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3,5-Dinitrobenzoic acid

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3,5-Dinitrobenzoic acid Basic information

Product Name:
3,5-Dinitrobenzoic acid
Synonyms:
  • 3,5-Dinitrobenzoic acid Solution, 100ppm
  • 3,5-nitrobenzoic acid
  • 3, 5-2 nitro benzoic acid
  • 3.5-Dinitr
  • DINITROBENZOIC-3,5 ACID
  • DINITROBENZOIC ACID,3,5-
  • 3-CARBOXY-1,5-DINITROBENZENE
  • 3,5-DINITROBENZOIC ACID
CAS:
99-34-3
MF:
C7H4N2O6
MW:
212.12
EINECS:
202-751-1
Product Categories:
  • C7
  • Carbonyl Compounds
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • Organic acids
  • Carboxylic Acids
  • carboxylic acid| nitro-compound
  • Building Blocks
  • Carbonyl Compounds
  • Carboxylic Acids
  • Chemical Synthesis
  • Organic Building Blocks
  • Quinoxalines ,Quinazolines
  • 99-34-3
Mol File:
99-34-3.mol
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3,5-Dinitrobenzoic acid Chemical Properties

Melting point:
204-206 °C (lit.)
Boiling point:
351.93°C (rough estimate)
Density 
1.683
refractive index 
1.5300 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
ethanol: soluble0.5g/10 mL, clear, yellow to very deep greenish-yellow
form 
Solid
pka
pK1:2.85 (25°C)
color 
Yellow crystalline
PH Range
2.7
Water Solubility 
1350 mg/L (25 ºC)
Merck 
14,3276
BRN 
1914286
Stability:
Stable. Contact with strong bases may lead to fire. Incompatible with strong bases, strong oxidizing agents.
LogP
1.51 at 20℃
CAS DataBase Reference
99-34-3(CAS DataBase Reference)
NIST Chemistry Reference
Benzoic acid, 3,5-dinitro-(99-34-3)
EPA Substance Registry System
3,5-Dinitrobenzoic acid (99-34-3)
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Safety Information

Hazard Codes 
Xn,F
Risk Statements 
22-36/37/38-68-11
Safety Statements 
26-36/37/39-16
RIDADR 
UN1325
WGK Germany 
3
RTECS 
DG9140700
TSCA 
Yes
HazardClass 
4.1
PackingGroup 
III
HS Code 
29163900

MSDS

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3,5-Dinitrobenzoic acid Usage And Synthesis

Chemical Properties

White to pale yellow monoclinic prismatic crystal. Soluble in alcohol and glacial acetic acid, slightly soluble in water, ether and carbon disulfide. Can be volatile with water vapor.

Uses

3,5-nitrobenzoic acid is an important intermediate for organic synthesis, in the pharmaceutical industry for the synthesis sulfachrysoidine and for the detection of ampicillin.

Uses

3,5-Dinitrobenzoic acid, is used as a reagent used in the derivatization of resins and the determination of ampicillin.

Preparation

3,5-Dinitrobenzoic acid is synthesized by nitration of benzoic acid. Sulfuric acid was added to the dry reaction pot, and benzoic acid was added under stirring. Heat to 60°C, add fuming nitric acid dropwise, and complete the dropwise addition below 85°C. React at 80-85°C for 1 h, 100°C for 0.5-1h, and then heat up to 135°C for 2h. Leave overnight. The reaction solution was put into ice water to separate out crystals, filtered, washed with water and then washed with 50% ethanol to obtain 3,5-dinitrobenzoic acid. Yield 70%.

Application

3,5-Dinitrobenzoic Acid is used in fluorometric analysis of creatinine (which is a determinant of kidney function). Also used as a reagent in the synthesis of several organic compounds including that of rhodanine derivatives that act as aldose reductase inhibitors.

Definition

ChEBI: 3,5-dinitrobenzoic acid is a member of the class of benzoic acids that is benzoic acid in which the hydrogens at positions 3 and 5 are replaced by nitro groups. It is a C-nitro compound and a member of benzoic acids.

General Description

3,5-Dinitrobenzoic acid forms an adduct with 3,5-dimethylpyridine and the crystal structure of adduct has been studied at room temperature and 80K for both undeuterated and deuterated compounds. It forms 1:1 cocrystal with analgesic drug, ethenzamide and exists in two polymorphic forms.

Purification Methods

Crystallise the acid from distilled H2O or 50% EtOH (4mL/g). Dry it in a vacuum desiccator or at 70o over BaO under a vacuum for 6hours. [Beilstein 9 II 279, 9 III 1779, 9 IV 1242.]

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