Basic information
- CAS
209982-56-9- Standard SMILES
C=C(C)C(=O)OC1(CC)C2CC3CC(C2)CC1C3- InChIKey
DCTVCFJTKSQXED-UHFFFAOYSA-N- Molecular formula
- C16H24O2
- Average molar mass
- 248.36 g/mol
- Monoisotopic mass
- 248.17763
Names & identifiers
- Preferred name
- 2-Ethyl-2-methacryloyloxyadamantane
- IUPAC
- (2-ethyl-2-adamantyl) 2-methylprop-2-enoate
- English name
- 2-Ethyl-2-adamantyl methacrylate
- Molecular formula
- C16H24O2
- Molecular weight
- 248.36
Names & synonyms
Show more names
Database identifiers
- CAS
209982-56-9- PubChem CID
- 9813645
- DTXSID
DTXSID60943303- EC Number
- 805-827-8
- Nikkaji
- J1.334.591K
Properties
Computed structural properties
- XLogP
- 4.2
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 355
Physicochemical properties
- Melting point
- 40 °C · 40 °C
- Boiling point
- 318.3 · 318.3±11.0 °C(Predicted)
- Density
- 1.04 · 1.04±0.1 g/cm3(Predicted)
- storage temp.
- 0 °C · <0°C
- solubility
- soluble in Methanol
- form
- powder to lump
- color
- White to Almost white
- InChI
- InChI=1S/C16H24O2/c1-4-16(18-15(17)10(2)3)13-6-11-5-12(8-13)9-14(16)7-11/h11-14H,2,4-9H2,1,3H3
- InChIKey
- DCTVCFJTKSQXED-UHFFFAOYSA-N
- SMILES
- C(OC1(CC)C2CC3CC1CC(C3)C2)(=O)C(C)=C
- EPA Substance Registry System
- 2 · 2-Propenoic acid, 2-methyl-, 2-ethyltricyclo[3.3.1.13,7]dec-2-yl ester (209982-56-9)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
- TSCA
- TSCA listed
- HS Code
- 2933998090 · 2933998090
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Regulatory information
Safety data
- tsca
- TSCA listed
- hs_code
- 2933998090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Chemistry & industry
Uses & manufacturing
Applications
Description2-Ethyl-2-adamantyl methacrylate is mainly used in the field of photoresist and is one of the monomers of ArF photoresist. In photoresist, EAdMA has a higher etching rate and its acid reactivity is 2.5 times that of adamantyl methacrylate (MAdMA).
Uses2-Ethyl-2-adamantyl methacrylate is a monomer used in the synthesis of organic compounds.
General DescriptionBecause adamantane has optical properties, heat resistance, and other properties, its derivatives are often used in optical disc substrates, optical fibers, or lens lamps. It can be used as a semiconductor photoresist, sealant for optical semiconductors, optical-electronic components, and their adhesives. Among them, electronic components made from alkyl adamantyl acrylates as raw materials have high resistance to dry etching in the semiconductor manufacturing process and have broad development prospects as semiconductor materials.
Preparation methods
PreparationThe preparation of 2-Ethyl-2-adamantyl methacrylate is as follows:Add 2175ml of n-hexane to the 3L four-necked flask equipped with stirring paddle, condenser tube and thermometer, turn on stirring, add 97g of 2-ethyladamantanol to the system, and slowly add 0.0072g of polymerization inhibitor tetrachlorobenzoquinone to the reaction system , add 72.5g of basic ion exchange resin, adjust pH=7-8, cool down to -10°C, slowly add 72.5g of vinyl methacrylate dropwise to the reaction system, keep the reaction for 6h, monitor the reaction progress, take a sample to detect the reaction is complete After adding 800 ml of water to the reaction system, stirring and extracting the phases, the organic phase was dried, concentrated under reduced pressure and evaporated to dryness to obtain 125 g of 2-ethyl-2-adamantyl methacrylate product with a yield of 93.45%.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
Related reactions
Compound notes
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