Methyl 3-nitrobenzoate supplier

Name
Methyl 3-nitrobenzoate
EINECS 210-573-0
CAS No. 618-95-1
Article Data166
CAS DataBase
Density 1.301 g/cm³
Solubility insoluble in water
Melting Point 78-80 °C(lit.)
Formula C₈H₇NO₄
Boiling Point 284.7 °C at 760 mmHg
Molecular Weight 181.148
Flash Point 136.8 °C
Transport Information
Appearance beige crystalline powder
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Benzoicacid, m-nitro-, methyl ester (6CI,7CI,8CI);3-Methoxycarbonyl-1-nitrobenzene;3-Nitrobenzoic acid methyl ester;Methyl 3-nitrobenzoate;Methylm-nitrobenzoate;NSC 1327;m-Carbomethoxynitrobenzene;m-Nitrobenzoic acidmethyl ester;
PSA 72.12000
LogP 1.90460

Synthetic route

: 67-56-1
methanol

: 99-61-6
3-nitro-benzaldehyde

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With 1-(ferrocenylbutyl)-4-(3-methylimidazolium) tetrafluoroborate; iodine; potassium carbonate at 50 - 60℃; for 24h; Inert atmosphere;	100%
With palladium 10% on activated carbon; oxygen; sodium carbonate at 90℃; under 15001.5 Torr; for 2h; Microwave irradiation; Green chemistry;	98%
With 3-(7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl)methyl-1-(2,4,6-trimethylphenyl)-1H-imidazol-3-ium bis(trifluoromethanesulfonimide) salt; caesium carbonate In toluene at 60℃; for 3h;	98%

: 186581-53-3, 908094-01-9
diazomethane

: 121-92-6
3-nitrobenzoic acid

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
In 2-methyltetrahydrofuran; diethyl ether at 20℃; for 0.486667h; Flow reactor;	99%
With diethyl ether
In diethyl ether
at 0℃; for 0.25h;	62.3 mg

: 67-56-1
methanol

: 121-92-6
3-nitrobenzoic acid

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With 4-methyl-morpholine; 2-chloro-4-methoxy-6-(N-phenylbenzamido)-1,3,5-triazine at 20℃; for 1h;	99%
With oxone at 65℃; for 30h;	98%
Stage #1: 3-nitrobenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; Stage #2: methanol In dichloromethane for 0.0833333h;	98%

: 67-56-1
methanol

: 645-00-1
m-iodonitrobenzene

: 201230-82-2
carbon monoxide

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With triethylamine at 100℃; under 3750.38 Torr; for 1.5h; Inert atmosphere;	99%

...Expand

: 67-56-1
methanol

: 6890-77-3
3-nitrophenylglyoxal

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With oxone at 65℃; for 30h;	99%

: 121-92-6
3-nitrobenzoic acid

: 74-88-4
methyl iodide

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 2h;	98%
In acetonitrile for 8h; Inert atmosphere; Alkaline conditions;

: 67-56-1
methanol

: 619-25-0
3-Nitrobenzyl alcohol

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With sodium carbonate; palladium; silver(l) oxide at 80℃; for 48h; Molecular sieve;	98%
Stage #1: 3-Nitrobenzyl alcohol In toluene at 80℃; for 2h; Sonication; Stage #2: methanol With Oxone In toluene for 1.5h; Sonication;	90%
With dibromamine-T; potassium carbonate In acetonitrile at 20℃; for 0.5h; Reagent/catalyst; Solvent;	88%

: 67-56-1
methanol

: 6330-40-1
2-(3-nitrophenyl)-2-oxoacetic acid

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With oxone at 65℃; for 30h;	98%

: 67-56-1
methanol

: 149621-25-0
methyl 2-(3-nitrophenyl)-2-oxoacetate

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With oxone at 65℃; for 30h;	95%

: 77-78-1
dimethyl sulfate

: 121-92-6
3-nitrobenzoic acid

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
Stage #1: 3-nitrobenzoic acid With potassium carbonate In acetone for 0.5h; Stage #2: dimethyl sulfate In acetone at 20℃; for 2h;	94.3%

: 93-58-3
benzoic acid methyl ester

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With trifluoromethylsulfonic anhydride; ethylammonium nitrate at -5 - 20℃; for 2h; Inert atmosphere; regioselective reaction;	94%
With sulfuric acid; guanidine nitrate at 0 - 5℃; for 3h;	76%
With boron trifluoride; nitric acid

