10322-03-9

Basic information

• Product Name: CHOLESTERYL BUTYL ETHER
• Synonyms: CHOLESTERYL BUTYL ETHER;CHOLESTERYL N-BUTYL ETHER;3β-Butoxy-5-cholestene, 3β-Hydroxy-5-cholestene 3-n-butyl ether, 5-Cholesten-3β-ol 3-n-butyl ether;3β-Butoxy-5-cholestene;3β-Hydroxy-5-cholestene 3-n-butyl ether;5-Cholesten-3β-ol 3-n-butyl ether
• CAS NO: 10322-03-9
• Molecular Formula: C31H54O
• Molecular Weight: 442.76
• Mol File: 10322-03-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 507.7°C at 760 mmHg
• Flash Point: 262.9°C
• Appearance: /
• Density: 0.95g/cm³
• Vapor Pressure: 6.29E-10mmHg at 25°C
• Refractive Index: 1.508
• Storage Temp.: −20°C
• CAS DataBase Reference: CHOLESTERYL BUTYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: CHOLESTERYL BUTYL ETHER(10322-03-9)
• EPA Substance Registry System: CHOLESTERYL BUTYL ETHER(10322-03-9)

Safety Data

• Hazardous Substances Data: 10322-03-9(Hazardous Substances Data)

Usage

General Description

Cholesteryl butyl ether is a chemical compound that belongs to the group of cholesterol derivatives. It is a sterol ester with the structure of a long hydrocarbon chain attached to the hydroxyl group of cholesterol. CHOLESTERYL BUTYL ETHER is commonly used in the pharmaceutical and cosmetic industries as an emulsifier, emollient, and stabilizer in various products such as lotions, creams, and ointments. It is known for its ability to enhance the solubility of other substances and improve the overall texture and stability of formulations. Cholesteryl butyl ether is also used in drug delivery systems and as a component in liposomal formulations due to its amphiphilic nature, which allows it to interact with both water and lipid phases.

InChI:InChI=1/C31H54O/c1-7-8-20-32-25-16-18-30(5)24(21-25)12-13-26-28-15-14-27(23(4)11-9-10-22(2)3)31(28,6)19-17-29(26)30/h12,22-23,25-29H,7-11,13-21H2,1-6H3

Upstream product

• 109-65-9 1-bromo-butane 
• 57-88-5 cholesterol 
• 71-36-3 butan-1-ol 
• 6901-51-5 cholesteryl-dichloro phosphate 
• 910-31-6 cholesteryl chloride 
• 1182-65-6 cholesteryl p-toluenesulfonate 
• 57-88-5 cholesterol 

Relevant articles and documents

Synthesis and characterisation of new types of side chain cholesteryl polymers

A series of cholesterol derivatives have been synthesised via the alkylation reaction of the 3-hydroxyl group with the aliphatic bromide compounds with different chain lengths, namely 3β-alkyloxy-cholesterol. The double bond between the C5 and C6 positions in these cholesterol derivatives was oxidised into epoxy, followed by an epoxy-ring-opening reaction with the treatment with acrylic acid, resulting in a series of 3β-alkyloxy-5α- hydroxy-6β-acryloyloxycholesterol, CnOCh (n = 1, 2, 4, 6, 8, 10, 12), The acrylate group is connected to the C6 position, which is confirmed by the single crystal structure analysis. The corresponding polymers, PC nOCh, were prepared via free radical polymerisation. The structure of monomers and the resulting polymers were characterised with nuclear magnetic resonance (NMR), Fourier transform infrared spectroscopy (FT-IR) and gel permeation chromatography (GPC). The thermal properties of PCnOCh were studied using differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). To determine the secondary structure of polymers, circular dichroism (CD) spectra were performed. It was found that not all monomers produce high-molecular-weight polymers because of steric hindrance. However, all polymers have a helical structure, which can be enhanced by increasing the alkoxy chain length. In addition, increasing the alkoxy chain length decreases the glass transition temperature and increases the decomposition temperature of the polymers.

SOLVOLYSIS OF 3β-CHLORO-5-CHOLESTENE IN THE PRESENCE OF ZINC SALTS

When heated in alcohols in the presence of zinc chloride 3β-chloro-5-cholestene undergoes solvolysis, and cholesterol ethers are formed with high yields.The same direction of reaction is preserved if the zinc chloride is formed directly in the reaction mixture.

The dipolar aprotic-protic solution effects in the nucleophilic substitution of the cholesteryl tosylates

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