4411-99-8

Basic information

• Product Name: 2-ethyl-2-butenoic acid
• Synonyms: 2-ethyl-2-butenoic acid;Einecs 224-568-6
• CAS NO: 4411-99-8
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.1424
• EINECS: 224-568-6
• Mol File: 4411-99-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 17.3°C (estimate)
• Boiling Point: 216.76°C (estimate)
• Flash Point: 113.9°C
• Appearance: /
• Density: 0.9735 (rough estimate)
• Vapor Pressure: 0.0899mmHg at 25°C
• Refractive Index: 1.4254 (estimate)
• CAS DataBase Reference: 2-ethyl-2-butenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ethyl-2-butenoic acid(4411-99-8)
• EPA Substance Registry System: 2-ethyl-2-butenoic acid(4411-99-8)

Safety Data

• Hazardous Substances Data: 4411-99-8(Hazardous Substances Data)

Usage

General Description

2-Ethyl-2-butenoic acid, also known as tiglic acid, is a chemical compound with the molecular formula C6H10O2. It is a colorless, oily liquid with a fruity odor and is commonly used in the production of various synthetic organic compounds. Tiglic acid is a potent irritant to the skin, eyes, and respiratory tract and should be handled with care. It is also used as a flavoring agent in food and beverage products. In addition, tiglic acid has been studied for its potential applications in organic synthesis and medicinal chemistry, making it a versatile and important chemical compound in various industries.

InChI:InChI=1/C6H10O2/c1-3-5(4-2)6(7)8/h3H,4H2,1-2H3,(H,7,8)/b5-3+

Upstream product

• 3639-21-2 2-ethyl-2-hydroxybutyric acid 
• 4411-91-0 2-ethyl-crotonic acid amide 
• 34452-15-8 (2Z)-2-ethyl-2-butenoic acid 
• 5465-11-2 ethyl 2-ethyl-3-hydroxybutanoate 
• 77-65-6 carbromal 
• 680-35-3 ethyl-(1-propoxy-ethyl)-malonic acid diethyl ester 
• 7664-93-9 sulfuric acid 
• 89580-25-6 2-ethyl-crotononitrile 
• 6335-72-4 2-ethyl-2,3-dibromo-butyric acid 
• 7647-01-0 hydrogenchloride 
• 5982-97-8 (2-ethyl-crotonoyl)-urea 
• 26074-53-3 2-bromo-2-ethylbutyryl bromide 

Downstream Products

• 1187-13-9 (E)-2-ethyl-2-butenoic acid 
• 646-04-8 (E)-pent-2-ene 
• 1318251-47-6 3-ethyl-5-(4-fluorophenyl)-1,3-dimethylindolin-2-one 
• 1356668-64-8 N-methyl-2-methylene-N-phenylbutanamide 
• 4390-96-9 2-ethylacryloyl chloride 

Relevant articles and documents

The Gas-Phase Elimination Kinetics of 2-Hydroxy-2-Methylbutyric Acid and 2-Ethyl-2-Hydroxybutyric Acid

The elimination kinetics of the title compounds have been examined over the temperature range of 270 - 320 deg C and pressure range of 19 - 117 torr.The reactions, carried out in seasoned vessels, with the free-radical suppressor toluene always present, are homogeneous, unimolecular, and follow a first-order rate law.The products of 2-hydroxy-2-methylbutyric acid are 2-butanone, CO, and H2O; while of 2-ethyl-2-hydroxybutyric acid are 3-pentanone, CO, and H2O.The rate coeffcient is expressed by the following Arrhenius equation: for 2-hydroxy-2-methylbutyric acid, log k1(s-1) = (12.87 +/- 0.19) - (171.2 +/- 2.1) kJ mol-1 (2.303 RT)-1; and for 2-ethyl-2-hydroxybutyric acid, log k1(s-1) = (12.13 +/- 0.34) - (159.4 +/- 3.7) kJ mol-1 (2.303 RT)-1.Augmentation of alkyl bulkiness at the 2-position of the 2-hydroxycarboxylic acids showed an increase in the rate of dehydration.The electron release of alkyl groups, rather than steric acceleration, appears to enhance the pyrolysis decomposition of these substrates.These reactions are believed to proceed through a semi-polar five-membered cyclic transition type of mechanism.