: 616-38-6
carbonic acid dimethyl ester

: 121-92-6
3-nitrobenzoic acid

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 0.0166667h; microwave irradiation;	94%
With layered double hydroxide - supported L-methionine at 180℃; for 6h; Autoclave; chemoselective reaction;	89%

: 121-92-6
3-nitrobenzoic acid

: 119-36-8
methyl salicylate

A: 618-95-1
methyl 3-nitrobenzoate

B: 69-72-7
salicylic acid

Conditions

Conditions	Yield
Stage #1: 3-nitrobenzoic acid With potassium carbonate In N,N-dimethyl acetamide at 110℃; for 0.5h; Stage #2: methyl salicylate at 110℃; for 24h;	A 93% B n/a

...Expand

: 85107-55-7
(4-(methoxycarbonyl)-2-nitrophenyl)boronic acid

A: 65235-35-0
dimethyl 2,2’-dinitro-[1,1’-biphenyl]-4,4’-dicarboxylate

B: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); potassium fluoride dihydrate; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran for 1h; Suzuki-Miyaura Coupling; Inert atmosphere; Reflux; Schlenk technique;	A 10% B 88%

: 67-56-1
methanol

: 17408-16-1
3'-nitropropiophenone

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With N,N-dimethyl-formamide dimethyl acetal for 16h; Heating;	87%

: 121-92-6
3-nitrobenzoic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
In methanol; toluene at 20℃; for 1.5h;	87%
In methanol; toluene at 20℃; for 1.5h;	86.79%

: 93415-79-3
methyl 2-iodo-3-nitrobenzoate

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With air; tributyl borane; water In benzene at 20℃;	85%

: 67-56-1
methanol

: 50766-86-4
1-(3-nitrophenyl)-1-butanone

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With N,N-dimethyl-formamide dimethyl acetal for 16h; Heating;	84%

: 4731-65-1
tris(o-methoxyphenyl)phosphine

: 121-92-6
3-nitrobenzoic acid

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With dirhodium tetraacetate In cyclohexane at 120℃; for 12h; Schlenk technique; Inert atmosphere;	81%

: 67-56-1
methanol

: 3431-62-7
3-nitrobenzaldoxime

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With 2-nitrobenzeneseleninic acid; dihydrogen peroxide at 20℃; for 48h;	80%

: 93415-79-3
methyl 2-iodo-3-nitrobenzoate

: 536-74-3
phenylacetylene

A: 894854-29-6
methyl 3-nitro-2-(2-phenylethynyl)benzoate

B: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With copper(l) iodide; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 45℃; for 48h; Sonogashira coupling;	A 80% B 28%

...Expand

: 2487-90-3
trimethoxysilane

: 621-50-1
(3-nitrophenyl)acetonitrile

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With pyridine; ferric(III) bromide; oxygen In chlorobenzene at 130℃; for 9h; Sealed tube;	80%

: 67-56-1
methanol

: 33499-33-1
3-nitrobenzaldehyde O-methyl oxime

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With 2-nitrobenzeneseleninic acid; dihydrogen peroxide at 65℃; for 48h;	79%

: 99769-19-4
[3-(methoxycarbonyl)phenyl]boronic acid

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With Iron(III) nitrate nonahydrate In toluene at 80℃; for 18h; Inert atmosphere;	78%
Multi-step reaction with 2 steps 1.1: potassium hydrogen bifluoride / methanol; water / 0.03 h / 0 - 20 °C / Inert atmosphere 1.2: 0.02 h / 20 °C 2.1: Oxone / water; acetone / 2 h / 60 °C View Scheme

: 108030-46-2
(E,E)-1-(N,N-dimethylamino)-4-nitro-1,3-butadiene

: 922-67-8
propynoic acid methyl ester

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
In xylene for 8h; Heating;	74.8%

: 67-56-1
methanol

: 99-61-6
3-nitro-benzaldehyde

A: 618-95-1
methyl 3-nitrobenzoate

B: 121-92-6
3-nitrobenzoic acid

Conditions

Conditions	Yield
With dihydrogen peroxide; calcium chloride at 65℃; for 48h; Reagent/catalyst;	A 74% B n/a
With dihydrogen peroxide at 20 - 70℃; for 15h; Green chemistry;	A 68% B 31%
With dihydrogen peroxide at 20℃; for 8h;

...Expand

: 71-23-8
propan-1-ol

: 99-61-6
3-nitro-benzaldehyde

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
Stage #1: propan-1-ol; 3-nitro-benzaldehyde With sodium hypochlorite; sodium iodide In water for 0.166667h; Cooling with ice; Stage #2: With sodium hypochlorite In water for 1.33333h; Cooling with ice;	74%

