Ethyl 4-methyl-4-pentenoate

Base Information

• Chemical Name: Ethyl 4-methyl-4-pentenoate
• CAS No.: 4911-54-0
• Molecular Formula: C8H14 O2
• Molecular Weight: 142.198
• Hs Code.: 29161900
• European Community (EC) Number: 628-344-2
• DSSTox Substance ID: DTXSID60392296
• Nikkaji Number: J775.851K
• Wikidata: Q72476063
• Mol file: 4911-54-0.mol

Synonyms:Ethyl 4-methyl-4-pentenoate;4911-54-0;Ethyl 4-methylpent-4-enoate;4-methyl-pent-4-enoic acid ethyl ester;Ethyl4-methylpent-4-enoate;SCHEMBL932338;DTXSID60392296;RRTBSPBUHUUTHR-UHFFFAOYSA-N;Ethyl 4-methyl-pent-4-en-1-oate;Ethyl 4-methyl-4-pentenoate, 95%;MFCD00075160;AKOS024257293;CS-W018285;CS-17380;FT-0736104

Chemical Property of Ethyl 4-methyl-4-pentenoate

Chemical Property:

• Vapor Pressure: 0.59mmHg at 25°C
• Melting Point: -65.52°C (estimate)
• Refractive Index: n20/D 1.425(lit.)
• Boiling Point: 85 °C20 mm Hg(lit.)
• Flash Point: 136 °F
• PSA: 26.30000
• Density: 0.891 g/mL at 25 °C(lit.)
• LogP: 1.90580
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 127

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 4-methyl-4-pentenoate 95% ^*data from reagent suppliers

Safty Information:

• Statements: 10-36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CCC(=C)C

Technology Process of Ethyl 4-methyl-4-pentenoate

There total 4 articles about Ethyl 4-methyl-4-pentenoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 66.0%

2-methyl-3-bromo-1-propene (1458-98-6) + bromo(2-ethoxy-2-oxoethyl)zinc (5764-82-9) → ethyl 4-methyl-4-pentenoate (4911-54-0)

Guidance literature:

copper acetylacetonate; In diethyl ether; at 25 ℃; for 2h;

DOI:10.1016/S0040-4039(00)88012-0

Reference yield:

ethanol (64-17-5) + carbon monoxide (201230-82-2) + isoprene (78-79-5,9003-31-0) → dihydro-5,5-dimethyl-2(3H)-furanone (3123-97-5) + ethyl 4-methyl-3-pentenoate (6849-18-9) + ethyl 4-methyl-4-pentenoate (4911-54-0) + 3-Methyl-hexen-3-disaeure-diethylester (39155-12-9)

Guidance literature:

Multistep reaction. Further byproducts given; (i) PdCl₂, (ii) /BRN= 3587209/, EtOH;

DOI:10.1021/ja01096a010

Reference yield:

Triethyl orthoacetate (78-39-7) + 3-hydroxy-2-methyl-1-propene (513-42-8) → methallyl acetate (820-71-3) + ethyl 4-methyl-4-pentenoate (4911-54-0) + 4-methyl-pent-4-enoic acid methallyl ester (86014-96-2)

Guidance literature:

With acetic acid; at 218 ℃; for 0.0333333h; under 18751.9 Torr; Temperature; Microwave irradiation; Flow reactor;

DOI:10.1021/acs.oprd.8b00185

upstream raw materials:

ethanol

carbon monoxide

isoprene

2-methyl-3-bromo-1-propene

Downstream raw materials:

4-methyl-4-penten-1-ol

4-methyl-4-pentenoic acid

(-)-(S)-5-Methyl-1-(p-tolylsulfinyl)-5-hexen-2-one

ethyl 4-methyl-3-pentenoate