2-Propenoic acid 1-ethylcyclopentyl ester CAS#: 326925-69-3; ChemWhat Code: 565129

IdentificationPhysical DataSpectra
Route of Synthesis (ROS)Safety and HazardsOther Data

Identification

Product Name2-Propenoic acid 1-ethylcyclopentyl ester
IUPAC Name(1-ethylcyclopentyl) prop-2-enoate
Molecular Structure2-Propenoic-acid-1-ethylcyclopentyl-ester-CAS-326925-69-3
CAS Registry Number 326925-69-3
MDL NumberMFCD31716062
Synonyms1-ethylcyclopentyl acrylate
326925-69-3
2-Propenoic acid 1-ethylcyclopentyl ester
(1-ethylcyclopentyl) prop-2-enoate
1-ethylcyclopentyl prop-2-enoate
1-Ethylcyclopentyl Acrylate (stabilized with MEHQ)
MFCD31716062
1-ethylcyclopentylacrylate
SCHEMBL680647
E1405
G70758
Molecular FormulaC10H16O2
Molecular Weight168.23
InChIInChI=1S/C10H16O2/c1-3-9(11)12-10(4-2)7-5-6-8-10/h3H,1,4-8H2,2H3
InChI KeyFDOANYJWOYTZAP-UHFFFAOYSA-N
Isomeric SMILESCCC1(CCCC1)OC(=O)C=C
Patent Information
Patent IDTitlePublication Date
CN114276242Preparation method of acid-sensitive photoresist resin monomer2022
US2012/295201COMPOUND, RESIN, PHOTORESIST COMPOSITION, AND METHOD FOR PRODUCING PHOTORESIST PATTERN2012

Physical Data

AppearanceTransparent liquid

Spectra

Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)
Chemical shifts, Spectrum1H

Route of Synthesis (ROS)

Route of Synthesis (ROS) of 2-Propenoic acid, 1-ethylcyclopentyl ester CAS 326925-69-3
Route of Synthesis (ROS) of 2-Propenoic acid, 1-ethylcyclopentyl ester CAS 326925-69-3
ConditionsYield
With dimethyl 2,2′-azobis(isobutyrate) In butanone at 80℃; for 10h;

Experimental Procedure
Synthesis Example 14 A monomer solution was prepared by dissolving 55.00 g of 5-oxo-4-oxatricyclo[4.2.1.03,7]nonan-2-yl methacrylate, 11.70 g of 3-hydroxyadamantan-1-yl methacrylate, and 33.31 g of 1-ethylcyclopentyl acrylate in 200 g of 2-butanone, and further adding 4.56 g of dimethylazobisbutyrate. A 1,000 ml three-necked flask containing 100 g of 2-butanone was purged with nitrogen for 30 minutes. Then, while the contents were heated to 80 C with stirring, the above monomer solution was added dropwise over four hours using a dropping funnel. Polymerization was initiated at the start of dropping and continued for six hours. After the polymerization, the polymer solution was cooled with water to 30 C or lower and poured into 2,000 g of methanol. White precipitate produced was collected by filtration. The resulting white powder was washed twice with 400 g of methanol in the form of a slurry, filtered, and dried under reduced pressure for 17 hours at 50 C to obtain a white resin powder. The resin was found to have Mw and Mw/Mn of 8,500 and 1.75, respectively. The result of 13C-NMR analysis confirmed that the resin was a copolymer of 5-oxo-4-oxatricyclo[4.2.1.03,7]nonan-2-yl methacrylate, 3-hydroxyadamantan-1-yl methacrylate, and 1-ethylcyclopentyl acrylate at a copolymerization molar ratio of 53.7:11.1:35.2. This resin is referred to as a “resin (B-10)”.

Safety and Hazards

GHS Hazard StatementsNot Classified

Source: European Chemicals Agency (ECHA)
License Note: Use of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: “Source: European Chemicals Agency, http://echa.europa.eu/”. Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.
License URL: https://echa.europa.eu/web/guest/legal-notice
Record Name: (1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate
URL: https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/213446
Description: The information provided here is aggregated from the “Notified classification and labelling” from ECHA’s C&L Inventory. Read more: https://echa.europa.eu/information-on-chemicals/cl-inventory-database


Other Data

HS Code
Storage
Shelf Life1 year
Market Price
Druglikeness
Lipinski rules component
Molecular Weight168.236
logP2.567
HBA2
HBD0
Matching Lipinski Rules4
Veber rules component
Polar Surface Area (PSA)26.3
Rotatable Bond (RotB)4
Matching Veber Rules2
Use Pattern
2-Propenoic acid 1-ethylcyclopentyl ester CAS#: 326925-69-3 is an acrylate monomer, and its main role in photoresist is to provide good wear resistance and chemical stability. Its properties make it suitable for use as an active ingredient in photoresists, especially in the field of micro-machining that requires high resolution and high stability.

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