Welcome to LookChem.com Sign In|Join Free

CAS

  • or

5437-38-7

Post Buying Request

5437-38-7 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

5437-38-7 Usage

Chemical Properties

white to slightly yellow crystalline powder

Uses

2-Nitro-m-toluic Acid, is a building block used for the synthesis of various compounds. It can be used for the synthesis of novel Indolin-2-one derivatives as protein tyrosine phosphatase 1B inhibitors.

General Description

Prisms or white crystalline solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

3-Methyl-2-nitrobenzoic acid is a nitrated carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry.

Fire Hazard

Information concerning the flash point of 3-Methyl-2-nitrobenzoic acid is not available. 3-Methyl-2-nitrobenzoic acid is probably combustible.

Purification Methods

Recrystallise it from EtOH. The methyl ester has m 74o (from MeOH), and the amide [60310-07-8] M 180.1, has m 192o (needles from H2O, prisms from EtOH). [Beilstein 9 H 480, 9 IV 1722.]

Check Digit Verification of cas no

The CAS Registry Mumber 5437-38-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,3 and 7 respectively; the second part has 2 digits, 3 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5437-38:
(6*5)+(5*4)+(4*3)+(3*7)+(2*3)+(1*8)=97
97 % 10 = 7
So 5437-38-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H7NO4/c1-5-3-2-4-6(8(10)11)7(5)9(12)13/h2-4H,1H3,(H,10,11)/p-1

5437-38-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (B25682)  3-Methyl-2-nitrobenzoic acid, 98%   

  • 5437-38-7

  • 25g

  • 479.0CNY

  • Detail
  • Alfa Aesar

  • (B25682)  3-Methyl-2-nitrobenzoic acid, 98%   

  • 5437-38-7

  • 100g

  • 1207.0CNY

  • Detail

5437-38-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Methyl-2-nitrobenzoic acid

1.2 Other means of identification

Product number -
Other names Benzoic acid,3-methyl-2-nitro

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5437-38-7 SDS

5437-38-7Synthetic route

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

methyl 3-methyl-2-nitrobenzoate

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

3-methyl-2-nitrobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; Reagent/catalyst;80.96%
m-Toluic acid
99-04-7

m-Toluic acid

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

3-methyl-2-nitrobenzoic acid

Conditions
ConditionsYield
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

n-butyl 3-methyl-2-nitrobenzoate

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

3-methyl-2-nitrobenzoic acid

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 20℃;78.62%
m-Toluic acid
99-04-7

m-Toluic acid

A

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

5-methyl-2-nitrobenzoic acid

B

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

3-methyl-4-nitrobenzoic acid

C

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

3-methyl-2-nitrobenzoic acid

Conditions
ConditionsYield
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;
m-Toluic acid
99-04-7

m-Toluic acid

A

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

5-methyl-2-nitrobenzoic acid

B

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

3-methyl-2-nitrobenzoic acid

Conditions
ConditionsYield
With uronium nitrateA 45%
B 45%
With nitric acid
With sulfuric acid; potassium nitrate
1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

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

4-methyl-3-nitro-tropolone

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

3-methyl-2-nitrobenzoic acid

2,6-dimethylnitrobenzene
81-20-9

2,6-dimethylnitrobenzene

A

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

3-methyl-2-nitrobenzoic acid

B

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

2,4-dinitro-m-xylene

Conditions
ConditionsYield
With nitric acid
m-Toluic acid
99-04-7

m-Toluic acid

A

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

3-methyl-4-nitrobenzoic acid

B

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

3-methyl-2-nitrobenzoic acid

Conditions
ConditionsYield
With nitric acid
para-dinitrobenzene
100-25-4

para-dinitrobenzene

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

3-Methyl-2-nitro-benzoic acid

A

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

3-methyl-2-nitrobenzoic acid

B

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

1,4-dinitroanthracene radical anion

Conditions
ConditionsYield
In water; isopropyl alcohol Rate constant; Thermodynamic data; Irradiation; electron transfer reaction ΔE exc.;
(4-nitrophenyl)ethanone
100-19-6

