3-METHYL-4-NITROBENZOIC ACID supplier

Name
3-Methyl-4-nitrobenzoic acid
EINECS 221-479-4
CAS No. 3113-71-1
Article Data26
CAS DataBase
Density 1.392 g/cm³
Solubility water: <0.1 g/100 mL at 22 °C
Melting Point 216-218 °C(lit.)
Formula C₈H₇NO₄
Boiling Point 356 °C at 760 mmHg
Molecular Weight 181.148
Flash Point 161.2 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 26-36-36/37/39-22
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 4-Nitro-m-toluic acid;Benzoic acid, 3-methyl-4-nitro-;m-Toluic acid, 4-nitro-;3-methyl-4-nitrobenzoic acid;4-nitro-m-toluic acid;
PSA 83.12000
LogP 2.12460

Synthetic route

: 24078-21-5
methyl 3-methyl-4-nitrobenzoate

: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran Heating;	100%

: 24078-21-5
methyl 3-methyl-4-nitrobenzoate

: 139549-06-7
2-methoxy-3-quinolinecarboxyaldehyde

A: 2-(2-methoxy-quinolin-3-yl)-2,3-dihydro-benzofuran-5-carboxylic acid methyl ester

B: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran Heating;	A 69% B n/a

...Expand

: 99-04-7
m-Toluic acid

A: 3113-72-2
5-methyl-2-nitrobenzoic acid

B: 3113-71-1
3-methyl-4-nitrobenzoic acid

C: 5437-38-7
3-methyl-2-nitrobenzoic acid

Conditions

Conditions	Yield
With guanidine nitrate Reagent/catalyst;	A 54% B 13% C 33%
With sulfuric acid; uronium nitrate at 25℃; for 24h;
With guanidine nitrate In sulfuric acid at 0 - 20℃;
With dinitrogen pentoxide In tetrachloromethane at 50℃; for 2h; regioselective reaction;

...Expand

: 623-11-0
1-methyl-4-nitrosobenzene

: 98554-86-0
4-methyl-5-nitro-tropolone

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 18515-67-8
3-methyl-4-nitro-benzaldehyde

: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
With chromium(III) oxide; sulfuric acid

: 859816-25-4
4-isopropyl-2-methyl-1-nitro-benzene

: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
With nitric acid

: 96784-54-2
3-methyl-4-nitrobenzonitrile

: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride at 160℃;

: 108-38-3
m-xylene

: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
With nitric acid Siedetemperatur;

: 99-04-7
m-Toluic acid

A: 3113-72-2
5-methyl-2-nitrobenzoic acid

B: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
With nitric acid

: 99-04-7
m-Toluic acid

A: 3113-71-1
3-methyl-4-nitrobenzoic acid

B: 5437-38-7
3-methyl-2-nitrobenzoic acid

Conditions

Conditions	Yield
With nitric acid

: 89-87-2
2,4-dimethylnitrobenzene

: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
With chromium(VI) oxide; sulfuric acid In acetic anhydride; acetic acid
With nitric acid
Multi-step reaction with 2 steps 1: CrO3; concentrated sulfuric acid; glacial acetic acid / 5 - 10 °C / weiteres Reagens: Acetanhydrid; durch Verseifung des entstandenen Diacetats mit Salzsaeure 2: Cr2O3-H2SO4 View Scheme
With potassium permanganate; tetrabutylammomium bromide; water at 90℃; under 2250.23 - 3750.38 Torr; for 1h; Temperature;

: 7697-37-2
nitric acid

: 108-38-3
m-xylene

mercury: mercury

A: 89-87-2
2,4-dimethylnitrobenzene

B: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
Produktverhaeltnis abhaengig von der Reaktionstemperatur (75 grad / Siedetemperatur);

...Expand

: 7697-37-2
nitric acid

: 99-04-7
m-Toluic acid

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 89-87-2
2,4-dimethylnitrobenzene

: 7732-18-5
water

calcium permanganate: calcium permanganate

A: 3113-72-2
5-methyl-2-nitrobenzoic acid

B: 3113-71-1
3-methyl-4-nitrobenzoic acid

C: 4315-09-7
4-nitroisophthalic acid

...Expand

: 89-87-2
2,4-dimethylnitrobenzene

: 7664-93-9
sulfuric acid

: 108-24-7
acetic anhydride

: 64-19-7
acetic acid

CrO3: CrO3

A: 3113-71-1
3-methyl-4-nitrobenzoic acid

B diacetate of 4-nitro-3-methyl-benzaldehyde: diacetate of 4-nitro-3-methyl-benzaldehyde

