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3-Nitrobenzoic acid

CAS No.121-92-6
Chemical Name:3-Nitrobenzoic acid
CBNumber:CB1709821
Molecular Formula:C7H5NO4
Formula Weight:167.12
MOL File:121-92-6.mol

3-Nitrobenzoic acid Property

Melting point 139-141 °C(lit.)
Boiling point 295.67°C (rough estimate)
Density 1,494 g/cm³
bulk density 700kg/m3
vapor density 5.76 (vs air)
vapor pressure 0.005Pa at 25℃
refractive index 1.6280 (estimate)
Flash point 190 °C
storage temp. no restrictions.
solubility water: soluble3g/L at 25°C
form Crystals or Powder
pka 3.47(at 25℃)
color Slightly green to light yellow
PH 3 (5g/l, H2O, 20℃)(aqueous suspension)
PH Range 3
Water Solubility <0.01 g/100 mL at 18 ºC
Merck 14,6588
BRN 908644
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey AFPHTEQTJZKQAQ-UHFFFAOYSA-N
LogP 1.1 at 25℃
CAS DataBase Reference 121-92-6(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII H318ZW7612
NIST Chemistry Reference Benzoic acid, 3-nitro-(121-92-6)
EPA Substance Registry System m-Nitrobenzoic acid (121-92-6)
UNSPSC Code 12352106
NACRES NA.22

Safety

Hazard Codes :Xn,Xi
Risk Statements :22-36/37-33-36/37/38
Safety Statements :26-24/25
WGK Germany :3
RTECS :DH5000000
Autoignition Temperature :490 °C
Hazard Note :Irritant
TSCA :Yes
HS Code :29163900
Hazardous Substances Data :121-92-6(Hazardous Substances Data)

NFPA 704:

	1
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H319
Precautionary statements P264-P280-P305+P351+P338-P337+P313

3-Nitrobenzoic acid Price More Price(19)

Brand: Sigma-Aldrich(India)
Product number: 8.00645
Product name : 3-Nitrobenzoic acid
Purity: for synthesis
Packaging: 250G
Price: ₹3360
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 185329
Product name : 3-Nitrobenzoic acid
Purity: ReagentPlus?, 99%
Packaging: 500G
Price: ₹2165
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 8.00645
Product name : 3-Nitrobenzoic acid
Purity: for synthesis
Packaging: 25KG
Price: ₹62990
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 185329
Product name : 3-Nitrobenzoic acid
Purity: ReagentPlus?, 99%
Packaging: 5G
Price: ₹2630.48
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 185329
Product name : 3-Nitrobenzoic acid
Purity: ReagentPlus?, 99%
Packaging: 100G
Price: ₹3204.2
Updated: 2022/06/14
Buy: Buy

3-Nitrobenzoic acid Chemical Properties,Usage,Production

Chemical Properties White or light yellow monoclinic leaf-like crystal. Soluble in acetone, chloroform, ethanol and ether, slightly soluble in benzene, water, carbon disulfide and petroleum ether, more soluble in hot water. It smells like almonds. 3-nitrobenzoic acid is quite a strong acid, it is soluble in a relatively weak base. It is about ten times more acidic than benzoic acid.The conjugate base of benzoic acid is stabilised by the presence of the electron withdrawing nitro group which explains its increased acidity in comparison to unsubstituted benzoic acid.
Uses 3-Nitrobenzoic acid was used to investigated the role of ozone as additional decomposition or finishing reagent in the degradation of o-, m- and p-nitobenzoic acids
Application 3-Nitrobenzoic acid is an intermediate of photosensitive materials, functional pigments and drugs. In the pharmaceutical industry, it is used to produce bile acid, acetic acid and so on.
m-nitrobenzoic acid is a reagent used in the coupling of allyl acetate to allylic, aliphatic and benzylic alcohols. It is also used as a chemoattractant against Pseudomonas strains.
Preparation 3-Nitrobenzoic acid is prepared by nitrating benzoic acid at low temperature. Approximately 20% of the 2-nitro isomer and 1.5% of the 4-nitro isomer are co-produced. The 3-nitrobenzoic acid can be purified by recrystallization of the sodium salt. The oxidation of 3-nitrobenzaldehyde, prepared by the controlled oxidation of benzaldehyde, gives a higher yield.
Synthesis Reference(s) Organic Syntheses, Coll. Vol. 1, p. 391, 1941
The Journal of Organic Chemistry, 46, p. 3056, 1981 DOI: 10.1021/jo00328a013
General Description Off white to yellowish-white crystals. Bitter taste. Melts in hot water.
Air & Water Reactions Insoluble in water.
Reactivity Profile 3-Nitrobenzoic acid is incompatible with strong oxidizers. 3-Nitrobenzoic acid is also incompatible with strong bases. 3-Nitrobenzoic acid may react with cyanides.
Fire Hazard Flash point data for 3-Nitrobenzoic acid are not available but 3-Nitrobenzoic acid is probably combustible.
Flammability and Explosibility Non flammable
Purification Methods Crystallise the acid from *benzene, H2O, EtOH (charcoal), glacial acetic acid or MeOH/H2O. Dry and store it in a vacuum desiccator. The amide has m 143o (from H2O or *C6H6). [Beilstein 9 III 1489, 9 IV 1055.]