2-Amino-3,6-dimethylbenzoic acid

Base Information

• Chemical Name: 2-Amino-3,6-dimethylbenzoic acid
• CAS No.: 15540-91-7
• Molecular Formula: C9H11 N O2
• Molecular Weight: 165.192
• European Community (EC) Number: 856-300-4
• NSC Number: 122807
• DSSTox Substance ID: DTXSID60298385
• Nikkaji Number: J81.873I
• Wikidata: Q82040171
• Mol file: 15540-91-7.mol

Synonyms:2-amino-3,6-dimethylbenzoic acid;15540-91-7;2-Amino-3,6-dimethyl-benzoic acid;2-Amino-3,6-dimethylbenzoicacid;2-amino-3,6-dimethyl benzoic acid;3,6-Dimethylanthranilic acid;NSC122807;Benzoic acid, 2-amino-3,6-dimethyl-;Oprea1_490934;SCHEMBL6620704;DTXSID60298385;PFKMPZBEUUAELA-UHFFFAOYSA-N;MFCD00130042;AKOS009113675;NSC-122807;SB33901;AS-40890;CS-0340271;EN300-65906;W-205784;F2159-0005;Z228589668

Chemical Property of 2-Amino-3,6-dimethylbenzoic acid

Chemical Property:

• Vapor Pressure: 0.000138mmHg at 25°C
• Boiling Point: 319.8°Cat760mmHg
• Flash Point: 147.2°C
• Density: 1.207g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-3,6-dimethylbenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C=C1)C)N)C(=O)O

Technology Process of 2-Amino-3,6-dimethylbenzoic acid

There total 7 articles about 2-Amino-3,6-dimethylbenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 69.0%

4,7-dimethylisoindoline-1,3-dione (15540-88-2) → 2-amino-3,6-dimethylbenzoic acid (15540-91-7)

Guidance literature:

With potassium hydroxide; calcium hypochlorite; potassium carbonate; In water; at 50 ℃; for 0.5h;

DOI:10.1039/b103274g

Reference yield: 54.0%

4,7-dimethyl-indole-2,3-dione (15540-90-6) → 2-amino-3,6-dimethylbenzoic acid (15540-91-7)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In water; at 20 ℃; for 3h;

Reference yield:

N-(2,5-dimethylphenyl)-2-hydroxyiminoacetamide (15540-89-3) → 2-amino-3,6-dimethylbenzoic acid (15540-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 96percent sulfuric acid / H₂O / 1 h / 80 °C

2: 183.5 g / NaOH, 30percent H₂O₂ / H₂O

With sodium hydroxide; sulfuric acid; dihydrogen peroxide; In water;

DOI:10.1021/ja00335a055

upstream raw materials:

methanol

4,7-dimethyl-indole-2,3-dione

4,7-dimethylisoindoline-1,3-dione

N-(2,5-dimethylphenyl)-2-hydroxyiminoacetamide

Downstream raw materials:

3,6-dimethyl-2-mercaptobenzoic acid

2-amino-3,6-dimethylbenzoic acid methyl ester

1,4,5,8-tetramethylbiphenylene

1,4-dimethylnaphthalene

Refernces

• 1、 -. "HETEROCYCLIC COMPOUNDS AS ANTIBIOTIC POTENTIATORS". Paragraph 1159. . Retrieved 2016/07/05.
• 2、 Janssen,Utley,Carre?,Simon,Schirmer. "Electroorganic reactions. Part 55. Quinodimethane chemistry. Part 3. Transition metal complexes as inter- and intra-molecular redox catalysts for the electrosynthesis of poly(p-xylylene) (PPX) polymers and oligomers". . p. 1573 - 1584. Retrieved 2007/10/03.