4-Chloro-3,5-dinitrobenzoic acid Chemical Properties

Melting point:

159-162 °C (lit.)

Boiling point:

315°C

Density 

1.9543 (rough estimate)

refractive index 

1.6500 (estimate)

Flash point:

186°C

storage temp. 

Sealed in dry,2-8°C

solubility 

soluble in Methanol

form 

powder to crystal

pka

2?+-.0.10(Predicted)

color 

Light orange to Yellow to Green

BRN 

668253

InChI

InChI=1S/C7H3ClN2O6/c8-6-4(9(13)14)1-3(7(11)12)2-5(6)10(15)16/h1-2H,(H,11,12)

InChIKey

PCTFIHOVQYYAMH-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC([N+]([O-])=O)=C(Cl)C([N+]([O-])=O)=C1

CAS DataBase Reference

118-97-8(CAS DataBase Reference)

EPA Substance Registry System

Benzoic acid, 4-chloro-3,5-dinitro- (118-97-8)

Safety Information

Hazard Codes 

Xi,E

Risk Statements 

38-36/37/38-36/38-2

Safety Statements 

28-24/25-22-35-26

WGK Germany 

3

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29163990

MSDS

• Language:English Provider:3,5-Dinitro-4-chlorobenzoic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Chloro-3,5-dinitrobenzoic acid Usage And Synthesis

Chemical Properties

yellow crystals

Uses

4-Chloro-3,5-dinitrobenzoic-15N2 Acid is an intermediate in synthesizing Lodoxamide-15N2,d2 (L469367), a labelled form of Lodoxamide. It is an antiallergic drug that acts as a mast cell stabilizer. It is effective in the treatment of allergic conjunctivitis and in decreasing vascular permeability.

Hazard

irritant

Synthesis

The synthesis of 4-Chloro-3,5-dinitrobenzoic acid is as follows:
4-chloro-benzoic acid  (20 g, 0.128 mol) was dissolved in H₂SO₄ (d = 1.835 g/mL, 300 mL) at80 C, and KNO₃ (66 g, 0.65 mol) was added. The reaction mixture was heated to 125 C using ahigh-pressure flask and kept for 2 h, after which the reaction was cooled to rt and poured onto ice.The yield of 4-Chloro-3,5-dinitrobenzoic acid was 28 g (89%) .

Purification Methods

Crystallise the acid from EtOH/ H2O, EtOH or *C6H6. The 1:1 naphthalene complex (by fusing various ratios of ingredients and recrystallising from EtOH) has m 122o. [Beilstein 9 H 416, 9 III 1953, 9 IV 1360.]

4-Chloro-3,5-dinitrobenzoic acid(118-97-8)Related Product Information

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