I3750

3-Indoleacetic acid

98%

• Sinônimo(s): Heteroauxin, IAA
• Fórmula empírica (Notação de Hill): C₁₀H₉NO₂
• Número CAS: 87-51-4
• Peso molecular: 175.18
• Beilstein: 143358
• Número CE: 201-748-2
• Número MDL: MFCD00005636
• Código UNSPSC: 12352100
• ID de substância PubChem: 24896043
• NACRES: NA.22

Propriedades

• Ensaio: 98%
• pf: 165-169 °C (lit.)
• cadeia de caracteres SMILES: OC(=O)Cc1c[nH]c2ccccc12
• InChI: 1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)
• chave InChI: SEOVTRFCIGRIMH-UHFFFAOYSA-N

Descrição

Descrição geral

3-Indoleacetic acid (IAA) is a naturally occurring hydrophilic organic compound consists of an unsaturated aromatic ring that is commonly used in the synthesis of indolylated diarylmethanes, α-acetoxyl ketones, and Indolmethyl-Chromones via copper catalyzed coupling reactions.

Aplicação

3-Indoleacetic acid (IAA) can be used as a building block to synthesize ,(±) harmacine using 4,4-diethoxybutan-1-amine via an acid-catalyzed acyl iminium ion cyclization reaction.
(±)-Harmacine is a vital step in the synthesis of a variety of indole alkaloids and dopamine/serotonin receptor ligands. IAA can also be used in the preparation of alkaloid (±)-19-hydroxyibogamine.

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: Eyeshields, Gloves, type N95 (US)