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 EC: 211-708-6

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

Descripción general

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

Especificaciones y pureza

≥99%, contains 90-110 ppm MEHQ as stabilizer

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 504752384
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752384
• Sonrisas canónicas: CCCCC(CC)COC(=O)C(=C)C
• IUPAC Name: 2-ethylhexyl 2-methylprop-2-enoate
• InChIKey: WDQMWEYDKDCEHT-UHFFFAOYSA-N
• INCHI: 1S/C12H22O2/c1-5-7-8-11(6-2)9-14-12(13)10(3)4/h11H,3,5-9H2,1-2,4H3
• Isómeros SMILES: CCCCC(CC)COC(=O)C(=C)C
• WGK Alemania: 1
• RTECS: OZ4630000
• Número ONU: 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=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Carboxylic acid derivatives
        • Level5 Carboxylic acid esters
          • Level6 Alpha,beta-unsaturated carboxylic esters
            • Level7 Enoate esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Carboxylic acid derivatives
• Intermediate Tree Nodes: Carboxylic acid esters - Alpha,beta-unsaturated carboxylic esters
• Direct Parent: Enoate esters
• Alternative Parents: Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Enoate ester - Monocarboxylic acid or derivatives - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Descripción: This 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mecanismos de acción

Propiedades químicas y físicas

• Sensibilidad: Light & Heat Sensitive
• Índice de refracción: 1.438
• Punto de inflamación (°F): 197.6 °F
• Punto de inflamación (°C): 92℃
• Punto de ebullición (°C): 120°C/18mmHg
• Punto de fusión (°C): -50℃
• Peso molecular: 198.300 g/mol
• XLogP3: 4.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 198.162 Da
• Monoisotopic Mass: 198.162 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 185.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

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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]

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