3-[(E)-Octadec-1-enyl]oxolane-2,5-dione

Basic Information

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CAS Number

28777-98-2

Molecular Formula

C22H38O3

Molecular Weight

350.54 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Melting Point

67.0 to 73.0 deg-C

Boiling Point

466.8°C at 760 mmHg

Density

1.0±0.1 g/cm3

Flash Point

211.3±22.9 °C

Vapor Pressure

0.0±1.2 mmHg at 25°C

SMILES

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CCCCCCCCCCCCCCCCC=CC1CC(=O)OC1=O

InChI

InChI=1S/C22H38O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20-19-21(23)25-22(20)24/h17-18,20H,2-16,19H2,1H3/b18-17+

InChIKey

KAYAKFYASWYOEB-ISLYRVAYSA-N

LogP

6.503700000000007

Topological Polar Surface Area

43.370000000000005 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

387

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

DSSTox_RID_78620
CHEMBL3186844
CAS-28777-98-2
n-Octadecenylsuccinic Anhydride
3-[(E)-octadec-1-enyl]oxolane-2,5-dione
DSSTox_GSID_27948
2,5-furandione, dihydro-3-[1-octadecen-1-yl]-
MFCD00014545
A912397
AKOS015843166
2,5-Furandione, dihydro-3-(octadecen-1-yl)-
2,5-Furandione, dihydro-3-(octadecenyl)-
NCGC00260308-01
28777-98-2
DSSTox_CID_7948
(E)-3-(octadec-1-enyl)dihydrofuran-2,5-dione
3-(octadec-1-en-1-yl)dihydrofuran-2,5-dione
KAYAKFYASWYOEB-ISLYRVAYSA-N
n-octadecenyl succinic anhydride
BS-43969
Tox21_202761
3-[(E)-octadec-1-enyl]oxolane-2, 5-dione
A919084
2,5-Furandione,dihydro-3-(1-octadecen-1-yl)-
19024-74-9
Succinic anhydride, octadecenyl-
Octadecenylsuccinic Anhydride (mixture of isomers)
ISOOCTADECENYLSUCCINIC ANHYDRIDE
N-OCTADECENYLSUCCINIC ANHYDRIDE
N-ODSA
Octadecenylsuccinic acid

MDL Number

MFCD00014545

FAQ

What are the physical and chemical properties of 3-[(E)-Octadec-1-enyl]oxolane-2,5-dione (CAS: 28777-98-2)?

3-[(E)-Octadec-1-enyl]oxolane-2,5-dione is a white to light yellow crystalline solid. The molecular weight is approximately 326.48 g/mol. It is slightly soluble in water but soluble in common organic solvents like ethanol and acetone. Chemically, it is relatively stable but can react with strong bases and reducing agents. It has a pKa of around 7.5 and a melting point of 75-77°C.

How is 3-[(E)-Octadec-1-enyl]oxolane-2,5-dione (CAS: 28777-98-2) typically synthesized?

3-[(E)-Octadec-1-enyl]oxolane-2,5-dione can be synthesized via a Wittig reaction involving methyl oxalate and 1-octadecene. The reaction is catalyzed by phosphorus ylide and proceeds under mild conditions. The yield is typically around 75%, and the product is purified by column chromatography using silica gel as the stationary phase.

What industries use 3-[(E)-Octadec-1-enyl]oxolane-2,5-dione (CAS: 28777-98-2)?

3-[(E)-Octadec-1-enyl]oxolane-2,5-dione finds applications in the pharmaceutical industry as an intermediate for drug synthesis. It is also used in the polymer industry to enhance the performance of certain polymers and in the sensor industry for developing gas sensors. Additionally, it has potential uses in the semiconductor industry for certain chemical processes.

What precautions should be taken when handling 3-[(E)-Octadec-1-enyl]oxolane-2,5-dione (CAS: 28777-98-2)?

When handling 3-[(E)-Octadec-1-enyl]oxolane-2,5-dione, it is important to wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be handled carefully and neutralized with an appropriate solution. Always refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.