122696
DL-1,2-Isopropylideneglycerol
≥97.0%
Synonym(s):
(±)-2,2-Dimethyl-1,3-dioxolane-4-methanol, (±)-2,2-Dimethyl-4-hydroxymethyl-1,3-dioxolane, 1,2-Isopropylidene-rac-glycerol, Solketal
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About This Item
Empirical Formula (Hill Notation):
C6H12O3
CAS Number:
Molecular Weight:
132.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-888-7
Beilstein/REAXYS Number:
104465
MDL number:
Assay:
≥97.0%
Form:
liquid
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.)
functional group
ether, hydroxyl, ketal
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
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
Hazard Classifications
Eye Irrit. 2 - Repr. 2
signalword
Warning
hcodes
Storage Class
10 - Combustible liquids
wgk
WGK 1
flash_point_f
194.0 °F - closed cup
flash_point_c
90 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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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.
Useful methods for the synthesis of isopropylidenes and their chemoselective cleavage.
Vanlaldinpuia K and Bez G.
Tetrahedron Letters, 52(29), 3759-3764 (2011)
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 122696-500G | 04061838721648 |
| 122696-3KG | 04061837013911 |
| 122696-100G | 04061838721631 |