249562-06-9

Basic information

• Product Name: 2-Methyl-2-adamantyl acrylate
• Synonyms: 2-METHYL-2-ADAMANTYL ACRYLATE;2-METHYL-2-ADAMANTYL ACRYLATE [249562-06-9] C14H20O2 FW220.31;2-Propenoic acid 2-methyltricyclo[3.3.1.13,7]dec-2-yl ester;2-MethyladaMantan-2-yl acrylate;(2-Methyl-2-adamantyl) prop-2-enoate
• CAS NO: 249562-06-9
• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.31
• Product Categories: Adamantane Derivative
• Mol File: 249562-06-9.mol

Chemical Properties

• Boiling Point: 284.426 °C at 760 mmHg
• Flash Point: 114.556 °C
• Appearance: /
• Density: 1.076 g/cm³
• Vapor Pressure: 0.00298mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Methyl-2-adamantyl acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-2-adamantyl acrylate(249562-06-9)
• EPA Substance Registry System: 2-Methyl-2-adamantyl acrylate(249562-06-9)

Safety Data

• Hazardous Substances Data: 249562-06-9(Hazardous Substances Data)

Usage

Uses

Used in Adhesives and Sealants Industry:
2-Methyl-2-adamantyl acrylate is used as a key component in the formulation of adhesives and sealants for its ability to improve the durability and flexibility of these materials, ensuring their long-lasting performance and resistance to various environmental conditions.
Used in Coatings Industry:
In the coatings industry, 2-Methyl-2-adamantyl acrylate is employed as a crucial ingredient in the production of high-quality coatings. It contributes to the enhanced durability and flexibility of the coatings, providing a robust protective layer for various surfaces.
Used in Specialty Plastics Manufacturing:
2-Methyl-2-adamantyl acrylate is used as a vital constituent in the manufacturing of specialty plastics. Its incorporation into the plastic formulation results in improved material properties, such as increased durability and flexibility, making these plastics suitable for a wide range of applications.
Used in Optical Materials Production:
2-Methyl-2-adamantyl acrylate is also utilized in the production of optical materials, where its properties contribute to the creation of high-quality materials with enhanced durability and flexibility, suitable for use in various optical devices and systems.
Used in Electronic Devices Manufacturing:
2-Methyl-2-adamantyl acrylate is employed as a component in the manufacturing of electronic devices, where its properties help in the development of durable and flexible materials that are essential for the performance and reliability of these devices.

InChI:InChI=1/C14H20O2/c1-3-13(15)16-14(2)11-5-9-4-10(7-11)8-12(14)6-9/h3,9-12H,1,4-8H2,2H3

Upstream product

• 875-72-9 2-methylideneadamantane 
• 79-10-7 acrylic acid 
• 702-98-7 2-methyladamantan-2-ol 
• 814-68-6 acryloyl chloride 

Downstream Products

• 328087-85-0 5-norbornene-2-(2-methyl-2-adamantyl)carboxylate 

Relevant articles and documents

Process for Producing 2-Methyladamantan-2-Yl (Meth)Acrylate and 2-Methyladamantan-2-Yl (Meth)Acrylate

An object of the present invention is to provide a process for purifying 2-methyladamantan-2-yl(meth)acrylate with high separation efficiency and an industrially advantageous preparation process of 2-methyladamantan-2-yl(meth)acrylate. The present invention pertains to a preparation process of 2-methyladamantan-2-yl(meth)acrylate which comprises reacting 2-methyleneadamantane and (meth)acrylic acid by an acid catalyst to obtain a reaction mixture, and then separating 2-methyleneadamantane from the reaction mixture to obtain 2-methyladamantan-2-yl(meth)acrylate, wherein the reaction mixture is distilled in the presence of an organic compound having a boiling point, under atmospheric pressure, of 150° C. or greater but not greater than 260° C.

Process for preparing acrylate compound

An acrylate compound of formula (4): 1is produced by allowing an acrylic acid compound of formula (1): 2to react with an unsaturated compound of formula (2) or (3): 3In formulae (1) through (4), R1 and R2 are H or F, R3 is H, F, or an alkyl, alkenyl, fluoroalkyl or fluoroalkenyl group, R4 and R5 are H, halogen, or an alkyl, alkenyl, halogenated alkyl or halogenated alkenyl group; and X and Y are an unsubstituted or substituted hydrocarbon group, and dashed line - - - - - means that X and Y may be bonded together to form a cyclic structure.

Processes for preparation of 2-alkyl-2adamantyl esters

A magnesium halide salt of a 2-alkyl-2-adamantanol is reacted with a carboxylic acid halide such as acrylic chloride or the like in the presence of a tertiary amine to produce a 2-alkyl-2-adamantyl ester (the first invention). A 2-alkyl-2-adamantanol is reacted with a carboxylic acid such as acrylic acid or the like in the presence of an acid catalyst such as concentrated sulfuric acid or the like and a drying agent composed of an acidic or neutral inorganic compound (e.g. magnesium sulfate) which is a solid at ordinary temperature in a dried state or of a water-absorbing high-molecular compound, to produce a 2-alkyl-2-admantyl ester (the second invention). The above ester is important as a raw material for a resist for semiconductor production.

Process for producing a 2-adamantyl (meth>acrylate

An efficient process for producing a high quality 2-adamantyl (meth)acrylate of the formula (I): wherein R1is hydrogen or methyl and R2is hydrogen of lower alkyl, by using very common facilities and procedures, which reacting a (meth)acryloyl halide of the formula (II) wherein R1is as defined above and X is halogen with a 2-adamantanol of the formula (III): wherein R2is as defined above to form the 2-adamantyl (meth)acrylate of the formula (I), then treating a solution of this product in an organic solvent with active carbon, subsequently removing the active carbon, and thereafter separating a purified 2-adamantyl (meth)acrylate, is provided.

Alkyladamantyl esters and their preparation

A novel norbornene carboxylate compound and a method of producing the same are provided. The norbornene carboxylate compound is 2-alkyl-2-adamantyl 5-norbornene-2-carboxylate represented by formula (1): wherein R is methyl or ethyl.

2-alkyl-2-adamantyl 5-norbornene-2-carboxylates and method of producing the same

A novel norbornene carboxylate compound and a method of producing the same are provided. The norbornene carboxylate compound is 2-alkyl-2-adamantyl 5-norbornene-2-carboxylate represented by formula (1): wherein R is methyl or ethyl.