38715
(S,S)-(−)-1,4-Dimethoxy-2,3-butanediol
≥99.0% (sum of enantiomers, GC)
Synonym(s):
(−)-1,4-Di-O-methyl-L-threitol
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About This Item
Empirical Formula (Hill Notation):
C6H14O4
CAS Number:
Molecular Weight:
150.17
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2322227
InChI
1S/C6H14O4/c1-9-3-5(7)6(8)4-10-2/h5-8H,3-4H2,1-2H3/t5-,6-/m0/s1
SMILES string
COC[C@H](O)[C@@H](O)COC
InChI key
QPXJVYUZWDGUBO-WDSKDSINSA-N
assay
≥99.0% (sum of enantiomers, GC)
optical activity
[α]20/D −1.8±0.1°, c = 1.9% in methanol
mp
28-30 °C
storage temp.
2-8°C
Other Notes
Chiral auxiliary, modification of LAH; Condensation of ester enolates and chiral imines to β-lactams; Auxiliary, reactions of its acetal, review; Determination of the enantiomeric purity of ketones by acetal formation and 13C-NMR.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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T. Fujisawa et al.
Tetrahedron, 48, 5629-5629 (1992)
M. Schmidt et al.
Chemische Berichte, 113, 1691-1691 (1980)
W. Langer et al.
Helvetica Chimica Acta, 62, 1710-1710 (1978)
A. Alexakis et al.
Tetrahedron Asymmetry, 1, 477-477 (1990)
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