1,2-Bis(trimethylsiloxy)cyclobutene

Name: 1,2-Bis(trimethylsiloxy)cyclobutene
Brand: ALDRICH

≥95%

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₂₂O₂Si₂

CAS Number:

17082-61-0

Molecular Weight:

230.45

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24857681

MDL number:

MFCD00010798

Beilstein/REAXYS Number:

1367530

Assay:

≥95%

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Properties

assay

≥95%

refractive index

n20/D 1.435 (lit.)

bp

58-59 °C/2 mmHg (lit.)

density

0.897 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(C)OC1=C(CC1)O[Si](C)(C)C

InChI

1S/C10H22O2Si2/c1-13(2,3)11-9-7-8-10(9)12-14(4,5)6/h7-8H2,1-6H3

InChI key

WOBRFSDEZREQAB-UHFFFAOYSA-N

Description

General description

Photocycloaddition of 2-cyclohexenones to 1,2-bis(trimethyl-siloxy)cyclobutene has been studied. It undergoes Aldol condensation reaction with carbonyl compounds. It reacts with Br₂ to give cyclobutanedione.

Application

1,2-Bis(trimethylsiloxy)cyclobutene has been used in the synthesis of:

functionalized decalins, required for the total synthesis of various sesquiterpenes and diterpenes
angularly substituted bicyclo[4.3.0]nona-2,5-diones and bicyclo-[4.4.0]deca-2,5-diones
3-methoxyestra-1,3,5,8,14-pentaen-17-one