Product Name

  • Name

    2-(TERT-BUTYLAMINO)ETHYL METHACRYLATE

  • EINECS 223-228-4
  • CAS No. 3775-90-4
  • Density 0.914 g/mL at 25 °C(lit.)
  • Solubility 10 % water in ester
  • Melting Point 100~105℃/12 mm
  • Formula C10H19 N O2
  • Boiling Point 248 °C at 760 mmHg
  • Molecular Weight 185.266
  • Flash Point 103.8 °C
  • Transport Information
  • Appearance clear, colourless up to yellowish liquid
  • Safety Poison by intraperitoneal route. See also ESTERS and AMINES. Combustible when exposed to heat or flame. To fight fire, use alcohol foam, water spray or mist, dry chemical. When heated to decomposition it emits toxic fumes of NOx.
  • Risk Codes 36/38-43
  • Molecular Structure Molecular Structure of 3775-90-4 (2-(TERT-BUTYLAMINO)ETHYL METHACRYLATE)
  • Hazard Symbols IrritantXi
  • Synonyms Methacrylicacid, 2-(tert-butylamino)ethyl ester (6CI,7CI,8CI); Ethanol, 2-(tert-butylamino)-,methacrylate (ester) (8CI); 2-(tert-Butylamino)ethyl methacrylate; Ageflex FM4; Mhoromer BM 615; N-tert-Butylaminoethyl methacrylate; t-Butylaminoethylmethacrylate; tert-Butylaminoethyl methacrylate
  • PSA 38.33000
  • LogP 1.88470

Synthetic route

2-[(1,1-dimethylethyl)amino]-ethanol
4620-70-6

2-[(1,1-dimethylethyl)amino]-ethanol

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

3-(triethoxypropyl) isocyanate
24801-88-5

3-(triethoxypropyl) isocyanate

10-(tert-butyl)-4,4-diethoxy-9-oxo-3-oxa-8,10-diaza-4-siladodecan-11-yl methacrylate

10-(tert-butyl)-4,4-diethoxy-9-oxo-3-oxa-8,10-diaza-4-siladodecan-11-yl methacrylate

Conditions
ConditionsYield
at 45℃;100%
2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

diphenylphosphane
829-85-6

diphenylphosphane

C22H30NO2P

C22H30NO2P

Conditions
ConditionsYield
In 2-methyltetrahydrofuran at 90℃; for 4h; Inert atmosphere; Sealed tube; Green chemistry; regioselective reaction;89%
2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)oxirane
38565-53-6

(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)oxirane

2-methyl-acrylic acid 2-[tert-butyl-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-2-hydroxy-undecyl)-amino]-ethyl ester

2-methyl-acrylic acid 2-[tert-butyl-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-2-hydroxy-undecyl)-amino]-ethyl ester

Conditions
ConditionsYield
With hydroquinone at 150℃; for 17h;84%
2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

acryloyl chloride
814-68-6

acryloyl chloride

C13H21NO3
1604699-42-4

C13H21NO3

Conditions
ConditionsYield
With triethylamine In dichloromethane at -10 - 20℃; for 2h; Inert atmosphere;80%
phosgene
75-44-5

phosgene

2-(4-aminophenyl)benzothiazole
6278-73-5

2-(4-aminophenyl)benzothiazole

2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

C24H27N3O3S

C24H27N3O3S

Conditions
ConditionsYield
Stage #1: phosgene; 2-(4-aminophenyl)benzothiazole In chloroform; toluene Reflux;
Stage #2: 2-tert-butylaminoethyl methacrylate In dichloromethane for 0.0166667h;
52%
2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

cyanogen chloride
506-77-4

cyanogen chloride

1-(tert-butyl-cyano-amino)-2-methacryloyloxy-ethane
86239-80-7

1-(tert-butyl-cyano-amino)-2-methacryloyloxy-ethane

Conditions
ConditionsYield
With potassium carbonate
2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

copolymer; monomer(s): methyl methacrylate; (tert-butylamino)ethyl methacrylate

copolymer; monomer(s): methyl methacrylate; (tert-butylamino)ethyl methacrylate

Conditions
ConditionsYield
With N-propyl 2-pyridinylmethanimine; copper(I) bromide In toluene at 90℃;
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

methyl methacrylate
97-63-2

methyl methacrylate

Methacrylamide
79-39-0

Methacrylamide

acrylic acid
79-10-7

acrylic acid

poly(acrylic acid-co-N-tert-butylaminoethyl methacrylate-co-ethyl methacrylate-co-methacrylamide-co-methacrylic acid)

poly(acrylic acid-co-N-tert-butylaminoethyl methacrylate-co-ethyl methacrylate-co-methacrylamide-co-methacrylic acid)

