Stearyl methacrylate (SMA) CAS#: 32360-05-7; ChemWhat Code: 1411471
Identification
| Product Name | Stearyl methacrylate (SMA) |
| Molecular Structure |  |
| CAS Registry Number | 32360-05-7 |
| EINECS Number | 251-013-5 |
| MDL Number | MFCD00026683 |
| Synonyms | 2-Propenoic acid, 2-methyl-, octadecyl ester [ACD/Index Name] 32360-05-7 [RN] Méthacrylate d’octadécyle [French] [ACD/IUPAC Name] MFCD00026683 [MDL number] N-Octadecyl methacrylate octadecyl 2-methyl-2-propenoate Octadecyl 2-methylacrylate octadecyl 2-methylprop-2-enoate Octadecyl methacrylate [ACD/IUPAC Name] Octadecylmethacrylat [German] [ACD/IUPAC Name] POLY(OCTADECYL ACRYLATE) Stearyl methacrylate [32360-05-7] [RN] 112-08-3 [RN] 167633-23-0 [RN] 2-Methyl-2-propenoic acid octadecyl ester 2-methylacrylic acid stearyl ester 2-methylprop-2-enoic acid octadecyl ester 55778-34-2 [RN] 59471-20-4 [RN] EINECS 251-013-5 Methacrylic Acid Octadecyl Ester methacrylic acid stearyl ester Methacrylic acid, octadecyl ester Methacrylic acid, stearyl ester Octadecyl methacrylate (stabilised with MEHQ) Octadecyl methacrylate contains 90 – 150 ppm MEHQ as inhibitor Octadecyl methacrylate, stabilized with MEHQ Octadecylmethacrylate ST5409840 Stearyl Methacrylate (stabilized with MEHQ) STEARYLMETHACRYLATE |
| Molecular Formula | C22H42O2 |
| Molecular Weight | 338.568 |
| InChI | 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 |
| InChI Key | HMZGPNHSPWNGEP-UHFFFAOYSA-N |
| Canonical SMILES | Octadecyl methacrylate |
| Patent Information | ||
| Patent ID | Title | Publication Date |
| JP2016/6032 | COSMETICS HAVING COPOLYMER | 2016 |
| US2011/143622 | FLUORINATED ACRYLATE COMPOSITIONS | 2011 |
| US2008/175809 | Silicone copolymer and cosmetics comprising the same | 2008 |
| US2008/199416 | Use of Anionically and Cationically Ampholytic Copolymers | 2008 |
| US5154920 | Disinfectant polymeric coatings for hard surfaces | 1992 |
Physical Data
| Appearance | Colorless to pale yellow liquid (@30℃) |
| Melting Point, °C |
| 21.1 |
| 18 – 20 |
| 17 |
| Boiling Point, °C | Pressure (Boiling Point), Torr |
| 235 | 10 |
| 175 | 0.5 |
| 195 | 6 |
| Density, g·cm-3 | Reference Temperature, °C | Measurement Temperature, °C |
| 1.14 | 4 | 25 |
| 1.2 | 4 | -190 |
| 1.24 |
| Description (Association (MCS)) | Solvent (Association (MCS)) | Temperature (Association (MCS)), °C | Partner (Association (MCS)) |
| Pressure-surface isotherm | CHCl3 | 21.85 | H2O |
Spectra
| Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) | Solvents (NMR Spectroscopy) | Temperature (NMR Spectroscopy), °C | Frequency (NMR Spectroscopy), MHz |
| Chemical shifts | 1H | chloroform-d1 | 25 | 500 |
| Chemical shifts | 13C | chloroform-d1 | 25 | 125 |
| Chemical shifts | 1H | chloroform-d1 | 300 |
| Description (IR Spectroscopy) | Solvent (IR Spectroscopy) | Temperature (IR Spectroscopy), °C |
| Bands, Spectrum | neat liquid | 15 |
| Bands, Spectrum | neat (no solvent, solid phase) | 15 |
| Bands, Spectrum |
Route of Synthesis (ROS)
Route of Synthesis (ROS) of Stearyl methacrylate (SMA) CAS 32360-05-7
| Conditions | Yield |
| With 10H-phenothiazine; hydroquinone at 110 – 130℃; for 4.5h; Reagent/catalyst; | 96% |
| In toluene at 110 – 120℃; Experimental Procedure General procedure: The initial monomers used in the production of PPDs were alkylmethacrylate (RMC), VA, and N-phenylmethylpropionamide(NPM). Fig. 1 shows their synthetic routines. The RMC monomerswere synthesized by esterification reaction. Methacrylic acid andn-alkyl alcohol at a molar ratio of 1:1.2 were dissolved in toluene,and the reaction was performed at 110 C-120 C for 4 h. The catalystwas p-toluene sulfonic acid (0.1 % by weight), and the polymerizationinhibitor was hydroquinone (0.05 % by weight). Theobtained esterified product was washed with an aqueous NaOHsolution, and finally washed with distilled water to neutrality. Inaddition, the NPM monomers were prepared by acylation reactionof aniline and methacryloyl chloride at a molar ratio of 1.2:1. Thesolvent (N, N-dimethylformamide) and acid binding agent (anhydrouspotassium carbonate) were added and reacted at room temperaturefor 2 h. |
Safety and Hazards
| Pictogram(s) |  |
| Signal | Warning |
| GHS Hazard Statements | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H317 (14.71%): May cause an allergic skin reaction [Warning Sensitization, Skin] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
| Precautionary Statement Codes | P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P313, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Other Data
| Transportation | Stored in a cool, dry place, away from direct sunlight. |
| HS Code | |
| Storage | Stored in a cool, dry place, away from direct sunlight. |
| Shelf Life | 1 year |
| Market Price |
| Druglikeness | |
| Lipinski rules component | |
| Molecular Weight | 338.574 |
| logP | 10.03 |
| HBA | 2 |
| HBD | 0 |
| Matching Lipinski Rules | 3 |
| Veber rules component | |
| Polar Surface Area (PSA) | 26.3 |
| Rotatable Bond (RotB) | 19 |
| Matching Veber Rules | 1 |
| Quantitative Results | ||
| 1 of 74 | Comment (Pharmacological Data) | Bioactivities present |
| Reference | Azo monomer useful in polymerization systems | |
| 2 of 74 | Comment (Pharmacological Data) | Bioactivities present |
| Reference | Viscosity measurement of a photopolymerized monolayer of a linear-chain polymer | |
| 3 of 74 | Comment (Pharmacological Data) | Bioactivities present |
| Reference | Stimuli-responsive amphiphilic (co)polymers via RAFT polymerization | |
| 4 of 74 | Comment (Pharmacological Data) | Bioactivities present |
| Reference | Improved stability of liposome in oil/water emulsion by association of amphiphilic polymer with liposome and its effect on bioactive skin permeation | |
| 5 of 74 | Comment (Pharmacological Data) | Bioactivities present |
| Reference | Analyses of non-steroidal anti-inflammatory drugs by on-line concentration capillary electrochromatography using poly(stearyl methacrylate-divinylbenzene) monolithic columns | |
| 6 of 74 | Comment (Pharmacological Data) | Bioactivities present |
| Reference | PEGylation of fluoridated hydroxyapatite (FAp):Ln3+ nanorods for cell imaging |
| Use Pattern |
| Stearyl methacrylate (SMA) CAS#：32360-05-7 is known as octadecyl methacrylate and commonly used chemical with a wide range of applications. |
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