Ethyl 3,3-dimethylacrylate Chemical Properties

Melting point:

-62.68°C (estimate)

Boiling point:

154-155 °C (lit.)

Density 

0.922 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.436(lit.)

Flash point:

93 °F

storage temp. 

Store at room temperature

Water Solubility 

Insoluble in water

form 

clear liquid

color 

Colorless to Almost colorless

Stability:

Stable. Flammable. Incompatible with acids, bases, oxidizing agents, reducing agents.

InChI

InChI=1S/C7H12O2/c1-4-9-7(8)5-6(2)3/h5H,4H2,1-3H3

InChIKey

UTXVCHVLDOLVPC-UHFFFAOYSA-N

SMILES

C(OCC)(=O)/C=C(/C)\C

LogP

2.225 (est)

CAS DataBase Reference

638-10-8(CAS DataBase Reference)

NIST Chemistry Reference

2-Butenoic acid, 3-methyl-, ethyl ester(638-10-8)

EPA Substance Registry System

2-Butenoic acid, 3-methyl-, ethyl ester (638-10-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

10-36/37/38

Safety Statements 

16-29-33-28-26

RIDADR 

UN 3272 3/PG 3

WGK Germany 

2

RTECS 

GQ5750000

TSCA 

TSCA listed

HazardClass 

3.2

PackingGroup 

III

HS Code 

29161900

Storage Class

3 - Flammable liquids

Hazard Classifications

Flam. Liq. 3

MSDS

• Language:English Provider:3-Methyl-2-butenoic acid ethyl ester
• Language:English Provider:SigmaAldrich

Ethyl 3,3-dimethylacrylate Usage And Synthesis

Chemical Properties

liquid

Uses

Ethyl 3,3-dimethylacrylate was used in the synthesis of:

• 3-benzylmercupto-3-methylbutanoic acid ethylester
• cis-2-cyano-3,3-dimethylcyclopropanecarboxylic acid, precursor for the synthesis of cis-pyrethroids
• 1-[¹³CD₃]-9-cis-retinoic acid

General Description

Ion-molecule reactions between the O=P(OCH₃)₂+phosphonium ions and ethyl 3,3-dimethylacrylate has been investigated by quadrupole ion trap mass spectrometery.

Synthesis

A suspension of 60% NaH in mineral oil (4.12 g, 0.11 mol, 1.2 eq.) in dry THF (100 mL) was cooled under nitrogen to 0??C. A solution of triethyl acetate phosphate (22.1 mL, 0.11 mol, 1.3 eq.) in dry THF (30 mL) was then added. After stopping the bubbling, acetone (6.3 mL, 0.09 mol, 1 eq.) was added and the resulting mixture was heated to room temperature and stirred overnight. The mixture was quenched by the addition of water (100 mL) and then extracted with ether (2 x 100 mL). The combined organic extracts were washed with water (150 mL) followed by brine (150 mL). The organic layer was dried with anhydrous MgSO4 and the solvent was removed under vacuum. The crude product was purified using rapid chromatography (19:1 pentane:ether) to afford the pale yellow oily product ethyl 3-methyl-2-butenoate (9.67 g, 88%).

Ethyl 3,3-dimethylacrylate(638-10-8)Related Product Information

• Diethyl methylmalonate
• Diethyl succinosuccinate
• 3-Methyl-2-buten-1-ol
• Methylparaben
• Triethyl citrate
• Trinexapac-ethyl
• Tiglic aldehyde
• Bensulfuron methyl
• 2-(Dimethylamino)ethyl methacrylate
• Ethyl crotonate
• Ethyl heptanoate
• Ethyl glyoxalate
• POLY(ETHYL METHACRYLATE)
• Ethyl formate
• Ethyl pyruvate
• Ethyl acetate
• Thiophanate-methyl
• Ethanol