Conditions
ConditionsYield
Stage #1: poly(methacrylic acid); 2-tert-butylaminoethyl methacrylate; methyl methacrylate; Methacrylamide; acrylic acid In ethanol; water at 65 - 70℃; for 9h;
Stage #2: With tert-butyl peroxypivalate In ethanol; water at 70 - 80℃; for 2.5h;
Stage #3: With N-methyl-3-hydroxypropylamine In ethanol; water for 0.166667h;
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

acrylic acid
79-10-7

acrylic acid

poly(acrylic acid-co-methacrylic acid-co-N-(tert-butyl)-aminoethyl methacrylate-co-tert-butyl acrylate)

poly(acrylic acid-co-methacrylic acid-co-N-(tert-butyl)-aminoethyl methacrylate-co-tert-butyl acrylate)

Conditions
ConditionsYield
Stage #1: poly(methacrylic acid); tert-Butyl acrylate; 2-tert-butylaminoethyl methacrylate; acrylic acid With α,α'-azodiizobutyramidine-dihydrochloride In ethanol; water at 70 - 73℃; for 9h;
Stage #2: With tert-butyl peroxyisobutyrate In ethanol; water at 70 - 80℃; for 4.66667h;
Stage #3: With 2-Amino-2-methyl-1-propanol In ethanol; water for 0.166667h; Product distribution / selectivity;
Stage #1: poly(methacrylic acid); tert-Butyl acrylate; 2-tert-butylaminoethyl methacrylate; acrylic acid With α,α'-azodiizobutyramidine-dihydrochloride In ethanol; water at 70 - 73℃; for 9h;
Stage #2: With tert-butyl peroxyisobutyrate In ethanol; water at 70 - 80℃; for 4.66667h;
Stage #3: With 2-Amino-2-methyl-1-propanol In ethanol; water for 0.166667h; Product distribution / selectivity;
1-ethenyl-2-pyrrolidinone
88-12-0

1-ethenyl-2-pyrrolidinone

tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

acrylic acid
79-10-7

acrylic acid

poly(acrylic acid-co-N-(tert-butyl) aminomethyl methacrylate-co-tert-butyl acrylate-co-vinylpyrrolidone)

poly(acrylic acid-co-N-(tert-butyl) aminomethyl methacrylate-co-tert-butyl acrylate-co-vinylpyrrolidone)

Conditions
ConditionsYield
Stage #1: 1-ethenyl-2-pyrrolidinone; tert-Butyl acrylate; 2-tert-butylaminoethyl methacrylate; acrylic acid With 2-(N,N-dimethylamino)ethanol; α,α'-azodiizobutyramidine-dihydrochloride In ethanol; water at 63 - 65℃; for 7h;
Stage #2: With tert-butyl peroxyisobutyrate In ethanol; water at 65 - 80℃; for 2.5h;
Stage #3: With 2-(N,N-dimethylamino)ethanol In ethanol; water at 40℃; pH=8.0; Product distribution / selectivity;
Stage #1: 1-ethenyl-2-pyrrolidinone; tert-Butyl acrylate; 2-tert-butylaminoethyl methacrylate; acrylic acid With 2-(N,N-dimethylamino)ethanol; α,α'-azodiizobutyramidine-dihydrochloride In ethanol; water at 63 - 65℃; for 7h;
Stage #2: With tert-butyl peroxyisobutyrate In ethanol; water at 65 - 80℃; for 2.5h;
Stage #3: With 2-(N,N-dimethylamino)ethanol In ethanol; water at 40℃; pH=8.0; Product distribution / selectivity;
1-ethenyl-2-pyrrolidinone
88-12-0

1-ethenyl-2-pyrrolidinone

tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

N-tert-Butylacrylamide
107-58-4

N-tert-Butylacrylamide

2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

acrylic acid
79-10-7

acrylic acid

poly(acrylic acid-co-N-tert-butylarylamide-co-N-(tert-butyl) aminomethyl methacrylate-co-tert-butyl acrylate-co-vinylpyrrolidone)

poly(acrylic acid-co-N-tert-butylarylamide-co-N-(tert-butyl) aminomethyl methacrylate-co-tert-butyl acrylate-co-vinylpyrrolidone)

