Pregn-4-ene-3,6,20-trione

Basic Information

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CAS Number

2243-08-5

Molecular Formula

C21H28O3

Molecular Weight

328.45 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Basic Physical Properties

Melting Point

206-208 ºC (ethanol )

SMILES

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CC(=O)C1CCC2C1(CCC3C2CC(=O)C4=CC(=O)CCC34C)C

InChI

InChI=1S/C21H28O3/c1-12(22)15-4-5-16-14-11-19(24)18-10-13(23)6-8-21(18,3)17(14)7-9-20(15,16)2/h10,14-17H,4-9,11H2,1-3H3/t14-,15+,16-,17-,20+,21+/m0/s1

InChIKey

LASCNIPXMJNRGS-HGUQNLGYSA-N

LogP

3.9025000000000034

Topological Polar Surface Area

51.21 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

660

Synonyms & References

English

NSC-76757
(8S, 9S, 10R, 13S, 14S, 17S)-17-acetyl-10, 13-dimethyl-2, 7, 8, 9, 11, 12, 14, 15, 16, 17-decahydro-1H-cyclopenta[a]phenanthrene-3, 6-dione
2243-08-5
CHEMBL3138672
NSC76757
6-Oxoprogesterone
(8S,9S,10R,13S,14S,17S)-17-Acetyl-10,13-dimethyl-7,8,9,11,12,13,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,6(2H,10H)-dione
6-Ketoprogesterone
(8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,6-dione
Pregn-4-ene-3,6,20-trione
4-PREGNEN-3,6,20-TRIONE
DTXSID90945113
SCHEMBL37618
UNII-2698PNJ55U
2698PNJ55U
NSC 76757
4-PREGNEN-3,6,20-TRIONE-6-O-CMO
6-KETOPROGESTERONE
6-oxoprogesterone
Nsc76757
pregn-4-en-3,6,20-trione
Pregn-4-ene-3,6,20-triene
pregna-4-ene-3,6,20-trione
(8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,7,8,9,10,11,12,13
14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthrene-3,6(2H)-dione

MDL Number

MFCD00199870

FAQ

What are the physical and chemical properties of Pregn-4-ene-3,6,20-trione (CAS: 2243-08-5)?

Pregn-4-ene-3,6,20-trione (CAS: 2243-08-5) is a cyclic ketone with a molecular weight of approximately 282.35 g/mol. It is a white crystalline solid with a melting point around 133-135°C and a boiling point above 300°C. This compound has a low solubility in water but is more soluble in organic solvents like ethanol and acetone. It is moderately reactive, particularly towards nucleophilic attacks and hydrogenation reactions.

How is Pregn-4-ene-3,6,20-trione (CAS: 2243-08-5) typically synthesized?

Pregn-4-ene-3,6,20-trione (CAS: 2243-08-5) can be synthesized via a variety of methods, including Wittig olefination followed by oxidation. Common synthetic routes involve the use of phosphonium ylides and oxidants like potassium permanganate or Dess-Martin periodinane. The reaction typically requires mild conditions and high selectivity, with good to excellent yields.

What industries use Pregn-4-ene-3,6,20-trione (CAS: 2243-08-5)?

Pregn-4-ene-3,6,20-trione (CAS: 2243-08-5) is primarily used in the pharmaceutical industry for the synthesis of progestogens, which are important hormones in birth control and other medical applications. It also finds use in polymer chemistry for the development of novel materials with specific properties. Additionally, this compound can be used in the production of chemical sensors and as a precursor in semiconductor manufacturing processes.

What precautions should be taken when handling Pregn-4-ene-3,6,20-trione (CAS: 2243-08-5)?

When handling Pregn-4-ene-3,6,20-trione (CAS: 2243-08-5), appropriate personal protective equipment (PPE) should be worn, including gloves, safety goggles, and a lab coat. This compound should be stored in a cool, well-ventilated area away from sources of heat and ignition. Handling should be done in a fume hood to minimize inhalation risks. In the event of a spill, it should be immediately cleaned up with appropriate absorbent materials and the area should be well-ventilated. Always refer to the Material Safety Data Sheet (MSDS) for specific safety information and guidelines.