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Key Documents

08011

Sigma-Aldrich

(R)-2-Vinyloxirane

≥95.0% (sum of enantiomers, GC)

Synonym(s):

(R)-3,4-Epoxy-1-butene

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About This Item

Empirical Formula (Hill Notation):
C4H6O
CAS Number:
Molecular Weight:
70.09
Beilstein/REAXYS Number:
5238465
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0% (sum of enantiomers, GC)

form

liquid

optical activity

[α]20/D −21.0±1°, c = 1% in pentane(lit.)
[α]20/D −21.0±1°, c = 1% in pentane

refractive index

n20/D 1.417

bp

66 °C (lit.)

density

0.870 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

C=C[C@@H]1CO1

InChI

1S/C4H6O/c1-2-4-3-5-4/h2,4H,1,3H2/t4-/m1/s1

InChI key

GXBYFVGCMPJVJX-SCSAIBSYSA-N

Other Notes

Used to prepare stereodiversified scaffolds in library synthesis[1]

pictograms

Flame

signalword

Danger

hcodes

pcodes

Hazard Classifications

Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

-58.0 °F - closed cup

flash_point_c

-50 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Tiffany Malinky Gierasch et al.
Organic letters, 5(5), 621-624 (2003-02-28)
The syntheses of stereodiverse libraries of 12 and 19 are reported, where each asterisk represents an independently varied stereocenter. These scaffolds provide additional templates for investigations of geometric diversity in library syntheses. Libraries of these N-Fmoc-amino acids were further functionalized

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