Product Name

  • Name

    tert-Butyl methacrylate

  • EINECS 209-548-7
  • CAS No. 585-07-9
  • Article Data25
  • CAS DataBase
  • Density 0.875 g/cm3
  • Solubility insoluble in water
  • Melting Point -60 °C
  • Formula C8H14O2
  • Boiling Point 156.9 °C at 760 mmHg
  • Molecular Weight 142.198
  • Flash Point 41.1 °C
  • Transport Information UN 3272
  • Appearance colorless liquid with an ester like odor
  • Safety 16
  • Risk Codes 10
  • Molecular Structure Molecular Structure of 585-07-9 (tert-Butyl methacrylate)
  • Hazard Symbols R10:;
  • Synonyms Methacrylicacid, tert-butyl ester (6CI,7CI,8CI);1,1-Dimethylethyl methacrylate;AcryesterTB;Acryester TBMA;Light Ester TB;NSC 20957;tert-Butyl 2-methylacrylate;tert-Butyl 2-methylpropenoate;tert-Butyl alcohol methacrylate;tert-Butylmethacrylate;tert-Butyl a-methacrylate;
  • PSA 26.30000
  • LogP 1.90420

Synthetic route

tert-butyl bromoisobutyrate
23877-12-5

tert-butyl bromoisobutyrate

methyl 5-chloro-2,4-dihydroxybenzoate
67828-69-7

methyl 5-chloro-2,4-dihydroxybenzoate

A

4-(1-tert-butoxycarbonyl-1-methylethoxy)-5-chloro-2-hydroxybenzoic acid methyl ester
1003567-14-3

4-(1-tert-butoxycarbonyl-1-methylethoxy)-5-chloro-2-hydroxybenzoic acid methyl ester

B

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

Conditions
ConditionsYield
Stage #1: tert-butyl bromoisobutyrate; methyl 5-chloro-2,4-dihydroxybenzoate With tetrabutylammomium bromide; potassium carbonate In 1-methyl-pyrrolidin-2-one at 60 - 65℃; for 16h;
Stage #2: With hydrogenchloride In 1-methyl-pyrrolidin-2-one; water pH=~ 4;
A 72.2%
B n/a
Stage #1: tert-butyl bromoisobutyrate; methyl 5-chloro-2,4-dihydroxybenzoate With potassium carbonate; tetrabutylammomium bromide In 1-methyl-pyrrolidin-2-one at 60 - 65℃; for 16h;
Stage #2: With hydrogenchloride In 1-methyl-pyrrolidin-2-one; water pH=~ 4;
A 72.2%
B n/a
With tetrabutylammomium bromide; potassium carbonate In 1-methyl-pyrrolidin-2-one at 60 - 65℃; for 16h;A 72.2%
B n/a
sodium t-butanolate
865-48-5

sodium t-butanolate

Methacryloyl chloride
920-46-7

Methacryloyl chloride

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

Conditions
ConditionsYield
With Petroleum ether; tert-butyl alcohol
Methacryloyl chloride
920-46-7

Methacryloyl chloride

tert-butyl alcohol
75-65-0

tert-butyl alcohol

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

Conditions
ConditionsYield
With pyridine
With pyridine
Methacryloyl chloride
920-46-7

Methacryloyl chloride

magnesium bromide-tert-butylate

magnesium bromide-tert-butylate

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

Conditions
ConditionsYield
With diethyl ether; hydroquinone
1,2-propanediene
463-49-0

1,2-propanediene

carbon monoxide
201230-82-2

carbon monoxide

tert-butyl alcohol
75-65-0

tert-butyl alcohol

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

Conditions
ConditionsYield
dodecacarbonyl-triangulo-triruthenium at 80℃; under 22800 Torr; for 5h;36 % Chromat.
C15H21O4S
529495-12-3

C15H21O4S

A

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

B

toluene-4-sulfinyloxyl
19646-38-9

toluene-4-sulfinyloxyl

Conditions
ConditionsYield
With pentamethylbenzene, at 19.85℃; Kinetics;
isobutene
115-11-7

isobutene

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

isobutene
115-11-7

isobutene

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

2-methylpropenal
78-85-3

2-methylpropenal

tert-butyl alcohol
75-65-0

tert-butyl alcohol

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

Conditions
ConditionsYield
Stage #1: 2-methylpropenal With tert-butylhypochlorite In tetrachloromethane at 20 - 50℃; for 5.5 - 6.5h;
Stage #2: tert-butyl alcohol With triethylamine In tetrachloromethane at 0 - 20℃; for 19.5h;
2-{N-tert-butyl-N-[1-(diethyl-phosphoryl)-2,2-dimethyl-propyl]-aminooxy}-2-methyl-propionic acid tert-butyl ester

2-{N-tert-butyl-N-[1-(diethyl-phosphoryl)-2,2-dimethyl-propyl]-aminooxy}-2-methyl-propionic acid tert-butyl ester

A

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

B

Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

C

C18H38NO6P
1431319-34-4

C18H38NO6P

D

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)aminoxyl
188526-94-5

N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2,2-dimethylpropyl)aminoxyl

Conditions
ConditionsYield
under 7.50075E-06 Torr; Kinetics;
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

tert-butyl alcohol
75-65-0

tert-butyl alcohol

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;
methacryloyl anhydride
760-93-0

methacryloyl anhydride

tert-butyl alcohol
75-65-0

tert-butyl alcohol

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

Conditions
ConditionsYield
With tempol; 2,4-dimethyl-6-tert-butylphenol; 4-methoxy-phenol; magnesium bromide at 90℃; for 6h; Reagent/catalyst;
t-butyl pyruvate
76849-54-2

t-butyl pyruvate

Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

Conditions
ConditionsYield
Stage #1: Methyltriphenylphosphonium bromide With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 2h;
Stage #2: t-butyl pyruvate In tetrahydrofuran; mineral oil at 0 - 20℃;
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

2-[2-[(tert-butyldimethylsilyl)oxy]ethoxy]ethyl methacrylate
495417-67-9

2-[2-[(tert-butyldimethylsilyl)oxy]ethoxy]ethyl methacrylate

block-copoly{2-[2-[(tert-butyldimethylsilyl)oxy]ethoxy]ethyl methacrylate/tert-butyl methacrylate}, anionic polymerization, Mn = 18E3, Mw/Mn = 1.03; Monomer(s): 2-[2-[(tert-butyldimethylsilyl)oxy]ethoxy]ethyl methacrylate; tert-butyl methacrylate

block-copoly{2-[2-[(tert-butyldimethylsilyl)oxy]ethoxy]ethyl methacrylate/tert-butyl methacrylate}, anionic polymerization, Mn = 18E3, Mw/Mn = 1.03; Monomer(s): 2-[2-[(tert-butyldimethylsilyl)oxy]ethoxy]ethyl methacrylate; tert-butyl methacrylate

Conditions
ConditionsYield
Stage #1: 2-[2-[(tert-butyldimethylsilyl)oxy]ethoxy]ethyl methacrylate With diethylzinc; (diphenylmethyl)potassium In tetrahydrofuran at -78℃; for 2h;
Stage #2: tert-Butyl methacrylate In tetrahydrofuran at -78℃; for 1h;
100%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

2-[2-[2-[(tert-butyldimethylsilyl)oxy]ethoxy]ethoxy]ethyl methacrylate
495417-68-0

2-[2-[2-[(tert-butyldimethylsilyl)oxy]ethoxy]ethoxy]ethyl methacrylate

block-copoly{2-[2-[2-[(t-butyldimethylsilyl)oxy]ethoxy]ethoxy]ethyl methacrylate/tert-butyl methacrylate}, Mn = 9.0E3, Mw/Mn = 1.03; Monomer(s): 2-[2-[2-[(t-butyldimethylsilyl)oxy]ethoxy]ethoxy]ethyl methacrylate; tert-butyl methacrylate

block-copoly{2-[2-[2-[(t-butyldimethylsilyl)oxy]ethoxy]ethoxy]ethyl methacrylate/tert-butyl methacrylate}, Mn = 9.0E3, Mw/Mn = 1.03; Monomer(s): 2-[2-[2-[(t-butyldimethylsilyl)oxy]ethoxy]ethoxy]ethyl methacrylate; tert-butyl methacrylate

Conditions
ConditionsYield
Stage #1: 2-[2-[2-[(tert-butyldimethylsilyl)oxy]ethoxy]ethoxy]ethyl methacrylate With diethylzinc; (diphenylmethyl)potassium In tetrahydrofuran at -78℃; for 3h;
Stage #2: tert-Butyl methacrylate In tetrahydrofuran at -78℃; for 1h;
100%
poly(methyl methacrylate), 1,1-bis[3-(bromomethyl)phenyl]ethyl-terminated, Mn 1.23E4 Da by SEC, Mn 1.35E4 Da by osmometry, Mw/Mn 1.04; monomer(s): methyl methacrylate; 1,1-bis[3-(tert-butyldimethylsilyloxymethyl)phenyl]ethylene

poly(methyl methacrylate), 1,1-bis[3-(bromomethyl)phenyl]ethyl-terminated, Mn 1.23E4 Da by SEC, Mn 1.35E4 Da by osmometry, Mw/Mn 1.04; monomer(s): methyl methacrylate; 1,1-bis[3-(tert-butyldimethylsilyloxymethyl)phenyl]ethylene

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

poly[(methyl methacrylate)-b-(tert-butyl methacrylate)], asymmetric star-branched, 3-arm, Mw 3.33E4 Da, Mw/Mn 1.02; monomer(s): methyl methacrylate; 1,1-bis[3-(tert-butyldimethylsilyloxymethyl)phenyl]ethylene; tert-butyl methacrylate

poly[(methyl methacrylate)-b-(tert-butyl methacrylate)], asymmetric star-branched, 3-arm, Mw 3.33E4 Da, Mw/Mn 1.02; monomer(s): methyl methacrylate; 1,1-bis[3-(tert-butyldimethylsilyloxymethyl)phenyl]ethylene; tert-butyl methacrylate

Conditions
ConditionsYield
Stage #1: tert-Butyl methacrylate With (diphenylmethyl)potassium In tetrahydrofuran
Stage #2: poly(methyl methacrylate), 1,1-bis[3-(bromomethyl)phenyl]ethyl-terminated, Mn 1.23E4 Da by SEC, Mn 1.35E4 Da by osmometry, Mw/Mn 1.04; monomer(s): methyl methacrylate; 1,1-bis[3-(tert-butyldimethylsilyloxymethyl)phenyl]ethylene In tetrahydrofuran at -78℃; for 1h;
100%
poly(methyl methacrylate), with 3,97 3-(bromomethyl)phenyl end groups, Mn 1.24E4 Da by SEC, Mn 1.32E4 by osmometry, Mn 1.36E4 Da by NMR, Mw/Mn 1.03; monomer(s): methyl methacrylate; 1,1-bis[3-(tert-butyldimethylsilyloxymethyl)phenyl]ethylene

poly(methyl methacrylate), with 3,97 3-(bromomethyl)phenyl end groups, Mn 1.24E4 Da by SEC, Mn 1.32E4 by osmometry, Mn 1.36E4 Da by NMR, Mw/Mn 1.03; monomer(s): methyl methacrylate; 1,1-bis[3-(tert-butyldimethylsilyloxymethyl)phenyl]ethylene

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

poly[(methyl methacrylate)-b-(tert-butyl methacrylate)], asymmetric star-branched, 5-arm, Mw 6.27E4 Da, Mw/Mn 1.03; monomer(s): methyl methacrylate; 1,1-bis[3-(tert-butyldimethylsilyloxymethyl)phenyl]ethylene; tert-butyl methacrylate

poly[(methyl methacrylate)-b-(tert-butyl methacrylate)], asymmetric star-branched, 5-arm, Mw 6.27E4 Da, Mw/Mn 1.03; monomer(s): methyl methacrylate; 1,1-bis[3-(tert-butyldimethylsilyloxymethyl)phenyl]ethylene; tert-butyl methacrylate

Conditions
ConditionsYield
Stage #1: tert-Butyl methacrylate With (diphenylmethyl)potassium In tetrahydrofuran
Stage #2: poly(methyl methacrylate), with 3,97 3-(bromomethyl)phenyl end groups, Mn 1.24E4 Da by SEC, Mn 1.32E4 by osmometry, Mn 1.36E4 Da by NMR, Mw/Mn 1.03; monomer(s): methyl methacrylate; 1,1-bis[3-(tert-butyldimethylsilyloxymethyl)phenyl]ethylene In tetrahydrofuran at -78℃; for 1h;
100%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

3-bromo-2-methyl-acrylic acid tert-butyl ester
912809-59-7

3-bromo-2-methyl-acrylic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: tert-Butyl methacrylate With bromine In tetrachloromethane at 25℃; for 2h;
Stage #2: With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrachloromethane at 25℃; for 5h;
100%
Multi-step reaction with 2 steps
1: bromine / tetrachloromethane / 0 - 20 °C / Inert atmosphere
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
View Scheme
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

polymer, Mn 6.30E4, PDI 1.95 by GPC; monomer(s): tert-butyl methacrylate

polymer, Mn 6.30E4, PDI 1.95 by GPC; monomer(s): tert-butyl methacrylate

Conditions
ConditionsYield
With potassium tert-butylate; triisobutylaluminum In hexane; toluene at 0 - 20℃; for 2h;100%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

4-bromo-2-methylbenzonitrile
67832-11-5

4-bromo-2-methylbenzonitrile

3-(4-cyano-3-methyl-phenyl)-2-methyl-acrylic acid tert-butyl ester
929202-11-9

3-(4-cyano-3-methyl-phenyl)-2-methyl-acrylic acid tert-butyl ester

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); N-Methyldicyclohexylamine; johnphos In 1,4-dioxane at 80℃; Heck coupling;100%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

tert-butyl 2,3-dibromo-2-methylpropanoate
854416-76-5

tert-butyl 2,3-dibromo-2-methylpropanoate

Conditions
ConditionsYield
With bromine In tetrachloromethane at 0 - 20℃; Inert atmosphere;100%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

pentan-3-one
96-22-0

pentan-3-one

methyl iodide
74-88-4

methyl iodide

2,2,4,6-Tetramethyl-cyclohexane-1,3-dione

2,2,4,6-Tetramethyl-cyclohexane-1,3-dione

Conditions
ConditionsYield
Stage #1: tert-Butyl methacrylate; pentan-3-one With potassium tert-butylate In tetrahydrofuran at 25℃; for 0.5h; Michael addition-Claisen condensation;
Stage #2: methyl iodide In tetrahydrofuran at 50℃; for 3h; Further stages.;
98%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

2-benzyloxycarbonyl-1-butene
219506-75-9

2-benzyloxycarbonyl-1-butene

poly(t-butyl methacrylate)-block-poly(benzyl-2-ethylacrylate)

poly(t-butyl methacrylate)-block-poly(benzyl-2-ethylacrylate)

Conditions
ConditionsYield
With 1,1-Diphenylpropyllithium In tetrahydrofuran at -78℃; for 15h;98%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

2-chloro-2-methyl-4-phenylbutane
4830-95-9

2-chloro-2-methyl-4-phenylbutane

tert-butyl 2,4,4-trimethyl-6-phenylhexanoate

tert-butyl 2,4,4-trimethyl-6-phenylhexanoate

Conditions
ConditionsYield
With Cp*TiCl3; triethylamine hydrochloride; zinc In ethyl acetate at 22℃; for 12h; Inert atmosphere; Glovebox;98%
3-methyl-butan-2-one
563-80-4

3-methyl-butan-2-one

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

4,4,6-trimethylcyclohexane-1,3-dione
104355-62-6

4,4,6-trimethylcyclohexane-1,3-dione

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 25℃; for 0.5h; Michael addition-Claisen condensation;97%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

diethyl (((diphenylmethylene)amino)methyl)phosphonate
122570-91-6

diethyl (((diphenylmethylene)amino)methyl)phosphonate

C26H36NO5P

C26H36NO5P

Conditions
ConditionsYield
Stage #1: diethyl N-(diphenylmethylene) aminomethyl phosphonate With C36H45NO9; sodium t-butanolate In toluene at -78℃; for 0.166667h; Michael Addition; Inert atmosphere;
Stage #2: tert-Butyl methacrylate In toluene at -78℃; for 1h; Michael Addition; Inert atmosphere; stereoselective reaction;
93%
2-ethyl-1-butene
760-21-4

2-ethyl-1-butene

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

2-((((benzyloxy)carbonyl)amino)oxy)-2-methylpropanoic acid

2-((((benzyloxy)carbonyl)amino)oxy)-2-methylpropanoic acid

tert-butyl 4-((((benzyloxy)carbonyl)amino)methyl)-4-ethyl-2-methylhexanoate

tert-butyl 4-((((benzyloxy)carbonyl)amino)methyl)-4-ethyl-2-methylhexanoate

Conditions
ConditionsYield
Stage #1: 2-((((benzyloxy)carbonyl)amino)oxy)-2-methylpropanoic acid With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; caesium carbonate In dichloromethane at 25℃; for 0.166667h; Schlenk technique; Inert atmosphere;
Stage #2: 2-ethyl-1-butene; tert-Butyl methacrylate With water In dichloromethane at 25℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation; chemoselective reaction;
93%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

2-Methylcyclohexanone
583-60-8

2-Methylcyclohexanone

tert-butyl 3-(1-methyl-2-oxocyclohexyl)-2-methylpropanoate

tert-butyl 3-(1-methyl-2-oxocyclohexyl)-2-methylpropanoate

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 1.5h; Michael addition;92%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

para-iodoanisole
696-62-8

para-iodoanisole

(E)-tert-butyl 3-(4-methoxyphenyl)-2-methylacrylate
1415412-15-5

(E)-tert-butyl 3-(4-methoxyphenyl)-2-methylacrylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 6h; Heck Reaction; Inert atmosphere;92%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

(2,2-dimethylcyclopropyl)(phenyl)methanone
5685-43-8

(2,2-dimethylcyclopropyl)(phenyl)methanone

tert-butyl (1R,2R)-2-benzoyl-1,4,4-trimethylcyclopentane-1-carboxylate

tert-butyl (1R,2R)-2-benzoyl-1,4,4-trimethylcyclopentane-1-carboxylate

Conditions
ConditionsYield
With manganese; C52H52Cl2F6N2O2Ti; triethylamine hydrochloride In ethyl acetate at 22℃; for 12h; Inert atmosphere; Sealed tube; stereoselective reaction;91%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

2-[(1E)-hex-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
126688-97-9

2-[(1E)-hex-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(2E,4E)-2-methylnona-2,4-dienenoic acid tert-butyl ester

(2E,4E)-2-methylnona-2,4-dienenoic acid tert-butyl ester

Conditions
ConditionsYield
With oxygen; palladium diacetate In N,N-dimethyl acetamide at 50℃; for 6h;90%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

tert-Butyl 2-(Phenylsulfonyl)acetate
138336-33-1

tert-Butyl 2-(Phenylsulfonyl)acetate

di-tertbutyl 2-methyl-4-(phenylsulfonyl)pentanedioate

di-tertbutyl 2-methyl-4-(phenylsulfonyl)pentanedioate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile Michael Addition; Inert atmosphere; Reflux;90%
ethylenebis(triphenylphosphine)platinum(0)
12120-15-9

ethylenebis(triphenylphosphine)platinum(0)

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

Pt(P(C6H5)3)2(CH2C(CH3)COOC(CH3)3)
186495-03-4

Pt(P(C6H5)3)2(CH2C(CH3)COOC(CH3)3)

Conditions
ConditionsYield
In toluene byproducts: C2H4; N2-atmosphere; stirring equimolar amts. for 2 h; cooling to 0°C, pptn. on addn. of petroleum ether, collection (filtration), washing (petroleum ether), drying (vac.); elem. anal.;89%
iodobenzene
591-50-4

iodobenzene

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

(2E)-tert-butyl 2-methyl-3-phenylprop-2-enoate
98831-01-7

(2E)-tert-butyl 2-methyl-3-phenylprop-2-enoate

Conditions
ConditionsYield
With potassium carbonate at 80℃; Heck Reaction; Micellar solution;89%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

poly(tert-butyl methacrylate), atom transfer radical polymerization product, Mn: 47000, PDI: 1.14; monomer(s): tert-butyl methacrylate

poly(tert-butyl methacrylate), atom transfer radical polymerization product, Mn: 47000, PDI: 1.14; monomer(s): tert-butyl methacrylate

Conditions
ConditionsYield
With ethyl 2-bromoisobutyrate; [(1,3,5-iPr3C6H3)Ru(μ-Cl)3RuCl(C2H4)(PCy3)] In toluene at 35℃;88%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

poly(tert-butyl methacrylate), Mn = 12871, Mw/Mn = 1.28; Monomer(s): tert-butyl methacrylate

poly(tert-butyl methacrylate), Mn = 12871, Mw/Mn = 1.28; Monomer(s): tert-butyl methacrylate

Conditions
ConditionsYield
With Methyl 2-bromopropionate; N,N,N',N'',N'''-pentamethyldiethylenetriamine; copper(I) bromide; copper(ll) bromide In acetone at 60℃; for 1.33333h;86%
rac-3-sulfanylpropane-1,2-diol
96-27-5

rac-3-sulfanylpropane-1,2-diol

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

6,7-dihydroxy-2-methyl-4-thiaheptanoic acid t-butyl ester
167768-11-8

6,7-dihydroxy-2-methyl-4-thiaheptanoic acid t-butyl ester

Conditions
ConditionsYield
With triethylamine for 0.5h; Ambient temperature;84%
With sodium bicarbonate; triethylamine; citric acid In water84%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

triethoxyphenylsilane
780-69-8

triethoxyphenylsilane

methyl-3-phenyl-propionic acid tert-butyl ester
70836-95-2, 107772-28-1, 126639-62-1

methyl-3-phenyl-propionic acid tert-butyl ester

Conditions
ConditionsYield
With sodium hydroxide; cyclo-octa-1,5-diene; [Rh(OH)(cod)]2 In 1,4-dioxane at 90℃; for 16h;84%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

carbon dioxide
124-38-9

carbon dioxide

para-thiocresol
106-45-6

para-thiocresol

4-(tert-butoxy)-3-methyl-4-oxo-3-(p-tolylthio)butanoic acid

4-(tert-butoxy)-3-methyl-4-oxo-3-(p-tolylthio)butanoic acid

Conditions
ConditionsYield
With iron(III) chloride; potassium tert-butylate In N,N-dimethyl acetamide at 25℃; under 760.051 Torr; for 12h; Glovebox; Schlenk technique; Irradiation; Sealed tube; regioselective reaction;84%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

tert-butyl ((1R,4R)-bornylideneamino)acetate
110269-68-6

tert-butyl ((1R,4R)-bornylideneamino)acetate

di-tert-butyl (2R)-2-<(1R,4R)-bornylideneamino>-4-methylglutamate
133445-88-2, 133521-71-8

di-tert-butyl (2R)-2-<(1R,4R)-bornylideneamino>-4-methylglutamate

Conditions
ConditionsYield
With n-butyllithium; tert-butyl alcohol In tetrahydrofuran; hexane at -78℃; for 18h;83%
(5,10,15,20-tetraphenylporphyrin)aluminum methyl