(4-nitrophenyl)ethanone

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

3-Methyl-2-nitro-benzoic acid

A

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

3-methyl-2-nitrobenzoic acid

B

p-nitroacetophenone anion radical
100-19-6

p-nitroacetophenone anion radical

Conditions
ConditionsYield
In water; isopropyl alcohol Rate constant; Thermodynamic data; Irradiation; electron transfer reaction ΔE exc.;
3-methyl-2-nitrobenzoyl chloride
50424-93-6

3-methyl-2-nitrobenzoyl chloride

3-methylantranilic acid
4389-45-1

3-methylantranilic acid

A

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

3-methyl-2-nitrobenzoic acid

B

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

3-methyl-N-(3-methyl-2-nitrobenzoyl)anthranilic acid

Conditions
ConditionsYield
With potassium hydroxide In water; benzene for 1.33333h; Title compound not separated from byproducts;
nitric acid
7697-37-2

nitric acid

m-Toluic acid
99-04-7

m-Toluic acid

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

3-methyl-2-nitrobenzoic acid

sulfuric acid
7664-93-9

sulfuric acid

m-Toluic acid
99-04-7

m-Toluic acid

potassium nitrate

potassium nitrate

A

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

5-methyl-2-nitrobenzoic acid

B

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

3-methyl-2-nitrobenzoic acid

vic nitro-m-xylene

vic nitro-m-xylene

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

3-methyl-2-nitrobenzoic acid

Conditions
ConditionsYield
With nitric acid
3-methyl-2-nitro-benzaldehyde
5858-27-5

3-methyl-2-nitro-benzaldehyde

KMnO4-solution

KMnO4-solution

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

3-methyl-2-nitrobenzoic acid

3-Methylbenzonitrile
620-22-4

3-Methylbenzonitrile

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

3-methyl-2-nitrobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated hydrochloric acid / im Druckrohr
2: fuming nitric acid
View Scheme
m-Toluic acid
99-04-7

m-Toluic acid

A

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

5-methyl-2-nitrobenzoic acid

B

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

3-methyl-4-nitrobenzoic acid

C

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

3-methyl-2-nitrobenzoic acid

D

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

3-methyl-2,6-dinitrobenzoic acid

Conditions
ConditionsYield
With uronium nitrate In sulfuric acid at 0 - 20℃;
2,6-dimethylnitrobenzene
81-20-9

2,6-dimethylnitrobenzene

A

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

3-methyl-2-nitrobenzoic acid

B

2-nitroisophthalic acid
21161-11-5

2-nitroisophthalic acid

Conditions
ConditionsYield
With cobalt(II) acetate; acetaldehyde; acetic acid In water at 100℃; for 4h; Temperature; Reagent/catalyst; Sealed tube; Inert atmosphere;
1-methoxycarbonyl-3-methylbenzene
99-36-5

1-methoxycarbonyl-3-methylbenzene

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

3-methyl-2-nitrobenzoic acid

Conditions
ConditionsYield
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
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

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

3-methyl-2-nitrobenzoyl chloride

Conditions
ConditionsYield
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
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

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

2-methyl-6-hydroxymethyl-1-nitrobenzene

Conditions
ConditionsYield
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;
methanol
67-56-1

methanol

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

3-methyl-2-nitrobenzoic acid

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

methyl 3-methyl-2-nitrobenzoate

Conditions
ConditionsYield
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%
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

3-methylantranilic acid
4389-45-1

3-methylantranilic acid

Conditions
ConditionsYield
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%
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

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

N,O-dimethylhydroxylamine*hydrochloride

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

N-methoxy-N,3-dimethyl-2-nitrobenzamide

Conditions
ConditionsYield
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%
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

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

potassium 2-nitro-3-methylbenzoate

Conditions
ConditionsYield
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%
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

α-bromoacetophenone
70-11-1

α-bromoacetophenone

phenacyl 3-methyl-2-nitrobenzoate

phenacyl 3-methyl-2-nitrobenzoate

Conditions
ConditionsYield
With potassium fluoride In N,N-dimethyl-formamide for 0.5h; Ambient temperature;95.2%
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

