Conditions | Yield |
---|---|
With 4,4'-methylene-bis-(2,6-di-tert-butylphenol); tetra-n-butylphosphonium chloride In acetone at 115℃; Purification / work up; | 95% |
trimethoxysilane
allyl methacrylate
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
With dihydrogen hexachloroplatinate; 10H-phenothiazine at 85℃; under 1125.11 - 3000.3 Torr; for 4h; Catalytic behavior; Pressure; Autoclave; Inert atmosphere; | 94.3% |
With 4-aminotriphenylamine; 2,6-di-tert-butyl-4-methyl-phenol; acetone; dihydrogen hexachloroplatinate(IV) hexahydrate at 75℃; under 18751.9 Torr; Inert atmosphere; | |
With dihydrogen hexachloroplatinate(IV) hexahydrate In acetylacetone at 105℃; |
tert-butyl methyl ether
3-(trichlorosilyl)propyl 2-methylprop-2-enoate
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
bismuth(III) chloride at 25℃; for 72h; Inert atmosphere; | 92% |
With bismuth(III) chloride at 0 - 20℃; Neat (no solvent); Inert atmosphere; | Ca. 92 %Spectr. |
Conditions | Yield |
---|---|
Stage #1: allyl methacrylate; trichlorosilane With ANTAGE STDP-N; bis(η2:η2-1,3-divinyltetramethyl)platinum(0) at 80℃; Stage #2: methanol Product distribution / selectivity; | 74% |
Stage #1: allyl methacrylate; trichlorosilane With 10-acetyl-10H-phenothiazine; bis(η2:η2-1,3-divinyltetramethyl)platinum(0) at 80℃; Stage #2: methanol Product distribution / selectivity; | 72% |
Stage #1: allyl methacrylate; trichlorosilane With phenothazine oligomer; bis(η2:η2-1,3-divinyltetramethyl)platinum(0) at 80℃; Stage #2: methanol Product distribution / selectivity; | 70% |
Stage #1: allyl methacrylate; trichlorosilane With 10H-phenothiazine; bis(η2:η2-1,3-divinyltetramethyl)platinum(0) at 80℃; Stage #2: methanol Product distribution / selectivity; |
Conditions | Yield |
---|---|
Stage #1: allyl methacrylate With 2,6-di-tert-butyl-4-methyl-phenol; 1,3,5-trimethyl-2,4,6-tris-(3,5-di-tert-butyl-4-hydroxybenzyl)benzene; trichlorosilane; dihydrogen hexachloroplatinate In isopropyl alcohol; toluene Stage #2: methanol With urea In isopropyl alcohol; toluene at 50℃; | 36% |
poly(methacrylic acid)
3-Chloropropyltrimethoxysilan
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
Stage #1: poly(methacrylic acid) With potassium hydroxide In toluene Stage #2: 3-Chloropropyltrimethoxysilan With 4,4'-bismethylene(2,6-di-tert-butylphenol); tetra-n-butylphosphonium chloride In toluene; butanone at 110℃; for 4h; |
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
With 2,6-di-tert-butyl-4-methyl-phenol; bis(dimethyldithiocarbamato)copper(II) at 130 - 160℃; under 5 - 23 Torr; for 3 - 39h; Purification / work up; |
potassium methacrylate
3-Chloropropyltrimethoxysilan
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
With 4,4'-Methylenebis(2,6-di-tert-butylphenol); tetra-n-butylphosphonium chloride In acetone at 115℃; for 4h; |
poly(methacrylic acid)
methacrylic acid methyl ester
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
In ethanol |
sodium methacrylate
3-Chloropropyltrimethoxysilan
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
hexaethylguanidinium chloride at 100℃; for 3h; Product distribution / selectivity; | 88 %Chromat. |
With 4,4'-Methylenebis(2,6-di-tert-butylphenol); hexaethylguanidinium chloride In chlorobenzene; xylene at 100℃; for 5h; Product distribution / selectivity; | 94 %Chromat. |
With 4,4'-Methylenebis(2,6-di-tert-butylphenol); hexaethylguanidinium chloride at 100℃; for 5.5h; Product distribution / selectivity; | 98 %Chromat. |
