Ethyl 3,3-dimethylacrylate supplier

Name
Ethyl 3,3-dimethylacrylate
EINECS 211-319-1
CAS No. 638-10-8
Article Data82
CAS DataBase
Density 0.909 g/cm³
Solubility Insoluble in water
Melting Point -62.68°C (estimate)
Formula C₇H₁₂O₂
Boiling Point 153.499 °C at 760 mmHg
Molecular Weight 128.171
Flash Point 46.278 °C
Transport Information UN 3272
Appearance liquid
Safety 16-29-33-28-26
Risk Codes 10-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Senecioic acid, ethyl ester (6CI);3-Methyl-2-butenoic acid ethyl ester;Ethyl 3,3-dimethylacrylate;Ethyl3-methyl-2-butenoate;Ethyl 3-methylcrotonate;Ethyl dimethylacrylate;Ethylisobutenoate;Ethyl isopropylideneacetate;Ethyl senecioate;Ethyl b,b-dimethylacrylate;Ethyl b-methylcrotonate;NSC 61853;NSC 99208;Crotonicacid, 3-methyl-, ethyl ester (7CI,8CI);
PSA 26.30000
LogP 1.51570

Synthetic route

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 67-64-1
acetone

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.25h; Horner-Wadsworth-Emmons olefination; Inert atmosphere; Stage #2: acetone In tetrahydrofuran at 0 - 20℃; Horner-Wadsworth-Emmons olefination; Inert atmosphere;	90%
With n-butyllithium In tetrahydrofuran; hexane at -50 - 20℃;	89%
With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere;	88%

: 64-17-5
ethanol

: 541-47-9
3-Methylbutenoic acid

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
toluene-4-sulfonic acid In tetrachloromethane for 24h; Heating;	88.8%
With sulfuric acid for 16h; Reflux;	87%
With sulfuric acid for 10h; Heating;	72%

: 1458-98-6
2-methyl-3-bromo-1-propene

: 201230-82-2
carbon monoxide

: 141-52-6
sodium ethanolate

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
Na2PdCl4-dppe In ethanol at 50℃; for 2h;	87%

...Expand

: 20411-76-1
4-ethoxy-2-methylbut-3-yn-2-ol

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate at -30℃; for 0.12h;	78%
With sulfuric acid
With hydrogen cation

: 67-64-1
acetone

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
at 35℃; under 6750540 Torr; for 24h;	75%
at 35℃; under 6750540 Torr; for 24h; Product distribution; Wittig reaction at high presure;
With benzoic acid

: 105-36-2
ethyl bromoacetate

: 67-64-1
acetone

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With tributylstibine at 130℃; for 6h;	10%

: 766-09-6
1-ethyl-piperidine

: 110-86-1
pyridine

: 85738-78-9
monoethyl isopropylidenemalonate

A: 638-10-8
ethyl 3-methylbut-2-enoate

B: 1617-19-2
3-methyl-but-3-enoic acid ethyl ester

Conditions

Conditions	Yield
at 111℃; Rate constant; Decarboxylation;

...Expand

: 110-86-1
pyridine

: 85738-78-9
monoethyl isopropylidenemalonate

: 1152-90-5
pyridinium picrate

A: 638-10-8
ethyl 3-methylbut-2-enoate

B: 1617-19-2
3-methyl-but-3-enoic acid ethyl ester

Conditions

Conditions	Yield
at 111℃; Rate constant; Decarboxylation;

...Expand

: 110-86-1
pyridine

: 85738-78-9
monoethyl isopropylidenemalonate

A: 638-10-8
ethyl 3-methylbut-2-enoate

B: 1617-19-2
3-methyl-but-3-enoic acid ethyl ester

Conditions

Conditions	Yield
at 111℃; Rate constant; Decarboxylation;

...Expand

: 623-73-4
diazoacetic acid ethyl ester

: 598-26-5
dimethylketene

A: 98558-46-4
5-ethoxy-3,3-dimethyl-3H-furan-2-one

B: 638-10-8
ethyl 3-methylbut-2-enoate

...Expand

: 623-73-4
diazoacetic acid ethyl ester

: 598-26-5
dimethylketene

: 141-78-6
ethyl acetate

A: 98558-46-4
5-ethoxy-3,3-dimethyl-3H-furan-2-one

B: 638-10-8
ethyl 3-methylbut-2-enoate

...Expand

: 463-51-4
Ketene

: 541-50-4
2-acetoacetic acid

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With boric acid at 0 - 10℃; und anschliessenden Kochen;

