Ethyl 2,3-dimethyl-3-butenoate

Base Information

• Chemical Name: Ethyl 2,3-dimethyl-3-butenoate
• CAS No.: 14387-99-6
• Molecular Formula: C8H14 O2
• Molecular Weight: 142.198
• Hs Code.: 2916190090
• European Community (EC) Number: 238-359-2
• DSSTox Substance ID: DTXSID30932128
• Nikkaji Number: J216.999A
• Mol file: 14387-99-6.mol

Synonyms:ethyl 2,3-dimethylbut-3-enoate;Ethyl 2,3-dimethyl-3-butenoate;14387-99-6;EINECS 238-359-2;SCHEMBL11058541;DTXSID30932128;2,3-Dimethyl-3-butenoic acid ethyl ester

Chemical Property of Ethyl 2,3-dimethyl-3-butenoate

Chemical Property:

• Vapor Pressure: 2.47mmHg at 25°C
• Boiling Point: 159.7°Cat760mmHg
• Flash Point: 56.5°C
• PSA: 26.30000
• Density: 0.892g/cm³
• LogP: 1.76170
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)C(=C)C

Technology Process of Ethyl 2,3-dimethyl-3-butenoate

There total 15 articles about Ethyl 2,3-dimethyl-3-butenoate 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: 92.0%

ethyl 3-methylbut-2-enoate (638-10-8) + methyl iodide (74-88-4) → ethyl 2,3-dimethyl-3-butenoate (14387-99-6)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; 1.) -78 deg C, 1 h, 2.) -78 deg C -> room temperature, 1 h;

DOI:10.1021/ja00398a021

Reference yield: 51.0%

ethyl 2,3-dimethylbut-2-enoate (13979-28-7) → ethyl 2,3-dimethyl-3-butenoate (14387-99-6)

Guidance literature:

With 1,2-dimethyl-1H-imidazole; In diethyl ether; for 384h; Irradiation;

DOI:10.1021/jo00206a030

Reference yield:

Ethyl 2-bromopropionate (535-11-5,41978-69-2) → ethyl 2,3-dimethyl-3-butenoate (14387-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: BuLi, Zn / benzene; hexane / 2 h / Heating

2: phosphorus pentoxide / benzene / 4 h / Heating

With phosphorus pentaoxide; n-butyllithium; zinc; In hexane; benzene;

DOI:10.1021/ja00381a023

upstream raw materials:

1-ethyl-piperidine

pyridine

isopropenyl-methyl-malonic acid monoethyl ester

ethyl 2-amino-3,3-dimethylbutyrate hydrochloride

Downstream raw materials:

ethylene glycol

1-diazo-5-(m-methoxyphenyl)-3-methyl-3-(2'-propenyl)-2-pentanone

4-(m-methoxyphenyl)-2-methyl-2-(2'-propenyl)butyric acid

5-(m-methoxyphenyl)-3-methyl-3-(2'-propenyl)-2-pentanone

Refernces

• 1、 McCullough, John J.,MacInnis, W. Keith,Lock, Colin J. L.,Faggiani, Rommulo. "Naphthonitrile-Alkene Exciplexes. Comparison of Bimolecular and Bichromophoric Cases: Effects of Linking on Fluorescence and Photochemistry". . p. 4644 - 4658. Retrieved 2007/10/02.