3-Methyl-2-nitrobenzoic acid supplier

Name
3-Methyl-2-nitrobenzoic acid
EINECS 226-610-9
CAS No. 5437-38-7
Article Data32
CAS DataBase
Density 1.393 g/cm³
Solubility <0.1 g/100 mL at 22 °C in water
Melting Point 219-223 °C
Formula C₈H₇NO₄
Boiling Point 339.958 °C at 760 mmHg
Molecular Weight 181.148
Flash Point 153.358 °C
Transport Information
Appearance white to slightly yellow crystalline powder
Safety 26-36-36/37/39-22
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms 2-Nitro-m-toluic acid;Benzoic acid, 3-methyl-2-nitro-;
PSA 83.12000
LogP 2.12460

Synthetic route

: 5471-82-9
methyl 3-methyl-2-nitrobenzoate

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

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 20℃; Reagent/catalyst;	80.96%

: 99-04-7
m-Toluic acid

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

Conditions

Conditions	Yield
With nitric acid at -10℃; for 1h; Temperature;	79%
With nitric acid at -10℃; for 1h; Inert atmosphere;	50%
With nitric acid at -10℃; for 1h;	49%

: n-butyl 3-methyl-2-nitrobenzoate

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

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 20℃;	78.62%

: 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

: 99-04-7
m-Toluic acid

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

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

Conditions

Conditions	Yield
With uronium nitrate	A 45% B 45%
With nitric acid
With sulfuric acid; potassium nitrate

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

: 833454-20-9
4-methyl-3-nitro-tropolone

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

: 81-20-9
2,6-dimethylnitrobenzene

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

B: 603-02-1
2,4-dinitro-m-xylene

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

: 100-25-4
para-dinitrobenzene

: 58833-57-1
3-Methyl-2-nitro-benzoic acid

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

B: 100-25-4
1,4-dinitroanthracene radical anion

Conditions

Conditions	Yield
In water; isopropyl alcohol Rate constant; Thermodynamic data; Irradiation; electron transfer reaction ΔE exc.;

...Expand

: 100-19-6
(4-nitrophenyl)ethanone

: 58833-57-1
3-Methyl-2-nitro-benzoic acid

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

B: 100-19-6
p-nitroacetophenone anion radical

Conditions

Conditions	Yield
In water; isopropyl alcohol Rate constant; Thermodynamic data; Irradiation; electron transfer reaction ΔE exc.;

...Expand

: 50424-93-6
3-methyl-2-nitrobenzoyl chloride

: 4389-45-1
3-methylantranilic acid

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

B: 78876-98-9
3-methyl-N-(3-methyl-2-nitrobenzoyl)anthranilic acid

Conditions

Conditions	Yield
With potassium hydroxide In water; benzene for 1.33333h; Title compound not separated from byproducts;

...Expand

: 7697-37-2
nitric acid

: 99-04-7
m-Toluic acid

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

: 7664-93-9
sulfuric acid

: 99-04-7
m-Toluic acid

potassium nitrate: potassium nitrate

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

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

...Expand

vic nitro-m-xylene: vic nitro-m-xylene

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

Conditions

Conditions	Yield
With nitric acid

: 5858-27-5
3-methyl-2-nitro-benzaldehyde

KMnO4-solution: KMnO4-solution

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

: 620-22-4
3-Methylbenzonitrile

: 5437-38-7
3-methyl-2-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

: 81-20-9
2,6-dimethylnitrobenzene

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

B: 21161-11-5
2-nitroisophthalic acid

Conditions

Conditions	Yield
With cobalt(II) acetate; acetaldehyde; acetic acid In water at 100℃; for 4h; Temperature; Reagent/catalyst; Sealed tube; Inert atmosphere;

: 99-36-5
1-methoxycarbonyl-3-methylbenzene

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid; acetic anhydride / dichloromethane / 0.25 h / 40 - 50 °C 2: sodium hydroxide / methanol / 20 °C View Scheme