With 2,6-di-tert-butyl-4-methyl-phenol; 4,4'-Methylenebis(2,6-di-tert-butylphenol); hexaethylguanidinium chloride In 1,2-dichloro-benzene at 100℃; for 4h; Product distribution / selectivity; | 98 %Chromat. |
With 2,6-di-tert-butyl-4-methyl-phenol; 4,4'-Methylenebis(2,6-di-tert-butylphenol); hexaethylguanidinium chloride at 110℃; for 3h; Product distribution / selectivity; | 72.3 %Chromat. |
methanol
3-(trichlorosilyl)propyl 2-methylprop-2-enoate
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
at 22℃; Kinetics; Gas phase; |
[3-(methacryloyloxy)propyl]trimethoxysilane
methacrylic acid methyl ester
terpolymer methyl methacrylate/sodium 4-acryloylaminophenyldiazosulfonate/3-(trimethoxysilyl)propyl methacrylate, monomer ratio: 75/20/5; monomers: methyl methacrylate; sodium 4-acryloylaminophenyldiazosulfonate; 3-(trimethoxysilyl)propyl methacrylate
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In dimethylsulfoxide-d6 at 70℃; for 20h; | 100% |
[3-(methacryloyloxy)propyl]trimethoxysilane
3-methacryloxypropyltris(vinyldimethylsiloxy)silane
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; 2,6-di-tert-butyl-4-methyl-phenol at 80℃; for 1h; Dean-Stark; Inert atmosphere; | 95.4% |
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol at 50℃; for 2.5h; Polymerization; | 94% |
trimethylsilyl acetate
[3-(methacryloyloxy)propyl]trimethoxysilane
3-[3,3,3-trimethyl-1,1-bis[(trimethylsilyl)oxy]disiloxanyl]propyl methacrylate
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; 2,6-di-tert-butyl-4-methyl-phenol at 80℃; for 1h; Dean-Stark; Inert atmosphere; | 93.7% |
Hexamethyldisiloxane
[3-(methacryloyloxy)propyl]trimethoxysilane
C
3-[3,3,3-trimethyl-1,1-bis[(trimethylsilyl)oxy]disiloxanyl]propyl methacrylate
Conditions | Yield |
---|---|
Stage #1: Hexamethyldisiloxane With methanol; sulfuric acid at 5 - 10℃; for 1h; Stage #2: [3-(methacryloyloxy)propyl]trimethoxysilane at 5 - 10℃; for 1.5h; Stage #3: With sulfuric acid; water more than 3 stages; | A n/a B n/a C 93.1% |
Conditions | Yield |
---|---|
With hydrogenchloride In water; acetonitrile addn. of the org. compound to the heteropoly compd. in MeCN/H2O, addn. of aq. HCl, stirring (4 h), evapn. disoln. (H2O), addn. of aq. NaOH to pH5.4; evapn., washing (EtOH; acetone), drying (vac.); elem. anal.; | 90.7% |
[3-(methacryloyloxy)propyl]trimethoxysilane
dicyclohexylsilanediol
Conditions | Yield |
---|---|
Stage #1: [3-(methacryloyloxy)propyl]trimethoxysilane; dicyclohexylsilanediol; tetrabutyl ammonium fluoride In 2-methylpropyl acetate at 20 - 80℃; for 216h; Stage #2: With hydrogenchloride In water at 80℃; for 8h; | 90% |
Hexamethyldisiloxane
[3-(methacryloyloxy)propyl]trimethoxysilane
3-[3,3,3-trimethyl-1,1-bis[(trimethylsilyl)oxy]disiloxanyl]propyl methacrylate
Conditions | Yield |
---|---|
Stage #1: Hexamethyldisiloxane; [3-(methacryloyloxy)propyl]trimethoxysilane With sulfuric acid; acetic acid; trifluorormethanesulfonic acid at -15 - 20℃; Stage #2: With 1,1,1,3,3,3-hexamethyl-disilazane at 20℃; for 2h; Product distribution / selectivity; | 83% |
Stage #1: Hexamethyldisiloxane; [3-(methacryloyloxy)propyl]trimethoxysilane With acetic acid; trifluoroacetic acid at 45℃; for 2h; Stage #2: With acetyl chloride at 45℃; for 0.333333h; Stage #3: With 1,1,1,3,3,3-hexamethyl-disilazane Product distribution / selectivity; | 80% |
