ChemicalBook Product Catalog Chemical Reagents Organic reagents Esters Other esters Stearyl Methacrylate

Stearyl Methacrylate

Product NameStearyl Methacrylate
CAS32360-05-7
MFC22H42O2
MW338.57
EINECS251-013-5
MOL File32360-05-7.mol

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.)
Flash point	>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
InChI	1S/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
InChIKey	HMZGPNHSPWNGEP-UHFFFAOYSA-N
SMILES	CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C
LogP	9.62 at 20℃
CAS DataBase Reference	32360-05-7(CAS DataBase Reference)
NIST Chemistry Reference	2-Propenoic acid, 2-methyl-, octadecyl ester(32360-05-7)
EPA Substance Registry System	Stearyl 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 Class	10 - Combustible liquids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
Octadecyl methacrylate	English
SigmaAldrich	English

Usage And Synthesis

Description

Stearyl 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 Properties

Octadecyl 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.).

Uses

Monomer 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

112-89-0

920-46-7

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

Preparation Products And Raw materials