Conditions

Conditions	Yield
at 5 - 10℃;

...Expand

: 102878-76-2
3-ethyl-6-nitrotoluene

: 7697-37-2
nitric acid

: 3113-71-1
3-methyl-4-nitrobenzoic acid

6-nitro-1-methyl-3-ethylbenzene: 6-nitro-1-methyl-3-ethylbenzene

: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
With nitric acid

: 18515-67-8
3-methyl-4-nitro-benzaldehyde

chromic acid: chromic acid

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 69314-47-2
3-methyl-4-nitrobiphenyl

: 64-19-7
acetic acid

CrO3: CrO3

: 3113-71-1
3-methyl-4-nitrobenzoic acid

...Expand

nitroxylol: nitroxylol

: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
With potassium dichromate; sulfuric acid; water

: 99-04-7
m-Toluic acid

A: 3113-71-1
3-methyl-4-nitrobenzoic acid

B 2-nitro-3-methyl-benzoic acid , 6-nitro-3-methyl-benzoic acid: 2-nitro-3-methyl-benzoic acid , 6-nitro-3-methyl-benzoic acid

Conditions

Conditions	Yield
With nitric acid

: 89-87-2
2,4-dimethylnitrobenzene

A: 3113-71-1
3-methyl-4-nitrobenzoic acid

B 4-nitro-isophthalic acid ; 6-nitro-3-methyl-benzoic acid: 4-nitro-isophthalic acid ; 6-nitro-3-methyl-benzoic acid

Conditions

Conditions	Yield
With calcium permanganate; water

: 3'-methyl-4-pentyl-[1,1'-biphenyl]-2,6-diol

: 7697-37-2
nitric acid

: 64-19-7
acetic acid

: 3113-71-1
3-methyl-4-nitrobenzoic acid

...Expand

: 119713-11-0
(3-methyl-4-nitrophenyl)acetonitrile

alkaline potassium permanganate: alkaline potassium permanganate

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 2486-70-6
4-amino 3-methylbenzoic acid

: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
With Streptomyces thioluteus para-aminobenzoate N-oxygenase

: 535-77-3
m-cymene

: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: fuming nitric acid 2: diluted nitric acid View Scheme

: 620-22-4
3-Methylbenzonitrile

: 3113-71-1
3-methyl-4-nitrobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated hydrochloric acid / im Druckrohr 2: fuming nitric acid View Scheme

: 99-04-7
m-Toluic acid

A: 3113-72-2
5-methyl-2-nitrobenzoic acid

B: 3113-71-1
3-methyl-4-nitrobenzoic acid

C: 5437-38-7
3-methyl-2-nitrobenzoic acid

D: 3478-09-9
3-methyl-2,6-dinitrobenzoic acid

Conditions

Conditions	Yield
With uronium nitrate In sulfuric acid at 0 - 20℃;

...Expand

: 89-87-2
2,4-dimethylnitrobenzene

A: 18515-67-8
3-methyl-4-nitro-benzaldehyde

B: 3113-71-1
3-methyl-4-nitrobenzoic acid

C: 80866-75-7
3-methyl-4-nitrobenzyl alcohol

Conditions

Conditions	Yield
Stage #1: 2,4-dimethylnitrobenzene With cerium(IV) oxide; C40H32MnN8; oxygen; acetic acid at 125℃; under 4500.45 Torr; Stage #2: With water at 78℃; under 3000.3 Torr;

...Expand

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 35675-46-8
3-methyl-4-nitro-benzoyl chloride

Conditions

Conditions	Yield
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 3h;	100%
With pyridine; thionyl chloride In toluene at 35 - 40℃; Large scale;	97%
With thionyl chloride

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 124-40-3
dimethyl amine

: 333350-50-8
N,N-dimethyl-3-methyl-4-nitrobenzamide

Conditions

Conditions	Yield
Stage #1: 3-methyl-4-nitrobenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 4h; Stage #2: dimethyl amine In dichloromethane; water at 20℃; for 0.5h;	100%
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 12h;	73.17%
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 12h;	73.17%

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 2486-70-6
4-amino 3-methylbenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; sulfuric acid In water; acetonitrile at 40℃; for 4h; Solvent; Reagent/catalyst; Temperature; Electrolysis;	99%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 1875.19 Torr; for 2h;	98%
With palladium on activated charcoal; hydrogen In methanol at 20℃; for 24h;	96%

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 80866-75-7
3-methyl-4-nitrobenzyl alcohol

