Dapagliflozin intermediate/ Empagliflozin intermediate/ 5-Bromo-2-chlorobenzoic acid 21739-92-4

Product name	5-Bromo-2-chlorobenzoic acid
Synonyms	5-bromo-2-chloro-benzoate;5-bromo-2-chloro-benzoic acid;2-Chloro-5-bromobenzoic acid;5-Bromo-2-Chloro Benzoic Acid;2-Chloro-5-Bromo Benzoic Acid;
CAS No.	21739-92-4
Molecular Formula	C7H4BrClO2
Molecular Weight	235.465
Molecular Structure
Quality Standard	99% up by HPLC
Appearance	White to off-white powder

The characteristics of 5-Bromo-2-chlorobenzoic acid can be summarized as: 

(1)ACD/LogP: 2.79;

(2)# of Rule of 5 Violations: 0;

(3)ACD/LogD (pH 5.5): 0.02;

(4)ACD/LogD (pH 7.4): -0.35;

(5)ACD/BCF (pH 5.5): 1;

(6)ACD/BCF (pH 7.4): 1;

(7)ACD/KOC (pH 5.5): 1.32;

(8)ACD/KOC (pH 7.4): 1;

(9)#H bond acceptors: 2;

(10)#H bond donors: 1;

(11)#Freely Rotating Bonds: 1;

(12)Index of Refraction: 1.621;

(13)Molar Refractivity: 45.76 cm3;

(14)Molar Volume: 130 cm3;

(15)Polarizability: 18.14×10-24 cm3;

(16)Surface Tension: 55.9 dyne/cm;

(17)Enthalpy of Vaporization: 59.81 kJ/mol;

(18)Vapour Pressure: 0.0001 mmHg at 25°C;

(19)Rotatable Bond Count: 1;

(20)Exact Mass: 233.90832;

(21)MonoIsotopic Mass: 233.90832;

(22)Topological Polar Surface Area: 37.3;

(23)Heavy Atom Count: 11;

(24)Complexity: 163.

Preparation of 5-Bromo-2-chlorobenzoic acid: It can be obtained by 1-bromo-4-chloro-benzene and carbon dioxide. This reaction needs reagent 2,2,6,6-tetramethylpiperidine, butyllithium and solvent tetrahydrofuran and hexane at temperature of -75 °C. The reaction time is 2 hours. The yield is 52%.

Uses of 5-Bromo-2-chlorobenzoic acid: It can be used to produce 2-chloro-5-deuteriobenzoic acid. This reaction needs reagent sodium carbonate, Raney Cu-Al alloy and solvent D2O at temperature of 65 °C. The reaction time is 8 hours. The yield is 88%.