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62-23-7

Basic Information
CAS No.: 62-23-7
Name: p-Nitrobenzoic acid
Article Data: 1073
Molecular Structure:
Molecular Structure of 62-23-7 (p-Nitrobenzoic acid)
Formula: C7H5NO4
Molecular Weight: 167.121
Synonyms: Benzoicacid, p-nitro- (8CI);4-Nitrobenzoic acid;Nitrodracylic acid;p-Carboxynitrobenzene;p-Nitrobenzenecarboxylic acid;
EINECS: 200-526-2
Density: 1.468 g/cm3
Melting Point: 237-240 °C(lit.)
Boiling Point: 359.1 °C at 760 mmHg
Flash Point: 166.5 °C
Solubility: <0.1 g/100 mL at 26 °C in water
Appearance: light yellow crystalline powder
Hazard Symbols: HarmfulXn
Risk Codes: 22-41
Safety: 26-39-24/25
PSA: 83.12000
LogP: 1.81620
Synthetic route
619-73-8

4-nitrobenzyl chloride

62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite In acetonitrile at 35℃; pH 6.7;100%
With sodium hypochlorite; sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In aq. phosphate buffer; water; acetonitrile at 35℃; pH=6.7; Green chemistry;100%
With gold oxide; oxygen; copper(II) oxide; sodium hydroxide; silver(l) oxide In water at 40℃; under 750.075 Torr; for 16h;100%
555-16-8

4-nitrobenzaldehdye

62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With sodium perborate In acetic acid for 1.5h; steam bath;100%
With phosphate-buffered silica gel supported KMnO4 In cyclohexane at 65℃;100%
With [Cu2C6H4(CHNCH2CH2N(CH2C5H4N)2)2](2+)*2ClO4(1-)=C36H38Cu2N8(ClO4)2; oxygen In acetone at -90.16℃;100%
636-98-6

p-nitrobenzene iodide

201230-82-2

carbon monoxide

62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In water; N,N-dimethyl-formamide at 50℃; under 760 Torr; for 3h;100%
With amphiphilic resin-supported phosphine-palladium; water; potassium carbonate at 25℃; under 760 Torr; for 12h; hydroxycarbonylation;100%
With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In water; N,N-dimethyl-formamide at 50℃; for 3h; Product distribution; effect of different catalysts;100%
99-99-0

1-methyl-4-nitrobenzene

62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With Oxone; potassium bromide In dichloromethane; water at 20℃; for 24h; visible light irradiation;99%
With sodium hypochlorite; bis(2,2'-bipyridine)dichloronickel(II) In acetonitrile for 1h; Ambient temperature;98%
With oxygen; nitric acid at 230℃; under 4500.45 - 15001.5 Torr; for 14h; Autoclave; Green chemistry;97.1%
619-50-1

4-nitrobenzoic acid methyl ester

62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With AlBrCl3(1-)*C5H5N*H(1+) at 140℃; for 3h;99%
With methanesulfonic acid; 1-methylimidazolium hydrobromide at 120℃; for 2h;96%
With iron(III) sulfate; water In toluene at 110℃; for 4h; Ionic liquid;95%
19756-72-0

tert-butyl 4-nitrobenzoate

62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With AlBrCl3(1-)*C5H5N*H(1+) at 140℃; for 3h;99%
With ytterbium(III) triflate In nitromethane at 45 - 50℃; for 8h;98%
With sodium hydroxide In methanol; dichloromethane at 20℃; for 5.5h; Solvent;93%
3460-11-5

4-nitrobenzanilide

A

62-53-3

aniline

B

62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With 40% potassium fluoride/alumina for 0.0666667h; Microwave irradiation; Neat (no solvent);A 90%
B 99%
131061-15-9, 86622-84-6

3-(4-nitrophenyl)acrylic acid n-butyl ester

62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With sodium periodate; 2C16H13N2O10Ru2(1-)*Ca(2+) In water at 45℃; for 16h; Green chemistry;99%
4023-82-9

