4911-54-0

Basic information

• Product Name: ETHYL 4-METHYL-4-PENTENOATE
• Synonyms: ETHYL 4-METHYL-4-PENTENOATE;Ethyl 4-methyl-4-pentenoate,95%;4-Methyl-4-pentenoic acid ethyl ester;ethyl 4-Methyl-pent-4-en-1-oate;Ethyl 4-methyl-4-pentenoate 95%;ethyle4-methyl-4-pentenoate;Ethyl 4-methylpent-4-enoate
• CAS NO: 4911-54-0
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.2
• Product Categories: C8 to C9;Carbonyl Compounds;Esters
• Mol File: 4911-54-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: -65.52°C (estimate)
• Boiling Point: 85 °C20 mm Hg(lit.)
• Flash Point: 136 °F
• Appearance: /
• Density: 0.891 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.59mmHg at 25°C
• Refractive Index: n20/D 1.425(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: ETHYL 4-METHYL-4-PENTENOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 4-METHYL-4-PENTENOATE(4911-54-0)
• EPA Substance Registry System: ETHYL 4-METHYL-4-PENTENOATE(4911-54-0)

Safety Data

• Statements: 10-36/37/38
• Safety Statements: 24/25
• RIDADR: UN 3272 3/PG 3
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 4911-54-0(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless liquid

InChI:InChI=1/C8H14O2/c1-4-10-8(9)6-5-7(2)3/h2,4-6H2,1,3H3

Upstream product

• 78-39-7 Triethyl orthoacetate 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 64-17-5 ethanol 
• 201230-82-2 carbon monoxide 
• 78-79-5 isoprene 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 5764-82-9 bromo(2-ethoxy-2-oxoethyl)zinc 

Downstream Products

• 92454-52-9 5-(4-methoxyphenyl)-pent-4-enoic acid ethyl ester 
• 1014-79-5 4-methyl-N-phenylpent-4-enamide 

Relevant articles and documents

Scalable Microwave-Assisted Johnson-Claisen Rearrangement with a Continuous Flow Microwave System

We demonstrated the rapid Johnson-Claisen rearrangement of allyl alcohol and triethyl orthoacetate with a continuous flow apparatus combined with a microwave reactor. The reaction could be carried out without solvent, and only a catalytic amount of acetic acid was sufficient to promote the reaction under microwave irradiation conditions. To confirm the optimal reaction conditions found experimentally, we performed Design of Experiments (DoE) by the Nelder-Mead method and a least-squares method regarding the amount of acetic acid and the flow rate. Consequently, the highest yield of the desired γ,δ-unsaturated ester was obtained, and the productivity at the reaction step of the continuous process was 89.5 g/h under the optimal conditions, suggesting that 2.1 kg of the product would be theoretically obtained in 1 day. We also investigated the Johnson-Claisen rearrangement using other allylic alcohols, and the corresponding products were obtained in good to high yields per unit of time.