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

Basic Information

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CAS Number

5222-73-1

Molecular Formula

C6H6O4

Molecular Weight

142.11 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

55.0 to 58.0 deg-C

Boiling Point

286.1°C at 760 mmHg

Water Solubility

Very soluble in water.

Flash Point

128℃

Refractive Index

1.5800 (estimate)

SMILES

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COC1=C(C(=O)C1=O)OC

InChI

InChI=1S/C6H6O4/c1-9-5-3(7)4(8)6(5)10-2/h1-2H3

InChIKey

SZBNZTGCAMLMJY-UHFFFAOYSA-N

LogP

-0.7001999999999999

Topological Polar Surface Area

52.6 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

202

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H317 May cause an allergic skin reaction
Sensitization, Skin

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled
Sensitization, respiratory

Synonyms & References

English

PS-4471
STR09811
AM20100285
3-Cyclobutene-1,2-dione,3,4-dimethoxy-
FT-0614345
BP-12412
AC-22925
AKOS005669632
InChI=1/C6H6O4/c1-9-5-3(7)4(8)6(5)10-2/h1-2H3
dimethoxycyclobut-3-ene-1,2-dione
EN300-193636
Squaric Acid, Dimethyl Ester
SZBNZTGCAMLMJY-UHFFFAOYSA-
Dimethyl squarate
3,4-dimethoxy-3-cyclobutene-1.2-dione
SCHEMBL239276
3-Cyclobutene-1,2-dione, 3,4-dimethoxy-
MFCD00101316
3,4-Dimethoxy-cyclobut-3-ene-1,2-dione
5222-73-1
3,4-Dimethoxy-3-cyclobutene-1,2-dione
3,4-Dimethoxy-3-cyclobutene-1,2-dione?
A828993
1,2-dimethoxycyclobutene-3,4-dione
Squaric acid dimethyl ester
CS-W005055
3,4-dimethoxycyclobut-3-ene-1,2-dione
SZBNZTGCAMLMJY-UHFFFAOYSA-N
Z1255486823
SY013540
J-511209

MDL Number

MFCD00101316

Customs Code

2914509090

FAQ

What are the physical and chemical properties of 3,4-Dimethoxy-3-cyclobutene-1,2-dione (CAS: 5222-73-1)?

3,4-Dimethoxy-3-cyclobutene-1,2-dione (CAS: 5222-73-1) is a white crystalline solid with a molecular weight of approximately 184.16 g/mol. It is slightly soluble in water but soluble in organic solvents like ethanol and dichloromethane. This compound is moderately reactive, particularly towards nucleophiles and can undergo ring-opening reactions under certain conditions.

How is 3,4-Dimethoxy-3-cyclobutene-1,2-dione (CAS: 5222-73-1) typically synthesized?

3,4-Dimethoxy-3-cyclobutene-1,2-dione (CAS: 5222-73-1) can be synthesized via a multistep process involving the reaction of methanol with acetaldehyde followed by the formation of the dione. Commonly used catalysts include sulfuric acid, and the reaction yields are typically around 75-85%. Selectivity and yield can be improved with optimized conditions and catalysts.

What industries use 3,4-Dimethoxy-3-cyclobutene-1,2-dione (CAS: 5222-73-1)?

3,4-Dimethoxy-3-cyclobutene-1,2-dione (CAS: 5222-73-1) finds applications in pharmaceuticals, where it serves as a precursor for synthesizing bioactive compounds. It is also used in the polymer industry for the synthesis of functionalized polymers and in the sensing industry for developing gas sensors due to its reactivity towards certain analytes.

What precautions should be taken when handling 3,4-Dimethoxy-3-cyclobutene-1,2-dione (CAS: 5222-73-1)?

When handling 3,4-Dimethoxy-3-cyclobutene-1,2-dione (CAS: 5222-73-1), it is essential to wear personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. The compound should be stored in a cool, dry place, away from direct sunlight and ignition sources. Fume hoods should be used during handling to avoid inhalation. In case of spillage, immediately clean up the area and refer to the Safety Data Sheet (SDS) for further instructions.