4-KETOPIMELIC ACID

Base Information

• Chemical Name: 4-KETOPIMELIC ACID
• CAS No.: 502-50-1
• Molecular Formula: C7H10O5
• Molecular Weight: 174.153
• Hs Code.: 29183000
• European Community (EC) Number: 207-941-8
• NSC Number: 16642
• DSSTox Substance ID: DTXSID40198238
• Nikkaji Number: J6.201D
• Wikidata: Q83071015
• Mol file: 502-50-1.mol

Synonyms:4-Ketopimelicacid;4-Oxoheptanedioic acid;4-Oxopimelic acid;NSC 16642;g-Ketopimelic acid;

Chemical Property of 4-KETOPIMELIC ACID

Chemical Property:

• Appearance/Colour: white fine crystalline powder
• Vapor Pressure: 3.03E-08mmHg at 25°C
• Melting Point: 142-144 °C(lit.)
• Refractive Index: 1.4400 (estimate)
• Boiling Point: 420.4 °C at 760 mmHg
• PKA: 4.34±0.17(Predicted)
• Flash Point: 222.2 °C
• PSA: 91.67000
• Density: 1.334 g/cm³
• LogP: 0.28510
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 174.05282342
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Oxoheptanedioic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 4-KETOPIMELIC ACID

There total 35 articles about 4-KETOPIMELIC 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: 97.0%

1,6-dioxaspiro[4.4]nonane-2,7-dione (3505-67-7) → 4-Ketopimelic acid (502-50-1)

Guidance literature:

With potassium hydroxide; In water; for 0.166667h;

DOI:10.1002/hlca.19870700728

Reference yield: 40.0%

4-Nitroheptandisaeure (7766-84-9) → 1,6-dioxaspiro[4.4]nonane-2,7-dione (3505-67-7) + 4-Ketopimelic acid (502-50-1) + 3-(2',3',4',5'-Tetrahydro-2'-nitro-5'-oxo-2'-furyl)propansaeure

Guidance literature:

With potassium hydroxide; dipotassium peroxodisulfate; potassium hexacyanoferrate(III); In dichloromethane; water; at 0 ℃; for 0.333333h;

DOI:10.1002/hlca.19870700728

Reference yield:

C42H77N4O14P → 4-Ketopimelic acid (502-50-1)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 5h;

DOI:10.1021/acs.chemrestox.6b00218

upstream raw materials:

4-oxopimelate

chelidonic acid

4-oxo-hept-2-enedioic acid

succinic acid

Downstream raw materials:

4-oxopimelate

4-oxoheptanedioic acid monoethyl ester

heptanedioic acid

3-(5-oxotetrahydro-2-furanyl)propanoic acid

Refernces

• 1、 Guo, Junhong,Hong, Li,West, Xiaoxia Z.,Wang, Hua,Salomon, Robert G.. "Bioactive 4-Oxoheptanedioic Monoamide Derivatives of Proteins and Ethanolaminephospholipids: Products of Docosahexaenoate Oxidation". . p. 1706 - 1719. Retrieved 2016/10/24.
• 2、 Zuercher, Alois,Hesse, Manfred. "179. Die Oxidation von 3-(1-Nitro-2-oxocycloalkyl)propanal". . p. 1937 - 1943. Retrieved 2007/10/02.