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

• CAS: 5617-74-3
• Catalog Number: ACM5617743
• Category: Micro/NanoElectronics
• Molecular Weight: 112.08
• Molecular Formula: C₅H₄O₃
• Synonyms: 1,2-Cyclopropanedicarboxylic anhydride
• IUPAC Name: 3-oxabicyclo[3.1.0]hexane-2,4-dione
• Canonical SMILES: O=C1OC(=O)C2CC12
• InChI: 1S/C5H4O3/c6-4-2-1-3(2)5(7)8-4/h2-3H,1H2
• InChI Key: ZRMYHUFDVLRYPN-UHFFFAOYSA-N
• Boiling Point: 280.5ºC at 760 mmHg
• Melting Point: 59-61 °C (lit.)
• Flash Point: 143.3ºC
• Density: 1.567 g/cm³
• Appearance: white crystals or crystalline powder
• Storage: room temp
• Assay: 98%
• Exact Mass: 112.01600
• Hazard Statements: Xi: Irritant
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• MDL Number: MFCD00126929
• Packaging: 1 g in glass bottle
• Quality Level: 100
• Safety Description: 37/39-26
• WGK Germany: 3

Custom Q&A

What is the molecular formula of 3-Oxabicyclo[3.1.0]hexane-2,4-dione?

The molecular formula is C5H4O3.

What are some synonyms for 3-Oxabicyclo[3.1.0]hexane-2,4-dione?

Some synonyms include 1,2-Cyclopropanedicarboxylic anhydride and 3-oxabicyclo(3.1.0)hexane-2,4-dione.

When was 3-Oxabicyclo[3.1.0]hexane-2,4-dione created in PubChem?

It was created on 2005-07-19.

What is the InChIKey of 3-Oxabicyclo[3.1.0]hexane-2,4-dione?

The InChIKey is ZRMYHUFDVLRYPN-UHFFFAOYSA-N.

What is the XLogP3-AA value of 3-Oxabicyclo[3.1.0]hexane-2,4-dione?

The XLogP3-AA value is -0.3.

How many hydrogen bond acceptors are there in 3-Oxabicyclo[3.1.0]hexane-2,4-dione?

There are 3 hydrogen bond acceptors.

What is the topological polar surface area of 3-Oxabicyclo[3.1.0]hexane-2,4-dione?

The topological polar surface area is 43.4Ų.

How many undefined atom stereocenters are there in 3-Oxabicyclo[3.1.0]hexane-2,4-dione?

There are 2 undefined atom stereocenters.

Is the compound considered canonicalized in PubChem?

Yes, the compound is canonicalized in PubChem.

What is the complexity value of 3-Oxabicyclo[3.1.0]hexane-2,4-dione?

The complexity value is 155.

Synthetic Use

Upstream Synthesis Route 1

• 1489-58-3

• 5617-74-3

Reference: [1] Tetrahedron Asymmetry, 1996, vol. 7, # 11, p. 3169 - 3180
[2] Letters in Organic Chemistry, 2015, vol. 12, # 10, p. 741 - 744

Upstream Synthesis Route 2

• 20561-09-5

• 5617-74-3

Reference: [1] Synthesis, 1983, # 6, p. 469 - 470
[2] Letters in Organic Chemistry, 2015, vol. 12, # 10, p. 741 - 744

Upstream Synthesis Route 3

• 702-90-9

• 5617-74-3

Reference: [1] Chemische Berichte, 1884, vol. 17, p. 1187
[2] Chemische Berichte, 1884, vol. 17, p. 1187
[3] Chemische Berichte, 1913, vol. 46, p. 762
[4] Helvetica Chimica Acta, 1929, vol. 12, p. 1153

Downstream Synthesis Route 1

• 5617-74-3
• 64-17-5

• 710-43-0

Reference: [1]Journal of the American Chemical Society,2016,vol. 138,p. 4722 - 4725
[2]Synthesis,2018,vol. 50,p. 539 - 547
[3]Chimica Therapeutica,1971,vol. 6,p. 109 - 115

* For details of the synthesis route, please refer to the original source to ensure accuracy.