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99-60-5

Basic Information
CAS No.: 99-60-5
Name: 2-Chloro-4-nitrobenzoic acid
Article Data: 24
Molecular Structure:
Molecular Structure of 99-60-5 (2-Chloro-4-nitrobenzoic acid)
Formula: C7H4ClNO4
Molecular Weight: 201.566
Synonyms: Benzoic acid, 2-chloro-4-nitro-;4-09-00-01229 (Beilstein Handbook Reference);2-chloro-4-nitro-benzoate;2-chloro-4-nitro-benzoic acid;Kyselina 2-chloro-4-nitrobenzoova [Czech];2-Chloro-4-Nitro Benzoic Acid;Kyselina 2-chloro-4-nitrobenzoova;
EINECS: 202-771-0
Density: 1.602 g/cm3
Melting Point: 136-140 °C(lit.)
Boiling Point: 362.2 °C at 760 mmHg
Flash Point: 172.8 °C
Solubility: water: 1 g/L (20 °C)
Appearance: white or straw yellow crystal powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 83.12000
LogP: 2.46960
Synthetic route

2-chloro-4-nitro-6-hydroxyisopropylbenzene

99-60-5

2-chloro-4-nitrobenzoic acid

Conditions
ConditionsYield
Stage #1: 2-chloro-4-nitro-6-hydroxyisopropylbenzene With 4-methyl-morpholine at 46℃; for 1.16667h;
Stage #2: With titanium tetra-n-propoxide at 55℃; for 1.83333h;
96%
5568-33-2

2-chloro-4-nitrobenzaldehyde

99-60-5

2-chloro-4-nitrobenzoic acid

Conditions
ConditionsYield
With copper(II) oxide; dihydrogen peroxide In acetonitrile at 60℃; for 2.5h; Green chemistry;85%
With potassium permanganate
121-86-8

2-chloro-4-nitrotoluene

99-60-5

2-chloro-4-nitrobenzoic acid

Conditions
ConditionsYield
With nitric acid at 120 - 180℃;
With manganese(IV) oxide; sulfuric acid
With manganese(IV) oxide; potassium hydroxide
28163-00-0

4-nitro-2-chlorobenzonitrile

99-60-5

2-chloro-4-nitrobenzoic acid

Conditions
ConditionsYield
With sulfuric acid Behandeln des Reaktionsgemisches mit wss. Natriumnitrit-Loesung;
7073-36-1

2-chloro-4-nitrobenzoyl chloride

99-60-5

2-chloro-4-nitrobenzoic acid

Conditions
ConditionsYield
With potassium permanganate

N-(2-chloro-4-nitrobenzoyl)imidazole

99-60-5

2-chloro-4-nitrobenzoic acid

Conditions
ConditionsYield
With 1H-imidazole; potassium chloride In water; acetonitrile at 25 - 50℃; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.), ΔG(excit.);
42533-63-1

1-(bromomethyl)-2-chloro-4-nitrobenzene

potassium permanganate

potassium permanganate

99-60-5

2-chloro-4-nitrobenzoic acid

121-86-8

2-chloro-4-nitrotoluene

7697-37-2

nitric acid

99-60-5

2-chloro-4-nitrobenzoic acid

Conditions
ConditionsYield
at 170 - 180℃;
121-86-8

2-chloro-4-nitrotoluene

7664-93-9

sulfuric acid

K2cr2O7

K2cr2O7

99-60-5

2-chloro-4-nitrobenzoic acid

Conditions
ConditionsYield
at 65℃;
121-86-8

2-chloro-4-nitrotoluene

K3fe(CN)6

K3fe(CN)6

aqueous KOH

aqueous KOH

MnO2

MnO2

99-60-5

2-chloro-4-nitrobenzoic acid

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Chemistry

IUPAC Name: 2-Chloro-4-nitrobenzoic acid 
Following is the structure of 2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5):
                          
Molecular Formula: C7H4ClNO4
Formula Weight: 201.56
EINECS: 202-771-0
Index of Refraction: 1.627
Molar Refractivity: 44.62 cm3
Molar Volume: 125.7 cm3
Density: 1.602 g/cm3
Flash Point: 172.8 °C
Surface Tension: 67.7 dyne/cm
Melting point: 136-140 °C(lit.)
Water Solubility: 1 g/L (20 °C)
Enthalpy of Vaporization: 64.16 kJ/mol
Boiling Point: 362.2 °C at 760 mmHg
Vapour Pressure: 7.04E-06 mmHg at 25 °C
Appearance of 2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5): white or light yellow needle-like powder or crystal
Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic acids; C7; Carbonyl Compounds; Carboxylic Acids
Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])Cl)C(=O)O
InChI: InChI=1S/C7H4ClNO4/c8-6-3-4(9(12)13)1-2-5(6)7(10)11/h1-3H,(H,10,11)
InChIKey: QAYNSPOKTRVZRC-UHFFFAOYSA-N

Uses

 2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5) is used as an intermediate of drug rivanol, as well as a disinfectant drug.

Production

 2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5) is synthesized from para-nitrotoluene by chlorination and oxidation.

Toxicity Data With Reference

1.    

eye-rbt 250 µg/24H SEV

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,91.

 2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: DG5425000
HS Code: 29163900
A severe eye irritant. When heated to decomposition, 2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5) emits very toxic fumes of Cl and NOx.

Specification

 2-Chloro-4-nitrobenzoic acid , its cas register number 99-60-5. It also can be called 2-Chloro-4-nitrobenzoic acid ; Kyselina 2-chloro-4-nitrobenzoova ; Kyselina 2-chloro-4-nitrobenzoova [Czech] ; and Benzoic acid, 2-chloro-4-nitro- . Its classification code is Skin / Eye Irritant.
 2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5) could be stable under normal temperatures and pressures. It should avoid the condition like incompatible materials. It is not compatible with strong oxidizing agents, strong bases. And also prevent it to broken down into hazardous decomposition products: Hydrogen chloride, nitrogen oxides, carbon monoxide, carbon dioxide. However, its hazardous polymerization has not been reported. 2-Chloro-4-nitrobenzoic acid (CAS NO.99-60-5) should be stored in cool, dry conditions in well sealed containers. Or keep its container tightly sealed. And do not store it together with strongly basic or oxidizing materials.