22575-27-5

Basic information

• Product Name: cholest-5-en-3beta-yl p-chlorobenzoate
• Synonyms: cholest-5-en-3beta-yl p-chlorobenzoate;Cholest-5-en-3β-ol 4-chlorobenzoate;Cholesterol p-chlorobenzoate;Einecs 245-097-2
• CAS NO: 22575-27-5
• Molecular Formula: C₃₄H₄₉ClO₂
• Molecular Weight: 525.20466
• EINECS: 245-097-2
• Mol File: 22575-27-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 581.2°Cat760mmHg
• Flash Point: 299.4°C
• Appearance: /
• Density: 1.08g/cm³
• CAS DataBase Reference: cholest-5-en-3beta-yl p-chlorobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: cholest-5-en-3beta-yl p-chlorobenzoate(22575-27-5)
• EPA Substance Registry System: cholest-5-en-3beta-yl p-chlorobenzoate(22575-27-5)

Safety Data

• Hazardous Substances Data: 22575-27-5(Hazardous Substances Data)

Upstream product

• 74-11-3 para-chlorobenzoic acid 
• 122-01-0 4-chloro-benzoyl chloride 
• 57-88-5 cholesterol 
• 57-88-5 cholesterol 

Relevant articles and documents

Coupling of Reformatsky Reagents with Aryl Chlorides Enabled by Ylide-Functionalized Phosphine Ligands

The coupling of aryl chlorides with Reformatsky reagents is a desirable strategy for the construction of α-aryl esters but has so far been substantially limited in the substrate scope due to many challenges posed by various possible side reactions. This limitation has now been overcome by the tailoring of ylide-functionalized phosphines to fit the requirements of Negishi couplings. Record-setting activities were achieved in palladium-catalyzed arylations of organozinc reagents with aryl electrophiles using a cyclohexyl-YPhos ligand bearing an ortho-tolyl-substituent in the backbone. This highly electron-rich, bulky ligand enables the use of aryl chlorides in room temperature couplings of Reformatsky reagents. The reaction scope covers diversely functionalized arylacetic and arylpropionic acid derivatives. Aryl bromides and chlorides can be converted selectively over triflate electrophiles, which permits consecutive coupling strategies.

Natural-product-based pesticides: Semisynthesis, structural elucidation, and evaluation of new cholesterol–matrine conjugates as pesticidal agents

To develop new potential pesticide candidates from low value-added natural bioactive products, a series of new cholesterol–matrine conjugates (I(a–e)–IV(a–e)) were prepared from two lead compounds cholesterol and matrine. Against Mythimna separata Walker, compound IVa exhibited 3.0 and 2.6 folds promising insecticidal activity of cholesterol and matrine, respectively; against Aphis citricola Van der Goot, compound IVd showed 4.3 and 2.2 folds potent aphicidal activity of their precursors; notably, it also showed good control effects in the greenhouse; against Plutella xylostella Linnaeus at a dose of 20 μg/nymph, compound IIIe exhibited 2.8 and 2.0 folds oral toxicity of cholesterol and matrine, respectively. Compounds IIIe, IVd and IVe can be used as the leads for further structural optimization as the insecticidal and aphicidal agents.