All Photos(1)
Synonym(s):
(±)-2,2-Dimethyl-1,3-dioxolane-4-methanol, (±)-2,2-Dimethyl-4-hydroxymethyl-1,3-dioxolane, 1,2-Isopropylidene-rac-glycerol, Solketal
Empirical Formula (Hill Notation):
C6H12O3
CAS Number:
Molecular Weight:
132.16
Beilstein:
104465
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
≥97.0%
form
liquid
refractive index
n20/D 1.434 (lit.)
bp
188-189 °C (lit.)
solubility
H2O: miscible
alcohol: miscible
diethyl ether: miscible
oil: miscible
petroleum ether: miscible
density
1.063 g/mL at 25 °C (lit.)
SMILES string
CC1(C)OCC(CO)O1
InChI
1S/C6H12O3/c1-6(2)8-4-5(3-7)9-6/h5,7H,3-4H2,1-2H3
InChI key
RNVYQYLELCKWAN-UHFFFAOYSA-N
Related Categories
General description
DL-1,2-Isopropylideneglycerol undergoes effective isopropylidenation and deprotection reaction catalyzed by phosphotungstic acid.
Application
DL-1,2-Isopropylideneglycerol was used as the starting reagent for synthesis of tulipaline derivatives.
Legal Information
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Repr. 2
WGK
WGK 1
Flash Point(F)
closed cup
Flash Point(C)
closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Useful methods for the synthesis of isopropylidenes and their chemoselective cleavage.
Vanlaldinpuia K and Bez G.
Tetrahedron Letters, 52(29), 3759-3764 (2011)
Alvise Perosa et al.
Molecules (Basel, Switzerland), 21(2), 170-170 (2016-02-04)
The caprylic, lauric, palmitic and stearic esters of solketal and glycerol formal were synthesized with high selectivity and in good yields by a solvent-free acid catalyzed procedure. No acetal hydrolysis was observed, notwithstanding the acidic reaction conditions.
Thomas Mendgen et al.
Bioorganic & medicinal chemistry letters, 20(19), 5757-5762 (2010-08-24)
The enzyme MurA performs an essential step in peptidoglycan biosynthesis and is therefore a target for the discovery of novel antibacterial compounds. We report here the inhibition of MurA by natural products from tulips (tulipalines and tuliposides), and the structure-activity
[Change in behavior of mice and rats under the effect of dimethyl-2,2 hydroxymethyl-4 dioxolanne-1,3 (glycerol acetonide)].
S L Cheav et al.
Annales pharmaceutiques francaises, 44(6), 487-494 (1986-01-01)
Enzymatic synthesis of 2,3-O-isopropylidene-sn-glycerol, a chiral building block for platelet-activating factor.
H Suemune et al.
Chemical & pharmaceutical bulletin, 34(8), 3440-3444 (1986-08-01)
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