Conditions | Yield |
---|---|
With HCl In methanol; water 0.5 equiv. of solid W-compd. was added to Si-compd. (in MeOH/H2O=3:1, v/v, room temp.), stirring for 5 min, pH was adjusted to 1.8 (1 M aq. HCl), stirring for 30 min, ppt. was filtered off, soln. was concd. at 30 °C, excess of Me2NHCl was added; ppt. was filtered off, washed 3 times with EtOH, twice with Et2O, dryingin vac. for 2 h; | 81.6% |
Conditions | Yield |
---|---|
With N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper(I) bromide In methoxybenzene at 70℃; for 3h; | 76% |
Conditions | Yield |
---|---|
With N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper(I) bromide In toluene at 90℃; for 3h; | 73% |
Conditions | Yield |
---|---|
With N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper(I) bromide In methoxybenzene at 70℃; for 3h; | 73% |
trimethylsilan
[3-(methacryloyloxy)propyl]trimethoxysilane
1-(2-(Trimethoxysilyl)propyl)-1-(trimethylsiloxy)-2-methylprop-1-ene
Conditions | Yield |
---|---|
With 2,6-di-tert-butyl-4-methyl-phenol; rhodium(III) chloride In tetrahydrofuran at 40 - 50℃; | 66% |
1,3,5,7,9,11,14-heptaphenyltricyclo[7.3.3.1(5,11)]heptasiloxane-endo-3,7,14-triol
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
Stage #1: 1,3,5,7,9,11,14-heptaphenyltricyclo[7.3.3.1(5,11)]heptasiloxane-endo-3,7,14-triol In tetrahydrofuran at -20℃; for 0.25h; Stage #2: [3-(methacryloyloxy)propyl]trimethoxysilane In tetrahydrofuran at -20 - 20℃; for 168h; | 48.4% |
tris(triphenylphosphine)ruthenium(II) chloride
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
Stage #1: [3-(methacryloyloxy)propyl]trimethoxysilane With triethylamine In tetrahydrofuran; water at 20℃; for 0.5h; Stage #2: tris(triphenylphosphine)ruthenium(II) chloride In tetrahydrofuran; water for 2h; Reflux; | 47% |
[3-(methacryloyloxy)propyl]trimethoxysilane
polysilane-methacryloxypropyltrimethoxysilane copolymers, Mn: 9.3E3, Mw: 16.6E3; Monomer(s): methylphenyldichlorosilane; 3-methacryloxypropyltrimethoxysilane
Conditions | Yield |
---|---|
In toluene for 0.1h; Polymerization; UV-irradiation; | 45% |
[3-(methacryloyloxy)propyl]trimethoxysilane
polysilane-methacryloxypropyltrimethoxysilane copolymers, Mn: 11.6E3, Mw: 19.4E3; Monomer(s): methylphenyldichlorosilane; 3-methacryloxypropyltrimethoxysilane
Conditions | Yield |
---|---|
In toluene for 0.1h; Polymerization; UV-irradiation; | 36% |
[3-(methacryloyloxy)propyl]trimethoxysilane
polysilane-methacryloxypropyltrimethoxysilane copolymers, Mn: 12.6E3, Mw: 24.3E3; Monomer(s): methylphenyldichlorosilane; 3-methacryloxypropyltrimethoxysilane
Conditions | Yield |
---|---|
In toluene for 0.1h; Polymerization; UV-irradiation; | 36% |
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
With dibenzoyl peroxide In toluene for 20h; Polymerization; UV-irradiation; | 0.47 g |
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
In toluene Polymerization; Irradiation; |
tetramethylorthosilicate
[3-(methacryloyloxy)propyl]trimethoxysilane
methacrylic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: [3-(methacryloyloxy)propyl]trimethoxysilane; methacrylic acid methyl ester With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran at 60℃; Stage #2: tetramethylorthosilicate With hydrogenchloride In tetrahydrofuran at 20℃; |
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
In water for 2.5h; pH=6; Product distribution; Further Variations:; pH-values; Reaction partners; time; |
