Ethyl (2Z)-2-cyano-3-hydroxy-2-butenoate | CAS No. 794574-92-8

Ethyl (2Z)-2-cyano-3-hydroxy-2-butenoate

Basic Information

CAS Number

794574-92-8

Molecular Formula

C7H9NO3

Molecular Weight

144.17 g/mol

AD

Basic Physical Properties

CCOC(=O)/C(=C(/C)\O)/C#N

InChI

InChI=1S/C7H9NO3/c1-3-11-7(10)6(4-8)5(2)9/h9H,3H2,1-2H3/b6-5-

InChIKey

ZCGIXZHJMNCSDQ-WAYWQWQTSA-N

LogP

1.4014

Topological Polar Surface Area

46.53 Ų

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

233

Synonyms & References

English

  • 2-Butenoic acid, 2-cyano-3-hydroxy-, ethyl ester, (2z)-
  • Ethyl 2-cyano-3-hydroxybut-2-enoate
  • (Z)-ethyl 2-cyano-3-hydroxybut-2-enoate
  • 2-Butenoic acid, 2-cyano-3-hydroxy-, ethyl ester
  • 3636AH
  • Ethyl (Z)-2-cyano-3-hydroxybut-2-enoate
  • ethyl (2Z)-2-cyano-3-hydroxybut-2-enoate
  • AX8285290
  • 2-Butenoic acid,2-cyano-3-hydroxy-,ethyl ester,(2Z)-

MDL Number

MFCD23160127

FAQ

What are the physical and chemical properties of Ethyl (2Z)-2-cyano-3-hydroxy-2-butenoate (CAS: 794574-92-8)?

Ethyl (2Z)-2-cyano-3-hydroxy-2-butenoate (CAS: 794574-92-8) is a crystalline compound with a molecular weight of approximately 158.13 g/mol. It has a pKa of around 10.3, indicating it can act as a weak base. The compound is slightly soluble in water and more soluble in organic solvents like ethanol and acetone. It is reactive, particularly towards nucleophiles and can undergo hydrolysis and condensation reactions.

How is Ethyl (2Z)-2-cyano-3-hydroxy-2-butenoate (CAS: 794574-92-8) typically synthesized?

Ethyl (2Z)-2-cyano-3-hydroxy-2-butenoate (CAS: 794574-92-8) is typically synthesized via a multi-step reaction involving acylation, cyanation, and hydroxylation. The reaction often uses acetic anhydride for acylation, sodium cyanide for cyanation, and a base like sodium hydroxide for hydroxylation. The yield is around 70-80%, and the reaction is carried out under mild to moderate conditions to ensure selectivity.

What industries use Ethyl (2Z)-2-cyano-3-hydroxy-2-butenoate (CAS: 794574-92-8)?

Ethyl (2Z)-2-cyano-3-hydroxy-2-butenoate (CAS: 794574-92-8) is used in the pharmaceutical industry for medicinal applications and in the polymer industry for developing functional polymers. It also finds use in the sensor technology sector for developing chemical sensors and in semiconductor manufacturing for specific etching applications.

What precautions should be taken when handling Ethyl (2Z)-2-cyano-3-hydroxy-2-butenoate (CAS: 794574-92-8)?

When handling Ethyl (2Z)-2-cyano-3-hydroxy-2-butenoate (CAS: 794574-92-8), proper personal protective equipment (PPE) is essential. Wear protective gloves, goggles, and a lab coat. Store it in a well-ventilated area and use a fume hood during handling. In case of spill, immediately clean up with appropriate absorbents and consult a safety data sheet (SDS) for detailed instructions. Contact emergency services if necessary.

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