: 609-12-1
ethyl 2-bromoisovalerate

A: 109989-35-7
α-ethoxy-isovaleric acid ethyl ester

B: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With ethanol; sodium ethanolate

: 609-12-1
ethyl 2-bromoisovalerate

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With N,N-diethylaniline
With quinoline at 170 - 175℃; weiteres Erhitzen auf 185-190grad;
With quinoline at 225℃;
Multi-step reaction with 2 steps 1: alcoholic KOH-solution 2: alcohol; concentrated sulfuric acid View Scheme

: 18267-36-2
ethyl 3-hydroxy-3-methylbutanoate

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With phosphorus trichloride
With potassium pyrosulfate at 140 - 145℃;
With sulfuric acid

: 64-17-5
ethanol

: 6293-25-0
ethyl 3-bromo-3-methylbutyrate

: 139-02-6
sodium phenoxide

: 638-10-8
ethyl 3-methylbut-2-enoate

...Expand

: 541-47-9
3-Methylbutenoic acid

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With ethanol; sulfuric acid
Multi-step reaction with 3 steps 1: triethylamine / CH2Cl2 / 0.5 h / Ambient temperature 2: triphenylphosphine dibromide / 0.25 h / Ambient temperature 3: 2-oxo-3-trimethyltetrahydro-1,3-oxazole / 0.25 h / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1: triethylamine / CH2Cl2 / 0.5 h / Ambient temperature 2: triphenylphosphine dibromide / 0.25 h / Ambient temperature 3: CH2Cl2 / 15 h / 15 °C View Scheme

: 1518-06-5
1,3-dibromo-3-methyl-2-butanone

A: 541-47-9
3-Methylbutenoic acid

B: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With potassium hydroxide

: 6293-25-0
ethyl 3-bromo-3-methylbutyrate

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With sodium hydroxide; phenol
With sodium phenoxide; benzene

: 861370-78-7
2,2-dimethyl-propane-1,1,3-tricarboxylic acid triethyl ester

: 141-52-6
sodium ethanolate

A: 638-10-8
ethyl 3-methylbut-2-enoate

B: 105-53-3
diethyl malonate

Conditions

Conditions	Yield
at 35℃; Gleichgewicht;
at 100℃; Gleichgewicht;

...Expand

: 35044-52-1
ethyl 2-acetyl-3-methylbut-2-enoate

: 64-17-5
ethanol

: 75-03-6
ethyl iodide

A: 638-10-8
ethyl 3-methylbut-2-enoate

B: 141-78-6
ethyl acetate

Conditions

Conditions	Yield
With sodium ethanolate

...Expand

: 105-36-2
ethyl bromoacetate

: 67-64-1
acetone

A: 18267-36-2
ethyl 3-hydroxy-3-methylbutanoate

B: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With zinc; benzene

...Expand

: 38214-19-6
bromo-isopropyl-malonic acid diethyl ester

: 121-69-7
N,N-dimethyl-aniline

A: 6802-75-1
diethyl isopropylidenemalonate

B: 638-10-8
ethyl 3-methylbut-2-enoate

C: 105-53-3
diethyl malonate

Conditions

Conditions	Yield
at 170 - 175℃;

...Expand

: 60-29-7
diethyl ether

: β-benzoyloxy-isovaleric acid ethyl ester

: 141-52-6
sodium ethanolate

: 95-92-1
oxalic acid diethyl ester

A: 638-10-8
ethyl 3-methylbut-2-enoate

B: 65-85-0
benzoic acid

...Expand

: 18267-36-2
ethyl 3-hydroxy-3-methylbutanoate

: 141-52-6
sodium ethanolate

: 95-92-1
oxalic acid diethyl ester

: 638-10-8
ethyl 3-methylbut-2-enoate

...Expand

: 67-64-1
acetone

: 535-15-9
ethyl 1,1-dichloroacetate

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With amalgamated zinc; benzene

