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293830 Sigma-Aldrich

1,2-Bis(trimethylsiloxy)cyclobutene

≥95%

  • CAS Number 17082-61-0

  • Empirical Formula (Hill Notation) C10H22O2Si2

  • Molecular Weight 230.45

  •  Beilstein/REAXYS Number 1367530

  •  MDL number MFCD00010798

  •  PubChem Substance ID 24857681

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Properties

Related Categories Building Blocks, Chemical Synthesis, Enol Ethers, Organic Building Blocks, Oxygen Compounds More...
InChI Key   WOBRFSDEZREQAB-UHFFFAOYSA-N
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.)

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

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
Flash Point(F) 
141.8 °F
Flash Point(C) 
61 °C

Documents

Certificate of Analysis

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Protocols & Articles
Peer-Reviewed Papers
15

References

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