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  • 59539 - (4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol

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59539 Sigma-Aldrich

(4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dimethanol

≥97.0% (sum of enantiomers, GC)

Synonym: (+)-2,3-O-Isopropylidene-L-threitol, (4S,5S)-4,5-Bis(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane

  • CAS Number 50622-09-8

  • Empirical Formula (Hill Notation) C7H14O4

  • Molecular Weight 162.18

  •  Beilstein/REAXYS Number 1280797

  •  EC Number 256-658-6

  •  MDL number MFCD00063761

  •  PubChem Substance ID 57651690

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Properties

Related Categories Alcohols, Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Organic Building Blocks More...
Quality Level   100
assay   ≥97.0% (sum of enantiomers, GC)
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
SMILES string   CC1(C)O[C@@H](CO)[C@H](CO)O1
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

Description

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. 

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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