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

: 50424-93-6
3-methyl-2-nitrobenzoyl chloride

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide In 1,2-dichloro-ethane for 3h; Reflux;	100%
With thionyl chloride In 1,2-dichloro-ethane; N,N-dimethyl-formamide for 3h; Reflux;	95.2%
With phosphorus pentachloride

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

: 80866-76-8
2-methyl-6-hydroxymethyl-1-nitrobenzene

Conditions

Conditions	Yield
With borane-THF In tetrahydrofuran Inert atmosphere; Reflux;	100%
With dimethylsulfide borane complex In tetrahydrofuran at 80℃; for 3h; Inert atmosphere;	90%
Multi-step reaction with 2 steps 1: SOCl2, DMF 2: 61 percent / NaBH4 / dimethylformamide; tetrahydrofuran / 3 h / Ambient temperature View Scheme
With borane-THF In tetrahydrofuran at 0℃; Inert atmosphere; Reflux;

: 67-56-1
methanol

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

: 5471-82-9
methyl 3-methyl-2-nitrobenzoate

Conditions

Conditions	Yield
With thionyl chloride at 0 - 20℃; for 10h; Reagent/catalyst; Time; Inert atmosphere;	99%
With acetyl chloride at 0℃; for 20h; Reflux;	95%
With sulfuric acid for 24h; Heating;	89%

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

: 4389-45-1
3-methylantranilic acid

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol at 20℃; under 760 Torr;	99%
With hydrogen; palladium on activated charcoal In ethanol at 20℃; under 25857.4 Torr;	99%
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; under 760.051 Torr;	99%

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

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 1355966-30-1
N-methoxy-N,3-dimethyl-2-nitrobenzamide

Conditions

Conditions	Yield
Stage #1: 3-methyl-2-nitrobenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1.5h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With triethylamine In dichloromethane at 0℃; for 0.5h;	98%

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

: 80841-44-7
potassium 2-nitro-3-methylbenzoate

Conditions

Conditions	Yield
With potassium tert-butylate In ethanol at 20℃; for 3h;	97%
With potassium tert-butylate In ethanol at 20℃; for 3h;	93%
With potassium tert-butylate In ethanol at 20℃; for 3h; Inert atmosphere;	91%

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

: 70-11-1
α-bromoacetophenone

: phenacyl 3-methyl-2-nitrobenzoate

Conditions

Conditions	Yield
With potassium fluoride In N,N-dimethyl-formamide for 0.5h; Ambient temperature;	95.2%

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

: 60310-07-8
3-Methyl-2-nitrobenzenecarboxamide

Conditions

Conditions	Yield
With ammonia; triethylamine In tetrahydrofuran; chloroformic acid ethyl ester	95%
Stage #1: 3-methyl-2-nitrobenzoic acid With isopropyl chloroformate; triethylamine In dichloromethane at 0℃; for 1h; Stage #2: With ammonium hydroxide In dichloromethane at 0℃; for 0.5h;	84%
Stage #1: 3-methyl-2-nitrobenzoic acid With oxalyl dichloride In dichloromethane at 20 - 25℃; for 1h; Stage #2: With ammonium hydroxide In dichloromethane at 20℃; for 0.5h;	60.6%

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

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: N,N-dimethyl-2-nitro-3-methylbenzamide

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; iron(III) chloride In pyridine; water; toluene at 85℃; for 8h; Inert atmosphere; Sealed tube;	93%
With trichlorophosphate at 120℃; for 1h; Sealed tube;	90%
With trichlorophosphate at 120℃; for 1h;	90%

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

: 99-73-0
para-bromophenacyl bromide

: p-bromophenacyl 3-methyl-2-nitrobenzoate

Conditions

Conditions	Yield
With potassium fluoride In N,N-dimethyl-formamide for 0.5h; Ambient temperature;	91%

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

: 74-89-5
methylamine

: 600126-70-3
N,3-dimethyl-2-nitrobenzamide

Conditions

Conditions	Yield
Stage #1: 3-methyl-2-nitrobenzoic acid With thionyl chloride In toluene at 90 - 100℃; Stage #2: methylamine In dichloromethane; water at 0 - 10℃;	90%
Stage #1: 3-methyl-2-nitrobenzoic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 10℃; Stage #2: methylamine In tetrahydrofuran

