237744

(S)-(+)-1,2-Isopropylideneglycerol

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

• Synonym(s): (S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol, 1,2-Isopropylidene-sn-glycerol, D-α,β-Isopropylideneglycerol, D-(+)-Solketal, D-1,2-O-isopropylidene-sn-glycerol
• Empirical Formula (Hill Notation): C₆H₁₂O₃
• CAS Number: 22323-82-6
• Molecular Weight: 132.16
• Beilstein/REAXYS Number: 80118
• EC Number: 244-910-8
• MDL number: MFCD00063239
• UNSPSC Code: 12352005
• PubChem Substance ID: 24854267
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 98%
• form: liquid
• optical activity: [α]20/D +13.5°, neat
• optical purity: ee: 99% (GLC)
• refractive index: n20/D 1.434 (lit.)
• bp: 82-83 °C/14 mmHg (lit.)
• density: 1.07 g/mL at 25 °C (lit.)
• functional group: ether; hydroxyl; ketal
• storage temp.: 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
• InChI key: RNVYQYLELCKWAN-YFKPBYRVSA-N

Description

General description

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

Application

(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]

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 1
• flash_point_f: 194.0 °F - closed cup
• flash_point_c: 90 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter