21133-98-2

Basic information

• Product Name: ethyl 3-(p-chlorophenyl)-3-hydroxybutyrate
• Synonyms: ethyl 3-(p-chlorophenyl)-3-hydroxybutyrate;4-Chloro-β-hydroxy-β-methylbenzenepropanoic acid ethyl ester;Einecs 244-235-9
• CAS NO: 21133-98-2
• Molecular Formula: C₁₂H₁₅ClO₃
• Molecular Weight: 242.6987
• EINECS: 244-235-9
• Mol File: 21133-98-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 359°Cat760mmHg
• Flash Point: 170.9°C
• Appearance: /
• Density: 1.201g/cm³
• Vapor Pressure: 8.89E-06mmHg at 25°C
• Refractive Index: 1.526
• CAS DataBase Reference: ethyl 3-(p-chlorophenyl)-3-hydroxybutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-(p-chlorophenyl)-3-hydroxybutyrate(21133-98-2)
• EPA Substance Registry System: ethyl 3-(p-chlorophenyl)-3-hydroxybutyrate(21133-98-2)

Safety Data

• Hazardous Substances Data: 21133-98-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H15ClO3/c1-3-16-11(14)8-12(2,15)9-4-6-10(13)7-5-9/h4-7,15H,3,8H2,1-2H3

Upstream product

• 18295-66-4 1-ethoxy-1-(trimethylsiloxy)ethene 
• 99-91-2 para-chloroacetophenone 
• 623-48-3 ethyl iodoacetae 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 13278-25-6 3-(4-chloro-phenyl)-3-hydroxy-butyric acid 
• 81187-89-5 (E)-3-(4-chlorophenyl)but-2-enoic acid 
• 81187-88-4 3-(4-chlorophenyl)-3-butenoic acid 
• 81187-87-3 ethyl 3-(4-chlorophenyl)but-3-enoate 
• 21757-98-2 ethyl (E)-3-(4-chlorophenyl)-2-butenoate 
• 5292-23-9 3-(4-chlorophenyl)butanoic acid 
• 1243130-08-6 ethyl 3-methyl-3-p-chlorophenylpropionate 
• 54795-05-0 6-Chlor-3-methylindanon 
• 81187-90-8 (Z)-4-Bromo-3-(4-chloro-phenyl)-but-2-enoic acid 
• 81244-20-4 (E)-4-Bromo-3-(4-chloro-phenyl)-but-2-enoic acid 
• 81187-91-9 (Z)-4-amino-3-(4-chlorophenyl)but-2-enoic acid 
• 81187-92-0 (E)-4-amino-3-(4-chlorophenyl)but-2-enoic acid 
• 26717-53-3 4-(4-chlorophenyl)furan-2(5H)-one 
• 81187-93-1 4-(4-chlorophenyl)-1,5-dihydro-2H-pyrrol-2-one 

Relevant articles and documents

Access to β-Hydroxyl Esters via Copper-Catalyzed Reformatsky Reaction of Ketones and Aldehydes

An efficient and simple Cu-catalyzed Reformatsky reaction of ketones and aldehydes has been accomplished with ethyl iodoacetate. Excellent yields of β-hydroxyl esters were achieved with a range of ketones and aldehydes, which varied from aromatic to aliphatic, unsaturated to saturated ketones and aldehydes. This practical and convenient transformation was conducted with inexpensive, readily available, and commercial starting materials under mild reaction conditions.

Dihydropyrrolones as bacterial quorum sensing inhibitors

Bacteria regulate their pathogenicity and biofilm formation through quorum sensing (QS), which is an intercellular communication system mediated by the binding of signaling molecules to QS receptors such as LasR. In this study, a range of dihydropyrrolone (DHP) analogues were synthesized via the lactone-lactam conversion of lactone intermediates. The synthesized compounds were tested for their ability to inhibit QS, biofilm formation and bacterial growth of Pseudomonas aeruginosa. The compounds were also docked into a LasR crystal structure to rationalize the observed structure-activity relationships. The most active compound identified in this study was compound 9i, which showed 63.1% QS inhibition of at 31.25 μM and 60% biofilm reduction at 250 μM with only moderate toxicity towards bacterial cell growth.

Cp2ZrCl2-induced Reformatsky and Barbier reactions on isatins: An efficient synthesis of 3-substituted-3-hydroxyindolin-2-ones

A mild and rapid one-pot process for Reformatsky and Barbier reactions using a catalytic quantity of zirconocene dichloride (Cp2ZrCl 2) as a promoter and zinc as a terminal reductant at room temperature in dimethyl formamide was developed. The protocol has wide substrate suitability and afforded the desired 3-substituted-3-hydroxyindolin-2-ones from istains in good yields and short reaction time.