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4998-07-6

Basic Information
CAS No.: 4998-07-6
Name: 4,5-Dimethoxy-2-nitrobenzoic acid
Article Data: 33
Molecular Structure:
Molecular Structure of 4998-07-6 (4,5-Dimethoxy-2-nitrobenzoic acid)
Formula: C9H9NO6
Molecular Weight: 227.174
Synonyms: Veratricacid, 6-nitro- (6CI,7CI,8CI);2-Nitro-4,5-dimethoxybenzoic acid;3,4-Dimethoxy-6-nitrobenzoic acid;6-Nitroveratric acid;
EINECS: 225-657-2
Density: 1.403 g/cm3
Melting Point: 195-197 °C(lit.)
Boiling Point: 409.5 °C at 760 mmHg
Flash Point: 201.4 °C
Solubility: Insoluble in water. Soluble in DMSO and methanol. Solubility in hot 1mol/L NaOH (almost transparency).
Appearance: Yellow crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
PSA: 101.58000
LogP: 1.83340
Synthetic route

1-(6-amino-2-bromo-3,4-dimethoxyphenyl)ethan-1-one

4998-07-6

4,5-dimethoxy-2-nitro-benzoic acid

Conditions
ConditionsYield
Stage #1: 1-(6-amino-2-bromo-3,4-dimethoxyphenyl)ethan-1-one With 1 ,5-pentanediol for 0.666667h;
Stage #2: With nickel(III) oxide; potassium carbonate at 70℃; for 0.666667h; pH=9; Temperature; pH-value;
96%
20357-25-9

2-nitroveratraldehyde

4998-07-6

4,5-dimethoxy-2-nitro-benzoic acid

Conditions
ConditionsYield
With sodium chlorite; dihydrogen peroxide; acetic acid In methanol; water at 50℃; Solvent; Temperature; Concentration; Reagent/catalyst;93%
Stage #1: 6-nitroveratraldehyde With potassium dihydrogenphosphate In water; acetonitrile
Stage #2: With sodium chlorite In water; acetonitrile at 25 - 35℃;
88%
With potassium permanganate; sodium hydroxide for 7h;83%
93-07-2

Veratric acid

4998-07-6

4,5-dimethoxy-2-nitro-benzoic acid

Conditions
ConditionsYield
With nitric acid; acetic acid at 90℃; under 11251.1 Torr; for 0.0833333h; Temperature; Pressure; Flow reactor;87.6%
With nitric acid In water at 60℃; for 6h; Cooling with ice;77%
With nitric acid at 60℃; for 6.5h; Cooling with ice;77%

3-amino-4,5-dimethoxy-2-nitro-benzoic acid

4998-07-6

4,5-dimethoxy-2-nitro-benzoic acid

1-(4,5-dimethoxy-2-nitro-benzyl)-3,4-dihydro-isoquinoline

4998-07-6

4,5-dimethoxy-2-nitro-benzoic acid

Conditions
ConditionsYield
Oxydation;
93-07-2

Veratric acid

A

709-09-1

3,4-dimethoxynitrobenzene

B

4998-07-6

4,5-dimethoxy-2-nitro-benzoic acid

Conditions
ConditionsYield
With nitric acid
861571-93-9

2-(4,5-dimethoxy-2-nitro-phenyl)-3,5,7-trimethoxy-chromen-4-one

permanganate solution

permanganate solution

4998-07-6

4,5-dimethoxy-2-nitro-benzoic acid

2-(4,5-dimethoxy-2-nitro-phenyl)-3-hydroxy-7-methoxy-chroman-5,8-quinone

potassium permanganate

potassium permanganate

4998-07-6

4,5-dimethoxy-2-nitro-benzoic acid

7697-37-2

nitric acid

93-07-2

Veratric acid

A

709-09-1

3,4-dimethoxynitrobenzene

B

4998-07-6

4,5-dimethoxy-2-nitro-benzoic acid

diazotized 6-nitro-5-amino-3.4-dimethoxy-benzoic acid

diazotized 6-nitro-5-amino-3.4-dimethoxy-benzoic acid

4998-07-6

4,5-dimethoxy-2-nitro-benzoic acid

Conditions
ConditionsYield
With ethanol
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Chemistry

Molecule structure of 4,5-Dimethoxy-2-nitrobenzoic acid (CAS NO.4998-07-6) :

IUPAC Name: 4,5-dimethoxy-2-nitrobenzoic acid 
Molecular Weight: 227.17086 g/mol
Molecular Formula: C9H9NO6
Density: 1.403 g/cm3
Melting Point: 195-197 °C(lit.)
Boiling Point: 409.5 °C at 760 mmHg 
Flash Point: 201.4 °C 
Appreance: yellow crystalline powder
Molar Volume: 161.8 cm3 
Polarizability: 21.04*10-24 cm3
Surface Tension: 53.7 dyne/cm 
Enthalpy of Vaporization: 69.77 kJ/mol
Vapour Pressure: 1.94E-07 mmHg at 25 °C 
log P (octanol-water): 0.990
Water Solubility: 4.00E+04 mg/L 
Atmospheric OH Rate Constant: 2.81E-12 cm3/molecule-sec
XLogP3-AA: 1.2
H-Bond Donor: 1
H-Bond Acceptor: 6
Rotatable Bond Count: 3
Exact Mass: 227.042987
MonoIsotopic Mass: 227.042987
Topological Polar Surface Area: 98.9
Heavy Atom Count: 16
Complexity: 276
Canonical SMILES: COC1=C(C=C(C(=C1)C(=O)O)[N+](=O)[O-])OC
InChI: InChI=1S/C9H9NO6/c1-15-7-3-5(9(11)12)6(10(13)14)4-8(7)16-2/h3-4H,1-2H3,(H,11,12)
InChIKey: WWCMFGBGMJAJRX-UHFFFAOYSA-N
EINECS: 225-657-2
Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Organic acids; Aromatics; C9; Carbonyl Compounds; Carboxylic Acids

Uses

 4,5-Dimethoxy-2-nitrobenzoic acid (CAS NO.4998-07-6) is used as pharmaceutical intermediate, mainly used to be prazosin hydrochloride intermediate.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S37/39: Wear suitable gloves and eye/face protection
WGK Germany: 3

Specification

 4,5-Dimethoxy-2-nitrobenzoic acid (CAS NO.4998-07-6)  is also called 6-Nitroveratriceacid ; Rarechem AL BO 1523 ; 2-Nitro-4,5-dimethoxybenzoic acid ; 6-Nitroveratric acid ; 3,4-Dimethoxy-6-nitrobenzoic acid ; 6-Nitroveratricacid,99% .