trans-Homoaconitate

Base Information

• Chemical Name: trans-Homoaconitate
• CAS No.: 7279-63-2
• Molecular Formula: C₇H₈O₆
• Molecular Weight: 188.137
• UNII: 2365XCY6LE
• DSSTox Substance ID: DTXSID50331477
• Nikkaji Number: J181.758B
• Wikidata: Q27149623
• Mol file: 7279-63-2.mol

Synonyms:trans-Homoaconitate;Homoaconitic acid, trans-;2365XCY6LE;7279-63-2;UNII-2365XCY6LE;(1E)-1-Butene-1,2,4-tricarboxylic acid;1-Butene-1,2,4-tricarboxylic acid, (E)-;1-Butene-1,2,4-tricarboxylic acid, (1E)-;(E)-1,2,4-But-1-enetricarboxylic acid;trans-Homoaconitic acid;(E)-but-1-ene-1,2,4-tricarboxylic acid;SCHEMBL19407225;CHEBI:80582;DTXSID50331477;Q27149623

Chemical Property of trans-Homoaconitate

Chemical Property:

• PSA: 111.90000
• LogP: -0.05320
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 188.03208797
• Heavy Atom Count: 13
• Complexity: 264

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)O)C(=CC(=O)O)C(=O)O
• Isomeric SMILES: C(CC(=O)O)/C(=C\C(=O)O)/C(=O)O

Technology Process of trans-Homoaconitate

There total 3 articles about trans-Homoaconitate 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: 42.0%

trans-Homoaconitic acid tri-t-butyl ester (89099-97-8) → trans-Homoaconitic acid (7279-63-2)

Guidance literature:

With trimethylsilyl iodide; In tetrachloromethane; at 25 ℃; for 0.0833333h;

Reference yield:

Di-tert-butyl α-ketoglutarate (86491-34-1) → trans-Homoaconitic acid (7279-63-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / dimethylformamide / Ambient temperature

2: 42 percent / trimethylsilyl iodide / CCl₄ / 0.08 h / 25 °C

With trimethylsilyl iodide; In tetrachloromethane; N,N-dimethyl-formamide;

Reference yield:

→ trans-Homoaconitic acid (7279-63-2)

Guidance literature:

Triethylhomoisocitrat, Acetylchlorid, NaOH;

upstream raw materials:

trans-Homoaconitic acid tri-t-butyl ester

Di-tert-butyl α-ketoglutarate

Refernces

• 1、 Massoudi, Hosseine H.,Cantacuzene, Daniele,Wakselman, Claude,Bouthier de la Tour, Claire. "Synthesis of the cis- and trans-Isomers of Homoaconitic and Fluorohomoaconitic Acid". . p. 1010 - 1012. Retrieved 2007/10/02.