2-Nitrobenzoic acid Chemical Properties

Melting point:

146-148 °C(lit.)

Boiling point:

295.67°C (rough estimate)

Density 

1,58 g/cm³

refractive index 

1.6280 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

7.8g/l

form 

Fine Powder

pka

2.16(at 18℃)

color 

Off-white

Specific Gravity

1.58

Water Solubility 

6.8 g/L

Merck 

14,6588

BRN 

1910632

Stability:

Stable. Incompatible with strong oxidizing agents, strong bases.

CAS DataBase Reference

552-16-9(CAS DataBase Reference)

NIST Chemistry Reference

Benzoic acid, 2-nitro-(552-16-9)

EPA Substance Registry System

o-Nitrobenzoic acid (552-16-9)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-68-22

Safety Statements 

26-36/37/39

WGK Germany 

3

RTECS 

DH5050000

TSCA 

Yes

HS Code 

29163900

MSDS

• Language:English Provider:o-Nitrobenzoic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Nitrobenzoic acid Usage And Synthesis

Chemical Properties

off-white powder

Uses

NH2-protecting reagent.

Uses

2-Nitrobenzoic Acid is used as a reagent in the synthesis of several organic compounds including that of novel triazoles and a tetrazole of escitalopram which act as cholinesterase inhibitors. It is also used in the one pot synthesis of 1,4-disubstituted 1,2,3-triazoles.

Definition

ChEBI: A nitrobenzoic acid carrying the nitro substituent at position 2.

Synthesis Reference(s)

The Journal of Organic Chemistry, 56, p. 5924, 1991 DOI: 10.1021/jo00020a040
Tetrahedron Letters, 35, p. 219, 1994 DOI: 10.1016/S0040-4039(00)76515-4

General Description

Yellowish white crystals with an intensely sweet taste.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2-Nitrobenzoic acid is incompatible with strong oxidizing agents. Also incompatible with strong bases. May react with cyanides .

Health Hazard

ACUTE/CHRONIC HAZARDS: When 2-Nitrobenzoic acid is heated to decomposition it emits very toxic fumes.

Fire Hazard

Flash point data concerning 2-Nitrobenzoic acid are not available, however, 2-Nitrobenzoic acid is probably combustible.

Purification Methods

Crystallise the acid from *benzene (twice), n-butyl ether (twice), then water (twice). Dry and store it in a vacuum desiccator. [Le Noble & Wheland J Am Chem Soc 80 5397 1958.] It has also been crystallised from EtOH/H2O. The amide has m 176.5o (from H2O). [Beilstein 9 III 1466, 9 IV 1046.]

2-Nitrobenzoic acid(552-16-9)Related Product Information

• 2-Nitro-4-methylsulfonyltoluene
• 3,5-Dinitrobenzoic acid
• 2-Nitrobenzaldehyde
• Ethyl 2-(Chlorosulfonyl)acetate
• Hyaluronic acid
• 2-Ethylnitrobenzene
• Folic acid
• 2-Nitrotoluene
• 2-Chloro-5-nitrobenzoic acid
• 2-Nitro-4-methylsulfonylbenzoic acid
• 4-Nitrobenzoic acid
• Citric acid
• 2-Nitrobenzyl alcohol
• 4-tert-Butyl-2-nitrophenol
• 2-Nitrodiphenylamine
• 2-Nitrophenylacetonitrile
• 2-Nitroacetophenone
• Ascoric Acid