3-Methoxy-4-nitrobenzoic acid supplier

Name
3-Methoxy-4-nitrobenzoic acid
EINECS 225-793-2
CAS No. 5081-36-7
Article Data23
CAS DataBase
Density 1.43 g/cm³
Solubility Insoluble in water.
Melting Point 233-235 °C(lit.)
Formula C₈ H₇ N O₅
Boiling Point 404.9 °C at 760 mmHg
Molecular Weight 197.147
Flash Point 198.7 °C
Transport Information
Appearance light yellow to beige crystalline powder
Safety 24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms m-Anisicacid, 4-nitro- (6CI,7CI,8CI);4-Nitro-m-anisic acid;4-Nitro-3-methoxybenzoic acid;
PSA 92.35000
LogP 1.82480

Synthetic route

: 38512-82-2
3-methoxy-4-nitrotoluene

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
With potassium permanganate; sodium carbonate In water for 1.5h; Heating;	100%
With potassium permanganate	87%
With potassium permanganate; sodium hydrogencarbonate In water for 4h; Heating;	73%

: 67-56-1
methanol

: 403-21-4
3-fluoro-4-nitrobenzoic acid

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
Stage #1: methanol With sodium methylate In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere; Stage #2: 3-fluoro-4-nitrobenzoic acid In tetrahydrofuran at 0 - 25℃; for 1h; Inert atmosphere;	100%
With sodium hydride In tetrahydrofuran at 0 - 20℃; for 2h;

: 5081-37-8
methyl 3-methoxy-4-nitrobenzoate

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
With water In methanol for 2h; Reflux;	96%
With sodium hydroxide In tetrahydrofuran at 20℃; for 15h;	86%
With sodium hydroxide In methanol for 0.5h; Yield given;
With sodium hydroxide In tetrahydrofuran; methanol; water at 20℃; for 12h;	5.1 g
With lithium hydroxide In methanol; water at 20℃; for 20h;

: 185629-31-6
methyl 3-fluoro-4-nitrobenzoate

: 67-56-1
methanol

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
Stage #1: methanol With sodium hydride In tetrahydrofuran at 0℃; for 0.25h; Stage #2: methyl 3-fluoro-4-nitrobenzoate In tetrahydrofuran at 0 - 20℃; for 2h;	82%

: 22106-39-4
1-(3-methoxy-4-nitrophenyl)ethanone

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
With copper (II) nitrate tetrahydrate; oxygen In acetonitrile at 180℃; under 18751.9 Torr; for 1.5h; Green chemistry;	77%

: 619-14-7
3-hydroxy-4-nitro-benzoic acid

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
durch Methylierung;
Multi-step reaction with 3 steps 1: thionyl chloride / 15 h / 0 - 20 °C 2: potassium carbonate / N,N-dimethyl-formamide / 15 h / 20 °C 3: sodium hydroxide / tetrahydrofuran / 15 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 90 °C 2: water / methanol / 2 h / Reflux View Scheme

: 80410-57-7
3-methoxy-4-nitrobenzaldehyde

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
durch Oxydation;
With potassium permanganate
With silver(l) oxide

: 118510-04-6
3-(3-Methoxy-4-nitrophenyl)-2-propenoic acid

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
With potassium permanganate; sodium carbonate
Multi-step reaction with 2 steps 1: alkali; potassium permanganate / ein wahrscheinlich unreines Praeparat 2: silver oxide View Scheme

: 403-21-4
3-fluoro-4-nitrobenzoic acid

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide
Multi-step reaction with 2 steps 1.1: methanol; hexane; dichloromethane / 0.67 h / 20 °C 2.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C 2.2: 2 h / 0 - 20 °C View Scheme

: 586-38-9
3-Methoxybenzoic acid

A: 4920-80-3
3-methoxy-2-nitrobenzoic acid

B: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
With sulfuric acid; nitric acid; acetic anhydride at -10 - -5℃;

: 92241-87-7
3-methoxy-4-nitrobenzamide

A: 16292-88-9
3-methoxy-4-nitroanilin

B: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
at 85℃; Hofmann rearrangement;	A 13 g B 5 g

: 108-24-7
acetic anhydride

: 586-38-9
3-Methoxybenzoic acid

HNO3+H2SO4: HNO3+H2SO4

A: 4920-80-3
3-methoxy-2-nitrobenzoic acid

B: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
at -10 - -5℃;

...Expand

: 67579-92-4
3-methoxy-4-nitrobenzoic acid chloride

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: 5 g / 85 °C / Hofmann rearrangement View Scheme

: 700-38-9
2-nitro-5-methylphenol

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / aq. NaOH / H2O / 80 °C 2: 100 percent / KMnO4, Na2CO3 / H2O / 1.5 h / Heating View Scheme