: 67-56-1
methanol

: 14367-80-7
2-nitro-1-(3-nitrophenyl)ethan-1-one

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With potassium carbonate at 80℃; for 2h; Schlenk technique; Inert atmosphere;	74%
With potassium carbonate at 80℃; for 2h; Inert atmosphere; Sealed tube;	74%

: 121-43-7
Trimethyl borate

: 621-50-1
(3-nitrophenyl)acetonitrile

: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With pyridine; ferric(III) bromide; oxygen In chlorobenzene at 130℃; for 9h; Sealed tube;	74%

: 67-56-1
methanol

: 420-04-2
CYANAMID

: 99-61-6
3-nitro-benzaldehyde

A: 1196908-12-9
methyl N-cyano-3-nitrobenzimidate

B: 618-95-1
methyl 3-nitrobenzoate

Conditions

Conditions	Yield
With N-Bromosuccinimide; sodium t-butanolate at 50℃; for 12h;	A 72% B 16%

...Expand

: 618-95-1
methyl 3-nitrobenzoate

: 4518-10-9
Methyl 3-aminobenzoate

Conditions

Conditions	Yield
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran; water at 20℃; for 0.5h;	100%
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 0.5h;	100%
With 5%-palladium/activated carbon; hydrogen In methanol at 20℃;	100%

: 618-95-1
methyl 3-nitrobenzoate

: 36475-13-5
methyl 3-(hydroxylamino)benzoate

Conditions

Conditions	Yield
With 5% Rh/C; hydrazine hydrate In tetrahydrofuran at 0℃; Inert atmosphere; Schlenk technique; Sealed tube;	100%
With 5% rhodium-on-charcoal; hydrazine hydrate In tetrahydrofuran at 0℃; for 2.5h; Inert atmosphere;	99%
With 5% rhodium-on-charcoal; hydrazine hydrate In tetrahydrofuran at 0℃; Inert atmosphere;	99%

: 618-95-1
methyl 3-nitrobenzoate

: 107-15-3
ethylenediamine

: 31659-42-4
2-(3-nitrophenyl)-2-imidazoline

Conditions

Conditions	Yield
With sulfur In methanol at 65℃; for 5h; Time;	96.4%

: 618-95-1
methyl 3-nitrobenzoate

: 618-94-0
3-nitrobenzoic acid hydrazide

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol for 4h; Reflux;	96%
With hydrazine hydrate In ethanol at 85℃; for 4h;	96.2%
With hydrazine hydrate In ethanol for 0.2h; Reflux; Microwave irradiation;	95%

: 618-95-1
methyl 3-nitrobenzoate

: 824-79-3
sodium 4-methylbenzenesulfinate

: 173436-66-3
methyl 3-{[(4-methylphenyl)sulfonyl]amino}benzoate

Conditions

Conditions	Yield
With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; sodium hydrogen sulfite; iron(II) chloride In dimethyl sulfoxide at 60℃; for 12h; Sealed tube; Inert atmosphere;	95%
With sodium hydrogensulfite In water at 60℃; for 20h; chemoselective reaction;	86%

: 618-95-1
methyl 3-nitrobenzoate

: 7335-34-4
3-nitro benzhydroxamic acid

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium hydroxide In methanol at 20℃; pH=> 10;	93%

: 618-95-1
methyl 3-nitrobenzoate

: 645-09-0
3-nitrobenzamide

Conditions

Conditions	Yield
Stage #1: methyl 3-nitrobenzoate With ammonia In ethylene glycol at 40 - 45℃; for 20h; Stage #2: sodium methylate In ethylene glycol at 40 - 45℃; for 5h; Conversion of starting material;	92%
With ammonia; sodium methylate In methanol at 60 - 65℃; for 26h; Conversion of starting material;	68%
Stage #1: methyl 3-nitrobenzoate With ammonia In butan-1-ol at 40 - 45℃; for 20h; Stage #2: sodium methylate In butan-1-ol at 40 - 45℃; for 8h; Conversion of starting material;

: 451-40-1
phenyl benzyl ketone

: 618-95-1
methyl 3-nitrobenzoate

: C22H18O3

Conditions

Conditions	Yield
With potassium phosphate; bis(acetylacetonato)palladium(II); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine In cyclohexane at 130℃; for 24h; Inert atmosphere;	92%

