2-Ethylhexyl methacrylate(EHMA) - ≥99%, contains 90-110 ppm MEHQ as stabilizer , CAS No.688-84-6

CAS: 688-84-6 Cat. No.: E102093 Fórmula: C12H22O2 Peso molecular: 198.3 Beilstein Registry Number: 1769420 Número CE: 211-708-6
Disponível para encomenda
GRADE & PURITY ≥99% contains 90-110 ppm MEHQ as stabilizer
Synonyms
EC 211-708-6 | UNII-8Q7XLQ325N | Tox21_303072 | WDQMWEYDKDCEHT-UHFFFAOYSA- | NCGC00259085-01 | 2-Ethylhexyl 2-methylacrylate # | 2-Propenoic acid, 2-methyl-, 2-ethylhexyl ester | Methacrylate, 2-ethylisohexy | (+/-)-2-ethylhexyl methacrylate | 2-Ethyl-1-h
Storage
Store at 2-8°C
Shipped In
Wet ice
★
Size
Alemanha (EU)
USA*
Price
Qty
100ml
E102093-100ml
—
3 Em stock
12,93€
500ml
E102093-500ml
—
3 Em stock
24,21€
25g
E102093-25g
—
1 Em stock
8,59€
Enter a quantity for the sizes you want to add.
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Why this grade

≥99%, contains 90-110 ppm MEHQ as stabilizer for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 11 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Visão geral

2-Ethylhexyl methacrylate(EHMA) is a methacrylate ester monomer with low volatility and excellent adhesion to a wide range of substrates. This monomer enhances the flexibility, impact resistance, and toughness of polymers when used in copolymerization. It has good resistance to weathering and helps to enhance the durability and long-term performance of coatings. These copolymers and coatings are applied in the fields of contact lenses, dental restorative materials, and 3D printing.
Application
-Ethylhexyl methacrylate can be used:
As a monomer to prepare poly(2-phenoxyethyl methacrylate-co-2-phenoxyethyl acrylate-co-2-ethylhexyl methacrylate) (PPPE) intraocular lenses used in cataract treatment. Polymers with 2% 2-ethylhexyl methacrylate are foldable and showed excellent optical and thermomechanical properties.
To prepare copolymer for the surface modification of dental composite resins to control plaque formation. EHMA imparts water resistance and antifouling properties of dental resins.
As an internal plasticizer to prepare photo-crosslinked shape memory polymer films used as a photoprintable resins in stereolithography.
As a precursor to synthesize hydrogels for fabricating contact lenseswith flexibility, permeability, and comfort.

Specifications

Sinónimos
EC 211-708-6 | UNII-8Q7XLQ325N | Tox21_303072 | WDQMWEYDKDCEHT-UHFFFAOYSA- | NCGC00259085-01 | 2-Ethylhexyl 2-methylacrylate # | 2-Propenoic acid, 2-methyl-, 2-ethylhexyl ester | Methacrylate, 2-ethylisohexy | (+/-)-2-ethylhexyl methacrylate | 2-Ethyl-1-h
Especificações e pureza
≥99%, contains 90-110 ppm MEHQ as stabilizer
Condições de armazenamento de armazenamento
Store at 2-8°C
Enviado em
Wet ice
Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.
Pureza
≥99%
Nomes e identificadores
Pubchem Sid504752384
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504752384
Sorrisos canónicosCCCCC(CC)COC(=O)C(=C)C
IUPAC Name2-ethylhexyl 2-methylprop-2-enoate
InChIKeyWDQMWEYDKDCEHT-UHFFFAOYSA-N
INCHI1S/C12H22O2/c1-5-7-8-11(6-2)9-14-12(13)10(3)4/h11H,3,5-9H2,1-2,4H3
SMILES isoméricas CCCCC(CC)COC(=O)C(=C)C
WGK Alemanha 1
RTECS OZ4630000
Número UN 3334
Peso molecular 198.3
Beilstein 1769420
Reaxy-Rn 1769420
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1769420&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClasseCarboxylic acids and derivatives
SubclassCarboxylic acid derivatives
Intermediate Tree Nodes Carboxylic acid esters - Alpha,beta-unsaturated carboxylic esters
Direct ParentEnoate esters
Alternative Parents Monocarboxylic acids and derivatives  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic acyclic compounds
Substituents Enoate ester - Monocarboxylic acid or derivatives - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
DescriçãoThis compound belongs to the class of organic compounds known as enoate esters. These are an alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position.
External Descriptors Not available
Estrutura 3D
Modelo de Estrutura Química Interativa





Mecanismos de ação
Certificados(CoA,COO,BSE/TSE e Mapa de Análise)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

