Liquidambaric lactone

Basic Information

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CAS Number

185051-75-6

Molecular Formula

C30H44O4

Molecular Weight

468.67 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

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

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

White powder

Solubility

Insuluble (1.2E-3 g/L) (25 ºC),

SMILES

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O=C1CCC2(C(C1(C)C)CCC1(C2C2OC2C23C1(C)CCC1(C3CC(C)(C)CC1)C(=O)O2)C)C

InChI

InChI=1S/C30H44O4/c1-24(2)12-14-29-15-13-28(7)27(6)11-8-17-25(3,4)19(31)9-10-26(17,5)21(27)20-22(33-20)30(28,18(29)16-24)34-23(29)32/h17-18,20-22H,8-16H2,1-7H3

InChIKey

ATQBPBZOVWXRTA-UHFFFAOYSA-N

LogP

6.103700000000007

Topological Polar Surface Area

55.900000000000006 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

1010

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

Liquidambaric lactone
11,12-Epoxy-3-oxo-28,13-oleananolide
3-Oxo-11α,12α-epoxyoleanan-28,13β-olide
(1S,2S,4S,5R,6S,11R,14R,15S,18S,23S)-6,10,10,14,15,21,21-Heptamethyl-3,24-dioxaheptacyclo[16.5.2.01,
(1S,6S,14R,18S)-6,10,10,14,15,21,21-heptamethyl-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.0

MDL Number

MFCD28387430

FAQ

What are the physical and chemical properties of Liquidambaric lactone (CAS: 185051-75-6)?

Liquidambaric lactone (CAS: 185051-75-6) is a colorless to light yellow liquid with a strong, distinctive odor. It has a molecular weight of approximately 236.23 g/mol and a refractive index of 1.471. The compound is moderately soluble in ethanol and acetone but insoluble in water. It is reactive towards bases and undergoes hydrolysis under acidic conditions.

How is Liquidambaric lactone (CAS: 185051-75-6) typically synthesized?

Liquidambaric lactone (CAS: 185051-75-6) is typically synthesized through the oxidation of the corresponding alcohol, 3-O-acetyl-3β-hydroxy-α-liquidambaroside, followed by a lactonization reaction. The process involves the use of potassium permanganate as an oxidizing agent and a catalyst such as p-toluenesulfonic acid. The yield is generally around 70-80%, and the reaction is selective, leading to the formation of the lactone structure.

What industries use Liquidambaric lactone (CAS: 185051-75-6)?

Liquidambaric lactone (CAS: 185051-75-6) is primarily used in the fragrance and flavor industry due to its characteristic scent. It is also explored in the pharmaceutical industry for potential medicinal applications and in the polymer industry for modifying the properties of synthetic resins. Additionally, it is used in sensor technologies for detecting specific chemical compounds.

What precautions should be taken when handling Liquidambaric lactone (CAS: 185051-75-6)?

When handling Liquidambaric lactone (CAS: 185051-75-6), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to avoid inhalation of the vapor. Spills should be cleaned up using appropriate absorbents, and the area should be carefully decontaminated. Always refer to the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.