2-Amino-3,4-dimethylbenzoic acid

Base Information

• Chemical Name: 2-Amino-3,4-dimethylbenzoic acid
• CAS No.: 50419-58-4
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 29224999
• NSC Number: 135928
• DSSTox Substance ID: DTXSID20300317
• Wikidata: Q72436230
• Mol file: 50419-58-4.mol

Synonyms:2-Amino-3,4-dimethylbenzoic acid;50419-58-4;2-AMINO-3,4-DIMETHYL-BENZOIC ACID;Benzoic acid, 2-amino-3,4-dimethyl-;MFCD00130041;3,4-DIMETHYLANTHRANILIC ACID;NSC135928;Dimethyl-o-aminobenzoesaure;Oprea1_099755;SCHEMBL1149742;DTXSID20300317;AMY17811;2-Amino-3,4-dimethyl benzoic acid;STK802452;AKOS005622719;AC-3879;CS-W002407;NSC 135928;NSC-135928;PS-5380;SY006153;D4120;FT-0659068;EN300-65903;2-amino-3,4-dimethyl-benzoic acid, AldrichCPR;J-507764

Chemical Property of 2-Amino-3,4-dimethylbenzoic acid

Chemical Property:

• Vapor Pressure: 3.35E-05mmHg at 25°C
• Melting Point: 180 °C (dec.)
• Refractive Index: 1.604
• Boiling Point: 341.7 °C at 760 mmHg
• PKA: 5.18±0.10(Predicted)
• Flash Point: 160.4 °C
• PSA: 63.32000
• Density: 1.207 g/cm³
• LogP: 2.16500
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Slightly soluble in water.
• 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-3,4-dimethylbenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-37/39-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=C(C=C1)C(=O)O)N)C
• Uses: 2-Amino-3,4-dimethylbenzoic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dye stuff.

Technology Process of 2-Amino-3,4-dimethylbenzoic acid

There total 8 articles about 2-Amino-3,4-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: 98.0%

3,4-dimethylbenzoic acid (619-04-5) → 4,5-Dimethyl-2-nitrobenzoesaeure (4315-14-4) + 2-amino-3,4-dimethylbenzoic acid (50419-58-4) + 3-amino-4,5-dimethylbenzoic acid (348165-23-1)

Guidance literature:

3,4-dimethylbenzoic acid; With nitric acid; at 0 ℃; for 10h;

With hydrogen; palladium on activated charcoal; In methanol; for 10h; under 2844.31 Torr;

DOI:10.1016/S0223-5234(02)01406-X

Reference yield: 65.0%

6,7-dimethylisatin (20205-43-0) → 2-amino-3,4-dimethylbenzoic acid (50419-58-4)

Guidance literature:

With potassium hydroxide; potassium chloride; dihydrogen peroxide; at 20 ℃;

DOI:10.1021/jm00105a034

Reference yield:

2,3-Dimethylaniline (87-59-2) → 2-amino-3,4-dimethylbenzoic acid (50419-58-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Na₂SO₄, hydroxylamine sulfate, concd. HCl / H₂O

2: 65 percent / CH₃SO₃H / 70 - 80 °C

3: 65 percent / KOH, KCl, 27percent H₂O₂ / 20 °C

With hydrogenchloride; potassium hydroxide; methanesulfonic acid; potassium chloride; dihydrogen peroxide; hydroxylamine sulfate; sodium sulfate; In water;

DOI:10.1021/jm00105a034

upstream raw materials:

6,7-dimethylisatin

3,4-Dimethyl-2-nitrobenzoesaeure

3,4-dimethylbenzoic acid

2,3-dimethyl-α-isonitrosoacetanilide

Downstream raw materials:

2-<2-(carboxymethyl)phenoxy>-3,4-dimethylbenzoic acid

vadimezan

3,4-dimethyl-2-iodobenzoic acid

Refernces

• 1、 -. "CRYSTALLINE FORMS OF DMXAA SODIUM SALT". Page/Page column 31. . Retrieved 2009/05/28.
• 2、 Fritsch, Rainer,Hartmann, Erwin,Andert, Doris,Mannschreck, Albrecht. "Syntheses, Enrichment of Enantiomers, and Barriers to Racemization of Twisted 9,10-Phenanthrenquinones". . p. 849 - 856. Retrieved 2007/10/02.