Skip to Content
MilliporeSigma
All Photos(1)

Documents

237744

Sigma-Aldrich

(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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C6H12O3
CAS Number:
Molecular Weight:
132.16
Beilstein:
80118
EC Number:
MDL number:
UNSPSC Code:
12352005
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

General description

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

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

[58] Synthesis of labeled phospholipids in high yield.
Eibl H, et al.
Methods in Enzymology, 98, 623-632 (1983)
European Journal of Organic Chemistry, 1740-1740 (2006)
Thermodynamic and kinetic studies of a catalytic process to convert glycerol into solketal as an oxygenated fuel additive.
Nanda MR, et al.
Fuel: The Science and Technology of Fuel and Energy, 117, 470-477 (2014)
Synthesis of Plasmalogen via 2, 3-Bis-O-(4 '-methoxybenzyl)-sn-glycerol.
Qin D, et al.
Journal of the American Chemical Society, 121(4), 662-668 (1999)
Daria Tretiakova et al.
Current drug delivery, 17(4), 312-323 (2020-02-15)
Recently we developed a scalable scheme of synthesis of melphalan ester conjugate with 1,2-dioleoyl-sn-glycerol (MlphDG) and a protocol for the fabrication of its lyophilized liposomal formulation. Herein we compared this new convenient in use formulation of MlphDG with parent drug

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service