Skip to Content
Merck
CN

376078

(Isopropenyloxy)trimethylsilane

≥85%

Synonym(s):

2-(Trimethylsiloxy)propene, Acetone enol trimethylsilyl ether, IPOTMS

Sign Into View Organizational & Contract Pricing

Select a Size

About This Item

Linear Formula:
CH3C(=CH2)OSi(CH3)3
CAS Number:
1833-53-0
Molecular Weight:
130.26
Beilstein:
1849023
EC Number:
217-393-1
MDL number:
MFCD00042845
UNSPSC Code:
12352100
PubChem Substance ID:
24863419
NACRES:
NA.22

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

Assay

≥85%

form

liquid

impurities

10-15% hexamethyldisiloxane

refractive index

n20/D 1.395 (lit.)

density

0.78 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

CC(=C)O[Si](C)(C)C

InChI

1S/C6H14OSi/c1-6(2)7-8(3,4)5/h1H2,2-5H3

InChI key

UAIFZYSPVVBOPN-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

(Isopropenyloxy)trimethylsilane is an enol silyl ether. It participates as nucleophile in Lewis acid-promoted C3-nucleophile substitution of tetracyclic bromide. It is reported to participate in the total synthesis of (±)-powelline. It is reported to participate in dityltin bis(triflate) catalyzed Michael addition reaction of enol silyl ethers.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H315,H319,H335

Hazard Classifications

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)

19.4 °F - closed cup

Flash Point(C)

-7 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000468959
0000468959
0000409163
0000409163
SHBN4760

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Katherine M Bogle et al.
Organic letters, 12(6), 1252-1254 (2010-02-24)
The total synthesis of (+/-)-powelline (13 linear steps in an overall yield of 6%) and (+/-)-buphanidrine (14 linear steps and a 6% overall yield) and has been achieved using a novel approach to the crinane skeleton. An organocatalytic oxidative coupling
Justin Kim et al.
Journal of the American Chemical Society, 133(38), 14940-14943 (2011-08-31)
Concise and enantioselective total syntheses of (+)-naseseazines A and B are described. Our regioselective and directed dimerization of diketopiperazines provides their critical C3-C(sp(2)) linkages, an assembly with plausible biogenetic relevance. We revise the absolute stereochemistry of (+)-naseseazines A and B.
Organotin triflate as practical catalyst for Michael addition of enol silyl ethers.
Sato T, et al.
Tetrahedron, 47(47), 9773-9782 (1991)

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