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Stearyl Methacrylate

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Stearyl Methacrylate Basic information
Product Name:Stearyl Methacrylate
Synonyms:METHACRYLIC ACID STEARYL ESTER;METHACRYLIC ACID OCTADECYL ESTER;STEARYL METHACRYLATE, TECH.;METHACRYLIC ACID STEARYL ESTER (STABILIZED WITH MEHQ) 95+%;Octadecylmethacrylat;N-STEARYL METHACRYLATE;Stearyl Methacrylate (stabilized with MEHQ);2-Methylpropenoic acid octadecyl ester
CAS:32360-05-7
MF:C22H42O2
MW:338.57
EINECS:251-013-5
Product Categories:Functional Monomer;Acrylic Monomers;Building Blocks;C12 to C63;Carbonyl Compounds;Chemical Synthesis;Esters;Materials Science;Methacrylate;Monomers;Organic Building Blocks;Polymer Science
Mol File:32360-05-7.mol
Stearyl Methacrylate Structure
Stearyl Methacrylate Chemical Properties
Melting point 18-20 °C(lit.)
Boiling point 195 °C6 mm Hg(lit.)
density 0.864 g/mL at 25 °C(lit.)
vapor pressure 0.06Pa at 20℃
refractive index n20/D 1.451(lit.)
Fp >230 °F
storage temp. 2-8°C(protect from light)
Water Solubility Insoluble in water
form powder to lump to clear liquid
color White or Colorless to Almost white or Almost colorless
InChI1S/C22H42O2/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-24-22(23)21(2)3/h2,4-20H2,1,3H3
InChIKeyHMZGPNHSPWNGEP-UHFFFAOYSA-N
SMILESCCCCCCCCCCCCCCCCCCOC(=O)C(C)=C
LogP9.62 at 20℃
CAS DataBase Reference32360-05-7(CAS DataBase Reference)
NIST Chemistry Reference2-Propenoic acid, 2-methyl-, octadecyl ester(32360-05-7)
EPA Substance Registry SystemStearyl methacrylate (32360-05-7)
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36-24/25
WGK Germany 1
TSCA TSCA listed
HS Code 29161290
Storage Class10 - Combustible liquids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
Octadecyl methacrylate English
SigmaAldrich English
Stearyl Methacrylate Usage And Synthesis
DescriptionStearyl Methacrylate is an ester of Methacrylic Acid used as a raw material component in synthesizing polymers. It is a low-viscosity functional monomer with the characteristic high reactivity of acrylates and a long hydrophobic chain. Stearyl Methacrylate is a mixture of mainly C16 alcohol (Cetyl) and C18 alcohol (Stearyl) methacrylates. This compound forms homopolymers and copolymers prepared with acrylic acid and its salts, amides, esters, methacrylates, acrylonitrile, etc.
Chemical PropertiesOctadecyl 2-methyl-2-propenoate alias octadecyl methacrylate is a white waxy solid insoluble in water with a musty odor. Its molecular formula is C22H42O2, molecular weight 338.57, melting point 18-20 °C(lit.), boiling point 195 °C, density 0.864 g/mL at 25 °C(lit.), vapor pressure 0.06 Pa at 20 °C, refractive index n20/D 1.451(lit.).
UsesMonomer for plastics, molding powders, solvent coatings, adhesives, oil additives; emulsions for textile, leather, paper finishing.
Uses Octadecyl Methacrylate (Stearyl Methacrylate) is a reagent used in the preparation of high-strength hydrogels with shape memory functions and self healing properties.
Synthesis
1-Bromooctadecane

112-89-0

Methacryloyl chloride

920-46-7

Stearyl Methacrylate

32360-05-7

1) 20.0 g of stearyl bromide (octadecyl bromide) was added to a 1000 mL single-necked flask with 250 mL of methylene chloride and 17.7 g of triethylamine, and 16.65 g of methacryloyl chloride was slowly added dropwise under stirring conditions. After the dropwise addition, the reaction was continued with stirring for 5 hours. Upon completion of the reaction, the reaction mixture was washed sequentially with water, saturated sodium carbonate solution and saturated sodium chloride solution. The organic phase was separated, dried with anhydrous sodium sulfate, concentrated under reduced pressure, and finally purified by column chromatography to afford 18.4 g of octadecyl 2-methyl-2-propenoate in 76% yield.

References[1] Patent: CN105906664, 2016, A. Location in patent: Paragraph 0041; 0042
Stearyl Methacrylate Preparation Products And Raw materials
Raw materials1-Bromooctadecane-->Methacryloyl chloride-->1-Octadecanol-->Methyl methacrylate-->Methacrylic acid
Tag:Stearyl Methacrylate(32360-05-7) Related Product Information
2-Hydroxyethyl methacrylate Methyl propiolate Octadecyl acrylate Methacrylic acid Cyclohexyl methacrylate Isobornyl methacrylate Isobornyl 2-methyl-2-propenoate Poly(methyl methacrylate) Methyl acrylate 2-(Dimethylamino)ethyl methacrylate 2-Isocyanatoethyl methacrylate 2-(Methacryloyloxy)ethyl acetoacetate NA Dodecyl Methacrylate Methacrylic anhydride 2-Methyl-2-propene-1-sulfonic acid sodium salt POLY(OCTADECYL METHACRYLATE) Acrylic acid