: 6293-25-0
ethyl 3-bromo-3-methylbutyrate

: 139-02-6
sodium phenoxide

: 71-43-2
benzene

: 638-10-8
ethyl 3-methylbut-2-enoate

...Expand

: 26805-39-0
(Z)-ethyl 3-acetoxybut-2-enoate

: 15681-48-8
lithium dimethylcuprate

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
In diethyl ether

: 1617-19-2
3-methyl-but-3-enoic acid ethyl ester

: 638-10-8
ethyl 3-methylbut-2-enoate

Conditions

Conditions	Yield
With piperidine In tetrahydrofuran

: 52856-00-5
Ethyl-3-methyl-3-nitrosobutanoat

A: 638-10-8
ethyl 3-methylbut-2-enoate

B: 1617-19-2
3-methyl-but-3-enoic acid ethyl ester

C: 52856-07-2
Ethyl-3-methyl-3-nitrobutanoat

Conditions

Conditions	Yield
In tetrachloromethane

...Expand

: 638-10-8
ethyl 3-methylbut-2-enoate

: 108-64-5
Ethyl isovalerate

Conditions

Conditions	Yield
With 1% Pd on activated carbon; hydrogen In water at 45℃; under 760.051 Torr; for 12h; Reagent/catalyst; Green chemistry; chemoselective reaction;	100%
With C40H56FeN2Si4(2-); hydrogen In 1,2-dimethoxyethane at 80℃; under 7600.51 Torr; for 2h; Schlenk technique; Autoclave;	99%
Stage #1: ethyl 3-methylbut-2-enoate With lithium triethylborohydride; cobalt(II) bromide In tetrahydrofuran Inert atmosphere; Glovebox; Stage #2: With hydrogen In tetrahydrofuran at 20℃; under 1500.15 Torr; for 3h;	87%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 42953-82-2
5,5-dimethylpyrazolidin-3-one

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 80℃; for 2h;	100%
With hydrazine hydrate In ethanol 1) r.t., 2) reflux;	78%
With hydrazine hydrate In ethanol at 20℃; for 6h; Reflux;	78%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 100-53-8
phenylmethanethiol

: 377092-98-3
ethyl 3-methyl-3-benzylthiobutanoate

Conditions

Conditions	Yield
With sodium ethanolate In ethanol at 20 - 50℃; for 36h;	100%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 73183-34-3
bis(pinacol)diborane

: ethyl 3-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butanoate

Conditions

Conditions	Yield
With 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride; copper(l) chloride; sodium t-butanolate In tetrahydrofuran; methanol at 20℃; for 12h; Schlenk technique; Inert atmosphere;	99%
With methanol; [Pd2(μ-C9H7NPPh2)(μ-O2CCH3)]2; water; caesium carbonate In toluene at 25℃; for 6h; Inert atmosphere;
With tricyclohexylphosphine In methanol at 70℃; for 6h; Inert atmosphere; Schlenk technique;

: 638-10-8
ethyl 3-methylbut-2-enoate

: 75-03-6
ethyl iodide

: 18804-44-9
2-ethyl-3-methyl-but-3-enoic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: ethyl 3-methylbut-2-enoate With n-butyllithium; diisopropylamine; lithium diisopropyl amide In tetrahydrofuran; hexane at -78 - 0℃; for 1.5h; Inert atmosphere; Stage #2: ethyl iodide With lithium diisopropyl amide In tetrahydrofuran; hexane at 0 - 20℃; for 1.25h; Inert atmosphere;	98%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 1391853-96-5
(R)-2,2,2-trichloro-1-phenylethyl ((methylsulfonyl)oxy)carbamate

: ethyl 3-hydroxy-3-methyl-2-((((R)-2,2,2-trichloro-1-phenylethoxy)carbonyl)amino)butanoate

Conditions

Conditions	Yield
Stage #1: (R)-2,2,2-trichloro-1-phenylethyl ((methylsulfonyl)oxy)carbamate With osmium(VIII) oxide; water In acetonitrile at 20℃; for 0.166667h; Stage #2: ethyl 3-methylbut-2-enoate In water; acetonitrile at 35℃; for 24h;	97%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 693-04-9
butyl magnesium bromide

