmol). The ice bath was removed and the reaction mixture was stirred for 30 min at room temperature, and then the reaction mixture was slowly added methanesulfonic acid (5.5 g, 55 mmol) and concentrated at reduced pressure to give the crude residue. The crude residue was partitioned between DCM and cold water (100 ml each), and the organic phase was washed with water and brine, dried over sodium sulphate, filtered, and concentrated to give the crude product (5.7 g, 67%) as an off white solid, used in next step without further purification. The ice bath was removed the reaction mixture was stirred for 30 min at room temperature concentrated at reduced pressure to give the crude residue The crude residue was partitioned between DCM and cold water (100 ml each) the organic phase was washed with water and brine dried over sodium sulphate filtered concentrated

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

Procedure: 25 parts by weight of dimethyl hydrogen phosphite and 25 parts by weight of phosphoric acid are mixed and reacted. The reaction is exothermic and is completed within 30 minutes to 1 hour, thereby producing a dimethyl hydrogen phosphite-phosphoric acid compound. The chemical reaction may be speeded up by keeping the temperature of the mixture just below the boiling point of the reactants. reacted is completed within 30 minutes to 1 hour

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

Procedure: 100 gms of dimethyl hydrogen phosphite and 25 gms of phosphorus oxytrihalide are mixed and reacted then 15 gms of ethyl alcohol are added and reacted. Cl2 and HCl evolves from the mixture. 50 gms of melamine are added then heated to 150°-200° C. while agitating for about 30 minutes, thereby producing a melamine salt of dimethyl phosphite-diethyl phosphate. The mixture is then cooled and the solid is pulverized into a powder. reacted reacted then heated to 150°-200° C.

Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Approximately 360 g of the 1,2-mixed pentadecanedioloctadecanediol (obtained from Viking Chemical Co. as Vikol 158 containing about 28% 1,2-pentadecanediol, about 28% 1,2-hexadecanediol, about 28% 1,2-heptadecanediol and about 16% 1,2-octadecanediol) were charged to a glass reactor equipped with heater, agitator, Dean-Stark tube with condenser and provision for blanketing the vapor space with nitrogen. The contents were heated to 70° C. to liquify and 55 g of dimethyl hydrogen phosphite were slowly added. The reaction mixture was heated to 110° C. and held for 2 hours, held at 120° C. for 1 hour, and held at 130° C. for 1 hour. During this reaction period, methanol distilled over and condensed into the trap. The crude product was vacuum stripped at 150° C. to remove volatile materials. 379 g of finished additive were produced. The product was an amber fluid which became waxy on cooling. equipped with heater, agitator, Dean-Stark tube with condenser The reaction mixture was heated to 110° C. held at 120° C. for 1 hour held at 130° C. for 1 hour distilled over and condensed into the trap stripped at 150° C. to remove volatile materials 379 g of finished additive were produced on cooling