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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
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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

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

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 (personal protective equipment)

Eyeshields, Gloves, type N95 (US)



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