Ethyl 4-chloro-2,2-dimethylpent-4-enoate

Base Information

• Chemical Name: Ethyl 4-chloro-2,2-dimethylpent-4-enoate
• CAS No.: 118427-36-4
• Molecular Formula: C₉H₁₅ClO₂
• Molecular Weight: 190.67
• Hs Code.: 2916190090
• DSSTox Substance ID: DTXSID80394691
• Nikkaji Number: J2.688.083A
• Wikidata: Q82194238
• Mol file: 118427-36-4.mol

Synonyms:118427-36-4;ethyl 4-chloro-2,2-dimethylpent-4-enoate;4-CHLORO-2,2-DIMETHYL-4-PENTENOIC ACID ETHYL ESTER;4-Pentenoic acid, 4-chloro-2,2-dimethyl-, ethyl ester;4-CHLORO-2,2-DIMETHYL-4-PENTENOIC ACID, ETHYL ESTER;Ethyl4-chloro-2,2-dimethylpent-4-enoate;4-Chloro-2,2-dimethyl-pent-4-enoic acid ethyl ester;SCHEMBL1254625;DTXSID80394691;QVPAHMHJYDYAOS-UHFFFAOYSA-N;AKOS006284061;AM803014;AS-64761;ethyl 4-chloro-2,2-dimethyl-4-pentenoate;CS-0006848;FT-0664648;ethyl 4-chloranyl-2,2-dimethyl-pent-4-enoate;A803924;4-Pentenoic acid,4-chloro-2,2-diMethyl-,ethyl ester

Chemical Property of Ethyl 4-chloro-2,2-dimethylpent-4-enoate

Chemical Property:

• Vapor Pressure: 0.194mmHg at 25°C
• Boiling Point: 60-65°C
• Flash Point: 81.8°C
• PSA: 26.30000
• Density: 1.02g/cm³
• LogP: 2.86080
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 190.0760574
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-2,2-dimethyl-4-pentenoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)(C)CC(=C)Cl
• Uses: 4-Chloro-2,2-dimethyl-4-pentenoic Acid Ethyl Ester (cas# 118427-36-4) is a compound useful in organic synthesis.

Technology Process of Ethyl 4-chloro-2,2-dimethylpent-4-enoate

There total 2 articles about Ethyl 4-chloro-2,2-dimethylpent-4-enoate 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: 93.0%

2,3-Dichloroprop-1-ene (78-88-6) + Ethyl isobutyrate (97-62-1) → ethyl 4-chloro-2,2-dimethyl-4-pentenoate (118427-36-4)

Guidance literature:

Ethyl isobutyrate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - -65 ℃; for 0.333333h;

2,3-Dichloroprop-1-ene; In tetrahydrofuran; at 20 ℃; for 18h;

Reference yield:

2,3-Dichloroprop-1-ene (78-88-6) + ammonium chloride + Ethyl isobutyrate (97-62-1) → ethyl 4-chloro-2,2-dimethyl-4-pentenoate (118427-36-4)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran;

Reference yield: 100.0%

ethyl 4-chloro-2,2-dimethyl-4-pentenoate (118427-36-4) → 5-bromo-2,2-dimethyl-4-oxopentanoic acid ethyl ester (154325-75-4)

Guidance literature:

With bromine; In ethanol; water; at -5 - 20 ℃; for 2h;

upstream raw materials:

2,3-Dichloroprop-1-ene

Ethyl isobutyrate

Downstream raw materials:

5-bromo-2,2-dimethyl-4-oxopentanoic acid ethyl ester

ethyl 5-t-butylthio-2,2-dimethyl-4-oxo-pentanoate

Refernces

• 1、 -. "DIHYDROPYRIMIDINE DERIVATIVES AND USES THEREOF IN THE TREATMENT OF HBV INFECTION OR OF HBV-INDUCED DISEASES". Page/Page column 39; 62-63. . Retrieved 2020/01/24.
• 2、 -. "A hedgehog pathway inhibitor and its preparation method and application". Paragraph 0041; 0042; 0044. . Retrieved 2019/04/10.