Conditions
ConditionsYield
Stage #1: 1-ethenyl-2-pyrrolidinone; tert-Butyl acrylate; N-tert-Butylacrylamide; 2-tert-butylaminoethyl methacrylate; acrylic acid With 2-(N,N-dimethylamino)ethanol; α,α'-azodiizobutyramidine-dihydrochloride In ethanol; water at 63 - 65℃; for 7h;
Stage #2: With tert-butyl peroxyisobutyrate In ethanol; water at 65 - 80℃; for 2.5h;
Stage #3: With 2-(N,N-dimethylamino)ethanol In ethanol; water at 40℃; pH=8.0; Product distribution / selectivity;
tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

acrylic acid
79-10-7

acrylic acid

poly(acrylic acid-co-N-(tert-butyl)-aminoethyl methacrylate-co-tert-butyl acrylate)

poly(acrylic acid-co-N-(tert-butyl)-aminoethyl methacrylate-co-tert-butyl acrylate)

Conditions
ConditionsYield
Stage #1: tert-Butyl acrylate; 2-tert-butylaminoethyl methacrylate; acrylic acid With α,α'-azodiizobutyramidine-dihydrochloride In ethanol; water at 70 - 73℃; for 9h;
Stage #2: With tert-butyl peroxyisobutyrate In ethanol; water at 70 - 80℃; for 4.66667h;
Stage #3: With 2-Amino-2-methyl-1-propanol In ethanol; water for 0.166667h; Product distribution / selectivity;
Stage #1: tert-Butyl acrylate; 2-tert-butylaminoethyl methacrylate; acrylic acid With α,α'-azodiizobutyramidine-dihydrochloride In ethanol; water at 70 - 73℃; for 9h;
Stage #2: With tert-butyl peroxyisobutyrate In ethanol; water at 70 - 80℃; for 4.66667h;
Stage #3: With 2-Amino-2-methyl-1-propanol In ethanol; water for 0.166667h; Product distribution / selectivity;
tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

tert-Butyl methacrylate
585-07-9

tert-Butyl methacrylate

2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

acrylic acid
79-10-7

acrylic acid

poly(acrylic acid-co-N-(tert-butyl) aminoethyl methacrylate-co-tert-butyl acrylate-tert-butyl methacrylate)

poly(acrylic acid-co-N-(tert-butyl) aminoethyl methacrylate-co-tert-butyl acrylate-tert-butyl methacrylate)

Conditions
ConditionsYield
Stage #1: tert-Butyl acrylate; tert-Butyl methacrylate; 2-tert-butylaminoethyl methacrylate; acrylic acid With α,α'-azodiizobutyramidine-dihydrochloride In ethanol; water at 70 - 73℃; for 9h;
Stage #2: With tert-butyl peroxyisobutyrate In ethanol; water at 70 - 80℃; for 4.66667h;
Stage #3: With 2-Amino-2-methyl-1-propanol In ethanol; water for 0.166667h; Product distribution / selectivity;
tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

N-tert-Butylacrylamide
107-58-4

N-tert-Butylacrylamide

2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

acrylic acid
79-10-7

acrylic acid

poly(acrylic acid-co-N-tert-butylacrylamide-co-N-(tert-butyl) aminoethyl methacrylate-co-tert-butyl acrylate)

poly(acrylic acid-co-N-tert-butylacrylamide-co-N-(tert-butyl) aminoethyl methacrylate-co-tert-butyl acrylate)

Conditions
ConditionsYield
Stage #1: tert-Butyl acrylate; N-tert-Butylacrylamide; 2-tert-butylaminoethyl methacrylate; acrylic acid With α,α'-azodiizobutyramidine-dihydrochloride In ethanol; water at 70 - 73℃; for 9h;
Stage #2: With tert-butyl peroxyisobutyrate In ethanol; water at 70 - 80℃; for 4.66667h;
Stage #3: With 2-Amino-2-methyl-1-propanol In ethanol; water for 0.166667h; Product distribution / selectivity;
Stage #1: tert-Butyl acrylate; N-tert-Butylacrylamide; 2-tert-butylaminoethyl methacrylate; acrylic acid With α,α'-azodiizobutyramidine-dihydrochloride In ethanol; water at 70 - 73℃; for 9h;
Stage #2: With tert-butyl peroxyisobutyrate In ethanol; water at 70 - 80℃; for 4.66667h;
Stage #3: With 2-Amino-2-methyl-1-propanol In ethanol; water for 0.166667h; Product distribution / selectivity;
Stage #1: tert-Butyl acrylate; N-tert-Butylacrylamide; 2-tert-butylaminoethyl methacrylate; acrylic acid With α,α'-azodiizobutyramidine-dihydrochloride In ethanol; water at 70 - 73℃; for 9h;
Stage #2: With tert-butyl peroxyisobutyrate In ethanol; water at 70 - 80℃; for 4.66667h;
Stage #3: With 2-Amino-2-methyl-1-propanol In ethanol; water for 0.166667h; Product distribution / selectivity;
N-tert-octylacrylamide

N-tert-octylacrylamide

tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

acrylic acid
79-10-7

acrylic acid

poly(acrylic acid-co-N-(tert-butyl) aminoethyl methacrylate-co-N-tert-octylacrylamide-co-tert-butyl acrylate)

poly(acrylic acid-co-N-(tert-butyl) aminoethyl methacrylate-co-N-tert-octylacrylamide-co-tert-butyl acrylate)

Conditions
ConditionsYield
Stage #1: N-tert-octylacrylamide; tert-Butyl acrylate; 2-tert-butylaminoethyl methacrylate; acrylic acid With α,α'-azodiizobutyramidine-dihydrochloride In ethanol; water at 70 - 73℃; for 9h;
Stage #2: With tert-butyl peroxyisobutyrate In ethanol; water at 70 - 80℃; for 4.66667h;
Stage #3: With triethanolamine In ethanol; water for 0.166667h; Product distribution / selectivity;
2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

poly(2-(tert-butylamino)ethyl methacrylate)

poly(2-(tert-butylamino)ethyl methacrylate)

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In propan-1-ol; butanone at 60℃; for 5h;
2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

2-methyl-butyl acrylate
97-88-1

2-methyl-butyl acrylate

poly(2-(tert-butylamino)ethyl methacrylate-co-n-butyl methacrylate)

poly(2-(tert-butylamino)ethyl methacrylate-co-n-butyl methacrylate)

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In propan-1-ol; butanone at 60℃; for 5h;
2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

isophorone diisocyanate
4098-71-9

isophorone diisocyanate

C22H37N3O4

C22H37N3O4

Conditions
ConditionsYield
at 30℃;
5-furfurylidene-2,2-dimethyl-[1,3]dioxane-4,6-dione
15875-49-7

5-furfurylidene-2,2-dimethyl-[1,3]dioxane-4,6-dione

2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

2-(tert-butyl ((1E,3Z)-5-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-4-hydroxypenta-1,3-dien-1-yl)amino)ethyl methacrylate

2-(tert-butyl ((1E,3Z)-5-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-4-hydroxypenta-1,3-dien-1-yl)amino)ethyl methacrylate

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h;1.67 g
2-tert-butylaminoethyl methacrylate
3775-90-4

2-tert-butylaminoethyl methacrylate

C70H116N4O23

C70H116N4O23

C90H154N6O27

C90H154N6O27

Conditions
ConditionsYield
With hydroquinone In dichloromethane at 5 - 20℃; for 14h;215 g

2-(tert-Butylamino)ethyl methacrylate Chemical Properties

Product Name: 2-(TERT-BUTYLAMINO)ETHYL METHACRYLATE
Synonyms: 2-(tert-butylamino)-ethanomethacrylate(ester);2-Methyl-2-propenoicacid,2-[(1,1-dimethylethyl)amino]ethylester;2-(tert-Butylamino)ethyl 2-methylacrylate;;2-[(1,1-Dimethylethyl)amino]ethyl2-methyl-2-propenoate;2-Propenoic acid, 2-methyl-, 2-[(1,1-dimethylethyl)amino]ethyl ester;2-propenoicacid,2-methyl-,2-((1,1-dimethylethyl)amino)ethylester;2-[(1,1-Dimethylethyl)amino ]ethyl 2-methyl-2-propenoate
Molecular formula: C10H19NO2
Molar mass: 185.26
Boiling point: 82 °C10 mm Hg(lit.)
density : 0.914 g/mL at 25 °C(lit.)
refractive index : n20/D 1.442(lit.)
Fp : 160 °F

2-(tert-Butylamino)ethyl methacrylate Toxicity Data With Reference

1.   

ipr-mus LD50:174 mg/kg

   JDREAF    Journal of Dental Research. 51 (1972),526.

2-(tert-Butylamino)ethyl methacrylate Consensus Reports

Reported in EPA TSCA Inventory.

2-(tert-Butylamino)ethyl methacrylate Safety Profile

Poison by intraperitoneal route. See also ESTERS and AMINES. Combustible when exposed to heat or flame. To fight fire, use alcohol foam, water spray or mist, dry chemical. When heated to decomposition it emits toxic fumes of NOx.

Risk Statements :36/38:  Irritating to eyes and skin  ;43:  May cause sensitization by skin contact  
Safety Statements : 26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice  
Hazard Codes : Xi
RIDADR : 1760
WGK Germany : 1

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