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2-METHYL-6-NITROBENZOIC ACID, also known as 2-Methyl-6-nitrobenzoate, is an organic compound characterized by its pale yellow needle-like or tan powder appearance. It exhibits light orange to yellow-brown crystalline properties and is known for its chemical structure that contains an anthranilic acid moiety.

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  • 13506-76-8 Structure
  • Basic information

    1. Product Name: 2-METHYL-6-NITROBENZOIC ACID
    2. Synonyms: Benzoic acid, 2-methyl-6-nitro-;6-NITRO-O-TOLUIC ACID;2-NITRO-6-METHYLBENZOIC ACID;2-METHYL-6-NITROBENZOIC ACID;RARECHEM AL BO 0232;2-METHYL-6-NITROBENZOIC ACID / 6-NITRO-O-TOLUIC ACID;6-Nitro-o-toluic acid (COOH=1);2-METHYL-6-NITROBENZOIC ACID 98+%
    3. CAS NO:13506-76-8
    4. Molecular Formula: C8H7NO4
    5. Molecular Weight: 181.15
    6. EINECS: 236-833-3
    7. Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
    8. Mol File: 13506-76-8.mol
  • Chemical Properties

    1. Melting Point: 153-157 °C(lit.)
    2. Boiling Point: 314.24°C (rough estimate)
    3. Flash Point: 159.6 °C
    4. Appearance: light orange to yellow-brown crystalline powder
    5. Density: 1.4283 (rough estimate)
    6. Vapor Pressure: 1.38E-05mmHg at 25°C
    7. Refractive Index: 1.5468 (estimate)
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: DMSO, Methanol
    10. PKA: pK1:1.87 (25°C)
    11. BRN: 2050804
    12. CAS DataBase Reference: 2-METHYL-6-NITROBENZOIC ACID(CAS DataBase Reference)
    13. NIST Chemistry Reference: 2-METHYL-6-NITROBENZOIC ACID(13506-76-8)
    14. EPA Substance Registry System: 2-METHYL-6-NITROBENZOIC ACID(13506-76-8)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 36/37/38-20/21/22
    3. Safety Statements: 22-24/25
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 13506-76-8(Hazardous Substances Data)

13506-76-8 Usage

Uses

Used in Agricultural Industry:
2-METHYL-6-NITROBENZOIC ACID is used as a herbicide for its anthranilic acid moiety within the substructure, which contributes to its effectiveness in controlling the growth of unwanted plants and weeds in agricultural settings. This application helps improve crop yield and quality by reducing competition for resources and minimizing potential damage caused by invasive plant species.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2-METHYL-6-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

Flash point data for 2-METHYL-6-NITROBENZOIC ACID are not available; however, 2-METHYL-6-NITROBENZOIC ACID is probably combustible.

Check Digit Verification of cas no

The CAS Registry Mumber 13506-76-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,5,0 and 6 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 13506-76:
(7*1)+(6*3)+(5*5)+(4*0)+(3*6)+(2*7)+(1*6)=88
88 % 10 = 8
So 13506-76-8 is a valid CAS Registry Number.
InChI:InChI=1/C8H7NO4/c1-5-3-2-4-6(9(12)13)7(5)8(10)11/h2-4H,1H3,(H,10,11)/p-1

13506-76-8 Well-known Company Product Price

  • Brand
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  • Alfa Aesar

  • (L06563)  2-Methyl-6-nitrobenzoic acid, 98%   

  • 13506-76-8

  • 1g

  • 256.0CNY

  • Detail
  • Alfa Aesar

  • (L06563)  2-Methyl-6-nitrobenzoic acid, 98%   

  • 13506-76-8

  • 5g

  • 871.0CNY

  • Detail
  • Alfa Aesar

  • (L06563)  2-Methyl-6-nitrobenzoic acid, 98%   

  • 13506-76-8

  • 25g

  • 2933.0CNY

  • Detail

13506-76-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Methyl-6-nitrobenzoic Acid

1.2 Other means of identification

Product number -
Other names 2-Methyl-6-Nitrobenzoic Acid

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:13506-76-8 SDS

13506-76-8Relevant articles and documents

Method for co-production 2-methyl-6-nitrobenzoic acid and 3-nitro-2-methylbenzoic acid

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Paragraph 0022; 0025; 0028; 0033, (2020/10/14)

