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237744

Sigma-Aldrich

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

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

Synonym(s):
1,2-Isopropylidene-sn-glycerol, D-α,β-Isopropylideneglycerol, D-(+)-Solketal, (S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol, D-1,2-O-isopropylidene-sn-glycerol
Empirical Formula (Hill Notation):
C6H12O3
CAS Number:
Molecular Weight:
132.16
Beilstein:
80118
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.)

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

Related Categories

General description

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

Application

Used in a synthesis of a chiral allylic triol via extrusion of SO2 from an α,β-epoxysulfone.
(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. It may also be used to synthesize 1,2-dipalmitoyl-3-benzyl-sn-glycerol and 1-O-(Z)-octadecenyl-sn-glycerol, an intermediate for plasmalogen synthesis.

Packaging

1, 5 g in glass bottle

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

194.0 °F - closed cup

Flash Point(C)

90 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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