4315-13-3

Basic information

• Product Name: 3,4-DIMETHYL-2-NITRO-BENZOIC ACID
• Synonyms: 3,4-DIMETHYL-2-NITRO-BENZOIC ACID
• CAS NO: 4315-13-3
• Molecular Formula: C₉H₉NO₄
• Molecular Weight: 195.17
• Mol File: 4315-13-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,4-DIMETHYL-2-NITRO-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIMETHYL-2-NITRO-BENZOIC ACID(4315-13-3)
• EPA Substance Registry System: 3,4-DIMETHYL-2-NITRO-BENZOIC ACID(4315-13-3)

Safety Data

• Hazardous Substances Data: 4315-13-3(Hazardous Substances Data)

Usage

General Description

3,4-Dimethyl-2-nitro-benzoic acid is a chemical compound with the molecular formula C9H9NO4. It is a yellow crystalline solid with a melting point of 226-228°C. 3,4-DIMETHYL-2-NITRO-BENZOIC ACID is used as a building block in organic synthesis, and it is also used as a pH indicator. Its derivatives have been studied for their potential biological activities, such as antimicrobial, anti-inflammatory, and antioxidant properties. Additionally, it is used in the manufacturing of dyes, pigments, and pharmaceuticals. This chemical is considered to be harmful if ingested or inhaled, and it can cause irritation to the skin and eyes upon contact.

Upstream product

• 49666-83-3 1-(3,4-dimethyl-2-nitro-phenyl)-ethanone 
• 619-04-5 3,4-dimethylbenzoic acid 
• 3637-01-2 3,4-dimethylacetophenone 
• 95-47-6 o-xylene 

Downstream Products

• 31928-19-5 methyl 3,4-dimethyl-2-nitrobenzoate 
• 74319-97-4 3,4-Dimethyl-2-nitrobenzoylchlorid 
• 74319-99-6 3,4-Dimethyl-2-nitrobenzolsulfonylchlorid 
• 74319-98-5 3,4-Dimethyl-2-nitrobenzamid 
• 64823-23-0 3,4-Dimethyl-2-nitroanilin 
• 50419-58-4 2-amino-3,4-dimethylbenzoic acid 

Relevant articles and documents

MOLECULES HAVING CERTAIN PESTICIDAL UTILITIES, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES RELATED THERETO

This disclosure relates to compounds having pesticidal utility against pests in phyla Nematoda, Arthropoda, and/or Mollusca, processes to produce such compounds and intermediates used in such processes, compositions containing such compounds, and processes of using such compounds against such pests. These compounds/molecules may be used, for example, as nematicides, acaricides, insecticides, miticides, and/or molluscicides. This document discloses compounds having the following formula (Formula One and/or Formula One-A).

Zur Synthese sulfonierter Derivate von 2,3-Dimethylanilin und 3,4-Dimethylanilin

Baking the hydrogensulfate salt of 2,3-dimethylaniline (1) or of 3,4-dimethylaniline (2) led to 4-amino-2,3-dimethylbenzenesulfonic acid (4) and 2-amino-4,5-dimethylbenzenesulfonic acid (5), respectively (Scheme 1).The sulfonic acid 5 was also obtained by treatment of 2 with sulfuric acid or by reaction of 2 with amido-sulfuric acid. 3-Amino-4,5-dimethylbenzenesulfonic acid (3) and 5-amino-2,3-dimethylbenzenesulfonic acid (6) were prepared by sulfonation of 1,2-dimethyl-3-nitrobenzene (9) to 3,4-dimethyl-5-nitrobenzenesulfonic acid (11) and of 1,2-dimethyl-4-nitrobenzene (10) to 2,3-dimethyl-5-nitrobenzenesulfonic acid (12), respectively, with subsequent Bechamp reduction (Scheme 1).Preparations of 2-amino-3,4-dimethylbenzenesulfonic acid (7) and of 6-amino-2,3-dimethylbenzenesulfonic acid (8) were achieved by the sulfur dioxide treatment of the diazonium chlorides derived from 3,4-dimethyl-2-nitroaniline (24) and from 2,3-dimethyl-6-nitroaniline (31) to 3,4-dimethyl-2-nitrobenzenesulfonyl chloride (29) and 2,3-dimethyl-6-nitrobenzenesulfonyl chloride (32), respectively, followed by hydrolysis to 3,4-dimethyl-2-nitrobenzenesulfonic acid (30) and 2,3-dimethyl-6-nitrobenzenesulfonic acid (33), and final reduction (Scheme 3).Compound 7 was also synthesized by reaction of 4-chloro-2,3-dimethylaniline (23) with amidosulfuric acid to 2-amino-5-chloro-3,4-dimethylbenzenesulfonic acid (20) and subsequent hydrogenolysis (Scheme 2). 4'-Bromo-2',3'-dimethyl-acetanilide (13) and 4'-chloro-2',3'-dimethyl-acetanilide (14) on treatment with oleum yielded 5-acetylamino-2-bromo-3,4-dimethylbenzenesulfonic acid (17) and 5-acetylamino-2-chloro-3,4-dimethylbenzenesulfonic acid (18), respectively.Their structures were proven by hydrolysis to 5-amino-2-bromo-3,4-dimethylbenzenesulfonic acid (21) and 5-amino-2-chloro-3,4-dimethylbenzenesulfonic acid (22), followed by reductive dehalogenation to 3.Reaction of 1 with sulfuric acid gave a mixture of 3,4 and 7, whereas sulfonation of 2',3'-dimethyl-acetanilide with subsequent hydrolysis led to a mixture of 3 and 4.Treatment of 3',4'-dimethyl-acetanilide with oleum followed by hydrolysis resulted in the formation of mainly 5 and a small amount of unknown product.