59539
(4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol
≥97.0% (sum of enantiomers, GC)
Synonym(s):
(+)-2,3-O-Isopropylidene-L-threitol, (4S,5S)-4,5-Bis(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane
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About This Item
Empirical Formula (Hill Notation):
C7H14O4
CAS Number:
Molecular Weight:
162.18
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
256-658-6
Beilstein/REAXYS Number:
1280797
MDL number:
Assay:
≥97.0% (sum of enantiomers, GC)
Form:
solid
InChI
1S/C7H14O4/c1-7(2)10-5(3-8)6(4-9)11-7/h5-6,8-9H,3-4H2,1-2H3/t5-,6-/m0/s1
InChI key
INVRLGIKFANLFP-WDSKDSINSA-N
SMILES string
CC1(C)O[C@@H](CO)[C@H](CO)O1
assay
≥97.0% (sum of enantiomers, GC)
form
solid
optical activity
[α]20/D +3.0±0.5°, c = 5% in ethanol
bp
92-94 °C/0.1 mmHg (lit.)
mp
46-50 °C
functional group
ether, hydroxyl, ketal
Quality Level
Application
(4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol can be used:
- As a key intermediate for the preparation of (6Z)-cis-9S,10R-epoxy-nonadecene, a female sex pheromone of elm spanworm.
- To prepare a chiral diphosphite ligand by reacting with phosphorochloridite using excess of NEt3.
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Synthesis of chiral alkenyl epoxides: the sex pheromone of the elm spanworm Ennomus subsignaria (Hubner)(Lepidoptera: Geometridae)
MaGee DI, et al.
Tetrahedron, 67(29), 5329-5338 (2011)
Modular chiral diphosphite derived from l-tartaric acid. Applications in metal-catalyzed asymmetric reactions
Rosas-Hern'andez A, et al.
J. Mol. Catal. A: Chem., 328(1-2), 68-75 (2010)
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