4'-Chloropivaloanilide

The 4'-Chloropivaloanilide, with the CAS registry number of 65854-91-3, is also known as N-Pivaloyl-p-chlorophenyl. This chemical's molecular formula is C₁₁H₁₄ClNO and molecular weight is 211.69. What's more, its IUPAC name is N-(4-Chlorophenyl)-2,2-dimethylpropanamide.

Physical properties about the 4'-Chloropivaloanilide are: (1)ACD/LogP: 3.28; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.28; (4)ACD/LogD (pH 7.4): 3.28; (5)ACD/BCF (pH 5.5): 182.59; (6)ACD/BCF (pH 7.4): 182.59; (7)ACD/KOC (pH 5.5): 1446.66; (8)ACD/KOC (pH 7.4): 1446.66; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 20.31 Å²; (13)Index of Refraction: 1.557; (14)Molar Refractivity: 59.28 cm³; (15)Molar Volume: 184 cm³; (16)Surface Tension: 39.4 dyne/cm; (17)Density: 1.15 g/cm³; (18)Flash Point: 166.7 °C; (19)Enthalpy of Vaporization: 59.69 kJ/mol; (20)Boiling Point: 352.1 °C at 760 mmHg; (21)Vapour Pressure: 3.93E-05 mmHg at 25 °C.

Preparation: this chemical is prepared by reaction of 2,2-Dimethyl-propionyl chloride with 4-Chloro-aniline at heating. The reaction needs reagent Sodium hydroxide and solvent H₂O. The reaction time is 30 mins with reaction temperature of 30 °C. The yield is about 97 %.

Uses: it is used to produce other chemicals. For example, it is used to produce 1-Methyl-4-hydroxy-4-(2-pivaloylamino-5-chlorophenyl)piperidine at heating. This reaction needs reagent n-Butyllithium. Meanwhile, it needs solvent Hexane tetrahydrofuran. Other condition of this reaction is reaction time of 2 hours at 0 °C. The yield is about 40 %.

You can still convert the following datas into molecular structure:
(1) SMILES:Clc1ccc(NC(=O)C(C)(C)C)cc1
(2) InChI:InChI=1/C11H14ClNO/c1-11(2,3)10(14)13-9-6-4-8(12)5-7-9/h4-7H,1-3H3,(H,13,14)
(3) InChIKey:IZISMXMXCLUHGI-UHFFFAOYAY