Conditions

Conditions	Yield
With dimethylsulfide borane complex In tetrahydrofuran at 0℃; for 18h;	99%
With dimethylsulfide borane complex In tetrahydrofuran Reflux;	95%
With Trimethyl borate; dimethylsulfide borane complex In tetrahydrofuran for 6h; Reduction; Heating;	90%

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 18595-14-7
methyl 4-amino-3-methylbenzoate

Conditions

Conditions	Yield
With H2; palladium-carbon In methanol	99%
Multi-step reaction with 2 steps 1: 74.3 percent / sulfuric acid / 2 h / Heating 2: 92.1 percent / aq. hydrazine / Raney Ni / methanol / 20 °C View Scheme
Multi-step reaction with 2 steps 1: HCl 2: alcoholic ammonium sulfide View Scheme

: 14938-35-3
4-n-pentylphenol

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 765303-74-0
4-pentylphenyl-3-methyl-4-nitrobenzoate

Conditions

Conditions	Yield
Stage #1: 3-methyl-4-nitrobenzoic acid With methanesulfonyl chloride; triethylamine In tetrahydrofuran at -30℃; for 1h; Stage #2: 4-n-pentylphenol With dmap In tetrahydrofuran at -30℃; for 1h; Stage #3: In tetrahydrofuran at 20℃; for 12h;	99%

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

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 1001345-96-5
3-methyl-N-(1-methyl-4-piperidyI)-4-nitro-benzamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 18 - 25℃; for 18h;	98%

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 147290-67-3
tert-butyl 3-methyl-4-nitrobenzoate

Conditions

Conditions	Yield
With pyridine; benzenesulfonyl chloride In hexane; ethyl acetate; tert-butyl alcohol	97%
	85%
With benzenesulfonyl chloride In pyridine; water; toluene; tert-butyl alcohol
With benzenesulfonyl chloride In pyridine; water; toluene; tert-butyl alcohol

: 67-56-1
methanol

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 24078-21-5
methyl 3-methyl-4-nitrobenzoate

Conditions

Conditions	Yield
With thionyl chloride at 0 - 80℃; for 1h;	96%
With sodium hydrogen sulfate for 12h; Reflux;	96.4%
With sulfuric acid for 16h; Reflux;	93%

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 30650-90-9
3-methyl-4-nitro-benzoic acid ethyl ester

Conditions

Conditions	Yield
With thionyl chloride In ethanol at 0 - 80℃; for 2h;	96.1%

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 75-65-0
tert-butyl alcohol

: 147290-67-3
tert-butyl 3-methyl-4-nitrobenzoate

Conditions

Conditions	Yield
With pyridine; benzenesulfonyl chloride for 1h;	95%
Stage #1: 3-methyl-4-nitrobenzoic acid With benzenesulfonyl chloride In pyridine at 20℃; for 0.166667h; Stage #2: tert-butyl alcohol In pyridine for 1h;	95%
With pyridine; benzenesulfonyl chloride	82%
With benzenesulfonyl chloride In pyridine; water for 1.75h;	28%

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 1086406-21-4
potassium 3-methyl-4-nitrobenzoate

Conditions

Conditions	Yield
With potassium tert-butylate In ethanol at 20℃; for 3h;	95%
With potassium tert-butylate In ethanol at 20℃; Inert atmosphere;	95%

: 79-37-8
oxalyl dichloride

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 626-56-2, 53152-98-0
3-Methylpiperidine

: 321532-90-5
3-methyl-1-(3-methyl-4-nitrobenzoyl)piperidine

Conditions

Conditions	Yield
With triethylamine In dichloromethane; water	94%

...Expand

: 64-17-5
ethanol

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 30650-90-9
3-methyl-4-nitro-benzoic acid ethyl ester

Conditions

Conditions	Yield
With sulfuric acid for 24h; Heating;	92%
With sulfuric acid at 20℃; for 168h;	88%
With hydrogenchloride
With sulfuric acid for 24h; Inert atmosphere; Reflux;
With sulfuric acid Reflux;

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 77-78-1
dimethyl sulfate

: 24078-21-5
methyl 3-methyl-4-nitrobenzoate

Conditions

Conditions	Yield
Stage #1: 3-methyl-4-nitrobenzoic acid With potassium carbonate In acetone at 20℃; for 0.166667h; Stage #2: dimethyl sulfate In acetone for 4h; Reflux;	92%

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 75-03-6
ethyl iodide

: 30650-90-9
3-methyl-4-nitro-benzoic acid ethyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In N,N-dimethyl-formamide	91%
With sodium hydrogencarbonate In N,N-dimethyl-formamide	91%

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 5-chloro-4-(1-(phenylsulfonyl)-1-indol-3-yl)-N-(piperidin-4-yl)pyrimidin-2-amine

