tridecan-1-ol

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

Procedure: 1% mixture of tristyrylphenol (EO) 8 sulfate and tallowamine (EO) 5 (DV-4636);

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

Procedure: 1% mixture of tristyrylphenol (EO) 8 sulfate and tallowamine (EO) 5 (DV-4636);

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

Procedure: 1-tridecanol; 1-tetradecanol; 1-pentadecanol; 1-hexadecanol;

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

Procedure: Prepared from the glycidyl ether of tridecanol.

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

Procedure: A mixture of 99.2 grams (0.4 moles) of 2-(2-mercapto-1,3,4-thiadiazol-5-ylthio)-succinic anhydride, 160 grams (0.8 moles) of tridecyl alcohol and 0.2 grams of p-toluene sulfonic acid in 800 ml. of toluene was refluxed for 18 hours. This reaction was monitored by means of the amount of water collected in a Dean-Stark trap attached to the refluxing condenser. After distilling off the solvent, attempt was made to distill off the reaction product without success. The reaction product was a viscous oil. Its IR spectrum and elemental analysis was consistent with the proposed structure. collected in a Dean-Stark trap After distilling off the solvent, attempt to distill off the reaction product without success

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

Procedure: A mixture of 99.2 grams (0.4 moles) of 2-(2-mercapto-1,3,4-thiadiazol-5-ylthio)-succinic anhydride, 160 grams (0.8 moles) of tridecyl alcohol and 0.2 grams of p-toluene sulfonic acid in 800 ml. of toluene was refluxed for 18 hours. This reaction was monitored by means of the amount of water collected in a Dean-Stark trap attached to the refluxing condenser. After distilling off the solvent, attempt was made to distill off the reaction product without success. The reaction product was a viscous oil. Its IR spectrum and elemental analysis was consistent with the proposed structure. collected in a Dean-Stark trap After distilling off the solvent, attempt to distill off the reaction product without success

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

Procedure: A mixture of 19.7 g. (0.1 mole) of bromosuccinic acid, 40.1 g. (0.2 mole) of tridecanol, 0.25 g. of p-toluenesulfonic acid and 200 ml. of toluene is refluxed for 7 hours, using a Dean-Stark trap. There is collected 3.6 ml. of H2O in the trap which is exactly the calculated amount for this reaction when completed. A mixture of 19.7 g There is collected 3.6 ml for this reaction when

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

Procedure: Tridecyl nicotinate was prepared using the method of Example 1 from commercial tridecanol (an isomeric mixture) and nicotinic acid. The product had a boiling point of 136° to 140° C. under 0.05 mm pressure and an estimated purity of 100% based on a molecular weight of 305.5.

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

Procedure: tetrakis(1,2,2,6,6-pentamethyl-4-piperidyl) 1,2,3,4-butanetetracarboxylate (available under the trade name of “ADEKASTAB LA-52” from Asahi Denka Kogyo K.K.), tetrakis(2,2,6,6-tetramethyl-4-piperidyl) 1,2,3,4-butanetetracarboxylate (available under the trade name of “ADEKASTAB LA-57” from Asahi Denka Kogyo K.K.), an ester mixture obtained by esterification reaction of 1,2,3,4-butanetetracarboxylic acid with 1,2,2,6,6-pentamethyl-4-piperidinol and 1-tridecanol (available under the trade name of “ADEKASTAB LA-62” from Asahi Denka Kogyo K.K.), an ester mixture obtained by esterification reaction of 1,2,3,4-butanetetracarboxylic acid with 2,2,6,6-tetramethyl-4-piperidinol and 1-tridecanol (available under the trade name of “ADEKASTAB LA-67” from Asahi Denka Kogyo K.K.), an ester mixture obtained by esterification reaction of 1,2,3,4-butanetetracarboxylic acid with 1,2,2,6,6-pentamethyl-4-piperidinol and 3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane (available under the trade name of “ADEKASTAB LA-63” from Asahi Denka Kogyo K.K.), an ester mixture obtained by esterification reaction of 1,2,3,4-butanetetracarboxylic acid with 2,2,6,6-tetramethyl-4-piperidinol and 3,9-bis(2-hydroxy-1,1-dimethylethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane (available under the trade name of “ADEKASTAB LA-68” from Asahi Denka Kogyo K.K.),

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

Procedure: This example illustrates the production of a compound of formula I wherein B3 and B4 are ether linkages. To a round bottom flask equipped with a stirrer, nitrogen inlet tube, and a distillation head, were added 70 millimoles of tridecyl alcohol ethoxylate (nominal 100 ethyleneoxy units per mole of ethoxylate), 30 millimoles of polyethylene glycol having a molecular weight of about 8,000 grams/mole and 400 grams of toluene. To this mixture was added 140 millimoles of sodium hydroxide (as an aqueous solution at 50% by weight sodium hydroxide). The flask was then heated to azeotropically distill off most of the water with stirring and nitrogen gas sparging. The conditions of distillation were such that about 1,000 ppm of water remained in the toluene solution. The solution was then cooled to 80° C. after which 90 millimoles of epichlorohydrin were added. The reaction mixture was then maintained at 80° C. until the epoxide titration reached approximately zero. (A 4.0 gram aliquot of the reaction mixture and 4 grams of tetraethylammonium bromide can be dissolved in 50 ml of glacial acetic acid and the resulting solution titrated with a 0.1036 N HClO4 in glacial acetic acid solution to a methyl violet end point for the amount of epoxide (epoxy titration). The reaction mixture was then neutralized to a substantially neutral pH (about pH 7) with aqueous hydrochloric acid. Butoxytriglycol (BTG) and water were added to give a clear yellow BTG/H2O/product ratio of 1:2:2 by weight. To a round bottom flask equipped with a stirrer, nitrogen inlet tube The flask was then heated to azeotropically distill off most of the water nitrogen gas sparging The conditions of distillation were added

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

Procedure: Similarly, 2-methyl-3-oxahexadecanoic acid is prepared from tridecanol and sodium 2-iodopropionate using the procedure of Example 1.

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

Procedure: 1% mixture of tristyrylphenol (EO) 8 sulfate and tallowamine (EO) 5 (DV-4636);