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4-Nitrobenzoic acid

CAS No.
62-23-7
Chemical Name:
4-Nitrobenzoic acid
Synonyms
4-NITROBENZOIC ACID;PNBA;4-Nitrobenzoic;p-nitrobenzoic;PARA-NITROBENZOATE;-Nitrobenzoic Acid;19/KG;nitrodracylicacid;4-Nitrobenzoesure;Nitrodracylic acid
CBNumber:
CB4252540
Molecular Formula:
C7H5NO4
Molecular Weight:
167.12
MDL Number:
MFCD00007352
MOL File:
62-23-7.mol
MSDS File:
SDS
Last updated:2024-01-25 21:17:59

4-Nitrobenzoic acid Properties

Melting point 237-240 °C(lit.)
Boiling point 295.67°C (rough estimate)
Density 1.61
refractive index 1.6280 (estimate)
Flash point 237 °C
storage temp. Store below +30°C.
solubility 0.42g/l
pka 3.41(at 25℃)
form Crystalline Powder
color Light yellow
PH 3.1 (0.42g/l, H2O, 20℃)(saturated solution)
Water Solubility <0.1 g/100 mL at 26 ºC
Merck 14,6589
BRN 973593
Specific Activity 50-60 mCi/mmol
Concentration 0.1 mCi/ml
Solvent Ethanol
Stability Stable. Combustible. Incompatible with strong oxidizing agents, cyanides, strong bases.
InChIKey OTLNPYWUJOZPPA-UHFFFAOYSA-N
LogP 1.890
CAS DataBase Reference 62-23-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII G83NWR61OW
NIST Chemistry Reference Benzoic acid, 4-nitro-(62-23-7)
EPA Substance Registry System p-Nitrobenzoic acid (62-23-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H315-H319-H341-H351-H361fd
Precautionary statements  P202-P264-P301+P312-P302+P352-P305+P351+P338-P308+P313
Hazard Codes  Xn
Risk Statements  22-41-36
Safety Statements  26-39-24/25
WGK Germany  1
RTECS  DH5075000
TSCA  Yes
HS Code  29163900
Toxicity LD50 orally in Rabbit: 1960 mg/kg
NFPA 704
1
2 0

4-Nitrobenzoic acid price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00646 4-Nitrobenzoic acid for synthesis 62-23-7 100g $43.4 2024-03-01 Buy
Sigma-Aldrich 8.00646 4-Nitrobenzoic acid for synthesis 62-23-7 500g $59.4 2024-03-01 Buy
Sigma-Aldrich PHR2339 4-Nitrobenzoic Acid Pharmaceutical Secondary Standard; Certified Reference Material 62-23-7 100MG $534 2024-03-01 Buy
Sigma-Aldrich 8.00646 4-Nitrobenzoic acid for synthesis 62-23-7 50kg $2200 2024-03-01 Buy
Sigma-Aldrich 461091 4-Nitrobenzoic acid 98% 62-23-7 1kg $44.46 2024-03-01 Buy
Product number Packaging Price Buy
8.00646 100g $43.4 Buy
8.00646 500g $59.4 Buy
PHR2339 100MG $534 Buy
8.00646 50kg $2200 Buy
461091 1kg $44.46 Buy

4-Nitrobenzoic acid Chemical Properties,Uses,Production

Chemical Properties

light yellow crystalline powder

Uses

4-Nitrobenzoic Acid is used in the synthesis of anti-Trypanosoma cruzi agents in the treatment of chagas disease.

Definition

ChEBI: A nitrobenzoic acid having the nitro group at the 4-position.

Production Methods

p-Nitrobenzoic acid is produced commercially by the oxidation of 4-nitrotoluene with molecular oxygen. Oxidation with 15 % nitric acid at 175 ℃ produces the acid in 88.5 % yield. An interesting method involves the nitration and subsequent oxidation of polystyrene. This method uses the steric hindrance of the polymer chain to improve the para to ortho ratio of the product.

Synthesis Reference(s)

Tetrahedron Letters, 26, p. 2387, 1985 DOI: 10.1016/S0040-4039(00)94834-2
Journal of the American Chemical Society, 72, p. 5012, 1950 DOI: 10.1021/ja01167a051

General Description

Odorless pale yellow crystals.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

p-Nitrobenzoic acid is incompatible with strong oxidizers. p-Nitrobenzoic acid is also incompatible with strong bases (potassium hydroxide). p-Nitrobenzoic acid may react with cyanides.

Fire Hazard

p-Nitrobenzoic acid is combustible.

Toxicology

Among various nitroaromatics, 4-nitrobenzoic acid (4-NBA) is one of the simplest and basic derivates of the explosives. Moreover, 4-NBA harms human health and causes severe water and atmosphere pollution. 4-Nitrobenzoic acid is stable, toxic, and non-biodegradable. US/Zn0 was found to degrade more than 85% of 4-nitrobenzoic acid in 30 min. There was an apparent synergistic effect between ultrasound and Zn[1-2].

Purification Methods

Purify it as for 3-nitrobenzoic acid above. The amide has m 201.6o (from H2O). [Beilstein 9 III 1537, 9 IV 1072.]

References

[1] Shan Chong. “Ultrasound/Zn0 for aqueous 4-nitrobenzoic acid degradation.” Desalination and Water Treatment 322 1 (2016): 24990–24998.
[2] Xue-Huan Xin . “A luminescent barium-based metal-organic framework: Synthesis, structure and efficient detection of 4-nitrobenzoic acid.” Inorganic Chemistry Communications 97 (2018): Pages 129-133.

619-73-8
62-23-7
Synthesis of 4-Nitrobenzoic acid from 4-Nitrobenzyl alcohol
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