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1-Cyclopentene-1,2-dicarboxylic anhydride

CAS 3205-94-5C7H6O3Chemical Synthesis

1-Cyclopentene-1,2-dicarboxylic anhydride (CAS 3205-94-5), with the molecular formula C7H6O3 and a molecular weight of 138.12 g/mol, is a key organic building block. This anhydride monomer is particularly valued as a dienophile in Diels-Alder reactions. Its applications extend to the synthesis of complex cyclic systems, notably in routes towards taxanes and related natural products, making it an important reagent in advanced organic synthesis and materials science.

Synonyms
C7H6O31-Cyclopentene-1,2-dicarboxylate anhydride
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1-Cyclopentene-1,2-dicarboxylic anhydride (C7H6O3) — chemical structure, CAS 3205-94-5; Chemistry, fine chemical supplied by Tech Serve Solutions
Anhydride MonomersBuilding BlocksCarbonyl CompoundsCarboxylic Acid AnhydridesChemical SynthesisMaterials ScienceMonomersOrganic Building BlocksPolymer Science More...
01 /Applications

Diels-Alder Reactions

1-Cyclopentene-1,2-dicarboxylic anhydride serves as a valuable dienophile in Diels-Alder reactions. This allows for the efficient construction of complex cyclic frameworks, crucial in synthetic strategies for natural products and pharmaceuticals.

Synthesis of Bicyclic Systems

The compound is instrumental in the synthesis of bicyclic systems, such as those found in the taxane family of natural products. Its reactivity facilitates the formation of bridged ring structures.

Organic Synthesis Reagent

As a versatile building block, it is employed in various organic synthesis pathways. It provides a reactive anhydride functionality for further chemical transformations and derivatisation.

Materials Science

In materials science, anhydrides like this can be utilised as monomers for polymerisation reactions. This can lead to the development of novel polymeric materials with specific thermal or mechanical properties.

02 /Properties
Molecular weight138.12
Empirical formulaC7H6O3
Assay≥94% (T)
Boiling point133-135 °C/10 mmHg(lit.)
Refractive indexn20/D 1.4978(lit.)
ApplicationValuable Diels-Alder dienophile, for example, in approach to the bicycloundecane system in taxanes.1,2
Melting point42-45 °C(lit.)42-45 °C
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Flash point113 °C / 235.4 °F
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26-36

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
3205-94-5
MDL number
MFCD00013330
PubChem substance
24859125
Beilstein registry
123650
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is 1-Cyclopentene-1,2-dicarboxylic anhydride used for?

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1-Cyclopentene-1,2-dicarboxylic anhydride is primarily used as a dienophile in Diels-Alder reactions for constructing complex cyclic systems, notably in synthetic approaches to taxanes and related compounds. It is also a valuable building block in organic synthesis and potentially in materials science.

What are the CAS number and formula for 1-Cyclopentene-1,2-dicarboxylic anhydride?

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The CAS number is 3205-94-5, and the molecular formula is C7H6O3.

What grade and purity does Tech Serve Solutions supply for 1-Cyclopentene-1,2-dicarboxylic anhydride?

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Tech Serve Solutions supplies 1-Cyclopentene-1,2-dicarboxylic anhydride with an assay of ≥94% (T). We do not represent this product as USP, BP, EP, or other pharmacopoeia grades unless explicitly stated in the product documentation.

How should 1-Cyclopentene-1,2-dicarboxylic anhydride be handled safely?

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This compound is classified as a Warning, with hazards including skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves, should be used. Ensure adequate ventilation and avoid breathing dust. Refer to the Safety Data Sheet for detailed handling instructions.

Is 1-Cyclopentene-1,2-dicarboxylic anhydride a controlled substance?

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The provided data does not indicate that 1-Cyclopentene-1,2-dicarboxylic anhydride is a controlled substance.

How is 1-Cyclopentene-1,2-dicarboxylic anhydride packed, shipped, and exported?

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Tech Serve Solutions, as a global supplier and exporter, packages and ships chemicals in compliance with international regulations. Specific packaging details are available upon request.

How can I request a sample or quote for 1-Cyclopentene-1,2-dicarboxylic anhydride?

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To request a sample or a quote for 1-Cyclopentene-1,2-dicarboxylic anhydride, please contact our sales department through the TSS website or by phone.

Need 1-Cyclopentene-1,2-dicarboxylic anhydride in a specific grade or volume?