P-TOLUENESULFONIC ACID N-OCTYL ESTER

The Benzenesulfonic acid,4-methyl-, octyl ester, with the CAS registry number 3386-35-4, is also named as p-Toluenesulfonic acid n-octyl ester. Its molecular formula is C₁₅H₂₄O₃S and molecular weight is 284.41. Moreover, it has the systematic name octyl 4-methylbenzenesulfonate.

Physical properties about Benzenesulfonic acid,4-methyl-, octyl ester are: (1)ACD/LogP: 4.87; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.867; (4)ACD/LogD (pH 7.4): 4.867; (5)ACD/BCF (pH 5.5): 2943.571; (6)ACD/BCF (pH 7.4): 2943.571; (7)ACD/KOC (pH 5.5): 10583.158; (8)ACD/KOC (pH 7.4): 10583.158; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 9; (12)Index of Refraction: 1.498; (13)Molar Refractivity: 78.979 cm³; (14)Molar Volume: 269.396 cm³; (15)Surface Tension: 36.566 dyne/cm; (16)Density: 1.056 g/cm³; (17)Flash Point: 191.19 °C; (18)Enthalpy of Vaporization: 61.72 kJ/mol; (19)Boiling Point: 392.521 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

Preparation of the Benzenesulfonic acid,4-methyl-, octyl ester: It can be prepared by toluene-4-sulfonyl chloride and octan-1-ol. This reaction is a kind of Tosylation. It will need reagent Me₂N(CH₂)₆NMe₂ and solvent acetonitrile. The reaction time is 1 hour and the temperature is 0-5 °C. The yield is about 95 %.

Uses of the Benzenesulfonic acid,4-methyl-, octyl ester: It can be used to produce 1-fluoro-octane at temperature of 130 °C. It will need reagents AgF and 2,2'-bipyridine. Besides, the reaction time is 0.75 hour and its yield is about 97 %.

You can still convert the following datas into molecular structure:
(1)SMILES: CCCCCCCCOS(=O)(=O)c1ccc(cc1)C
(2)InChI: InChI=1/C15H24O3S/c1-3-4-5-6-7-8-13-18-19(16,17)15-11-9-14(2)10-12-15/h9-12H,3-8,13H2,1-2H3
(3)InChIKey: LYQJBZLAANNIER-UHFFFAOYAJ