128756-71-8

Basic information

• Product Name: 2-ADAMANTYL ACRYLATE
• Synonyms: 2-ADAMANTYL ACRYLATE;2-ADAMANTYL ACRYLATE [128756-71-8] C13H18O2 FW206.28;2-Propenoic acid tricyclo[3.3.1.13,7]dec-2-yl ester;2-adamantanyl acrylate;2-adamantyl prop-2-enoate;Adamantan-2-yl acrylate
• CAS NO: 128756-71-8
• Molecular Formula: C₁₃H₁₈O₂
• Molecular Weight: 206.28082
• Product Categories: Adamantane Derivative
• Mol File: 128756-71-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 279.3 °C at 760 mmHg
• Flash Point: 112 °C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 0.00406mmHg at 25°C
• Refractive Index: 1.523
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-ADAMANTYL ACRYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ADAMANTYL ACRYLATE(128756-71-8)
• EPA Substance Registry System: 2-ADAMANTYL ACRYLATE(128756-71-8)

Safety Data

• Hazardous Substances Data: 128756-71-8(Hazardous Substances Data)

Usage

General Description

2-Adamantyl acrylate is a chemical compound with the molecular formula C15H22O2. It is a clear, colorless liquid that is primarily used as a monomer in the production of polymers and coatings. Due to its adamantyl structure, it exhibits high thermal and chemical stability, making it a valuable component in the formulation of adhesives, sealants, and specialty coatings. It is also used in the synthesis of novel materials with unique mechanical and chemical properties. However, exposure to 2-adamantyl acrylate may cause irritation to the skin, eyes, and respiratory system, and proper safety precautions should be taken when handling this chemical.

InChI:InChI=1/C13H18O2/c1-2-12(14)15-13-10-4-8-3-9(6-10)7-11(13)5-8/h2,8-11,13H,1,3-7H2

Upstream product

• 700-57-2 1-adamantanol 
• 814-68-6 acryloyl chloride 

Downstream Products

• 1065272-19-6 C₃₅H₄₀F₆N₂O₅ 
• 1065272-47-0 C₃₅H₄₀F₆N₂O₅ 
• 1019646-12-8 C₃₉H₅₁NO₆ 
• 1019646-04-8 (E)-2-adamantyl 4-(4-methoxyphenyl)-2-butenoate 
• 144261-70-1 3-phenyl-3-hydroxy-2-methylene-propanoic acid 2-adamantyl ester 

Relevant articles and documents

Design and synthesis of marine sesterterpene analogues as novel estrogen receptor α degraders for breast cancer treatment

Targeted protein degradation using small molecules is an intriguing strategy for drug development. The marine sesterterpene compound MHO7 had been reported to be a potential ERα degradation agent. In order to further improve its biological activity, two series of novel MHO7 derivatives with long side chains were designed and identified as novel selective estrogen receptor down-regulators (SERDs). The growth inhibition activity of the novel SERD compounds were significantly affected by the type and length of the side chain. Most of the derivatives were significantly more potent than MHO7 against both drug-sensitive and drug-resistant breast cancer cells. Among them, compound 16a, with IC50 values of 0.41 μM against MCF-7 cell lines and 9.6-fold stronger than MHO7, was the most potential molecule. A whole-genome transcriptomic analysis of MCF-7 cells revealed that the mechanism of 16a against MCF-7 cell was similar with that of MHO7. The estrogen signaling pathway was the most affected among the disturbed genes, but the ERα degradation activity of 16a was observed higher than that of MHO7. Other effects of 16a were confirmed similar with MHO7, which means that the basic mechanisms of the derivatives are the same with the ophiobolin backbone, i.e. the degradation of ERα is mediated via proteasome-mediated process, the induction of apoptosis and the cell cycle arrest at the G1 phase. Meanwhile, a decrease of mitochondrial membrane potential and an increase of cellular ROS were also detected. Based on these results, as a novel modified ophiobolin derived compound, 16a may warrant further exploitation as a promising SERD candidate agent for the treatment of breast cancer.

Synthesis and biological evaluation of novel 5-hydroxylaminoisoxazole derivatives as lipoxygenase inhibitors and metabolism enhancing agents

A versatile synthesis of novel 5-hydroxylaminoisoxazoles bearing adamantane moieties has been accomplished using the heterocyclization reactions of readily available unsaturated esters by the treatment with tetranitromethane in the presence of triethylami

The 'Baylis - Hillman reaction' mechanism and applications revisited

It is shown that reaction of aryl, benzyl, alkyl and functionalised alkyl acrylic esters with benzaldehyde, in the presence of 1,4-diazabicyclo[2.2.2] octane, strongly depends upon the electronic and steric effects of the ester part. This influence is also observed in condensation of furfuraldehyde. Moreover, for the first time, it is shown that the overall condensation is equilibrated.