3-(2,4-Dimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-3-methylbutanoic acid

Base Information

• Chemical Name: 3-(2,4-Dimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-3-methylbutanoic acid
• CAS No.: 133544-77-1
• Molecular Formula: C13H16 O4
• Molecular Weight: 236.268
• DSSTox Substance ID: DTXSID30158164
• Nikkaji Number: J404.767B
• Wikidata: Q83026324
• ChEMBL ID: CHEMBL3586541
• Mol file: 133544-77-1.mol

Synonyms:3-(3',6'-dioxo-2',4'-dimethylcyclohexa-1',4'-diene)-3,3-dimethylpropionic acid;3-DDCDP

Chemical Property of 3-(2,4-Dimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-3-methylbutanoic acid

Chemical Property:

• Boiling Point: 373.3°Cat760mmHg
• Flash Point: 193.7°C
• PSA: 71.44000
• Density: 1.197g/cm³
• LogP: 1.90190
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 236.10485899
• Heavy Atom Count: 17
• Complexity: 464

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)C(=C(C1=O)C)C(C)(C)CC(=O)O

Technology Process of 3-(2,4-Dimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-3-methylbutanoic acid

There total 4 articles about 3-(2,4-Dimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)-3-methylbutanoic 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: 100.0%

6-hydroxy-4,4,5,7-tetramethyl-3,4-dihydrocoumarin (50442-68-7) → 3-(3',6'-Dioxo-2',4'-dimethylcyclohexa-1',4'-dienyl)-3,3-dimethylpropionic acid (133544-77-1)

Guidance literature:

With N-Bromosuccinimide; In water; acetonitrile;

Reference yield:

1,4-dihydroxy-2,6-dimethylbenzene (654-42-2) → 3-(3',6'-Dioxo-2',4'-dimethylcyclohexa-1',4'-dienyl)-3,3-dimethylpropionic acid (133544-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: MeSO₃H / 70 °C

2: 100 percent / N-bromosuccinimide / acetonitrile; H₂O / 20 °C

With N-Bromosuccinimide; methanesulfonic acid; In water; acetonitrile;

Reference yield:

2,6-dimethyl-1,4-benzoquinone (527-61-7) → 3-(3',6'-Dioxo-2',4'-dimethylcyclohexa-1',4'-dienyl)-3,3-dimethylpropionic acid (133544-77-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / Na₂S₂O₄ / H₂O; diethyl ether / 20 °C

2: MeSO₃H / 70 °C

3: 100 percent / N-bromosuccinimide / acetonitrile; H₂O / 20 °C

With N-Bromosuccinimide; sodium dithionite; methanesulfonic acid; In diethyl ether; water; acetonitrile;

upstream raw materials:

6-hydroxy-4,4,5,7-tetramethyl-3,4-dihydrocoumarin

(S)-3-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-2-[3-(2,4-dimethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-3-methyl-butyrylamino]-propionic acid methyl ester

1,4-dihydroxy-2,6-dimethylbenzene

2,6-dimethyl-1,4-benzoquinone

Downstream raw materials:

3-(3',6'-Dioxo-2',4'-dimethylcyclohexa-1',4'-dienyl)-3,3-dimethylpropanoic acid N-(p-methoxyphenyl)amide

6-hydroxy-4,4,5,7-tetramethyl-3,4-dihydrocoumarin

(S)-3-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-2-[3-(2,4-dimethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-3-methyl-butyrylamino]-propionic acid methyl ester