: 591-31-1
3-methoxy-benzaldehyde

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid / 0 - 10 °C / Aus Benzol krystallisiert 2-Nitro-3-methoxy-benzaldehyd aus; die beiden anderen Isomeren koennen nach Entfernung des Benzols durch Destillation mit Wasserdampf getrennt werden 2: silver oxide View Scheme

: 446-34-4
2-fluoro-4-methyl-1-nitrobenzene

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous potassium permanganate solution 2: methanol. KOH-solution View Scheme

: 80410-57-7
3-methoxy-4-nitrobenzaldehyde

A: 5081-36-7
3-methoxy-4-nitrobenzoic acid

B: 129841-10-7
C8H7(18)FO2

Conditions

Conditions	Yield
With potassium carbonate; N,N-dimethyl-formamide at 140℃;

: 101420-81-9
3-Bromo-4-nitrobenzoic acid

: 124-41-4
sodium methylate

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
With carbon disulfide at 20℃; for 2h;

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C 2: sodium hydroxide / methanol; tetrahydrofuran; water / 12 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 15 h / 20 °C 2: sodium hydroxide / tetrahydrofuran / 15 h / 20 °C View Scheme

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: 67579-92-4
3-methoxy-4-nitrobenzoic acid chloride

Conditions

Conditions	Yield
With oxalyl dichloride; N,N-dimethyl-formamide In tetrahydrofuran; dichloromethane at 0 - 20℃; for 3h;	100%
With oxalyl dichloride; N,N-dimethyl-formamide In tetrahydrofuran at 0℃; for 3h;	100%
With thionyl chloride In toluene for 1h; Heating / reflux;	100%

: 67-56-1
methanol

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: 5081-37-8
methyl 3-methoxy-4-nitrobenzoate

Conditions

Conditions	Yield
With thionyl chloride at 0 - 20℃;	100%
With thionyl chloride at 0 - 20℃;	100%
With sulfuric acid Reflux; Inert atmosphere;	95%

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: 593-51-1
methylamine hydrochloride

: 878160-13-5
3-methoxy-N-methyl-4-nitrobenzamide

Conditions

Conditions	Yield
Stage #1: 3-methoxy-4-nitrobenzoic acid; methylamine hydrochloride With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.0833333h; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h;	100%
With benzotriazol-1-ol In N,N-dimethyl-formamide at 20℃; for 18h;

: 110-91-8
morpholine

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: 761440-55-5
(3-methoxy-4-nitrophenyl)(morpholino)methanone

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃;	100%
Stage #1: 3-methoxy-4-nitrobenzoic acid With thionyl chloride In toluene at 120℃; for 2h; Inert atmosphere; Stage #2: morpholine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 1h;	92%
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0 - 20℃; for 16h;	88.85%
Stage #1: 3-methoxy-4-nitrobenzoic acid With thionyl chloride In toluene for 2h; Reflux; Stage #2: morpholine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 1h;	75%

: 21691-50-9
Ala-OtBu

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: 1147133-55-8
C15H20N2O6

Conditions

Conditions	Yield
With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 24h;	95%

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: 100-39-0
benzyl bromide

: 190330-62-2
benzyl 3-methoxy-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 21h; Inert atmosphere;	93.9%

: 41838-46-4
1-methyl-4-aminopiperidine

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: 876126-59-9
3-methoxy-N-(1-methylpiperidin-4-yl)-4-nitrobenzamide

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;	90%
Stage #1: 3-methoxy-4-nitrobenzoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 1h; Stage #2: 4-Amino-1-methylpiperidine In dichloromethane at 20℃; for 16h; Product distribution / selectivity;
Stage #1: 3-methoxy-4-nitrobenzoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 1h; Stage #2: 4-Amino-1-methylpiperidine In dichloromethane at 20℃; for 16h; Product distribution / selectivity;
Stage #1: 3-methoxy-4-nitrobenzoic acid With thionyl chloride; N,N-dimethyl-formamide In toluene at 105 - 120℃; for 1.5h; Heating / reflux; Stage #2: 4-Amino-1-methylpiperidine With triethylamine In toluene at 55 - 65℃; for 1h; Stage #3: With hydrogenchloride; sodium hydroxide Product distribution / selectivity; more than 3 stages;
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 12h;

: C17H18N2O5

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: C25H23N3O9

Conditions

Conditions	Yield
Stage #1: 3-methoxy-4-nitrobenzoic acid With 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane Reflux; Inert atmosphere; Stage #2: C17H18N2O5 In dichloromethane for 5h; Inert atmosphere; Reflux;	90%

