4,4-Dimethyl-6-oxoheptanoic acid

Base Information

• Chemical Name: 4,4-Dimethyl-6-oxoheptanoic acid
• CAS No.: 471-04-5
• Molecular Formula: C9H16O3
• Molecular Weight: 172.224
• DSSTox Substance ID: DTXSID80574153
• Nikkaji Number: J12.595D
• Wikidata: Q82463092
• Mol file: 471-04-5.mol

Synonyms:4,4-dimethyl-6-oxoheptanoic acid;471-04-5;DTXSID80574153;6-keto-4,4-dimethyl-enanthic acid

Chemical Property of 4,4-Dimethyl-6-oxoheptanoic acid

Chemical Property:

• Melting Point: 50°C
• Refractive Index: 1.4488 (estimate)
• Boiling Point: 242.55°C (rough estimate)
• PSA: 54.37000
• Density: 1.0300 (rough estimate)
• LogP: 1.85650
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 172.109944368
• Heavy Atom Count: 12
• Complexity: 182

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,4-Dimethyl-6-oxoheptanoic acid

There total 11 articles about 4,4-Dimethyl-6-oxoheptanoic 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:

alpha-carotene (7488-99-5) → 4,4-dimethyl-6-oxo-heptanoic acid (471-04-5)

Guidance literature:

With acetic acid; durch Oxonisierung; anschliessende Oxydation mit verd. H₂O₂;

Reference yield:

3,3-dimethyl-butan-2-one (75-97-8) + acrylic acid (79-10-7) → 5,5-dimethyl-6-oxo-heptanoic acid (871899-13-7) + 4,4-dimethyl-6-oxo-heptanoic acid (471-04-5)

Guidance literature:

With iron(III) chloride; trifluoroacetic acid; In acetonitrile; at 60 ℃; for 36h; Overall yield = 62 percent; Inert atmosphere; Irradiation;

DOI:10.1021/acscatal.1c02285

Reference yield:

alpha-ionone (127-41-3) → 4,4-dimethyl-6-oxo-heptanoic acid (471-04-5)

Guidance literature:

With potassium permanganate; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; Oxydation;

upstream raw materials:

2,4,4-trimethyl-cyclohexanone

(+/-)-α-cyclogeraniol

(+/-)-α-cyclogeranic acid

alpha-ionone

Downstream raw materials:

carbon tetrabromide

3,3-dimethylhexanedioic acid

Bromoform

Refernces

• 1、 Kang, Yi Cheng,Treacy, Sean M.,Rovis, Tomislav. "Iron-Catalyzed Photoinduced LMCT: A 1° C-H Abstraction Enables Skeletal Rearrangements and C(sp3)-H Alkylation". . p. 7442 - 7449. Retrieved 2021/06/30.