3-Oxabicyclo[3.1.0]hexane-2,4-dione

Basic Information

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CAS Number

5617-74-3

Molecular Formula

C5H4O3

Molecular Weight

112.08 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Water Treatment Chemicals Coagulants and Flocculants Inorganic Coagulants

Basic Physical Properties

Melting Point

58.0 to 62.0 deg-C

Boiling Point

114°C/1mmHg

Flash Point

143.3 °C

Refractive Index

1.4630 (estimate)

SMILES

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C1C2C1C(=O)OC2=O

InChI

InChI=1S/C5H4O3/c6-4-2-1-3(2)5(7)8-4/h2-3H,1H2

InChIKey

ZRMYHUFDVLRYPN-UHFFFAOYSA-N

LogP

-0.29410000000000014

Topological Polar Surface Area

43.370000000000005 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

155

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Hazard Class

Class IRRITANT Class IRRITANT

Sensitiveness

Moisture Sensitive

Synonyms & References

English

cyclopropane-1,2-dicarboxylic anhydride
EN300-45245
3-oxabicyclo(3.1.0)hexane-2 pound not4-dione
CS-W002390
cyclopropane-1,2-dicarboxylic acid anhydride
1,2-Cyclopropane dicarboxylic anhydride
3-Oxabicyclo[3.1.0]hexane-2,4-dione, 98%
PB48921
1,2-Cyclopropanedicarboxylic anhydride
BP-12743
MS-1982
5617-74-3
3-oxabicyclo(3.1.0)hexane-2,4-dione
MFCD00126929
O0434
3-Oxabicyclo[3.1.0]hexane-2,4-dione
SCHEMBL240788
3-oxa-bicyclo[3.1.0]hexane-2,4-dione
BCP11186
SY029586
FT-0681227
J-512985
AM20100382
AKOS005073480
AC-28802
1,2-cyclopropanedicarboxylic acid anhydride
cyclopropane-2,3-dicarboxylic acid anhydride
ZRMYHUFDVLRYPN-UHFFFAOYSA-N
DTXSID70370464
3-oxabicyclo[3.1.0]-hexane-2,4-dione
3-oxa-bicyclo[3.1.0]-hexane-2,4-dione

MDL Number

MFCD00126929

Customs Code

2917209090

FAQ

What are the physical and chemical properties of 3-Oxabicyclo[3.1.0]hexane-2,4-dione (CAS: 5617-74-3)?

3-Oxabicyclo[3.1.0]hexane-2,4-dione is a colorless to light yellow crystalline solid with a molecular weight of approximately 132.14 g/mol. It has a solubility of about 4.2 g/L in water at 25°C. Chemically, it exhibits moderate reactivity, particularly with nucleophiles and bases. It is prone to hydrolysis under basic conditions and can form cyclic imides with amine compounds.

How is 3-Oxabicyclo[3.1.0]hexane-2,4-dione (CAS: 5617-74-3) typically synthesized?

3-Oxabicyclo[3.1.0]hexane-2,4-dione can be synthesized via the Wittig reaction, where a ketone reacts with methyltriphenylphosphonium bromide in the presence of a base like triethylamine. This method provides good yield and selectivity. Alternatively, it can be synthesized through the condensation of acetoacetate derivatives with a suitable aldehyde or ketone.

What industries use 3-Oxabicyclo[3.1.0]hexane-2,4-dione (CAS: 5617-74-3)?

3-Oxabicyclo[3.1.0]hexane-2,4-dione is primarily used in the pharmaceutical industry for the synthesis of certain drug intermediates. It also finds applications in the polymer industry as a monomer for the production of specific polymers. Additionally, it is utilized in the development of sensors and as a precursor in semiconductor technology.

What precautions should be taken when handling 3-Oxabicyclo[3.1.0]hexane-2,4-dione (CAS: 5617-74-3)?

When handling 3-Oxabicyclo[3.1.0]hexane-2,4-dione, it is essential to wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood due to its potential for inhalation hazards. Spills should be handled with care, using appropriate absorbent materials, and the area should be properly cleaned. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.