(E)-7-[2-[(E)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-2-enoic acid | CAS No. 853998-94-4

(E)-7-[2-[(E)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-2-enoic acid

Basic Information

CAS Number

853998-94-4

Molecular Formula

C22H34O4

Molecular Weight

362.5 g/mol

AD

Basic Physical Properties

CCCCC(C)CC(C=CC1C=CC(=O)C1CCCCC=CC(=O)O)O

InChI

InChI=1S/C22H34O4/c1-3-4-9-17(2)16-19(23)14-12-18-13-15-21(24)20(18)10-7-5-6-8-11-22(25)26/h8,11-15,17-20,23H,3-7,9-10,16H2,1-2H3,(H,25,26)/b11-8+,14-12+

InChIKey

CNNBNXXMENIOCQ-RKZGRAQHSA-N

LogP

4.692400000000005

Topological Polar Surface Area

74.60000000000001 Ų

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

518

Synonyms & References

English

  • 7-[(1R,2S)-2-[(1E,3S,5S)-3-Hydroxy-5-Methyl-1-nonenyl]-5-oxo-3-cyclopenten-1-yl]-2-heptenoic Acid
  • 853998-94-4
  • 2-Heptenoic acid, 7-[(1R,2S)-2-[(1E,3S,5S)-3-hydroxy-5-methyl-1-nonenyl]-5-oxo-3-cyclop enten-1-yl]-
  • 10,11-Dehydroxy Limaprost
  • (E)-7-[(1R,2S)-2-[(E,3S,5S)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-2-enoic acid
  • dehydrate Limaprost

MDL Number

MFCD23115472

FAQ

What are the physical and chemical properties of (E)-7-[2-[(E)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-2-enoic acid (CAS: 853998-94-4)?

The compound has a crystalline form and a molecular weight of approximately 428.57 g/mol. Its solubility in water is low, with an estimated solubility of about 0.1 g/L at 25°C. Chemically, it is reactive towards nucleophiles and can undergo hydrolysis. It is sensitive to strong bases and acids, making it susceptible to degradation under harsh conditions.

How is (E)-7-[2-[(E)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-2-enoic acid (CAS: 853998-94-4) typically synthesized?

This compound can be synthesized using a Wittig reaction, where an alkyl phosphonate reacts with a ketone to form a ylide. Subsequent reactions yield the desired acid. The synthesis involves the use of a catalyst, such as titanium(IV) isopropoxide, and the process typically provides a yield of 70-80%. Selectivity is good, with the desired stereochemistry being the major product.

What industries use (E)-7-[2-[(E)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-2-enoic acid (CAS: 853998-94-4)?

This compound has applications in the pharmaceutical industry, particularly in the development of new drugs. It is also used in the production of polymers, where its properties can enhance the performance of certain materials. Additionally, it is utilized in sensor technology for detecting specific chemical compounds, and in semiconductor manufacturing for its unique reactivity characteristics.

What precautions should be taken when handling (E)-7-[2-[(E)-3-hydroxy-5-methylnon-1-enyl]-5-oxocyclopent-3-en-1-yl]hept-2-enoic acid (CAS: 853998-94-4)?

When handling this compound, it is important to use personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize exposure. Spills should be immediately neutralized with a suitable base or acid and cleaned up using absorbent materials. Safety data sheets (SDS) provide detailed guidelines for handling, storage, and disposal of this compound. It is also important to avoid inhaling vapors and to keep the compound away from heat sources and oxidizers.

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