(1R,2S,4S)-Cyclohexane-1,2,4-tricarboxylic acid

Base Information

• Chemical Name: (1R,2S,4S)-Cyclohexane-1,2,4-tricarboxylic acid
• CAS No.: 76784-95-7
• Molecular Formula: C₉H₁₂O₆
• Molecular Weight: 216.191
• Hs Code.: 2917209090
• European Community (EC) Number: 680-210-2
• DSSTox Substance ID: DTXSID901346565
• Mol file: 76784-95-7.mol

Synonyms:(1R,2S,4S)-Cyclohexane-1,2,4-tricarboxylic acid;76784-95-7;SCHEMBL2019219;DTXSID901346565;(1R,2S,4S)-Cyclohexane-1,2,4-tricarboxylicacid

Chemical Property of (1R,2S,4S)-Cyclohexane-1,2,4-tricarboxylic acid

Chemical Property:

• Vapor Pressure: 3.9E-10mmHg at 25°C
• Melting Point: 182 °C
• Refractive Index: 1.555
• Boiling Point: 470.1°C at 760 mmHg
• PKA: 3.72±0.47(Predicted)
• Flash Point: 252.2°C
• PSA: 111.90000
• Density: 1.509±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 0.27270
• Solubility.: soluble in Methanol
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 216.06338810
• Heavy Atom Count: 15
• Complexity: 297

Purity/Quality:

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

(1alpha,2alpha,4alpha)-1,2,4-Cyclohexanetricarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(CC1C(=O)O)C(=O)O)C(=O)O
• Isomeric SMILES: C1C[C@H]([C@H](C[C@H]1C(=O)O)C(=O)O)C(=O)O
• Uses: (1alpha,2alpha,4alpha)-1,2,4-cyclohexanetricarboxylic Acid can be used as antiplasmin drugs.

Technology Process of (1R,2S,4S)-Cyclohexane-1,2,4-tricarboxylic acid

There total 23 articles about (1R,2S,4S)-Cyclohexane-1,2,4-tricarboxylic 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: 48.0%

1,2,4-benzene tricarboxylic acid (528-44-9) → r-1,c-2,c-4-cyclohexanetricarboxylic acid (21793-92-0,21793-93-1,21794-05-8,21794-06-9,23084-86-8,76784-95-7,145039-49-2)

Guidance literature:

With hydrogen; platinum(IV) oxide; In acetic acid; Ambient temperature;

DOI:10.1248/cpb.28.2337

Reference yield:

dimethyl 4-cyanophthalate (51927-06-1) → (1S,2R,4S)-Cyclohexane-1,2,4-tricarboxylic acid (21793-92-0,21793-93-1,21794-05-8,21794-06-9,23084-86-8,76784-95-7,145039-49-2)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂, conc. NH₄OH / Raney Ni / methanol / 12 h / Ambient temperature

2: 1 N NaOH / 1 h / Heating

3: 61 percent / H₂, 0.5 HCl / PtO₂ / 20 h / 30 - 40 °C

4: 16 percent / 1 N NaOH / 16 h / 180 - 200 °C

5: 0.9 percent / 2 N NaOH / 60 h / 180 - 200 °C

6: KMnO₄

With hydrogenchloride; ammonium hydroxide; sodium hydroxide; potassium permanganate; hydrogen; platinum(IV) oxide; nickel; In methanol;

DOI:10.1248/cpb.28.2337

Reference yield:

dimethyl 4-cyanophthalate (51927-06-1) → r-1,c-2,c-4-cyclohexanetricarboxylic acid (21793-92-0,21793-93-1,21794-05-8,21794-06-9,23084-86-8,76784-95-7,145039-49-2)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂, conc. NH₄OH / Raney Ni / methanol / 12 h / Ambient temperature

2: 1 N NaOH / 1 h / Heating

3: 61 percent / H₂, 0.5 HCl / PtO₂ / 20 h / 30 - 40 °C

4: KMnO₄

With hydrogenchloride; ammonium hydroxide; sodium hydroxide; potassium permanganate; hydrogen; platinum(IV) oxide; nickel; In methanol;

DOI:10.1248/cpb.28.2337

upstream raw materials:

c-4-aminomethyl-r-1,t-2-cyclohexanedicarboxylic acid

dimethyl 4-cyanophthalate

4-aminomethylphthalic acid

4-Aminomethyl-phthalic acid dimethyl ester

Downstream raw materials:

trimethyl r-1,c-2,c-4-cyclohexanetricarboxylate

trimethyl r-1,c-2,t-4-cyclohexanetricarboxylate

trimethyl r-1,t-2,t-4-cyclohexanetricarboxylate

trimethyl r-1,t-2,c-4-cyclohexanetricarboxylate

Refernces