1-METHYL-3-INDOLEACETIC ACID

Base Information

• Chemical Name: 1-METHYL-3-INDOLEACETIC ACID
• CAS No.: 1912-48-7
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• Hs Code.: 2933990090
• Mol file: 1912-48-7.mol

Synonyms:Indole-3-aceticacid, 1-methyl- (6CI,7CI,8CI);(1-Methyl-1H-indol-3-yl)acetic acid;(1-Methylindol-4-yl)acetic acid;1-Methyl-1H-indole-3-acetic acid;1-Methylindole-3-acetic acid;1-Methylindolyl-3-acetic acid;2-(1-Methyl-1H-indol-3-yl)acetic acid;2-(1-Methyl-3-indolyl)acetic acid;2-(N-Methylindole-3-yl)acetic acid;N-Methylindole-3-acetic acid;N-Methylindoleacetic acid;NSC 78007;1-Methyl-3-indoleacetic acid;

Chemical Property of 1-METHYL-3-INDOLEACETIC ACID

Chemical Property:

• Vapor Pressure: 7.56E-07mmHg at 25°C
• Melting Point: 126-128 °C
• Refractive Index: 1.598
• Boiling Point: 392 °C at 760 mmHg
• PKA: 4.53±0.30(Predicted)
• Flash Point: 190.9 °C
• PSA: 42.23000
• Density: 1.2 g/cm³
• LogP: 1.80540
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Methanol

Purity/Quality:

97% ^*data from raw suppliers

1-Methylindole-3-aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Methylindole-3-acetic Acid is a N-methylated derivative of Indole-3-acetic acid, a natural auxin, with plant growth regulating activity. Reactant for enantioselective preparation of α-aryl alkylcarboxylic acidsReactant for preparation of PKC inhibitor methylindolylpyridinylmethylpiperidinylindolylpyrroledione for protein kinase C imagingReactant for stereoselective preparation of δ-lactones via Michael addition/lactonization with unsaturated carboxylatesReactant for stereoselective preparation of vindorosine, vindoline, and analogsReactant for preparation of (indolyl)pyrrol-2-ones as VEGF-R inhibitors, antiangiogenic agents, and protein kinase inhibitorsReactant for synthesis of 3-aryl-5-alkyl-2,5-dihydrofuran-2-ones and their carbanalogues as antifungal agents

Technology Process of 1-METHYL-3-INDOLEACETIC ACID

There total 19 articles about 1-METHYL-3-INDOLEACETIC 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: 97.0%

(1-methyl-1H-indol-3-yl)acetic acid methyl ester (58665-00-2) → 2-(1-methyl-1H-indol-3-yl)acetic acid (1912-48-7)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; methanol; Solvent; Reagent/catalyst; Inert atmosphere;

Reference yield: 97.0%

N-ethylindol-3-yl acetic acid-methyl ester (126775-00-6) → 2-(1-methyl-1H-indol-3-yl)acetic acid (1912-48-7)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; methanol; at 50 ℃; for 3h;

Reference yield: 94.0%

indole-3-acetic acid (87-51-4) + methyl iodide (74-88-4) → 2-(1-methyl-1H-indol-3-yl)acetic acid (1912-48-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1081/SCC-200049803

upstream raw materials:

diazoacetic acid ethyl ester

1-methylindole

indole-3-acetic acid

1-methylindole-3-acetamide

Downstream raw materials:

1,3-dimethylindole

1-benzyl-9-methylpyrano<3,4-b>indol-3-one

1-(3,4-dimethoxy-benzyl)-9-methyl-9H-pyrano[3,4-b]indol-3-one

1-(3,4-dimethoxy-phenyl)-9-methyl-9H-pyrano[3,4-b]indol-3-one