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Ethyl 3,3-dimethylacrylate

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Name

Ethyl 3,3-dimethylacrylate

EINECS 211-319-1
CAS No. 638-10-8 Density 0.909 g/cm3
PSA 26.30000 LogP 1.51570
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 Molecular Structure of 638-10-8 (Ethyl 3,3-dimethylacrylate) Hazard Symbols IrritantXi
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);

Article Data 82

Ethyl 3,3-dimethylacrylate Synthetic route

867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

67-64-1

acetone

638-10-8

ethyl 3-methylbut-2-enoate

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
Na2PdCl4-dppe In ethanol at 50℃; for 2h;87%
20411-76-1

4-ethoxy-2-methylbut-3-yn-2-ol

638-10-8

ethyl 3-methylbut-2-enoate

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
at 111℃; Rate constant; Decarboxylation;
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
ConditionsYield
at 111℃; Rate constant; Decarboxylation;
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
ConditionsYield
at 111℃; Rate constant; Decarboxylation;
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

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
 

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