: 51756-26-4
ethyl 3,3-dimethylheptanoate

Conditions

Conditions	Yield
With copper(l) iodide; chloro-trimethyl-silane In tetrahydrofuran; diethyl ether at -15℃;	95%
With chloro-trimethyl-silane; copper(l) chloride In tetrahydrofuran Ambient temperature; 0.5-1.5 h;	82%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 2234-82-4
1-propylmagnesium chloride

: 116169-12-1
ethyl 3,3-dimethylhexanoate

Conditions

Conditions	Yield
Stage #1: ethyl 3-methylbut-2-enoate With copper(l) iodide; chloro-trimethyl-silane In tetrahydrofuran at 20℃; for 0.25h; Stage #2: 1-propylmagnesium chloride In tetrahydrofuran; diethyl ether at -15 - -10℃; Further stages.;	95%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 20469-72-1
phenylboronic acid-d2

: 3,3-dimethyl-2,3-dihydro-1H-inden-1-one-2,4-d2

Conditions

Conditions	Yield
With palladium(II) trifluoroacetate; rac-2-((4R,5R)-4,5-diphenyl-1-tosyl-4,5-dihydro-1H-imidazol-2-yl)pyrimidine; oxygen In N,N-dimethyl acetamide at 80℃; for 24h; Schlenk technique;	95%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 98-80-6
phenylboronic acid

: 26465-81-6
3,3-dimethylindan-1-one

Conditions

Conditions	Yield
With palladium(II) trifluoroacetate; rac-2-((4R,5R)-4,5-diphenyl-1-tosyl-4,5-dihydro-1H-imidazol-2-yl)pyrimidine; oxygen In N,N-dimethyl acetamide at 80℃; for 24h; Schlenk technique;	95%

: 110-53-2
1-Bromopentane

: 638-10-8
ethyl 3-methylbut-2-enoate

: 59078-87-4
ethyl 2-(2'-propenyl)heptanoate

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran 1.) -78 deg C, 1 h, 2.) -78 deg C -> room temperature, 1 h;	94%
With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran

: 638-10-8
ethyl 3-methylbut-2-enoate

: 74-88-4
methyl iodide

: 14387-99-6
ethyl 2,3-dimethyl-3-butenoate

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran 1.) -78 deg C, 1 h, 2.) -78 deg C -> room temperature, 1 h;	92%
With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran

: 638-10-8
ethyl 3-methylbut-2-enoate

: 54789-21-8
1,1,4,7-tetramethyl-3-indanone

Conditions

Conditions	Yield
In para-xylene	92%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 18289-63-9
3-methyl-2-nitro-2-butenoate

Conditions

Conditions	Yield
With nitric acid In water 1.) 0 deg C, 1.25 h; 2.) 0 deg C, 1.5 h; 3.) room temp., 1 h;	91%
With nitric acid In water at 0 - 20℃; Inert atmosphere;	89%
With water; nitric acid
With nitric acid unter Eiskuehlung;
With nitric acid

: 638-10-8
ethyl 3-methylbut-2-enoate

: 556-82-1
3-methyl-2-buten-1-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃;	91%
With lithium aluminium tetrahydride In diethyl ether at 0℃; for 3h; Inert atmosphere;	72%
With diisobutylaluminium hydride In toluene at -78 - 20℃;

: 638-10-8
ethyl 3-methylbut-2-enoate

: 3-methyl-3-sulfo-butyric acid ethyl ester

Conditions

Conditions	Yield
With sodium hydrogensulfite In ethanol; water at 165℃; under 9000.72 Torr; for 1h; microwave irradiation;	91%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 65527-85-7
ethyl (E)-4-hydroxy-3-methyl-2-butenoate

Conditions

Conditions	Yield
With selenium(IV) oxide In ethanol for 24h; Heating;	90%
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / CCl4 / Heating 2: BaCO3 / dioxane; H2O / Heating View Scheme
With selenium(IV) oxide; ethanol at 120℃;

: 638-10-8
ethyl 3-methylbut-2-enoate

: 80542-40-1
N-cinnamylidene-p-anisidine

: 3-Isopropylidene-1-(4-methoxy-phenyl)-4-phenyl-3,4-dihydro-1H-pyridin-2-one

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran for 12h; Ambient temperature;	90%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 6158-92-5
[1,1-2H2]-3-methyl-2-butenol