15 results found

Lot NumberCertificate TypeDataItem
C2212256Certificate of AnalysisSep 04, 2025 E102093
C2212257Certificate of AnalysisSep 04, 2025 E102093
C2212259Certificate of AnalysisSep 04, 2025 E102093
F2524105Certificate of AnalysisJun 12, 2025 E102093
F2524182Certificate of AnalysisJun 12, 2025 E102093
F2524194Certificate of AnalysisJun 12, 2025 E102093
K1913124Certificate of AnalysisApr 02, 2025 E102093
G2419060Certificate of AnalysisAug 01, 2024 E102093
E2516315Certificate of AnalysisJul 22, 2024 E102093
E2411233Certificate of AnalysisMar 12, 2024 E102093
E2416415Certificate of AnalysisMar 12, 2024 E102093
K1516108Certificate of AnalysisDec 13, 2023 E102093
C2202504Certificate of AnalysisDec 12, 2023 E102093
C2212251Certificate of AnalysisFeb 16, 2022 E102093
C2202505Certificate of AnalysisOct 22, 2021 E102093

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Propriedades químicas e físicas
SensibilidadeLight & Heat Sensitive
Índice de refração1.438
Ponto de inflamação (°F)197.6 °F
Ponto de inflamação (°C)92℃
Ponto de ebulição (°C)120°C/18mmHg
Ponto de fusão (°C)-50℃
Peso molecular198.300 g/mol
XLogP34.500
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count8
Exact Mass198.162 Da
Monoisotopic Mass198.162 Da
Topological Polar Surface Area26.300 Ų
Heavy Atom Count14
Formal Charge0
Complexity185.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Referências
1. Siyuan Li, Long Meng, Ye Zhu, Wei Zhang, Ying Sun, Guanghang Bai, Xiaojie Li.  (2023)  Copper ion-loaded surface charge-convertible coatings on implant: Antibacterial and tunable cell adhesion properties.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.147439]
2. Jiawei Zhang, Yingxin Guan, Qin Zhang, Tianyu Wang, Ming Wang, Zhixin Zhang, Yang Gao, Guanghui Gao.  (2023)  Durable hydrogel-based lubricated composite coating with remarkable underwater performances.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:37862806] [10.1016/j.jcis.2023.09.193]
3. Sisi Yuan, Yifan Wang, Xiujun Wang, Yongjun Wang, Shuai Liu, Ming Duan, Shenwen Fang.  (2022)  Efficient demulsification of cationic polyacrylate for oil-in-water emulsion: Synergistic effect of adsorption bridging and interfacial film breaking.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2022.128393]
4. Jinling Liu, Jie Ai, Jiawen Chen, Ying Guo, Jianrong Lin, Qinhui Chen.  (2021)  Adhesive, self-healing, conductive Janus gel with oil-water responsiveness.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:34388612] [10.1016/j.colsurfb.2021.112028]
5. Na Lu, Qiong Li, Songqi Ma, Binbo Wang, Xiwei Xu, Sheng Wang, Jiale Ye, Jianfan Qiu, Jin Zhu.  (2021)  Scalable and facile synthesis of acetal covalent adaptable networks with readily adjustable properties.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2021.110291]
6. Bin Shang, Min Chen, Limin Wu.  (2018)  Fabrication of UV-Triggered Liquid-Repellent Coatings with Long-Term Self-Repairing Performance.  ACS Applied Materials & Interfaces,      [PMID:30133253] [10.1021/acsami.8b10838]
7. Weina Zhao, Yuan Xue, Peng Ma, Wenfei Ma, Jieni Wang, Deli Lu, Sheng Han.  (2016)  Improving the cold flow properties of high-proportional waste cooking oil biodiesel blends with mixed cold flow improvers.  RSC Advances,  6  (16): (13365-13370).  [PMID:] [10.1039/C5RA16503B]
8. Liu Hongli, Wang Shirong, Xiao Yin, Li Xianggao.  (2015)  Studies on the dispersity of polymethacrylate-grafted carbon black in a non-aqueous medium: the influence of monomer structure.  JOURNAL OF MATERIALS SCIENCE-MATERIALS IN ELECTRONICS,  27  (2): (2022-2030).  [PMID:] [10.1007/s10854-015-3986-z]
9. Zhang Li, Jiang Yanping, Li Xianggao, Wang Shirong, Xiao Yin.  (2015)  Preparation of titanium dioxide nanoparticles modified with methacrylate and their electrophoretic properties.  JOURNAL OF MATERIALS SCIENCE-MATERIALS IN ELECTRONICS,  26  (7): (5263-5269).  [PMID:] [10.1007/s10854-015-3062-8]
10. Haichao Xu, Yafei Luan, Zhaoqiang Wu, Xinming Li, Yuling Yuan, Xiaoli Liu, Lin Yuan, Dan Li, Hong Chen.  (2013)  Incorporation of Lysine-Containing Copolymer with Polyurethane Affording Biomaterial with Specific Adsorption of Plasminogen.  CHINESE JOURNAL OF CHEMISTRY,  32  (1): (44-50).  [PMID:] [10.1002/cjoc.201300735]
11. Zhao Dang, Libin Liu, Yan Li, Yu Xiang, Gailan Guo.  (2016)  In Situ and Ex Situ pH-Responsive Coatings with Switchable Wettability for Controllable Oil/Water Separation.  ACS Applied Materials & Interfaces,      [PMID:27808490] [10.1021/acsami.6b09381]
Calculadoras de soluções
Revisões

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