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341045

Sigma-Aldrich

2-Ethyl-2-methyl-1,3-dioxolane

99%

Synonym(s):

2-Butanone ethylene ketal, 2-Ethyl-2-methyl-1,3-dioxolane, 2-Ethyl-2-methyldioxolane, 2-Methyl-2-ethyl-1,3-dioxolane, 2-Methyl-2-ethyldioxolane

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About This Item

Empirical Formula (Hill Notation):
C6H12O2
CAS Number:
126-39-6
Molecular Weight:
116.16
EC Number:
204-785-2
MDL number:
MFCD00014108
UNSPSC Code:
12352100
PubChem Substance ID:
24860893
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.409 (lit.)

bp

116-117 °C (lit.)

density

0.929 g/mL at 25 °C (lit.)

SMILES string

CCC1(C)OCCO1

InChI

1S/C6H12O2/c1-3-6(2)7-4-5-8-6/h3-5H2,1-2H3

InChI key

UPZFLZYXYGBAPL-UHFFFAOYSA-N

Application

2-Ethyl-2-methyl-1,3-dioxolane was employed as reagent in the selective ketalization of 1-oxo functions of 8a-methyl 1,6-dioxo 1,2,3,4,6,7,8,8a-octahydronaphthalene and 7a-methyl 1,5-dioxo 5,6,7,7a-tetrahydroindane. It was also employed in the enantioselective total synthesis of (-)-strychnine.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H315,H319,H332,H335

Hazard Classifications

Acute Tox. 4 Inhalation - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

55.4 °F - closed cup

Flash Point(C)

13 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Etudes en series bicycliques: Cetalisation selective de dicetones octalinique et tetrahydroindanique et stereochimie de leurs analogues satures.
Bauduin G and Pietrasanta Y.
Tetrahedron, 29(24), 4225-4231 (1973)
Takashi Ohshima et al.
Journal of the American Chemical Society, 124(49), 14546-14547 (2002-12-06)
The enantioselective total synthesis of (-)-strychnine was accomplished through the use of the highly practical catalytic asymmetric Michael reaction (0.1 mol % of (R)-ALB, more than kilogram scale, without chromatography, 91% yield and >99% ee) as well as a tandem

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