(1R,2R,3S,4S)-cyclopentane-1,2,3,4-tetracarboxylic acid

Base Information

• Chemical Name: (1R,2R,3S,4S)-cyclopentane-1,2,3,4-tetracarboxylic acid
• CAS No.: 3786-91-2
• Molecular Formula: C₉H₁₀O₈
• Molecular Weight: 246.174
• Hs Code.: 29172000
• European Community (EC) Number: 223-256-7
• NSC Number: 73712
• DSSTox Substance ID: DTXSID301193639
• Nikkaji Number: J2.197K
• ChEMBL ID: CHEMBL1999905
• Mol file: 3786-91-2.mol

Synonyms:3786-91-2;(1R,2R,3S,4S)-cyclopentane-1,2,3,4-tetracarboxylic acid;NSC73712;Cis,Cis,Cis-1,2,3,4-Cyclopentanetetracarboxylic Acid;cis,cis,cis,cis-1,2,3,4-Cyclopentanetetracarboxylic acid;(1S,2S,3R,4R)-cyclopentane-1,2,3,4-tetracarboxylic acid;C9-H10-O8;MFCD00001377;NSC-73712;AI3-50868;SCHEMBL8628131;CHEMBL1999905;DTXSID301193639;STR04330;AKOS030504176;NCI60_041612;CS-0320184;1alpha,2alpha,3alpha,4alpha-Cyclopentanetetracarboxylic acid;cis-cis-cis-cis-1.2.3.4-Cyclopentanetetracarboxylic dianhydr;rel-(1R,2R,3S,4S)-1,2,3,4-Cyclopentanetetracarboxylic acid;cis,cis,cis,cis-1,2,3,4-Cyclopentanetetracarboxylic acid, technical grade, 90%

Chemical Property of (1R,2R,3S,4S)-cyclopentane-1,2,3,4-tetracarboxylic acid

Chemical Property:

• Appearance/Colour: white to yellowish-white crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 192 °C
• Refractive Index: 1.6060 (estimate)
• Boiling Point: 495.6°Cat760mmHg
• PKA: 3.44±0.70(Predicted)
• Flash Point: 267.6°C
• PSA: 149.20000
• Density: 1.787g/cm³
• LogP: -0.80670
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 246.03756727
• Heavy Atom Count: 17
• Complexity: 351

Purity/Quality:

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

cis,cis,cis,cis-1,2,3,4-Cyclopentanetetracarboxylic acid technical grade, 90% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 23/24/25-34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(C1C(=O)O)C(=O)O)C(=O)O)C(=O)O
• Isomeric SMILES: C1[C@H]([C@H]([C@H]([C@H]1C(=O)O)C(=O)O)C(=O)O)C(=O)O

Technology Process of (1R,2R,3S,4S)-cyclopentane-1,2,3,4-tetracarboxylic acid

There total 26 articles about (1R,2R,3S,4S)-cyclopentane-1,2,3,4-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: 81.0%

all-cis-tetra(n-propyl) cyclopentanetetracarboxylate (16550-49-5) → all-trans-cyclopentanetetracarboxylic acid (3724-52-5,3786-91-2,69432-65-1,82395-69-5,150617-78-0)

Guidance literature:

With sodium hydroxide; In methanol;

Reference yield: 45.0%

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride (129-64-6) → cis,cis,cis,cis-1,2,3,4-cyclopentanetetracarboxylic acid (3786-91-2,869226-64-2)

Guidance literature:

With ammonium metavanadate; nitric acid; at 60 ℃; for 2h;

Reference yield:

→ cis,cis,cis,cis-1,2,3,4-cyclopentanetetracarboxylic acid (3786-91-2,869226-64-2)

Guidance literature:

With alkaline permanganate; at 0 ℃;

upstream raw materials:

cis-5-norbornene-endo-2,3-dicarboxylic acid

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

(1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione

tetrahydro-3,5-cyclo-difuro[2,3-b;3',2'-e]pyran-2,6-dione

Downstream raw materials:

all-trans-cyclopentanetetracarboxylic acid

(+/-)-cyclopentane-1r,2c,3t,4t-tetracarboxylic acid-1,2;3,4-dianhydride

(+/-)-cyclopentane-1r,2c,3t,4c-tetracarboxylic acid

(1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis(((tolyl-4-sylfonyl)oxy)methyl)cyclopentane

Refernces