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

: 77-78-1
dimethyl sulfate

: 5471-82-9
methyl 3-methyl-2-nitrobenzoate

Conditions

Conditions	Yield
Stage #1: 3-methyl-2-nitrobenzoic acid With potassium carbonate In acetone at 20℃; for 0.166667h; Stage #2: dimethyl sulfate In acetone for 4h; Reflux;	90%

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

: 107-18-6
allyl alcohol

: allyl 3-methyl-2-nitrobenzoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Steglich Esterification;	85%

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

: 75-65-0
tert-butyl alcohol

: tert-butyl N-(3-methyl-2-nitrophenyl)carbamate

Conditions

Conditions	Yield
With diphenyl phosphoryl azide; triethylamine In tert-butyl alcohol at 90℃; for 18h; Temperature; Inert atmosphere;	84%
With diphenyl phosphoryl azide; triethylamine at 82℃; for 10h;	82%

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

: 4407-36-7
(2E)-3-phenyl-2-propen-1-ol

: 1620682-47-4
cinnamyl 3-methyl-2-nitrobenzoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Steglich Esterification;	83%

3-Methyl-2-nitrobenzoic acid Specification

The IUPAC name of 3-Methyl-2-nitrobenzoic acid is 3-methyl-2-nitrobenzoic acid. With the CAS registry number 5437-38-7, it is also named as Benzoic acid, 3-methyl-2-nitro-. The product's categories are Fine Chemical & Intermediates; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Benzoic Acid; Organic Acids. Besides, it is white to slightly yellow crystalline powder, which should be stored in sealed, dark, cool and dry place. In addition, its molecular formula is C₈H₇NO₄ and molecular weight is 181.15.

The other characteristics of this product can be summarized as: (1)EINECS: 226-610-9; (2)ACD/LogP: 1.81; (3)# of Rule of 5 Violations: 0 ; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.601; (12)Molar Refractivity: 44.553 cm³; (13)Molar Volume: 130.08 cm³; (14)Surface Tension: 60.33 dyne/cm; (15)Density: 1.393 g/cm³; (16)Flash Point: 153.358 °C; (17)Melting Point: 219-223 °C; (18)Water Solubility: <0.1 g/100 mL at 22 °C; (19)Enthalpy of Vaporization: 61.581 kJ/mol; (20)Boiling Point: 339.958 °C at 760 mmHg; (21)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of 3-Methyl-2-nitrobenzoic acid: this chemical can be prepared by 3-Methyl-benzoic acid.

This reaction needs conc. HNO₃ at temperature of 0-5 °C. The yield is 38 %.

Uses of 3-Methyl-2-nitrobenzoic acid: this chemical is used as an intermediate in organic synthesis. Similarly, it can be used to produce 2-Amino-3-methyl-benzoic acid.

This reaction needs tin, Hydrochloric acid and Ethanol at temperature of 70 °C for 1.5 hours. The yield is 89 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection. It is also harmful by inhalation, in contact with skin and if swallowed. Please do not breathe dust.

People can use the following data to convert to the molecule structure.
(1)SMILES: Cc1cccc(c1[N+](=O)[O-])C(=O)O
(2)InChI: InChI=1/C8H7NO4/c1-5-3-2-4-6(8(10)11)7(5)9(12)13/h2-4H,1H3,(H,10,11)
(3)InChIKey: DGDAVTPQCQXLGU-UHFFFAOYAG
(4)Std. InChI: InChI=1S/C8H7NO4/c1-5-3-2-4-6(8(10)11)7(5)9(12)13/h2-4H,1H3,(H,10,11)
(5)Std. InChIKey: DGDAVTPQCQXLGU-UHFFFAOYSA-N

Product Name

3-Methyl-2-nitrobenzoic acid

Synthetic route

3-Methyl-2-nitrobenzoic acid Specification

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