: (4-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-ylamino)piperidin-1-yl)(3-methyl-4-nitrophenyl)methanone

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 23℃;	91%

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 1350994-83-0
C16H12Cl2N2O2

Conditions

Conditions	Yield
Stage #1: 3-methyl-4-nitrobenzoic acid With D-glucose; sodium hydroxide In water at 50℃; for 16.6667h; Stage #2: With acetic acid In water pH=6; Stage #3: With thionyl chloride; N,N-dimethyl-formamide at 90℃; for 10h;	88%

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 108-88-3
toluene

: 808784-30-7
benzyl 3-methyl-4-nitrobenzoate

Conditions

Conditions	Yield
With N,N-dimethyl acetamide; trifluorormethanesulfonic acid; oxygen; palladium diacetate at 115℃; under 760.051 Torr; for 24h; Schlenk technique;	86%

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 99474-17-6
Methyl-3--4-nitrobenzoat

Conditions

Conditions	Yield
With pyrrolidine In N,N-dimethyl-formamide for 4h; Heating;	85%

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 67-63-0
isopropyl alcohol

: 22913-13-9
3-methyl-4-nitro-benzoic acid isopropyl ester

Conditions

Conditions	Yield
With thionyl chloride; sodium carbonate for 3.5h; Reflux;	83%

: 638-49-3
n-pentyl formate

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 1596172-38-1
pentyl 3-methyl-4-nitrobenzoate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; copper(II) bis(trifluoromethanesulfonate) In 1,2-dichloro-ethane at 130℃; for 12h; Sealed tube;	82%

: 5308-25-8
4-ethylpiperazine

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 432503-80-5
(4-ethylpiperazin-1-yl)(3-methyl-4-nitrophenyl)methanone

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h;	79%
With thionyl chloride In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃; for 4h;

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 23702-90-1
4-amino-3-mercapto-1,2,4-triazin-5(4H)-one

: 1403748-01-5
C11H7N5O3S

Conditions

Conditions	Yield
With trichlorophosphate Reflux;	79%

: 3240-34-4
[bis(acetoxy)iodo]benzene

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 24078-21-5
methyl 3-methyl-4-nitrobenzoate

Conditions

Conditions	Yield
With copper diacetate; acetic anhydride In N,N-dimethyl-formamide; acetonitrile at 130℃; for 1h; Sealed tube;	75%

: 950858-27-2
8-amino-10-ethyl-10H-dibenzo[b,f][1,4]thiazepin-11-one

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: N-(10-ethyl-11-oxo-10,11-dihydro-dibenzo[b,f][1,4]thiazepin-8-yl)-3-methyl-4-nitro-benzamide

Conditions

Conditions	Yield
With 1,1'-carbonyldiimidazole In 1,4-dioxane at 50 - 100℃; for 6h;	72%
Stage #1: 3-methyl-4-nitrobenzoic acid With 1,1'-carbonyldiimidazole In 1,4-dioxane at 0.5℃; for 1h; Stage #2: 8-amino-10-ethyl-10H-dibenzo[b,f][1,4]thiazepin-11-one In 1,4-dioxane for 5h; Heating; Further stages.;	72%

: 622-26-4
4-(2-Hydroxyethyl)piperidine

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: C15H20N2O4

Conditions

Conditions	Yield
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h;	72%

: 67-56-1
methanol

: 3113-71-1
3-methyl-4-nitrobenzoic acid

: 76-87-9
triphenyltin(IV) hydroxide

: 1417341-61-7
3-CH3-4-NO2-C6H3COO(C6H5)3Sn*CH3OH

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	68.8%

...Expand

3-METHYL-4-NITROBENZOIC ACID Chemical Properties

Appearance white to light yellow crystal powder
MF: C₈H₇NO₄
MW: 181.15
EINECS: 221-479-4
mp 216-218 °C(lit.)
Water Solubility <0.1 g/100 mL at 22 ^oC
BRN 1959154
NIST Chemistry Reference 3113-71-1_NIST
EPA Substance Registry System 3113-71-1_EPA Substance

3-METHYL-4-NITROBENZOIC ACID Safety Profile

Hazard Codes Xi,Xn
Risk Statements 36/37/38-20/21/22
Safety Statements 26-36-36/37/39-22
WGK Germany 3
Hazard Note Irritant

Product Name

3-Methyl-4-nitrobenzoic acid

Synthetic route

3-METHYL-4-NITROBENZOIC ACID Chemical Properties

3-METHYL-4-NITROBENZOIC ACID Safety Profile

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