The invention discloses a method for co-production of 2-methyl-6-nitrobenzoic acid and 3-nitro-2-methylbenzoic acid. The method is characterized by comprising the following steps: (1) feeding 3-nitro-o-xylene and dilute nitric acid into an oxidation reaction kettle, carrying out heating, and conducting reacting under certain pressure by using oxygen as an oxidant; (2) after the reaction is finished, discharging an oxidation reaction solution to obtain a crude product; (3) washing the crude product with water, conducting esterifying, and performing distilling to recover a solvent after the reaction is finished, thereby obtaining an esterified concentrated solution; (4) adding alkali into the esterification concentrated solution to adjust a pH value, carrying out layering, and distilling anorganic layer under reduced pressure to recover 3-nitro-2-nitrobenzoic acid; and (5) extracting a water layer with an organic solvent, adjusting an pH value with an acid, and performing filtering anddrying to obtain the 2-methyl-6-nitrobenzoic acid. In a low-concentration nitric acid environment, 3-nitro-2-nitrobenzoic acid is produced and 2-methyl-6-nitrobenzoic acid is co-produced with oxygen used as an oxidizing agent, so the problems of low selectivity of 3-nitro-o-xylene in an oxidation process and high risks in a concentrated nitric acid oxidation process are solved.

CO-production method 3 - nitro -2 - methyl benzoic acid and 3 -nitrophthalic acid (by machine translation)

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Paragraph 0019; 0023; 0027; 0031; 0035; 0041; 0045-0047, (2020/07/15)

The method comprises the following steps: (3 -) in nitric acid, oxidizing -2 - nitro-3 - methylbenzoic acid to 1 nitro 3 - methylbenzoic acid under the presence of a catalyst and an initiator; and (3 -) filtering to obtain the -2 -nitro 2 methylbenzoic acid crude product after the reaction is completed by heating while carrying out the reaction to complete the reaction and completing a 3 - nitro -2 -2 - methylbenzoic acid crude product after the reaction is completed, and the obtained crude 3 - product -2 - is obtained by recrystallizing the 4 mother liquor in the mother 3 - 1 liquor step (3) after the reaction is complete and the reaction is complete and the 3 - process is completed by carrying out the reaction on the 3 - mother liquor in the presence of a 3 - catalyst and an initiator to obtain the 3 -nitrobenzoic acid crude product. The method solves the problems of large waste water waste salt amount, difficult aftertreatment and serious environmental pollution in the prior art. (by machine translation)

Metal-Free Aerobic Oxidation of Nitro-Substituted Alkylarenes to Carboxylic Acids or Benzyl Alcohols Promoted by NaOH

Fang, Kun,Li, Guijie,She, Yuanbin

, p. 8092 - 8103 (2018/06/25)

Efficient and selective aerobic oxidation of nitro-substituted alkylarenes to functional compounds is a fundamental process that remains a challenge. Here, we report a metal-free, efficient, and practical approach for the direct and selective aerobic oxidation of nitro-substituted alkylarenes to carboxylic acids or benzyl alcohols. This sustainable system uses O2 as clean oxidant in a cheap and green NaOH/EtOH mixture. The position and type of substituent critically affect the products. In addition, this sustainable protocol enabled gram-scale preparation of carboxylic acid and benzyl alcohol derivatives with high chemoselectivities. Finally, the reactions can be conducted in a pressure reactor, which can conserve oxygen and prevent solvent loss. The approach was conducive to environmental protection and potential industrial application.

Method for preparing nitro aromatic acid/nitro alpha-aryl alcohol through oxidizing substituted alkyl nitrobenzene by oxygen

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Paragraph 0121; 0122; 0123, (2017/09/01)

A method for preparing nitro aromatic acid/nitro alpha-aryl alcohol through oxidizing substituted alkyl nitrobenzene by oxygen comprises the following steps: taking substituted alkyl nitrobenzene shown as the formula (1) as a raw material, oxygen as an oxidizing agent and sodium hydroxide as an alkaline substance, mixing in a solvent uniformly, reacting for 3 to 24h at the temperature of 25 to 65 DEG C, and treating obtained reaction liquid to obtain the nitro aromatic acid or nitro alpha-aryl alcohol; the mass ratio of the substituted alkyl nitrobenzene to the sodium hydroxide is 1 to (2 to 10) and the oxygen pressure is 0.1 to 2.0 MPa. The method provided by the invention has the advantages that a catalyst is not needed, the raw material is low in price and easy to recycle, the reaction temperature is moderate, the production and control are easy; the raw material transformation rate is high; the target product selectivity is high, the yield is up to 91%, and the application prospect is wide. The formula (1) is shown in the description.

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