: 618-95-1
methyl 3-nitrobenzoate

: 619-25-0
3-Nitrobenzyl alcohol

Conditions

Conditions	Yield
With sodium tetrahydroborate; ethanol; cerium(III) chloride heptahydrate at 20℃; for 24h; chemospecific reaction;	91%
With sodium tetrahydroborate; zinc phthalocyanine In PEG-400 at 100℃; for 10h;	90%
With sodium tetrahydroborate In 1,4-dioxane; water for 2h; Ambient temperature;	80%

: 17715-69-4
1-Bromo-2,4-dimethoxybenzene

: 618-95-1
methyl 3-nitrobenzoate

: 864745-95-9
2,2',4,4'-tetramethoxy-3''-nitrotrityl alcohol

Conditions

Conditions	Yield
Stage #1: 1-Bromo-2,4-dimethoxybenzene With iodine; magnesium In tetrahydrofuran for 0.333333h; Stage #2: methyl 3-nitrobenzoate In tetrahydrofuran at -78℃;	91%

: 618-95-1
methyl 3-nitrobenzoate

: 6307-87-5
methyl 3-bromo-5-nitrobenzoate

Conditions

Conditions	Yield
With sulfuric acid; dibromoisocyanuric acid	90%
With sulfuric acid; dibromoisocyanuric acid at 20℃; for 2h;	86%
With sulfuric acid; dibromoisocyanuric acid at 20℃; for 2h; Inert atmosphere; Schlenk technique;	86%

: 618-95-1
methyl 3-nitrobenzoate

: 96-97-9
5-nitrosalicylic acid

Conditions

Conditions	Yield
With potassium hydroxide; Cumene hydroperoxide In ammonia at -33℃;	90%

: 618-95-1
methyl 3-nitrobenzoate

: 156-87-6
propan-1-ol-3-amine

: 254454-76-7
N-(3-Hydroxypropyl)-3-nitrobenzamide

Conditions

Conditions	Yield
In toluene at 94℃; for 3.5h; Acylation;	90%

: 618-95-1
methyl 3-nitrobenzoate

: 75-65-0
tert-butyl alcohol

: 58656-99-8
3-nitro-benzoic acid t-butyl ester

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane for 1h;	89%

Methyl 3-nitrobenzoate Specification

The cas register number of Methyl 3-nitrobenzoate is 618-95-1. It also can be called as m-Nitrobenzoic acid, methyl ester and the IUPAC Name about this chemical is methyl 3-nitrobenzoate. It belongs to the following product categories, such as Aromatic Esters, C₈ to C₉, Carbonyl Compounds, Esters and so on. When you are using it, please avoid contact with skin and eyes.

Physical properties about Methyl 3-nitrobenzoate are: (1)ACD/LogP: 1.82; (2)ACD/LogD (pH 5.5): 1.82; (3)ACD/LogD (pH 7.4): 1.82; (4)ACD/BCF (pH 5.5): 14.2; (5)ACD/BCF (pH 7.4): 14.2; (6)ACD/KOC (pH 5.5): 232.46; (7)ACD/KOC (pH 7.4): 232.46; (8)#H bond acceptors: 5; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 72.12Å²; (11)Index of Refraction: 1.553; (12)Molar Refractivity: 44.57 cm³; (13)Molar Volume: 139.1 cm³; (14)Polarizability: 17.66x10^-24cm³; (15)Surface Tension: 48.6 dyne/cm; (16)Enthalpy of Vaporization: 52.37 kJ/mol; (17)Boiling Point: 284.7 °C at 760 mmHg; (18)Vapour Pressure: 0.00293 mmHg at 25°C.

Preparation: this chemical can be prepared by methanol and 3-nitro-benzaldehyde oxime. This reaction will need reagent 2-nitrobenzeneseleninic acid (2-NBSeA), 30percent aq. H₂O₂. The reaction time is 2 day(s) with reaction temperature of 20 ℃. The yield is about 80%.

Uses of p-Chloropropiophenone: it can be used to produce 3-nitro-benzoic acid at temperature of 190 ℃. This reaction will need reagent PhSH, KF and solvent various solvent(s) with reaction time of 10 min. The yield is about 70%.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: COC(=O)C1=CC(=CC=C1)[N+](=O)[O-]
(2)InChI: InChI=1S/C8H7NO4/c1-13-8(10)6-3-2-4-7(5-6)9(11)12/h2-5H,1H3
(3)InChIKey: AXLYJLKKPUICKV-UHFFFAOYSA-N

Product Name

Methyl 3-nitrobenzoate

Synthetic route

Methyl 3-nitrobenzoate Specification

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