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

3-Methyl-2-nitrobenzenecarboxamide

Conditions
ConditionsYield
With ammonia; triethylamine In tetrahydrofuran; chloroformic acid ethyl ester95%
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%
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

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

N,N-dimethyl-formamide

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

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

Conditions
ConditionsYield
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%
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

para-bromophenacyl bromide
99-73-0

para-bromophenacyl bromide

p-bromophenacyl 3-methyl-2-nitrobenzoate

p-bromophenacyl 3-methyl-2-nitrobenzoate

Conditions
ConditionsYield
With potassium fluoride In N,N-dimethyl-formamide for 0.5h; Ambient temperature;91%
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

methylamine
74-89-5

methylamine

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

N,3-dimethyl-2-nitrobenzamide

Conditions
ConditionsYield
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
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

dimethyl sulfate
77-78-1

dimethyl sulfate

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

methyl 3-methyl-2-nitrobenzoate

Conditions
ConditionsYield
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%
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

allyl alcohol
107-18-6

allyl alcohol

allyl 3-methyl-2-nitrobenzoate

allyl 3-methyl-2-nitrobenzoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Steglich Esterification;85%
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

tert-butyl alcohol
75-65-0

tert-butyl alcohol

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

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

Conditions
ConditionsYield
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%
3-methyl-2-nitrobenzoic acid
5437-38-7

3-methyl-2-nitrobenzoic acid

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

(2E)-3-phenyl-2-propen-1-ol

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

cinnamyl 3-methyl-2-nitrobenzoate

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

5437-38-7Relevant articles and documents

Preparation method of 2-amino-3-methyl-5-chlorobenzoic acid

-

Paragraph 0056-0057; 0062-0063; 0067-0068; 0072-0073; 0077, (2021/05/12)

The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of 2-amino-3-methyl-5-chlorobenzoic acid. The preparation method provided by the invention comprises the steps of mixing m-toluic acid and nitric acid, and carrying out nitration reaction to obtain 2-nitro-3-methyl benzoic acid, wherein the mass concentration of the nitric acid is 60-75%; mixing the 2-nitro-3-methyl benzoic acid, a hydrogenation reduction reaction solvent and a hydrogenation catalyst, and carrying out hydrogenation reduction reaction in a hydrogen atmosphere to obtain 2-amino-3-methyl benzoic acid; and mixing the 2-amino-3-methyl benzoic acid, a chlorination reagent, benzoyl peroxide and a chlorination reaction solvent, and carrying out a chlorination reaction to obtain the 2-amino-3-methyl-5-chlorobenzoic acid. The preparation method provided by the invention has the advantages of cheap and easily available reaction raw materials, high product yield and high purity, and is easy for industrial production.

Method for synthesizing 2-nitro-3-methylbenzoic acid

-

Paragraph 0043; 0045; 0047; 0049; 0051; 0053; 0058-0059, (2018/07/06)

The invention discloses a method for synthesizing 2-nitro-3-methylbenzoic acid. The method comprises that powdery meta-methylbenzoic acid and nitric acid undergo a reaction at -30 to -15 DEG C to produce a nitrification reaction solution, and the nitrification reaction solution is separated and purified to form a 2-nitro-3-methylbenzoic acid product. The method has simple processes, is easy to operate, has a high conversion rate of m-methylbenzoic acid, has high selectivity of 2-nitro-3-methylbenzoic acid, and has obvious environmental protection effects and significant economic benefits.

PROCESS TO PREPARE 3-METHYL-2-NITROBENZOIC ACID BY AIR OXIDATION

-

Page/Page column 40; 41; 42, (2016/01/30)

A method for preparing 3-methyl-2-nitrobenzoic acid is disclosed wherein 1, 3 -dimethyl-2-nitrobenzene is combined with an oxidation catalayst in the presence of an oxygen source and an initiator, provided that less than 99% of the 1,3 -dimethyl-2- nitrobenzene is oxidized. A method for preparing compounds of Formula 7 and Formula 11 is also disclosed wherein the method is characterized by using 3-methyl-2-nitrobenzoic acid as prepared by the method disclosed above. wherein R1 is C1-C7 alkyl, C3-C6 cycloalkyl or C4-C7 alkylcycloalkyl

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 5437-38-7