2,2,4,4-Tetramethylglutaric acid

Base Information

• Chemical Name: 2,2,4,4-Tetramethylglutaric acid
• CAS No.: 1189-82-8
• Molecular Formula: C9H16O4
• Molecular Weight: 188.224
• DSSTox Substance ID: DTXSID60484887
• Nikkaji Number: J1.144.975A
• Wikidata: Q82323602
• Mol file: 1189-82-8.mol

Synonyms:2,2,4,4-tetramethylglutaric acid;1189-82-8;tetramethylglutaric acid;Pentanedioic acid, 2,2,4,4-tetramethyl-;SCHEMBL797973;DTXSID60484887;ZBJKOZDGZGTMJX-UHFFFAOYSA-N;AKOS006276403

Chemical Property of 2,2,4,4-Tetramethylglutaric acid

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 188.10485899
• Heavy Atom Count: 13
• Complexity: 204

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,2,4,4-Tetramethylglutaric acid

There total 1 articles about 2,2,4,4-Tetramethylglutaric 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:

(2R)-1.1-dimethyl-3t-(α-hydroxy-isopropyl)-2r-(γ-hydroxy-isopentyl)-cyclobutane + nitric acid (7697-37-2,78989-43-2) → 2,2-dimethylsuccinic acid (597-43-3) + 2,2,4,4-tetramethylpentanedioic acid (1189-82-8)

Guidance literature:

Reference yield: 83.0%

2,2,4,4-tetramethylpentanedioic acid (1189-82-8) + phenyllithium (591-51-5) → 2,2,4,4-Tetramethyl-5-oxo-5-phenylpentansaeure (95581-36-5)

Guidance literature:

In tetrahydrofuran; diethyl ether; benzene; for 14h; Heating;

DOI:10.1016/S0040-4020(99)00589-X

Reference yield: 53.0%

1-bromo-4-methoxy-benzene (104-92-7) + 2,2,4,4-tetramethylpentanedioic acid (1189-82-8) → 5-(4-Methoxyphenyl)-2,2,4,4-tetramethyl-5-oxopentansaeure (95581-38-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; 1) -78 deg C to reflux, 2) r.t., 12 h;

upstream raw materials:

nitric acid

Downstream raw materials:

5-(4-Methoxyphenyl)-2,2,4,4-tetramethyl-5-oxopentansaeure

2,2,4,4-tetramethyl-1,5-diphenylpentane-1,5-dione

2,2,4,4-Tetramethyl-5-oxo-5-phenylpentansaeure

2,2,4,4-tetramethyl-1,5-bis(4-methylphenyl)pentane-1,5-dione

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