6-(6-Aminohexanamido)hexanoic acid

Base Information

• Chemical Name: 6-(6-Aminohexanamido)hexanoic acid
• CAS No.: 2014-58-6
• Molecular Formula: C12H24N2O3
• Molecular Weight: 244.334
• DSSTox Substance ID: DTXSID00274289
• Nikkaji Number: J796.788H
• Wikidata: Q27121569
• Metabolomics Workbench ID: 9
• Mol file: 2014-58-6.mol

Synonyms:6-(6-aminohexanamido)hexanoic acid;2014-58-6;6-(6-aminohexanoylamino)hexanoic acid;Hexanoic acid, 6-[(6-amino-1-oxohexyl)amino]-;N-(6-aminohexanoyl)-6-aminohexanoic acid;N-(6-Aminohexanoyl)-6-aminohexanoate;Aminocaproic dimer;[N-(6-Aminohexanoyl)]n;6-Aminocaproic Acid Dimer;C01255;SCHEMBL9130266;CHEBI:49255;DTXSID00274289;6-(6-aminohexanamido)hexanoicacid;CAA01458;6-Aminohexanoic Acid Dimer Impurity;LMFA00000009;MFCD13213194;AKOS010404253;N-(6-aminocaproyl)-6-aminocaproic acid;DS-19359;CS-0160596;C20988;EN300-225425;H11905;A909235;Q27121569;6-Aminohexanoic Acid Dimer;Bis-?-aminocaproic Acid;(6-(6-aminohexanamido)hexanoic acid)

Chemical Property of 6-(6-Aminohexanamido)hexanoic acid

Chemical Property:

• Melting Point: 197-198 °C
• Boiling Point: 485.9±30.0 °C(Predicted)
• PKA: 4.75±0.10(Predicted)
• PSA: 95.91000
• Density: 1.058±0.06 g/cm3(Predicted)
• LogP: 2.80730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform (Very Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 244.17869263
• Heavy Atom Count: 17
• Complexity: 220

Purity/Quality:

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

6-AminocaproicAcidDimer ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(CCC(=O)NCCCCCC(=O)O)CCN
• Uses: 6-Aminocaproic Acid Dimer is a reactant with citric acid in the formation of 3-hydroxy-3,4-dicarboxy-butanamide-N-hexanoic acid.

Technology Process of 6-(6-Aminohexanamido)hexanoic acid

There total 14 articles about 6-(6-Aminohexanamido)hexanoic 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: 99.0%

benzyl 6-(6-(benzyloxycarbonylamino)hexanamido)hexanoate (2899-61-8) → 6-(6-aminohexanamido)hexanoic acid (2014-58-6)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; dichloromethane; for 18h; under 2585.81 Torr;

DOI:10.1021/jo201686e

Reference yield:

13-benzyloxycarbonylamino-8-oxo-7-azatridecanoic acid (49701-55-5) → 6-(6-aminohexanamido)hexanoic acid (2014-58-6)

Guidance literature:

With methanol; nickel; Hydrogenation;

Reference yield:

6-aminohexanoic acid (60-32-2,93208-38-9) → 6-(6-aminohexanamido)hexanoic acid (2014-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: CHCl₃; aqueous NaOH

2: Raney nickel; ethanol / Hydrogenation

With sodium hydroxide; ethanol; chloroform; nickel;

upstream raw materials:

6-(6-bromo-hexanoylamino)-hexanoic acid

13-benzyloxycarbonylamino-8-oxo-7-azatridecanoic acid

6-<6-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)hexanamido>hexanoic acid

6-benzyloxycarbonylaminocapronoyl chloride

Downstream raw materials:

[4]6-benzyloxycarbonylamino-lin-tri[1=>6]hexanoylamino-hexanoic acid

1,8-diazacyclotetradecane-2,9-dione

6-[6-(6-amino-hexanoylamino)-hexanoylamino]-hexanoic acid

Refernces

• 1、 Kawashima, Yasuyuki,Yasuhira, Kengo,Shibata, Naoki,Matsuura, Yusuke,Tanaka, Yusuke,Taniguchi, Masaaki,Miyoshi, Yoshiaki,Takeo, Masahiro,Kato, Dai-ichiro,Higuchi, Yoshiki,Negoro, Seiji. "Enzymatic synthesis of nylon-6 units in organic solvents containing low concentrations of water". experimental part. p. 81 - 88. Retrieved 2010/11/04.
• 2、 -. "Method for making valproic acid derivatives". . . Retrieved 2008/06/13.