Product Name

  • Name

    TRIMETHYLSILYL METHACRYLATE

  • EINECS
  • CAS No. 13688-56-7
  • Article Data15
  • CAS DataBase
  • Density 0.888 g/cm3
  • Solubility
  • Melting Point
  • Formula C7H14O2Si
  • Boiling Point 146.824 °C at 760 mmHg
  • Molecular Weight 158.272
  • Flash Point 30.079 °C
  • Transport Information
  • Appearance clear slightly yellow liquid
  • Safety 22-26-36/37
  • Risk Codes 10-36/37/38-42/43
  • Molecular Structure Molecular Structure of 13688-56-7 (TRIMETHYLSILYL METHACRYLATE)
  • Hazard Symbols HarmfulXn
  • Synonyms Methacrylic acid,trimethylsilyl ester (7CI,8CI);Silanol, trimethyl-, methacrylate (6CI);T3633;Trimethylsilyl 2-methylacrylate;
  • PSA 26.30000
  • LogP 1.94060

Synthetic route

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

heptamethyltrisiloxane

heptamethyltrisiloxane

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate; 4-methoxy-phenol In tetrahydrofuran for 0.75h; Green chemistry;90.1%
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

N,N'-bis(trimethylsilyl)urea
18297-63-7

N,N'-bis(trimethylsilyl)urea

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

Conditions
ConditionsYield
In dichloromethane at 40℃; for 2h;80%
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

Conditions
ConditionsYield
With ammonium sulfate at 120℃;56%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

Conditions
ConditionsYield
With N,N-diethylaniline
With 1-methyl-1H-imidazole at 45 - 90℃; for 3.75h; Product distribution / selectivity; Inert atmosphere; Industry scale;99 %Chromat.
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

sodium methacrylate
5536-61-8

sodium methacrylate

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

Conditions
ConditionsYield
With hydroquinone In benzene
3-(trimethylsilyl)-2-oxazolidinone
43112-38-5

3-(trimethylsilyl)-2-oxazolidinone

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.5h; Ambient temperature;
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

Conditions
ConditionsYield
With hydroquinone for 3h; Heating;
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

trimethylsilyl acetate
2754-27-0

trimethylsilyl acetate

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

Conditions
ConditionsYield
In hexane
trityl fluoride
427-36-1

trityl fluoride

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

A

trimethylsilyl fluoride
420-56-4

trimethylsilyl fluoride

B

2-methylacrylic acid trityl ester
19302-93-3

2-methylacrylic acid trityl ester

Conditions
ConditionsYield
With silicon tetrafluoride In acetonitrile at 14℃; for 6h;A n/a
B 94%
trimethylsilan
993-07-7

trimethylsilan

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

1,1-bis(trimethylsiloxy)-2-methylprop-1-ene
31469-25-7

1,1-bis(trimethylsiloxy)-2-methylprop-1-ene

Conditions
ConditionsYield
With 2,6-di-tert-butyl-4-methyl-phenol; rhodium(III) chloride In tetrahydrofuran at 40 - 50℃;78%
trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

dichloro(fluoro)(phenyl)silane
368-44-5

dichloro(fluoro)(phenyl)silane

PhSiF[OC(O)CCH3=CH2]2
1357518-85-4

PhSiF[OC(O)CCH3=CH2]2

Conditions
ConditionsYield
at 20℃; for 7 - 8h;75.1%
trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

chloro(difluoro)(phenyl)silane
368-45-6

chloro(difluoro)(phenyl)silane

PhSiF2OC(O)C(CH3)=CH2
1357518-67-2

PhSiF2OC(O)C(CH3)=CH2

Conditions
ConditionsYield
at 20℃; for 0.25 - 0.5h;74%
trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

trimethylsilyl triphenyl methyl ether
50653-07-1

trimethylsilyl triphenyl methyl ether

A

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

B

2-methylacrylic acid trityl ester
19302-93-3

2-methylacrylic acid trityl ester

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃; for 6h;A n/a
B 73%
trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

