377406

3,4-Dimethoxy-3-cyclobutene-1,2-dione

99%

• Synonym(s): Dimethyl squarate
• Linear Formula: (CH₃O)₂C₄(=O)₂
• CAS Number: 5222-73-1
• Molecular Weight: 142.11
• MDL number: MFCD00101316
• PubChem Substance ID: 24863502
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 99%
• form: solid
• mp: 55-57 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: COC1=C(OC)C(=O)C1=O
• InChI: 1S/C6H6O4/c1-9-5-3(7)4(8)6(5)10-2/h1-2H3
• InChI key: SZBNZTGCAMLMJY-UHFFFAOYSA-N

Description

General description

3,4-Dimethoxy-3-cyclobutene-1,2-dione (Dimethyl squarate) is a cyclobutene derivative. It reacts with hydroxylamine derivatives to afford 3-hydroxyamino-4-methoxy-3-cyclobutene-1,2-diones.[1]

Application

3,4-Dimethoxy-3-cyclobutene-1,2-dione (Dimethyl squarate) may be used in the synthesis of the following compounds:

• chiral squaramides, highly enantioselective catalyst for the Friedel-Crafts reactions of indoles[2]
• 3-(hydroxyamino)-4-methoxy-3-cyclobutene-1,2-dione[3]
• squarate derivatives of the O-SP-core antigens[4]
• methyl squarate derivative of the Ogawa O-SP-core antigen[5]
• o-quinodimethanes[6]
• benzocyclobutenes[6]
• quinones[7][8]

Packaging

1, 5 g in glass bottle

Safety Information

• Pictograms: GHS08
• Signal Word: Danger
• Hazard Statements: H317 - H334
• Precautionary Statements: P261 - P280 - P342 + P311
• Hazard Classifications: Resp. Sens. 1 - Skin Sens. 1
• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves