Stearyl methacrylate (SMA) CAS#: 32360-05-7; 凯望编码 (ChemWhat Code): 1411471

IdentificationPhysical DataSpectra
Route of Synthesis (ROS)Safety and HazardsOther Data

Identification

英文名Stearyl methacrylate (SMA)
分子结构
CAS编号 32360-05-7
EINECS Number251-013-5
MDL NumberMFCD00026683
别名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
分子式C22H42O2
分子量338.568
InChIInChI=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 KeyHMZGPNHSPWNGEP-UHFFFAOYSA-N
Canonical SMILESOctadecyl methacrylate
Patent Information
Patent IDTitlePublication Date
JP2016/6032COSMETICS HAVING COPOLYMER2016
 US2011/143622FLUORINATED ACRYLATE COMPOSITIONS2011
US2008/175809Silicone copolymer and cosmetics comprising the same2008
US2008/199416Use of Anionically and Cationically Ampholytic Copolymers2008
US5154920Disinfectant polymeric coatings for hard surfaces1992

Physical Data

AppearanceColorless to pale yellow liquid (@30℃)
Melting Point, °C
21.1
18 – 20
17
Boiling Point, °CPressure (Boiling Point), Torr
23510
1750.5
1956
Density, g·cm-3Reference Temperature, °CMeasurement Temperature, °C
1.14425
1.24-190
1.24
Description (Association (MCS))Solvent (Association (MCS))Temperature (Association (MCS)), °CPartner (Association (MCS))
Pressure-surface isothermCHCl321.85H2O

Spectra

Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)Temperature (NMR Spectroscopy), °C Frequency (NMR Spectroscopy), MHz
Chemical shifts1Hchloroform-d125500
Chemical shifts13Cchloroform-d125125
Chemical shifts1Hchloroform-d1300
Description (IR Spectroscopy)Solvent (IR Spectroscopy)Temperature (IR Spectroscopy), °C
Bands, Spectrumneat liquid15
Bands, Spectrumneat (no solvent, solid phase)15
Bands, Spectrum

Route of Synthesis (ROS)

Route of Synthesis (ROS) of Stearyl methacrylate (SMA) CAS 32360-05-7

ConditionsYield
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)exclamation-mark
SignalWarning
GHS Hazard StatementsH315 (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 CodesP261, 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

TransportationStored in a cool, dry place, away from direct sunlight.
HS Code
StorageStored in a cool, dry place, away from direct sunlight.
Shelf Life1 year
Market Price
Druglikeness
Lipinski rules component
分子量338.574
logP10.03
HBA2
HBD0
Matching Lipinski Rules3
Veber rules component
Polar Surface Area (PSA)26.3
Rotatable Bond (RotB)19
Matching Veber Rules1
Quantitative Results
1 of 74Comment (Pharmacological Data)Bioactivities present
ReferenceAzo monomer useful in polymerization systems
2 of 74Comment (Pharmacological Data)Bioactivities present
ReferenceViscosity measurement of a photopolymerized monolayer of a linear-chain polymer
3 of 74Comment (Pharmacological Data)Bioactivities present
ReferenceStimuli-responsive amphiphilic (co)polymers via RAFT polymerization
4 of 74Comment (Pharmacological Data)Bioactivities present
ReferenceImproved stability of liposome in oil/water emulsion by association of amphiphilic polymer with liposome and its effect on bioactive skin permeation
5 of 74Comment (Pharmacological Data)Bioactivities present
ReferenceAnalyses of non-steroidal anti-inflammatory drugs by on-line concentration capillary electrochromatography using poly(stearyl methacrylate-divinylbenzene) monolithic columns
6 of 74Comment (Pharmacological Data)Bioactivities present
ReferencePEGylation 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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