trimethylsilyl triphenyl methyl ether
50653-07-1

trimethylsilyl triphenyl methyl ether

2-methylacrylic acid trityl ester
19302-93-3

2-methylacrylic acid trityl ester

Conditions
ConditionsYield
trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃; for 6h;73%
chlorotrimethoxysilane
4668-00-2

chlorotrimethoxysilane

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

trimethoxysilyl methacrylate
27719-42-2

trimethoxysilyl methacrylate

Conditions
ConditionsYield
at 20℃; for 8h;A n/a
B 62%
trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

dichloro(fluoro)(phenyl)silane
368-44-5

dichloro(fluoro)(phenyl)silane

PhSiFClOC(O)C(CH3)=CH2
1344680-46-1

PhSiFClOC(O)C(CH3)=CH2

Conditions
ConditionsYield
at 20℃; for 0.25 - 0.5h;58.7%
triethylsilane
617-86-7

triethylsilane

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

2-methyl-1-triethylsiloxy-1-trimethylsiloxy-propene

2-methyl-1-triethylsiloxy-1-trimethylsiloxy-propene

Conditions
ConditionsYield
Stage #1: triethylsilane With 1,3,5-trimethyl-2,4,6-tris-(3,5-di-tert-butyl-4-hydroxybenzyl)benzene; tris(pentafluorophenyl)borate at 20℃; for 0.25h; Neat (no solvent);
Stage #2: trimethylsilyl methacrylate at 4.5 - 8℃; for 4h; Neat (no solvent); Cooling with ice water;
Stage #3: trimethylsilyl methacrylate With triethylamine; tris(pentafluorophenyl)borate more than 3 stages;
49.2%
1H-indole-5-carbonitrile
15861-24-2

1H-indole-5-carbonitrile

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

C13H10N2O

C13H10N2O

Conditions
ConditionsYield
Stage #1: trimethylsilyl methacrylate With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 3h;
Stage #2: 1H-indole-5-carbonitrile With tetrabutyl ammonium fluoride; sodium hydroxide In dichloromethane
17%
trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

1-Phenyl-7,7-dihexyl-8,8-dimethyl-7,8-disilabicyclo[2.2.2]octa-2,5-diene

1-Phenyl-7,7-dihexyl-8,8-dimethyl-7,8-disilabicyclo[2.2.2]octa-2,5-diene

Poly(1,1-dimethyl-2,2-dihexyldisilene)-b-poly(methacrylic acid); Mn=2.4 E4

Poly(1,1-dimethyl-2,2-dihexyldisilene)-b-poly(methacrylic acid); Mn=2.4 E4

Conditions
ConditionsYield
Stage #1: 1-Phenyl-7,7-dihexyl-8,8-dimethyl-7,8-disilabicyclo[2.2.2]octa-2,5-diene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Polymerization;
Stage #2: trimethylsilyl methacrylate In tetrahydrofuran; hexane at -78℃; for 2h; Polymerization;
Stage #3: With hydrogenchloride In tetrahydrofuran; hexane Hydrolysis;
15.2%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

β--isobuttersaeure-trimethylsilylester
13688-53-4

β--isobuttersaeure-trimethylsilylester

Conditions
ConditionsYield
dihydrogen hexachloroplatinate In isopropyl alcohol Heating;
dimethylethylsilane
758-21-4

dimethylethylsilane

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

C11H26O2Si2
13688-85-2

C11H26O2Si2

(3-chloropropyl)dimethylsilane
18157-31-8

(3-chloropropyl)dimethylsilane

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

C12H27ClO2Si2
38110-03-1

C12H27ClO2Si2

Conditions
ConditionsYield
dihydrogen hexachloroplatinate
diethoxymethylane
2031-62-1

diethoxymethylane

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

2-Methyl-3-(diethoxy-methylsilyl)-propionsaeure-trimethylsilylester
23416-03-7

2-Methyl-3-(diethoxy-methylsilyl)-propionsaeure-trimethylsilylester

Conditions
ConditionsYield
dihydrogen hexachloroplatinate In isopropyl alcohol at 180℃;
ethyldiethoxysilane
13175-88-7

ethyldiethoxysilane

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

2-Methyl-3-(diethoxy-ethylsilyl)-propionsaeure-trimethylsilylester
23416-04-8

2-Methyl-3-(diethoxy-ethylsilyl)-propionsaeure-trimethylsilylester

Conditions
ConditionsYield
dihydrogen hexachloroplatinate In isopropyl alcohol at 180℃;
Triethoxysilane
998-30-1