(5,10,15,20-tetraphenylporphyrin)aluminum methyl

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

C20N4H8(C6H5)4AlOCOCCH3C2H5CO2C4H9
136750-17-9

C20N4H8(C6H5)4AlOCOCCH3C2H5CO2C4H9

Conditions
ConditionsYield
With carbon dioxide In benzene under irradiation with visible light at 30°C for 3 h;; observed by NMR spectroscopy;;83%
tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

C12H20O3S3

C12H20O3S3

C30H56O6S3

C30H56O6S3

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃; for 48h;82%
triethylsilane
617-86-7

triethylsilane

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

1-tert-butoxy-2-methyl-1-triethylsiloxypropene

1-tert-butoxy-2-methyl-1-triethylsiloxypropene

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 0.5h; Neat (no solvent);
Stage #2: tert-Butyl methacrylate at 3.5 - 6℃; for 5.5h; Neat (no solvent); Cooling with ice water;
81.5%

tert-Butyl methacrylate Specification

The tert-Butyl methacrylate, with the CAS registry number 585-07-9, is also known as 1,1-Dimethylethyl 2-methyl-2-propenoate. It belongs to the product categories of Medical Intermediates; Acrylic Monomers; C8 to C9Monomers; Carbonyl Compounds; Esters; Methacrylate. Its EINECS registry number is 209-548-7. This chemical's molecular formula is C8H14O2 and molecular weight is 142.19556. Its IUPAC name is called tert-butyl 2-methylprop-2-enoate. What's more, this chemical's classification codes are Drug / Therapeutic Agent; TSCA Flag P [A commenced PMN (Premanufacture Notice) substance]. When you are using this chemical, please be cautious about it. It is flammable. You should keep it away from sources of ignition - No smoking.

Physical properties of tert-Butyl methacrylate: (1)ACD/LogP: 2.57; (2)ACD/LogD (pH 5.5): 2.57; (3)ACD/LogD (pH 7.4): 2.57; (4)ACD/BCF (pH 5.5): 53.22; (5)ACD/BCF (pH 7.4): 53.22; (6)ACD/KOC (pH 5.5): 598.63; (7)ACD/KOC (pH 7.4): 598.63; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 3; (10)Index of Refraction: 1.422; (11)Molar Refractivity: 40.42 cm3; (12)Molar Volume: 159 cm3; (13)Surface Tension: 24.9 dyne/cm; (14)Density: 0.894 g/cm3; (15)Flash Point: 41.1 °C; (16)Enthalpy of Vaporization: 39.36 kJ/mol; (17)Boiling Point: 156.9 °C at 760 mmHg; (18)Vapour Pressure: 2.82 mmHg at 25°C.

Uses of tert-Butyl methacrylate: it can be used to produce 4,4,6-trimethyl-cyclohexane-1,3-dione with 3-methyl-butan-2-one at temperature of 25 °C. This reaction is a kind of Michael addition-Claisen condensation. It will need reagent t-BuOK and solvent tetrahydrofuran with reaction time of 0.5 hours. The yield is about 97%.

tert-Butyl methacrylate can be used to produce 4,4,6-trimethyl-cyclohexane-1,3-dione with 3-methyl-butan-2-one

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(=C)C(=O)OC(C)(C)C
(2)InChI: InChI=1S/C8H14O2/c1-6(2)7(9)10-8(3,4)5/h1H2,2-5H3
(3)InChIKey: SJMYWORNLPSJQO-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 8549mg/kg (8549mg/kg)   Toxicology Letters. Vol. 11, Pg. 125, 1982.

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