1-Aminocyclohexane-1,4-dicarboxylic acid

Base Information

• Chemical Name: 1-Aminocyclohexane-1,4-dicarboxylic acid
• CAS No.: 215229-17-7
• Molecular Formula: C₈H₁₃NO₄
• Molecular Weight: 187.196
• Hs Code.: 2922499990
• NSC Number: 619576
• DSSTox Substance ID: DTXSID50326863
• Nikkaji Number: J2.367.249I
• ChEMBL ID: CHEMBL1999933
• Mol file: 215229-17-7.mol

Synonyms:1-aminocyclohexane-1,4-dicarboxylic acid;215229-17-7;1-Amino-cyclohexane-1,4-dicarboxylic acid;NSC619576;CHEMBL1999933;DTXSID50326863;MFCD01318226;AKOS006344467;NSC-619576;1-Amino-1,4-cyclohexanedicarboxylicacid;1-aminocyclohexane-1,4-dicarboxylicacid;NCI60_005787;FT-0716865;1-Aminocyclohexane-1alpha,4beta-dicarboxylic acid

Chemical Property of 1-Aminocyclohexane-1,4-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 5.37E-08mmHg at 25°C
• Refractive Index: 1.545
• Boiling Point: 413.5°Cat760mmHg
• PKA: 2.80±0.44(Predicted)
• Flash Point: 203.9°C
• PSA: 100.62000
• Density: 1.366g/cm³
• LogP: 0.74360
• Storage Temp.: 2-8°C
• XLogP3: -2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 187.08445790
• Heavy Atom Count: 13
• Complexity: 230

Purity/Quality:

98% ^*data from raw suppliers

1-Aminocyclohexane-1,4-dicarboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CCC1C(=O)O)(C(=O)O)N

Technology Process of 1-Aminocyclohexane-1,4-dicarboxylic acid

There total 6 articles about 1-Aminocyclohexane-1,4-dicarboxylic 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: 80.0%

4-spirohydantoincyclohexanecarboxylic acid (171361-92-5) → 1-aminocyclohexane-1,4-dicarboxylic acid (21146-28-1,215229-17-7)

Guidance literature:

With sodium hydroxide; at 120 ℃; for 48h;

DOI:10.1016/j.tet.2006.08.006

Reference yield:

methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) → 1-aminocyclohexane-1,4-dicarboxylic acid (21146-28-1,215229-17-7)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogen / rhodium on alumina / methanol / 72 h / 15001.2 Torr

2: 82 percent / Celite(R); NaOAc; pyridinium chlorochromate / CH₂Cl₂ / 3.5 h

3: potassium carbonate / methanol / 20 °C

4: 59 percent / H₂O / 40 h / 20 - 60 °C

5: 80 percent / sodium hydroxide / 48 h / 120 °C

With sodium hydroxide; Celite; hydrogen; sodium acetate; potassium carbonate; pyridinium chlorochromate; Rh/Al₂O₃; In methanol; dichloromethane; water; 4: Bucherer-Bergs reaction;

DOI:10.1016/j.tet.2006.08.006

Reference yield:

4-oxocyclohexanecarboxylic acid (874-61-3) → 1-aminocyclohexane-1,4-dicarboxylic acid (21146-28-1,215229-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / H₂O / 40 h / 20 - 60 °C

2: 80 percent / sodium hydroxide / 48 h / 120 °C

With sodium hydroxide; In water; 1: Bucherer-Bergs reaction;

DOI:10.1016/j.tet.2006.08.006

upstream raw materials:

4-spirohydantoincyclohexanecarboxylic acid

4-oxocyclohexanecarboxylic acid

4-carbomethoxycyclohexanone

methyl 4-hydroxycyclohexanecarboxylate

Refernces