2-Nitrobenzoic acid

2-Nitrobenzoic acid Basic information

Product Name:	2-Nitrobenzoic acid
Synonyms:	2-NITRODRACYLIC ACID;RARECHEM AL BO 0202;O-NITROBENZOIC ACID;OTAVA-BB BB0125160260;O-NITROBENZOIC ACID APPROX. 95%;2-Nitrobenzoicacid,95%;2-nitrobenzoic;2-nitro-benzoicaci
CAS:	552-16-9
MF:	C7H5NO4
MW:	167.12
EINECS:	209-004-9
Product Categories:	Pharmaceutical Intermediates;Pyridines;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Biochemistry;Reagents for Oligosaccharide Synthesis;C7;Carbonyl Compounds;Carboxylic Acids;Organic Building Blocks;carboxylic acid\| nitro-compound
Mol File:	552-16-9.mol

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 Information

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

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 Preparation Products And Raw materials

Raw materials	2-Nitrotoluene
Preparation Products	Methyl anthranilate-->Fomesafen-->2-Nitrobenzoyl chloride-->Benzoic acid, 2-nitro-, 1,1'-anhydride-->N-(2-AMINO-4-CHLOROPHENYL)ANTHRANILIC ACID-->1,2-DIHYDRO-4-HYDROXY-2-OXO-3-QUINOLINECARBOXYLIC ACID ETHYL ESTER-->2-NITROPHENYL ISOCYANATE-->4-HYDROXYQUINOLINE-3-CARBOXYLIC ACID-->METHYL 2-NITROBENZOATE-->2,5-diaminobenzoic acid-->2,2'-DINITRODIBENZYL-->4-OXO-1,4-DIHYDROQUINOLINE-3-CARBOXYLIC ACID

2-Nitrobenzaldehyde 2-Chloro-5-nitrobenzoic acid Hyaluronic acid 3-NITROBENZOIC ACID 2-Nitrotoluene Ethyl 2-(Chlorosulfonyl)acetate 3-METHYL-4-NITROBENZOIC ACID Ascoric Acid 2-Nitrophenol 2-Nitro-4-methylsulfonylbenzoic acid p-Nitrobenzoic acid Folic acid 2-Nitro-4-methylsulfonyltoluene 2-Ethylnitrobenzene 3,5-Dinitrobenzoic acid 3-METHYL-6-NITROBENZOIC ACID 3-METHYL-2-NITROBENZOIC ACID 2-Nitrobenzoyl chloride

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