Cyclobutane-1,1,3,3-tetracarboxylic Acid

Base Information

• Chemical Name: Cyclobutane-1,1,3,3-tetracarboxylic Acid
• CAS No.: 7371-69-9
• Molecular Formula: C8H8O8
• Molecular Weight: 232.147
• Hs Code.: 2917209090
• DSSTox Substance ID: DTXSID30393255
• Wikidata: Q82191958
• Mol file: 7371-69-9.mol

Synonyms:Cyclobutane-1,1,3,3-tetracarboxylic Acid;7371-69-9;4-MethylThioBenzylCyanide;SCHEMBL638256;DTXSID30393255;AKOS015918472;Cyclobutane-1,1,3,3-tetracarboxylicAcid

Chemical Property of Cyclobutane-1,1,3,3-tetracarboxylic Acid

Chemical Property:

• Vapor Pressure: 0.00739mmHg at 25°C
• Refractive Index: 1.651
• Boiling Point: 249.2 °C at 760 mmHg
• Flash Point: 118.8 °C
• PSA: 149.20000
• Density: 1.986 g/cm³
• LogP: -0.90860
• Storage Temp.: 2-8°C
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 232.02191721
• Heavy Atom Count: 16
• Complexity: 317

Purity/Quality:

98%min ^*data from raw suppliers

Cyclobutane-1,1,3,3-tetracarboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC1(C(=O)O)C(=O)O)(C(=O)O)C(=O)O

Technology Process of Cyclobutane-1,1,3,3-tetracarboxylic Acid

There total 1 articles about Cyclobutane-1,1,3,3-tetracarboxylic 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:

(2-phenyl-1,3-dioxane-5,5-diyl)di(methylene) bis(4-methylbenzenesulfonate) (2209-89-4) → 1,1,3,3-cyclobutanetetracarboxylic acid (7371-69-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH, 2.) KI / 1.) DMF, 70 deg C, 30 min, 2.) DMF, 140 deg C, 12 h

2: 92 percent / KOH

3: 94 percent / HNO₃

With potassium hydroxide; nitric acid; sodium hydride; potassium iodide;

Reference yield: 19.0%

1,1,3,3-cyclobutanetetracarboxylic acid (7371-69-9) → cis-1,3-cyclobutane dicarboxylic acid (2398-16-5) + trans-cyclobutane-1,3-dicarboxylic acid (7439-33-0)

Guidance literature:

Reference yield:

1,1,3,3-cyclobutanetetracarboxylic acid (7371-69-9) → cis-1,3-bis(hydroxymethyl)cyclobutane ditosylate (2602-14-4)

Guidance literature:

Multi-step reaction with 4 steps

1: (i) (heating), (ii) AcCl, (iii) aq. HCl

2: H₂SO₄

3: LiAlH₄ / diethyl ether

4: Py

With pyridine; lithium aluminium tetrahydride; sulfuric acid; In diethyl ether;

DOI:10.1021/jo01017a057

upstream raw materials:

(2-phenyl-1,3-dioxane-5,5-diyl)di(methylene) bis(4-methylbenzenesulfonate)

Downstream raw materials:

cis-1,3-cyclobutane dicarboxylic acid

trans-cyclobutane-1,3-dicarboxylic acid

cis-cyclobutane-1,3-dicarboxylic acid anhydride

cis-1,3-Cyclobutandicarbonsaeureanhydrid

Refernces