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

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

Product Name:
3,4-Dimethoxy-3-cyclobutene-1,2-dione
Synonyms:
  • DIMETHYL SQUARATE
  • 3-Cyclobutene-1,2-dione,3,4-dimethoxy-
  • Squaric acid dimethyl e
  • diMethoxycyclobut-3-ene-1,2-dione
  • 3,4-Dimethoxycyclobut-3-ene-1,2-dione 98%
  • Dimethyl squarate, 1,2-Dimethoxy-3,4-dioxocyclobut-1-ene
  • Dimethyl squarate 3,4-Dimethoxy-3-cyclobutene-1,2-dione
  • SQUARIC ACID DIMETHYL ESTER
CAS:
5222-73-1
MF:
C6H6O4
MW:
142.11
EINECS:
627-380-6
Product Categories:
  • Cyclobutanes & Cyclobutenes
  • Simple 4-Membered Ring Compounds
  • Ring Systems
  • Aluminium foil bag/Fluoride bottle or on your request
  • Pyrimidines
Mol File:
5222-73-1.mol
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3,4-Dimethoxy-3-cyclobutene-1,2-dione Chemical Properties

Melting point:
55-57 °C (lit.)
Boiling point:
219.65°C (rough estimate)
Density 
1.3863 (rough estimate)
refractive index 
1.5800 (estimate)
storage temp. 
2-8°C
solubility 
DMSO, Methanol (Slightly)
form 
Solid
color 
Off-White to Pale Brown
Water Solubility 
Very soluble in water.
InChIKey
SZBNZTGCAMLMJY-UHFFFAOYSA-N
CAS DataBase Reference
5222-73-1(CAS DataBase Reference)
NIST Chemistry Reference
3,4-Dimethoxy-3-cyclobutene-1,2-dione(5222-73-1)
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Safety Information

Risk Statements 
42/43
Safety Statements 
22-24/25-26-36/37/39
WGK Germany 
3
HS Code 
29145090

MSDS

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3,4-Dimethoxy-3-cyclobutene-1,2-dione Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

3,4-Dimethoxy-3-cyclobutene-1,2-dione (Dimethyl squarate) finds it uses in the synthesis of chiral squaramides, highly enantioselective catalyst for the Friedel-Crafts reactions of indoles, 3-(hydroxyamino)-4-methoxy-3-cyclobutene-1,2-dione, squarate derivatives of the O-SP-core antigens, methyl squarate derivative of the Ogawa O-SP-core antigen, o-quinodimethanes, benzocyclobutenes, quinones. It is employed as a starting material in the preparation of o-quinodimethanes, benzocyclobutenes, and quinones.

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.

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