293830

1,2-Bis(trimethylsiloxy)cyclobutene

≥95%

• Empirical Formula (Hill Notation): C₁₀H₂₂O₂Si₂
• CAS Number: 17082-61-0
• Molecular Weight: 230.45
• Beilstein: 1367530
• MDL number: MFCD00010798
• UNSPSC Code: 12352100
• PubChem Substance ID: 24857681
• NACRES: NA.22

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 141.8 °F - closed cup
• Flash Point(C): 61 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves