Skip to Content
MilliporeSigma
All Photos(1)

Documents

376078

Sigma-Aldrich

(Isopropenyloxy)trimethylsilane

≥85%

Synonym(s):

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

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

About This Item

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

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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

19.4 °F - closed cup

flash_point_c

-7 °C - closed cup

ppe

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

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

Customers Also Viewed

Slide 1 of 2

1 of 2

2-Methoxypropene 97%

Sigma-Aldrich

174645

2-Methoxypropene

Hexamethyldisiloxane puriss., ≥98.5% (GC)

Sigma-Aldrich

52630

Hexamethyldisiloxane

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
Organotin triflate as practical catalyst for Michael addition of enol silyl ethers.
Sato T, et al.
Tetrahedron, 47(47), 9773-9782 (1991)
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.

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