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Merck
CN

293830

1,2-Bis(trimethylsiloxy)cyclobutene

≥95%

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About This Item

Empirical Formula (Hill Notation):
C10H22O2Si2
CAS Number:
Molecular Weight:
230.45
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1367530
Assay:
≥95%
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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

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


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

141.8 °F - closed cup

flash_point_c

61 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter



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