296678

(S)-(−)-1,2,4-Butantriol

98%

• Synonym(e): (2S)-(-)-Butane-1,2,4-triol, (S)-(-)-1,2,4-Trihydroxybutane
• Lineare Formel: HOCH₂CH₂CH(OH)CH₂OH
• CAS-Nummer: 42890-76-6
• Molekulargewicht: 106.12
• Beilstein: 1719408
• MDL-Nummer: MFCD00063213
• UNSPSC-Code: 12352001
• PubChem Substanz-ID: 24857865
• NACRES: NA.22

Eigenschaften

• Assay: 98%
• Optische Aktivität: [α]19/D −28±2, c = 1 in methanol
• Optische Reinheit: ee: 99% (GLC)
• Brechungsindex: n20/D 1.475 (lit.)
• bp: 150 °C/0.04 mmHg (lit.)
• Dichte: 1.19 g/mL at 25 °C (lit.)
• SMILES String: OCC[C@H](O)CO
• InChI: 1S/C4H10O3/c5-2-1-4(7)3-6/h4-7H,1-3H2/t4-/m0/s1
• InChIKey: ARXKVVRQIIOZGF-BYPYZUCNSA-N

Beschreibung

Allgemeine Beschreibung

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

Anwendung

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

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

Sicherheitshinweise

• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): 230.0 °F - closed cup
• Flammpunkt (°C): 110 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)