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: 75-04-7
ethylamine

: C10H12N2O4

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0 - 20℃; for 16h;	87.93%

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

A: 3-methoxy-4-phenylureidophenylacetic acid

B: 67579-92-4
3-methoxy-4-nitrobenzoic acid chloride

Conditions

Conditions	Yield
With thionyl chloride	A 87% B n/a

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: tert-butyl 2,7-diazaspiro[3.5]nonane-2-carboxylate 0.5 oxalic acid salt

: tert-butyl 7-(3-methoxy-4-nitrobenzoyl)-2,7-diazaspiro[3.5]nonane-2-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;	86%

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: 74-89-5
methylamine

: 878160-13-5
3-methoxy-N-methyl-4-nitrobenzamide

Conditions

Conditions	Yield
Stage #1: 3-methoxy-4-nitrobenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: methylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 18h;	83%
With N-ethyl-N,N-diisopropylamine; HATU In tetrahydrofuran at 20℃;	78%

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: potassium 3-methoxy-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium tert-butylate In ethanol for 1h;	83%
With potassium tert-butylate In ethanol for 1h;

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: 75-65-0
tert-butyl alcohol

: 123330-91-6
tert-Butyl 3-methoxy-4-nitrobenzoate

Conditions

Conditions	Yield
With pyridine; toluene-4-sulfonic acid In dichloromethane at 40℃; for 16h;	83%

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: 74-89-5
methylamine

: 214778-10-6
3-methylamino-4-nitro-benzoic acid

Conditions

Conditions	Yield
In water at 100℃;	82%
In water at 100 - 105℃;	75%
With hydrogenchloride	73%
With potassium carbonate In methanol; water at 160℃; for 0.0833333h; Microwave irradiation;	68%
With potassium carbonate In methanol; water at 160℃; for 0.0833333h; Irradiation;	68%

: 2104-04-3
4-(4-methoxyphenyl)-1,3-thiazol-2-amine

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: 3-methoxy-N-(4-(4-methoxyphenyl)thiazol-2-yl)-4-nitrobenzamide

Conditions

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In acetonitrile at 65℃;	82%

: 4-fluoropiperidine hydrochloride

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: (4-fluoropiperidin-1-yl)(3-methoxy-4-nitrophenyl)methanone

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;	82%

: 5081-36-7
3-methoxy-4-nitrobenzoic acid

: 93643-24-4
(S)-octahydropyrrolo[1,2-a]pyrazine

: (S)-(hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)(3-methoxy-4-nitrophenyl)methanone

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;	81%

3-Methoxy-4-nitrobenzoic acid Chemical Properties

IUPAC Name: 3-Methoxy-4-nitrobenzoic acid
Molecular Formula: C₈H₇NO₅
Molecular Weight: 197.15 g/mol
Canonical SMILES: [N+](c1c(cc(C(=O)O)cc1)OC)([O-])=O
InChI: InChI=1/C8H7NO5/c1-14-7-4-5(8(10)11)2-3-6(7)9(12)13/h2-4H,1H3,(H,10,11)
EINECS: 225-793-2
Product Categories: blocks; Carboxes; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Benzoic acid; C8; Carbonyl Compounds; Carboxylic Acids
Index of Refraction: 1.588
Molar Refractivity: 46.4 cm³
Molar Volume: 137.8 cm³
Polarizability: 18.39×10^-24cm³
Surface Tension: 58.7 dyne/cm
Density: 1.43 g/cm³
Flash Point: 198.7 °C
Enthalpy of Vaporization: 69.22 kJ/mol
Boiling Point: 404.9 °C at 760 mmHg
Melting Point: 233-235 °C(lit.)
Vapour Pressure of 3-Methoxy-4-nitrobenzoic acid (CAS NO.5081-36-7): 2.78E-07 mmHg at 25 °C

3-Methoxy-4-nitrobenzoic acid Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25
S24/25: Avoid contact with skin and eyes.
RIDADR: Cool, dry,tightly closed
WGK Germany of 3-Methoxy-4-nitrobenzoic acid (CAS NO.): 3

3-Methoxy-4-nitrobenzoic acid Specification

3-Methoxy-4-nitrobenzoic acid (CAS NO.5081-36-7), its Synonyms are 4-Nitro-3-methoxybenzoic acid ; 4-Nitro-m-anisic acid ; 3-Methoxy-4-nitrobenzoic acid, 98+% . It is light yellow to beige crystalline powder.

Product Name

3-Methoxy-4-nitrobenzoic acid

Synthetic route

3-Methoxy-4-nitrobenzoic acid Chemical Properties

3-Methoxy-4-nitrobenzoic acid Safety Profile

3-Methoxy-4-nitrobenzoic acid Specification

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