4-nitrobenzoylacetone

62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With oxygen; sodium hydrogencarbonate In acetonitrile for 4h; Molecular sieve; Irradiation;99%
99-77-4

ethyl 4-nitrobenzoate

62-23-7

4-nitro-benzoic acid

Conditions
ConditionsYield
With AlBrCl3(1-)*C5H5N*H(1+) at 140℃; for 3h;98%
Stage #1: ethyl 4-nitrobenzoate With iron(III) chloride In tetrachloromethane at 85℃; for 24h; Inert atmosphere;
Stage #2: With hydrogenchloride; water In tetrachloromethane Inert atmosphere;
96%
With potassium hydroxide In methanol at 35℃; for 0.166667h;83%
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Chemistry

Molecular Structure of p-Nitrobenzoic acid (CAS NO.62-23-7):

IUPAC Name: 4-nitrobenzoic acid
Molecular Formula:  C7H5NO4
Molecular Weight :167.12
CAS Registry Number: 62-23-7
EINECS: 200-526-2
H bond acceptors: 5
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 72.12 Å2
Index of Refraction: 1.615
Molar Refractivity: 39.72 cm3
Molar Volume: 113.8 cm3
Surface Tension: 66.4 dyne/cm
Density: 1.468 g/cm3
Flash Point: 166.5 °C
Enthalpy of Vaporization: 63.8 kJ/mol
Boiling Point: 359.1 °C at 760 mmHg
Vapour Pressure: 8.78E-06 mmHg at 25°C
Melting point: 237-240 °C(lit.)
Water Solubility: <0.1 g/100 mL at 26 oC
InChI
InChI=1/C7H5NO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4H,(H,9,10)
Smiles
c1(C(O)=O)ccc([N+](=O)[O-])cc1
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, cyanides, strong bases
Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Absolute Configuration Determination (Exciton Chirality CD Method); Analytical Chemistry; Enantiomer Excess & Absolute Configuration Determination; Exciton Chirality CD Method (for Hydroxyl Groups);C7; Carbonyl Compounds; Carboxylic Acids

Uses

  p-Nitrobenzoic acid (CAS NO.62-23-7)  is widespread used in explosive and dyestuff industries and as a chemical intermediate. p-Nitrobenzoic acid was tested using the p-Nitrobenzoic acid protocol to follow up on preliminary data from a 13-week prechronic study that found testicular atrophy and estrous cycle irregularities in B6C3F1 mice and as a structure-activity study in conjunction with other nitrobenzoic acids. Data from a 2-week dose-range-fnding study (Task 1) were used to set exposure concentrations for the Task 2 continuous cohabitation study at 0.35, 0.75, and 1.50% in feed. Based on mean feed consumption and body weight, the estimated daily dosages were approximately 0.5, 1.1, and 2.4 g/kg/day.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 880mg/kg (880mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: AGGRESSION
Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 160, Pg. 1097, 1966.
mouse LD50 intravenous 770mg/kg (770mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: AGGRESSION
Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 160, Pg. 1097, 1966.
mouse LD50 parenteral 1470mg/kg (1470mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: AGGRESSION
Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 160, Pg. 1097, 1966.
rat LD50 intraperitoneal 1210mg/kg (1210mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 160, Pg. 1097, 1966.
rat LD50 oral 1960mg/kg (1960mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 160, Pg. 1097, 1966.
rat LD50 parenteral 1960mg/kg (1960mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 160, Pg. 1097, 1966.

Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Safety Profile

Moderately toxic by ingestion, intravenous, parenteral, and intraperitoneal routes. An eye irritant. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. See also Nitro compounds of aromatic hydrocarbons.
Hazard Codes: HarmfulXn
Risk Statements: 22-41
R22:Harmful if swallowed. 
R41:Risk of serious damage to the eyes.
Safety Statements: 26-39-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S39:Wear eye / face protection. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 1
RTECS: DH5075000
HS Code: 29163900

Specification

  p-Nitrobenzoic acid , with CAS number of 62-23-7, can be called p-Nitrobenzenecarboxylic acid ; Nitrodracylic acid ; p-Carboxynitrobenzene  ; 4-Nitrobenzoic acid ; Benzoicacid, p-nitro- . It is a light yellow crystalline powder.

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