5-Ethoxy-3,3-dimethyl-5-oxopentanoic acid

Base Information

• Chemical Name: 5-Ethoxy-3,3-dimethyl-5-oxopentanoic acid
• CAS No.: 71885-49-9
• Molecular Formula: C₉H₁₆O₄
• Molecular Weight: 188.224
• European Community (EC) Number: 859-308-6
• Mol file: 71885-49-9.mol

Synonyms:5-ethoxy-3,3-dimethyl-5-oxopentanoic acid;71885-49-9;SCHEMBL7841654;ZBSFYDGELQITDN-UHFFFAOYSA-N;AKOS033752159;5-ethoxy-3,3-dimethyl-5-oxopentanoicacid;EN300-208851;Z1262513223

Chemical Property of 5-Ethoxy-3,3-dimethyl-5-oxopentanoic acid

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 188.10485899
• Heavy Atom Count: 13
• Complexity: 196

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 5-Ethoxy-3,3-dimethyl-5-oxopentanoic acid

There total 1 articles about 5-Ethoxy-3,3-dimethyl-5-oxopentanoic acid 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: 96.2%

3,3-Dimethylglutaric acid (4839-46-7) → 3,3-dimethylpent-1,5-diol (53120-74-4) + 3,3-dimethyl-glutaric acid monoethyl ester (71885-49-9)

Guidance literature:

With sulfuric acid; sodium hydrogencarbonate; In methanol; water; 1,2-dichloro-ethane;

Reference yield:

3,3-dimethyl-glutaric acid monoethyl ester (71885-49-9) → 6-benzyl 1-ethyl 3,3-dimethylhexanedioate

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride; N,N-dimethyl-formamide / ethyl acetate / 8.5 h / 60 °C

2: tetrahydrofuran; acetonitrile; hexane / 2 h / 0 - 20 °C

3: triethylamine; silver(I) acetate / 1.25 h / 20 - 60 °C

With thionyl chloride; silver(I) acetate; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; hexane; ethyl acetate; acetonitrile;

DOI:10.1021/acsmedchemlett.0c00200

Reference yield:

3,3-dimethyl-glutaric acid monoethyl ester (71885-49-9) → 3,3-dimethylpentanoic acid (3177-74-0)

Guidance literature:

With methanol; sodium methylate; acetic acid; Electrolysis_.anschliessend Behandlung mit aethanol.Kalilauge;

upstream raw materials:

3,3-Dimethylglutaric acid

Downstream raw materials:

3,3-dimethylpentanoic acid

3,3-dimethylhexanoic acid