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423424

2-(Trimethylsiloxy)-1,3-cyclohexadiene

Name: 2-(Trimethylsiloxy)-1,3-cyclohexadiene
Brand: ALDRICH

95%

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About This Item

Empirical Formula (Hill Notation):

C₉H₁₆OSi

CAS Number:

54781-19-0

Molecular Weight:

168.31

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24866492

MDL number:

MFCD00274202

Beilstein/REAXYS Number:

2079140

Assay:

95%

Form:

liquid

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Properties

Quality Level

100

assay

95%

form

liquid

refractive index

n20/D 1.462 (lit.)

bp

65 °C/7 mmHg (lit.)

density

0.899 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C[Si](C)(C)OC1=CCCC=C1

InChI

1S/C9H16OSi/c1-11(2,3)10-9-7-5-4-6-8-9/h5,7-8H,4,6H2,1-3H3

InChI key

WPIRVUXAMPRMAY-UHFFFAOYSA-N

Description

General description

2-(Trimethylsiloxy)-1,3-cyclohexadiene ((cyclohexa-1,5-dien-1-yloxy)trimethylsilane) is silyl enol ether of cyclohexenone. The Diels–Alder reactions with dienophiles α-acetoxyacrylonitrile, acrylonitrile and α-chloroacrylonitrile has been studied.

Application

2-(Trimethylsiloxy)-1,3-cyclohexadiene may be used as a diene in the synthesis of isoquinuclidinone 2-aza[2.2.2]octa-3,5-dione by reacting with p-toluenesulfonyl cyanide.

pictograms

GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

116.6 °F - closed cup

flash_point_c

47 °C - closed cup

ppe

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

Regulatory Information

危险化学品

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High-Temperature Diels-Alder Reactions: Transfer from Batch to Continuous Mode.

Abele S, et al.

Organic Process Research & Development, 16(5), 1114-1120 (2011)

Safety Assessment of Diels-Alder Reactions with Highly Reactive Acrylic Monomers.