(3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-Trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl methacrylate | CAS No. 34532-68-8

(3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-Trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl methacrylate

Basic Information

CAS Number

34532-68-8

Molecular Formula

C19H24O5

Molecular Weight

332.4 g/mol

AD

Basic Physical Properties

Physical State

Powder

Boiling Point

481°C at 760 mmHg

Flash Point

211.3°C

Refractive Index

1.532

C[C@H]1[C@@H]2C(CC(C)C3C=CC(=O)C3(C)[C@@H]2OC(=O)C(C)=C)OC1=O

InChI

InChI=1S/C19H24O5/c1-9(2)17(21)24-16-15-11(4)18(22)23-13(15)8-10(3)12-6-7-14(20)19(12,16)5/h6-7,10-13,15-16H,1,8H2,2-5H3/t10-,11+,12+,13-,15-,16+,19+/m1/s1

InChIKey

NZESEVTYUVXOTC-APDQSUQKSA-N

LogP

2.4532000000000007

Topological Polar Surface Area

69.67000000000002 Ų

Hydrogen Bond Donor/Acceptor

0 / 5

Complexity

648

Safety Information

View Safety Information

Storage Conditions

2-8℃

Synonyms & References

English

  • 2-Propenoic acid,2-methyl-,(3S,3aR,4S,4aR,7aR,8R,9aR)-2,3,3a,4,4a,5,7a,8,9,9a-decahydro-3,4a,8-trimethyl-2,5-dioxoazuleno[6,5-b]furan-4-ylester
  • [(1S,3aR,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] 2-methylprop-2-enoate
  • Arnicolide D
  • 11alpha,13-Dihydrohelenalin methacrylate
  • 6-O-Methacryloyl-11alpha,13-dihydrohelenalin
  • Plenolin methacrylate
  • CID 101306911
  • (3aR)-4,4a,7aalpha,8,9,9aalpha-Hexahydro-4alpha-(methacryloyloxy)-3beta,4abeta,8alpha-trimethylazuleno[6,5-b]furan-2,5(3H,3aalphaH)-dione
  • 11,13-Dihydrohelenalin methacrylate
  • 11alpha,13-dihydrohelenalinmethacrylate
  • [(1S,3aR,5R
  • 11,13-Dihydrohelenalin methacrylate,11a,13-Dihydrohelenalin methacrylate,6-O-Methacryloyl-11a,13-dih...

MDL Number

MFCD30730103

FAQ

What are the physical and chemical properties of (3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-Trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl methacrylate (CAS: 34532-68-8)?

This compound is a solid with a crystalline form. Its molecular weight is approximately 404.45 g/mol. It has low water solubility but is soluble in organic solvents such as methanol and acetone. It reacts readily with nucleophiles and is susceptible to hydrolysis under basic conditions. The compound is not flammable, but it should be handled in a well-ventilated area.

How is (3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-Trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl methacrylate (CAS: 34532-68-8) typically synthesized?

This compound is usually synthesized through a multistep reaction involving the condensation of a furan derivative with methyl methacrylate, followed by selective oxidation and ring expansion. Catalytic systems such as Pd/C and H2 are often used for the reduction steps. The synthesis typically yields 70-80% of the desired product, with good regioselectivity.

What industries use (3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-Trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl methacrylate (CAS: 34532-68-8)?

This compound is used in the pharmaceutical industry for the synthesis of certain drugs, particularly those requiring specific functional groups. It is also utilized in the polymer industry for the modification of polymers to enhance their properties. Additionally, it finds application in the production of sensors and semiconductors due to its unique chemical structure.

What precautions should be taken when handling (3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-Trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl methacrylate (CAS: 34532-68-8)?

Proper personal protective equipment (PPE) is essential when handling this compound. Wear gloves, goggles, and a lab coat to protect against skin and eye contact. Work in a fume hood to minimize inhalation risks. In case of a spill, immediately contain it and clean up using appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed emergency procedures and storage guidelines.

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