254606

(S)-2,2-Dimethyl-1,3-dioxolan-4-carbonsäure-methylester

96%

• Synonym(e): 2,3-O-Isopropyliden-L-glycerinsäure-methylester, Methyl-α,β-isopropyliden-L-glycerat
• Empirische Formel (Hill-System): C₇H₁₂O₄
• CAS-Nummer: 60456-21-5
• Molekulargewicht: 160.17
• Beilstein: 4292352
• MDL-Nummer: MFCD00066526
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24855396
• NACRES: NA.22

Eigenschaften

• Assay: 96%
• Form: liquid
• Optische Aktivität: [α]20/D −8.5°, c = 1.5 in acetone
• Optische Reinheit: ee: ≥96.0% (GLC)
• Brechungsindex: n20/D 1.425 (lit.)
• bp: 84-86 °C/15 mmHg (lit.)
• Dichte: 1.106 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: ester; ether; ketal
• SMILES String: COC(=O)[C@@H]1COC(C)(C)O1
• InChI: 1S/C7H12O4/c1-7(2)10-4-5(11-7)6(8)9-3/h5H,4H2,1-3H3/t5-/m0/s1
• InChIKey: DOWWCCDWPKGNGX-YFKPBYRVSA-N

Beschreibung

Anwendung

(−)-Methyl (S)-2,2-dimethyl-1,3-dioxolane-4-carboxylate can be used:

• As a chiral building block to make the key tetrahydrofuran subunit of (−)-gymnodimine, a marine algal toxin.
• To prepare an enedione by reacting with dimethyl methylphosphonate, BuLi, and phenylglyoxal, which in turn is used to synthesize cyclopentenone derivatives.
• As a starting material for the preparation of (S)-4,5-dihydroxy-2,3-pentanedione (DPD), a precursor for autoinducer (AI)-2 in bacteria.

Sicherheitshinweise

• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): 172.4 °F - closed cup
• Flammpunkt (°C): 78 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type ABEK (EN14387) respirator filter