Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

539430

Sigma-Aldrich

Cyclohexanone diethyl ketal

97%

Synonym(s):

1,1-Diethoxycyclohexane

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H20O2
CAS Number:
1670-47-9
Molecular Weight:
172.26
EC Number:
216-798-0
MDL number:
MFCD00037723
UNSPSC Code:
12352100
PubChem Substance ID:
24878399
NACRES:
NA.22

Quality Level

100

Assay

97%

refractive index

n20/D 1.4360 (lit.)

bp

76-78 °C/20 mmHg (lit.)

density

0.908 g/mL at 25 °C (lit.)

SMILES string

CCOC1(CCCCC1)OCC

InChI

1S/C10H20O2/c1-3-11-10(12-4-2)8-6-5-7-9-10/h3-9H2,1-2H3

InChI key

MWUDABUKTZAZCX-UHFFFAOYSA-N

General description

Cyclohexanone diethyl ketal (1,1-Diethoxycyclohexane) reacts with 1,3,2-benzodioxaborole [catecholborane (CB)] to form the corresponding ether. It undergoes thermal elimination reaction in gas-phase to yield 1-ethoxycyclohexene and ethanol.

Application

Cyclohexanone diethyl ketal may be used in the preparation of 1-ethoxycyclohexene.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

140.0 °F

Flash Point(C)

60 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Felix Rosas et al.
The journal of physical chemistry. A, 116(2), 846-854 (2011-12-22)
The gas-phase thermal elimination of 2,2-diethoxypropane was found to give ethanol, acetone, and ethylene, while 1,1-diethoxycyclohexane yielded 1-ethoxycyclohexene and ethanol. The kinetics determinations were carried out, with the reaction vessels deactivated with allyl bromide, and the presence of the free
Reactions of Enol Ethers with Carbenes. V. Rearrangements of Dihalocyclopropanes Derived from Six-, Seven-, and Eight-Membered Cyclic Enol Ethers1.
Parham WE, et al.
Journal of the American Chemical Society, 87(2), 321-328 (1965)
Catecholborane (1, 3, 2-benzodioxaborole). A versatile reducing agent.
Kabalka GW, et al.
The Journal of Organic Chemistry, 42(3), 512-517 (1977)
Ozonolysis-reductive amination of olefins.
Pollart KA and Miller RE.
The Journal of Organic Chemistry, 27(7), 2392-2394 (1962)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service