2-Ethylhexyl methacrylate

Base Information

• Chemical Name: 2-Ethylhexyl methacrylate
• CAS No.: 688-84-6
• Deprecated CAS: 100242-87-3,118955-12-7,153286-32-9,64125-64-0,75577-75-2,94290-92-3,176658-83-6,118955-12-7,153286-32-9,64125-64-0,75577-75-2,94290-92-3
• Molecular Formula: C12H22O2
• Molecular Weight: 198.305
• Hs Code.: 29161290
• European Community (EC) Number: 211-708-6
• ICSC Number: 1289
• NSC Number: 32647,24173
• UNII: 8Q7XLQ325N
• DSSTox Substance ID: DTXSID3027293
• Nikkaji Number: J41.662B
• Wikidata: Q27270894
• ChEMBL ID: CHEMBL1871010
• Mol file: 688-84-6.mol

Synonyms:2-ETHYLHEXYL METHACRYLATE;688-84-6;Methacrylic acid, 2-ethylhexyl ester;2-Propenoic acid, 2-methyl-, 2-ethylhexyl ester;2-Ethyl-1-hexyl methacrylate;2-ethylhexyl 2-methylprop-2-enoate;2-Ethylhexyl methacryate;25719-51-1;Methacrylic acid 2-ethylhexyl ester;Methacrylate, 2-ethylisohexy;HSDB 5440;2-Ethylhexylmethacrylate;EINECS 211-708-6;NSC 24173;NSC 32647;BRN 1769420;UNII-8Q7XLQ325N;AI3-03266;8Q7XLQ325N;DTXSID3027293;2-Ethylhexyl 2-methyl-2-propenoate;NSC-24173;NSC-32647;EC 211-708-6;4-02-00-01528 (Beilstein Handbook Reference);WLN: 4Y2&1OVYU1;DTXCID007293;CAS-688-84-6;ACRYESTER EH;Methacrylic Acid Octyl Ester;SCHEMBL16772;Methacrylic acid 2-ethylhexyl;2-Ethylhexyl Methacrylate Resin;CHEMBL1871010;WDQMWEYDKDCEHT-UHFFFAOYSA-;2-Ethylhexyl 2-methylacrylate #;AMY4083;(+/-)-2-ethylhexyl methacrylate;NSC24173;NSC32647;Tox21_201535;Tox21_303072;(C12-H22-O2)x-;MFCD00009494;MFCD00084373;ETHYLHEXYL METHACRYLATE [INCI];AKOS015894410;2-ETHYLHEXYL METHACRYLATE [HSDB];NCGC00164407-01;NCGC00164407-02;NCGC00257177-01;NCGC00259085-01;AS-75460;LS-89928;1-HEXANOL, 2-ETHYL-, METHACRYLATE;2-ETHYLHEXYL METHACRYLATE, (+/-)-;FT-0632809;M0591;E78302;2-Ethylhexyl Methacrylate (stabilized with MEHQ);2-Ethylhexyl Methacrylate, (stabilized with MEHQ);W-104653;Q27270894;2-Ethylhexyl methacrylate, 99%, contains 40 - 60 ppm MEHQ as stabilizer;2-Ethylhexyl methacrylate, 98%, contains ~50 ppm monomethyl ether hydroquinone as stabilizer

Chemical Property of 2-Ethylhexyl methacrylate

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.0517mmHg at 25°C
• Melting Point: -50 °C
• Refractive Index: n20/D 1.438(lit.)
• Boiling Point: 234.845 °C at 760 mmHg
• Flash Point: 91.411 °C
• PSA: 26.30000
• Density: 0.88 g/cm³
• LogP: 3.32210
• Storage Temp.: Store at +2°C to +8°C.
• Solubility.: <0.1g/l
• Water Solubility.: <0.1 g/L
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 198.161979940
• Heavy Atom Count: 14
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

2-Ethylhexyl methacrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43-52/53
• Safety Statements: 26-37/39-24-61-36/37-28

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> (Meth)acrylates
• Canonical SMILES: CCCCC(CC)COC(=O)C(=C)C
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin.
• Uses: 2-Ethylhexyl Methacrylate can be used as a release coating composition.

Technology Process of 2-Ethylhexyl methacrylate

There total 8 articles about 2-Ethylhexyl methacrylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2-Ethylhexyl alcohol (104-76-7) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → 2-ethylhexyl metacrylate (688-84-6)

Guidance literature:

With air; titanium(III) triisopropoxide; acetylacetone functionalised polymethylstyrene; chlorot; for 4h; Heating;

DOI:10.1055/s-1999-3090

Reference yield: 76.0%

2-Ethylhexyl alcohol (104-76-7) + poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) → 2-ethylhexyl metacrylate (688-84-6)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/anie.201101005

Reference yield:

2-methylpropenal (78-85-3,25120-30-3) + 2-Ethylhexyl alcohol (104-76-7) → 2-ethylhexyl metacrylate (688-84-6)

Guidance literature:

2-methylpropenal; With tert-butylhypochlorite; In tetrachloromethane; at 20 - 50 ℃; for 5.5 - 6.5h;

2-Ethylhexyl alcohol; In tetrachloromethane; at 0 - 20 ℃; for 1.5h;

upstream raw materials:

2-Ethylhexyl alcohol

poly(methacrylic acid)

methacrylic acid methyl ester

1,2-propanediene

Downstream raw materials:

2-ethylhexyl isobutyrate

Refernces

• 1、 Miki, Koji,Kimura, Akinori,Oride, Kazuaki,Kuramochi, Yoshiaki,Matsuoka, Hideki,Harada, Hiroshi,Hiraoka, Masahiro,Ohe, Kouichi. "High-contrast fluorescence imaging of tumors in vivo using nanoparticles of amphiphilic brush-like copolymers produced by ROMP". supporting information; experimental part. p. 6567 - 6570. Retrieved 2011/09/15.
• 2、 -. "PROCESS FOR PREPARING (METH)ACRYLATES". Page/Page column 22-23. . Retrieved 2009/07/25.