237744

(S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-methanol

98%, optical purity ee: 99% (GLC)

• Synonym(e): (S)-(+)-1,2-Isopropylidenglycerin, 1,2-Isopropyliden-sn-glycerin, D-α,β-Isopropylidenglycerin, D-(+)-Solketal, D-1,2-O-isopropyliden-sn-glycerol
• Empirische Formel (Hill-System): C₆H₁₂O₃
• CAS-Nummer: 22323-82-6
• Molekulargewicht: 132.16
• Beilstein: 80118
• EG-Nummer: 244-910-8
• MDL-Nummer: MFCD00063239
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24854267
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Assay: 98%
• Form: liquid
• Optische Aktivität: [α]20/D +13.5°, neat
• Optische Reinheit: ee: 99% (GLC)
• Brechungsindex: n20/D 1.434 (lit.)
• bp: 82-83 °C/14 mmHg (lit.)
• Dichte: 1.07 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: ether; hydroxyl; ketal
• Lagertemp.: 2-8°C
• SMILES String: CC1(C)OC[C@H](CO)O1
• InChI: 1S/C6H12O3/c1-6(2)8-4-5(3-7)9-6/h5,7H,3-4H2,1-2H3/t5-/m0/s1
• InChIKey: RNVYQYLELCKWAN-YFKPBYRVSA-N

Beschreibung

Allgemeine Beschreibung

(S)-(+)-1,2-Isopropylideneglycerol is a key building block for the synthesis of glycerides and of phosphoglycerides.[1]

Anwendung

(S)-(+)-1,2-Isopropylideneglycerol may be used as a calibration standard during the GC analysis of the solketal yield and glycerol conversion in the ketalization reaction of glycerol and acetone.[2] It may also be used to synthesize 1,2-dipalmitoyl-3-benzyl-sn-glycerol[3] and 1-O-(Z)-octadecenyl-sn-glycerol, an intermediate for plasmalogen synthesis.[4]

Used in a synthesis of a chiral allylic triol via extrusion of SO₂ from an α,β-epoxysulfone.[5]

Sicherheitshinweise

• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 1
• Flammpunkt (°F): 194.0 °F - closed cup
• Flammpunkt (°C): 90 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type ABEK (EN14387) respirator filter