1,3,5-Pentanetricarboxylic acid

Base Information

• Chemical Name: 1,3,5-Pentanetricarboxylic acid
• CAS No.: 6940-58-5
• Molecular Formula: C8H12 O6
• Molecular Weight: 204.18
• Hs Code.: 2917190090
• European Community (EC) Number: 230-087-2
• NSC Number: 60156
• DSSTox Substance ID: DTXSID50219529
• Nikkaji Number: J208.830D
• Wikidata: Q83096464
• Mol file: 6940-58-5.mol

Synonyms:1,3,5-Pentanetricarboxylic acid;6940-58-5;Pentane-1,3,5-tricarboxylic acid;Octric acid;4-Carboxypimelic acid;EINECS 230-087-2;1,5-Tricarboxypentane;1,3,5-Tricarboxypentane;CBDivE_002852;1,5-Pentanetricarboxylic acid;SCHEMBL108166;DTXSID50219529;NSC60156;MFCD00020546;NSC 60156;NSC-60156;STK366691;AKOS005443446;CCG-247185;NCGC00340608-01;AS-63091;CS-0158416;P0075;D83384;AB01332724-02

Chemical Property of 1,3,5-Pentanetricarboxylic acid

Chemical Property:

• Vapor Pressure: 7.25E-08mmHg at 25°C
• Melting Point: 113°C
• Boiling Point: 409.9°C at 760 mmHg
• Flash Point: 215.8°C
• PSA: 111.90000
• Density: 1.409g/cm³
• LogP: 0.41680
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 204.06338810
• Heavy Atom Count: 14
• Complexity: 216

Purity/Quality:

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

Pentane-1,3,5-tricarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 1,3,5-Pentanetricarboxylic acid

There total 20 articles about 1,3,5-Pentanetricarboxylic 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: 87.0%

diethyl 2,2-bis(2-cyanoethyl)malonate (1444-05-9) → pentane-1,3,5-tricarboxylic acid (6940-58-5)

Guidance literature:

With hydrogenchloride; water; for 72h; Heating;

DOI:10.1002/(SICI)1521-3765(19991001)5:10<3055::AID-CHEM3055>3.0.CO;2-N

Reference yield:

2,4-dicyano-2-(2-cyano-ethyl)-butyric acid (99358-58-4) → pentane-1,3,5-tricarboxylic acid (6940-58-5)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jo01364a016

Reference yield:

tetraethyl 1,1,3,3-propanetetracarboxylate (2121-66-6) → pentane-1,3,5-tricarboxylic acid (6940-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / methanol; 2-methyl-propan-2-ol

2: aq. HCl

With hydrogenchloride; potassium hydroxide; In methanol; tert-butyl alcohol;

DOI:10.1039/j39660001734

upstream raw materials:

2,4-dicyano-2-(2-cyano-ethyl)-butyric acid

ethyl-2,4-dicyano-2-(2-cyanoethyl)butanoate

diethyl 2,2-bis(2-cyanoethyl)malonate

pentane-1,3,3,5-tetracarboxylic acid

Downstream raw materials:

3-(2,6-dioxotetrahydro-2H-pyran-3-yl)propanoic acid

4-oxocyclohexanecarboxylic acid

triethyl pentane-1,3,5-tricarboxylate

2,3,4,9-tetrahydro-1H-carbazole-3-carboxylic acid

Refernces

• 1、 Murthi, G. S. S.,Mazumder, Alok. "Synthetic Studies in Carbocyclic Systems : Part I - A new Synthesis of Nopinone". . p. 339 - 340. Retrieved 2007/10/02.
• 2、 Edwards. "Anhydride formation with thionyl chloride. The synthesis of di- and tri-amino-alcohols from the corresponding tri- and tetra-carboxylic acids.". . p. 1734 - 1737. Retrieved 2007/10/06.