Triethoxysilane

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

2-Methyl-3-triethoxysilyl-propionsaeure-trimethylsilylester
23416-05-9

2-Methyl-3-triethoxysilyl-propionsaeure-trimethylsilylester

Conditions
ConditionsYield
dihydrogen hexachloroplatinate In isopropyl alcohol at 180℃;
1,1,1,3,5,5,5-heptamethyltrisiloxan
1873-88-7

1,1,1,3,5,5,5-heptamethyltrisiloxan

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

C14H36O4Si4
63672-03-7

C14H36O4Si4

Conditions
ConditionsYield
With dihydrogen hexachloroplatinate In isopropyl alcohol
trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

methacrylic acid bromide
6997-65-5

methacrylic acid bromide

Conditions
ConditionsYield
With dibromotriphenylphosphorane In dichloromethane at 15℃; for 0.166667h;
trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

4,4'-dicyano-4,4'-azo-di-valeric acid
2638-94-0

4,4'-dicyano-4,4'-azo-di-valeric acid

polymer, obtained by radical polymerization trimethylsilyl methacrylate using 4,4'-azobis(4-cyanopentanoic acid) as an initiator

polymer, obtained by radical polymerization trimethylsilyl methacrylate using 4,4'-azobis(4-cyanopentanoic acid) as an initiator

Conditions
ConditionsYield
In 1,4-dioxane at 60℃; for 18h;
divinyl benzene

divinyl benzene

acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

trimethylsilyl methacrylate
13688-56-7

trimethylsilyl methacrylate

poly(butyl acrylate-co-divinyl benzene-co-trimethylsilyl methacrylate)

poly(butyl acrylate-co-divinyl benzene-co-trimethylsilyl methacrylate)

Trimethylsilyl methacrylate Specification

The 2-Propenoic acid,2-methyl-, trimethylsilyl ester is an organic compound with the formula C7H14O2Si. The IUPAC name of this chemical is trimethylsilyl 2-methylprop-2-enoate. With the CAS registry number 13688-56-7, it is also named as Trimethylsilyl-2-methylacrylat.

Physical properties about 2-Propenoic acid,2-methyl-, trimethylsilyl ester are: (1)ACD/LogP: 2.39; (2)ACD/LogD (pH 5.5): 2.39; (3)ACD/LogD (pH 7.4): 2.39; (4)ACD/BCF (pH 5.5): 38.32; (5)ACD/BCF (pH 7.4): 38.32; (6)ACD/KOC (pH 5.5): 473.14; (7)ACD/KOC (pH 7.4): 473.14; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 26.3 Å2; (11)Index of Refraction: 1.414; (12)Molar Refractivity: 44.53 cm3; (13)Molar Volume: 178.1 cm3; (14)Polarizability: 17.65×10-24cm3; (15)Surface Tension: 20.6 dyne/cm; (16)Density: 0.888 g/cm3; (17)Flash Point: 30.1 °C; (18)Enthalpy of Vaporization: 38.38 kJ/mol; (19)Boiling Point: 146.8 °C at 760 mmHg; (20)Vapour Pressure: 4.55 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O[Si](C)(C)C)\C(=C)C
(2)InChI: InChI=1/C7H14O2Si/c1-6(2)7(8)9-10(3,4)5/h1H2,2-5H3
(3)InChIKey: PGQNYIRJCLTTOJ-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C7H14O2Si/c1-6(2)7(8)9-10(3,4)5/h1H2,2-5H3
(5)Std. InChIKey: PGQNYIRJCLTTOJ-UHFFFAOYSA-N

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