296678

(S)-(−)-1,2,4-Butanetriol

98%

• Sinônimo(s): (2S)-(-)-Butane-1,2,4-triol, (S)-(-)-1,2,4-Trihydroxybutane
• Fórmula linear: HOCH₂CH₂CH(OH)CH₂OH
• Número CAS: 42890-76-6
• Peso molecular: 106.12
• Beilstein: 1719408
• Número MDL: MFCD00063213
• Código UNSPSC: 12352001
• ID de substância PubChem: 24857865
• NACRES: NA.22

Propriedades

• Nível de qualidade: 100
• Ensaio: 98%
• atividade óptica: [α]19/D −28±2, c = 1 in methanol
• pureza óptica: ee: 99% (GLC)
• índice de refração: n20/D 1.475 (lit.)
• p.e.: 150 °C/0.04 mmHg (lit.)
• densidade: 1.19 g/mL at 25 °C (lit.)
• grupo funcional: hydroxyl
• cadeia de caracteres SMILES: OCC[C@H](O)CO
• InChI: 1S/C4H10O3/c5-2-1-4(7)3-6/h4-7H,1-3H2/t4-/m0/s1
• chave InChI: ARXKVVRQIIOZGF-BYPYZUCNSA-N

Descrição

Descrição geral

(S)-(-)-1,2,4-Butanetriol can be prepared via reduction of (S)-malic acid in the presence of borane-dimethyl sulfide.[1]

Aplicação

(S)-(-)-1,2,4-Butanetriol may be used as a starting material in the enantioselective total syntheses of (+)-azimine and (+)-carpaine.[2]
It can also be used to prepare the following organic building blocks:

• (+)-3,4-epoxy-1-butanol[3]
• (2S,4S)-4-(hydroxymethyl)-2-ferrocenyl-1,3-dioxane[4]
• (S)-1,2,4-triacetoxybutane via acetylation with acetic anhydride[1]
• (S)-1,2,4-tris-(3,5-dinitrobenzoy1oxy)butane via esterification with 3,5-dinitrobenzoyl chloride[1]

Informações de segurança

• Código de classe de armazenamento: 10 - Combustible liquids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): 230.0 °F - closed cup
• Ponto de fulgor (°C): 110 °C - closed cup
• Equipamento de proteção individual: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)