Conditions

Conditions	Yield
With lithium aluminium deuteride In diethyl ether for 1h; Heating;	90%
With lithium aluminium deuteride In diethyl ether at 0℃; for 1h; Inert atmosphere; Reflux;
With lithium aluminium deuteride In diethyl ether at 0℃; for 2h; Inert atmosphere; Reflux;
With lithium aluminium deuteride In diethyl ether at 0℃; for 2h; Inert atmosphere; Reflux;

: 883971-29-7
(1E,4E)-1-Dimethylamino-5-(2,6,6-trimethyl-cyclohex-2-enyl)-penta-1,4-dien-3-one

: 638-10-8
ethyl 3-methylbut-2-enoate

: (E)-1-(2-Hydroxy-4-methyl-phenyl)-3-(2,6,6-trimethyl-cyclohex-2-enyl)-propenone

Conditions

Conditions	Yield
Stage #1: ethyl 3-methylbut-2-enoate With lithium diisopropyl amide In 1,2-dimethoxyethane at -20℃; for 0.25h; Stage #2: (1E,4E)-1-Dimethylamino-5-(2,6,6-trimethyl-cyclohex-2-enyl)-penta-1,4-dien-3-one In 1,2-dimethoxyethane	90%

: 638-10-8
ethyl 3-methylbut-2-enoate

: 85532-42-9
ethyl 3-amino-3-methylbutanoate

Conditions

Conditions	Yield
With ammonia In ethanol at 80℃; for 22h;	89%
With ammonia at 25℃;

Ethyl 3,3-dimethylacrylate Chemical Properties

The Molecular formula of 3-METHYLCROTONIC ACID, ETHYL ESTER (638-10-8):C₇H₁₂O₂
The Molecular Weight of 3-METHYLCROTONIC ACID, ETHYL ESTER (638-10-8):128.17
The Molecular Structure of 3-METHYLCROTONIC ACID, ETHYL ESTER (638-10-8) is:
Density:0.909 g/cm³
Boiling point:153.5 ^°C at 760 mmHg
Flash point:46.3 ^°C
Index of Refraction:1.426
Molar Refractivity:140.9 cm³
Molar Volume:140.9 cm³
Polarizability:14.33 10^-24cm³
Surface Tension:26.1 dyne/cm
Enthalpy of Vaporization:39.03 kJ/mol
Vapour Pressure: 3.32 mmHg at 25^°C
Appearance:colorless liquid
IUPAC Name: ethyl 3-methylbut-2-enoate
Synonyms: 3-METHYL-2-BUTENOIC ACID ETHYL ESTER ; 3-METHYLCROTONIC ACID ETHYL ESTER ; ETHYL-SENECIOATE ; ETHYL 3-METHYL-2-BUTENOATE ; ETHYL 3-METHYLCROTONATE ; ETHYL 3,3-DIMETHYLACRYLATE ; ETHYL-BETA,BETA-DIMETHYL ACRYLATE ; 3,3-DIMETHYLACRYLIC ACID ETHYL ESTER

Ethyl 3,3-dimethylacrylate Toxicity Data With Reference

1.	orl-rat LD50:11,600 mg/kg	GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 29 (4)(1985),52.
2.	orl-mus LD50:2450 mg/kg	GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 29 (4)(1985),52.
3.	orl-gpg LD50:500 mg/kg	GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 29 (4)(1985),52.

Ethyl 3,3-dimethylacrylate Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:Xi :Irritant
Risk Statements
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Statements
S16:Keep away from sources of ignition - No smoking .
S29:Do not empty into drains .
S33:Take precautionary measures against static discharges .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
RIDADR:UN 3272 3/PG 3
WGK Germany:2
RTECS:GQ5750000
HazardClass:3.2
PackingGroup:III

Product Name

Ethyl 3,3-dimethylacrylate

Synthetic route

Ethyl 3,3-dimethylacrylate Chemical Properties

Ethyl 3,3-dimethylacrylate Toxicity Data With Reference

Ethyl 3,3-dimethylacrylate Safety Profile

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