ChemicalBook CAS DataBase List 2-BROMO-5-NITROBENZOIC ACID

2-BROMO-5-NITROBENZOIC ACID synthesis

5synthesis methods

Product Name:2-BROMO-5-NITROBENZOIC ACID
CAS Number:943-14-6
Molecular formula:C7H4BrNO4
Molecular Weight:246.01

88-65-3
335 suppliers
$5.00/5g

943-14-6
165 suppliers
$17.50/1g

Yield: 96%

Reaction Conditions:

with sulfuric acid;nitric acid at 5; for 1 h;

Steps:

2-bromo-5-nitrobenzoic acid (4i1).
Commercially available 2-bromobenzoic acid (9.90 g, 49.3 mmol) was added to an ice cold mixture of 25 mL H₂SO₄ and 12 mL of HNO₃. The reaction was stirred for 1 hr while keeping the temperature maintained below 5 °C. The reaction was poured into a 200 mL beaker containing ice water. The white solid product was obtained by vacuum filtering for 1 hr (11.6 g, 96%). mp = 180-181 °C. ¹H NMR (400 MHz, DMSO-d6): δ 8.49 (d, J = 2.8 Hz, 1 H), 8.22 (dd, J = 8.8, 2.8 Hz, 1 H), 8.03 (d, J = 8.8 Hz, 1 H). The experimental m.p. matches the known m.p. (181°C).

References:

Carlson, Erik J.;Riel, Asia Marie S.;Dahl, Bart J. [Tetrahedron Letters,2012,vol. 53,# 46,p. 6245 - 6249,5] Location in patent:supporting information

7149-70-4 Synthesis