Каприлат холестерина

Description

Cholesterol caprylate (cholesteryl caprylate, cholesteryl octanoate) is an ester of cholesterol and octanoic (caprylic) acid, CAS 1182-42-9, gross formula C35H60O2. The eight-carbon acyl chain makes the compound a neighbor of caproate (six carbons) and decanoate (ten atoms) in the homologous series of cholesteryl esters used to fine-tune the temperature window of the cholesteric liquid crystalline mesophase. It is obtained by esterification of cholesterol with caprylic (octanoic) acid or its reactive derivatives; in the entire series of such esters, only the attached acyl chain changes, while the steroid core of cholesterol remains constant.

Basic Attributes

• CAS No.: 1182-42-9
• Chemical formula: C35H60O2
• Molecular Weight: 512.85
• Exact weight: 512.85
• EU number: 214-656-2
• UNII: X9U26HA4Z2
• DSSTox ID: DTXSID00152038
• PSA specifications: 26.30000
• XLogP3: 10.3001

Physico-chemical characteristics

• Appearance: White powder
• Density: 0.97 g/cm3
• Melting point: 106.0 °C
• Boiling point: 565 °C at 760 mm Hg. Art.
• Refractive index: 1.51
• Vapor pressure: 8.69 × 10⁻¹³ mm Hg. Art. at 25 °C
• Specific rotation: -30° (c=2, CHCl3, 24 °C)
• Stability: Stable at normal temperatures and pressures

Place in the homologous series and mesophase mechanism

Caprylate is located between caproate (6 carbon atoms) and decanoate (10 carbon atoms) in the homologous series of saturated cholesterol esters; variations only in the length of the acyl chain, with the steroid core of cholesterol remaining unchanged, naturally change the melting point and parameters of the cholesteric liquid crystalline mesophase. In the liquid crystalline state, ether molecules form layers with a helically twisted orientation, the step of which depends on temperature and determines the wavelength of selectively reflected light - when heated or cooled in a narrow range near the melting point, the visible color of the film smoothly shifts along the spectrum.

Scope of application

Cholesterol caprylate is used as a component of cholesteric liquid crystalline compositions and temperature-sensitive indicators - in combination with esters of other chain lengths (caproate, decanoate, nonanoate) the desired temperature range of operation of the temperature indicator is selected. In the cosmetic industry, the substance is used in the compositions of decorative cosmetics and hair products, giving a pearlescent iridescent effect.

Safety Information

• Transport codes: NONH for all modes of transport
• WGK Germany: 3
• Safety instructions: 24/25

Storage and transportation conditions

Store in a tightly closed container in a cool, dry, well-ventilated area, away from incompatible substances. The extremely low vapor pressure (8.69 × 10⁻¹³ mmHg) ensures virtually zero volatility under normal storage conditions. The specific rotation value -30° (c=2, CHCl3, 24 °C) practically coincides with the values ​​of other esters in this series, which reflects the commonality of the steroid core of cholesterol, which is responsible for the optical activity of the molecule, regardless of the length of the attached acyl chain.