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571326

Sigma-Aldrich

(4S)-(+)-4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

96%

Synonym(s):

(S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-ethanol

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About This Item

Empirical Formula (Hill Notation):
C7H14O3
CAS Number:
Molecular Weight:
146.18
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

form

liquid

optical activity

[α]20/D +2°, c = 1% in chloroform

refractive index

n20/D 1.4380 (lit.)

bp

98 °C/15 mmHg (lit.)

density

1.027 g/mL at 25 °C (lit.)

functional group

ether
hydroxyl
ketal

storage temp.

2-8°C

SMILES string

CC1(C)OC[C@H](CCO)O1

InChI

1S/C7H14O3/c1-7(2)9-5-6(10-7)3-4-8/h6,8H,3-5H2,1-2H3/t6-/m0/s1

InChI key

YYEZYENJAMOWHW-LURJTMIESA-N

Application

(4S)-(+)-4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane may be used in the preparation (prop-2-ynyloxy)ethyl-tethered dioxolanes via O-propargylation. It may also be used as an intermediate in the total synthesis of rugulactone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

213.1 °F - closed cup

Flash Point(C)

100.6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Asymmetric total synthesis of rugulactone, an a-pyrone from Cryptocarya rugulosa.
Allais F, et al.
Synthesis, 2010(16), 2787-2793 (2010)
Gold-catalyzed direct cycloketalization of acetonide-tethered alkynes in the presence of water.
Alcaide B, et al.
Tetrahedron, 68(46), 9391-9396 (2012)

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