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Basic Information
CAS No.: 2530-85-0
Name: 3-Methacryloxypropyltrimethoxysilane
Molecular Structure:
Molecular Structure of 2530-85-0 (3-Methacryloxypropyltrimethoxysilane)
Formula: C10H20O5Si
Molecular Weight: 248.351
Synonyms: Methacrylicacid, 3-(trimethoxysilyl)propyl ester (8CI);(3-Methacryloxypropyl)trimethoxysilane;2-Methyl-2-propenoic acid 3-(trimethoxysilyl)propyl ester;A 174 (coupling agent);AZ6167;U 511;Unisilan 511;Z 6530;γ-Methacryloxypropyltrimethoxysilane;Dynasylan MEMO-E;Geniosil GF 31;KBM 503;KBM 508;KH 570;LS 3380;M 8550KG;MOPS-M;NUCA 174;Prosil 248;
EINECS: 219-785-8
Density: 1.006 g/cm3
Melting Point: <-50 °C
Boiling Point: 258.7 °C at 760 mmHg
Flash Point: 92 °C
Solubility: Miscible with water.
Appearance: colorless transparent liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-28-37/39
PSA: 53.99000
LogP: 1.37390
Synthetic route

3-chloropropyltrimethoxysilane

6900-35-2

potassium methacrylate

2530-85-0

[3-(methacryloyloxy)propyl]trimethoxysilane

Conditions
ConditionsYield
With 4,4'-methylene-bis-(2,6-di-tert-butylphenol); tetra-n-butylphosphonium chloride In acetone at 115℃; Purification / work up;95%
2487-90-3

trimethoxysilane

96-05-9

allyl methacrylate

2530-85-0

[3-(methacryloyloxy)propyl]trimethoxysilane

Conditions
ConditionsYield
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℃;
1634-04-4

tert-butyl methyl ether

7351-61-3

3-(trichlorosilyl)propyl 2-methylprop-2-enoate

2530-85-0

[3-(methacryloyloxy)propyl]trimethoxysilane

Conditions
ConditionsYield
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.
67-56-1

methanol

10025-78-2

trichlorosilane

2530-85-0

[3-(methacryloyloxy)propyl]trimethoxysilane

Conditions
ConditionsYield
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;
67-56-1

methanol

96-05-9

allyl methacrylate

2530-85-0

[3-(methacryloyloxy)propyl]trimethoxysilane

Conditions
ConditionsYield
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%
79-41-4

poly(methacrylic acid)

2530-87-2

3-Chloropropyltrimethoxysilan

2530-85-0

[3-(methacryloyloxy)propyl]trimethoxysilane

Conditions
ConditionsYield
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;
Reaxys ID: 11464821

Reaxys ID: 11464821

2530-85-0

[3-(methacryloyloxy)propyl]trimethoxysilane

Conditions
ConditionsYield
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;
6900-35-2

potassium methacrylate

2530-87-2

3-Chloropropyltrimethoxysilan

2530-85-0

[3-(methacryloyloxy)propyl]trimethoxysilane

Conditions
ConditionsYield
With 4,4'-Methylenebis(2,6-di-tert-butylphenol); tetra-n-butylphosphonium chloride In acetone at 115℃; for 4h;
79-41-4

poly(methacrylic acid)

80-62-6

methacrylic acid methyl ester

2530-85-0

[3-(methacryloyloxy)propyl]trimethoxysilane

Conditions
ConditionsYield
In ethanol
5536-61-8

sodium methacrylate

2530-87-2

3-Chloropropyltrimethoxysilan

2530-85-0

[3-(methacryloyloxy)propyl]trimethoxysilane

Conditions
ConditionsYield
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.
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Chemistry

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

Uses

 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.

Toxicity Data With Reference

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.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Hazard Codes: IrritantXi
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.

Specification

 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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