[3-(methacryloyloxy)propyl]trimethoxysilane
Conditions | Yield |
---|---|
In water for 2.5h; pH=6; |
Molecule structure of 3-Methacryloxypropyltrimethoxysilane (CAS NO.2530-85-0):
IUPAC Name: 3-Trimethoxysilylpropyl 2-methylprop-2-enoate
Molecular Weight: 248.3483 g/mol
Molecular Formula: C10H20O5Si
Density: 1.006 g/cm3
Melting Point: <-50 °C
Boiling Point: 258.7 °C at 760 mmHg
Flash Point: 92.2 °C
Index of Refraction: 1.429
Molar Refractivity: 63.67 cm3
Molar Volume: 246.8 cm3
Surface Tension: 26.1 dyne/cm
Enthalpy of Vaporization: 49.64 kJ/mol
Vapour Pressure: 0.0135 mmHg at 25 °C
Storage Temp.: 2-8 °C
Sensitive: moisture sensitive
H-Bond Acceptor: 5
Rotatable Bond Count: 9
Exact Mass: 248.108
MonoIsotopic Mass: 248.108
Topological Polar Surface Area: 54
Heavy Atom Count: 16
Canonical SMILES: CC(=C)C(=O)OCCC[Si](OC)(OC)OC
InChI: InChI=1S/C10H20O5Si/c1-9(2)10(11)15-7-6-8-16(12-3,13-4)14-5/h1,6-8H2,2-5H3
InChIKey: XDLMVUHYZWKMMD-UHFFFAOYSA-N
EINECS: 219-785-8
Product Categories: Industrial/Fine Chemicals; Acrylate; monomer; Chloroalkylsilanes, etc. (Silane Coupling Agents); Functional Materials; Si (Classes of Silicon Compounds); Silane Coupling Agents; Si-O Compounds; Trialkoxysilanes; Vinylsilanes, Allylsilanes; Adhesion Promoters; Coupling Agents; Dispersing Agents; Methacrylate Silanes; Surface Modifiers
3-Methacryloxypropyltrimethoxysilane (CAS NO.2530-85-0) is used for improving the surface's adhesive properties of organic materials and inorganic materials, such as fiberglass in the glass steel, plastics, rubber, paint and coatings. It is also used for the bonding agent to increase bonding properties.
1. | skn-rbt 500 mg/24H MOD | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,220. | ||
2. | eye-rbt 500 mg/24H MLD | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,220. |
Reported in EPA TSCA Inventory.
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-28-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28:After contact with skin, wash immediately with plenty of soap-suds.
S37/39:Wear suitable gloves and eye/face protection.
RIDADR: 3082
WGK Germany: 1
RTECS: UC0230000
F: 4.4-8-21
TSCA: Yes
A skin and eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.
3-Methacryloxypropyltrimethoxysilane (CAS NO.2530-85-0) is also named as (3-(Methacryloxy)propyl)trimethoxysilane ; 1-Propanol, 3-(trimethoxysilyl)-, methacrylate ; 2-Propenoic acid, 2-methyl-, 3-(trimethoxysilyl)propyl ester ; 3-(Trimethoxysilyl)-1-propanol methacrylate ; 3-(Trimethoxysilyl)propyl methacrylate ; 3-Methacryloyloxypropyl-trimethoxysilane ; A 174 ; BRN 1952435 ; Dynasylan MEMO ; HSDB 5468 ; KBM 503 ; KDM 503 ; KH 570 ; M 8550 ; Methacrylic acid, 3-(trimethoxysilyl)propyl ester ; Methacryloyloxypropyltrimethoxysilane ; Mops-M ; NSC 93591 ; NUCA 174 ; Q 174 ; Silane adduct, allyl methacrylate trimethoxy- ; Silane, (3-hydroxypropyl)trimethoxy-, methacrylate ; Silane, 3-methacryloxypropyltrimethoxy- ; Silicone A-174 ; Silicone a-174 ; Trimethoxysilyl-3-propylester kyseliny methakrylove ; Trimethoxysilyl-3-propylester kyseliny methakrylove [Czech] ; Trimethoxysilylpropyl methacrylate ; Union carbide A-174 ; Union carbide a-174 ; Z 6030 ; alpha-Methylacryloxypropyltrimethoxysilane . 3-Methacryloxypropyltrimethoxysilane (CAS NO.2530-85-0) is colorless transparent liquid.
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