11-Aminoundecanoic acid

Base Information

• Chemical Name: 11-Aminoundecanoic acid
• CAS No.: 25587-80-8
• Deprecated CAS: 84029-94-7,26061-66-5,39315-64-5,39363-48-9,39406-01-4,54650-33-8,59392-62-0,61229-53-6,64296-49-7,66369-15-1,67763-64-8,82905-53-1,1094530-40-1,201044-70-4,178463-33-7,9012-03-7
• Molecular Formula: C₁₁H₂₃NO₂
• Molecular Weight: 201.309
• European Community (EC) Number: 219-417-6,680-508-2
• NSC Number: 662428,240503
• UNII: SFU34976HB
• DSSTox Substance ID: DTXSID5020077
• Nikkaji Number: J36.559I
• Wikipedia: 11-Aminoundecanoic_acid
• Wikidata: Q15632699
• Metabolomics Workbench ID: 1837
• ChEMBL ID: CHEMBL1903820
• Mol file: 25587-80-8.mol

Synonyms:11-aminoundecanoic acid;11-aminoundecanoic acid, aluminum (3:1) salt;11-aminoundecanoic acid, conjugate monoacid

Chemical Property of 11-Aminoundecanoic acid

Chemical Property:

• Vapor Pressure: 0.000322mmHg at 25°C
• Melting Point: 186 °C
• Boiling Point: 320.2°C at 760 mmHg
• Flash Point: 147.5°C
• Density: 1.026 g/mL at 25 °C(lit.)
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 10
• Exact Mass: 201.172878976
• Heavy Atom Count: 14
• Complexity: 137

Purity/Quality:

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

Nylon 11 pellets, 3?mm ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Chemical Classes: Nitrogen Compounds -> Amino Carboxylic Acids
• Canonical SMILES: C(CCCCCN)CCCCC(=O)O
• Uses: nylon 11 is a bulking agent used primarily in makeup preparations and in some moisturizers.

Technology Process of 11-Aminoundecanoic acid

There total 35 articles about 11-Aminoundecanoic 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: 100.0%

11-bromoundecanoic acid (2834-05-1) → 11-aminoundecanoic acid (2432-99-7,25587-80-8,84029-94-7)

Guidance literature:

With ammonium hydroxide; In water;

DOI:10.1021/acs.jmedchem.0c00851

Reference yield: 36.0%

12-Hydroxystearic acid (106-14-9,78642-86-1,8039-23-4,27924-99-8,860114-96-1) → 11-aminoundecanoic acid (2432-99-7,25587-80-8,84029-94-7)

Guidance literature:

With L-alanin; sodium hydroxide; In aq. buffer; at 35 ℃; for 2h; pH=8 - 9.5; Enzymatic reaction;

DOI:10.1002/adsc.201300784

Reference yield: 36.0%

Ricinoleic acid (141-22-0,27925-02-6,7431-95-0,84799-84-8) → 11-aminoundecanoic acid (2432-99-7,25587-80-8,84029-94-7)

Guidance literature:

With L-alanin; sodium hydroxide; In aq. buffer; at 35 ℃; for 2h; pH=8 - 9.5; Enzymatic reaction;

DOI:10.1002/adsc.201300784

upstream raw materials:

11-bromoundecanoic acid

11-(acetylamino)undecanoic acid

10-cyanodecanoic acid

butan-1-ol

Downstream raw materials:

11-(tert-butoxycarbonylamino)undecanoic acid

11-aminoundecan-1-ol

11-(2,5-dioxopyrrol-1-yl)undecanoic acid

Benzyloxycarbonyl-ω-amino-undecansaeure-thiophenylester

Refernces

• 1、 Reintjens, Niels R. M.,Tondini, Elena,De Jong, Ana R.,Meeuwenoord, Nico J.,Chiodo, Fabrizio,Peterse, Evert,Overkleeft, Herman S.,Filippov, Dmitri V.,Van Der Marel, Gijsbert A.,Ossendorp, Ferry,Codée, Jeroen D. C.. "Self-Adjuvanting Cancer Vaccines from Conjugation-Ready Lipid A Analogues and Synthetic Long Peptides". supporting information. p. 11691 - 11706. Retrieved 2020/11/26.
• 2、 -. "Method of Preparing Aminoundecane Acid and 11-Aminoundecanoic Acid or Structural Isomer Thereof by Hydroformylation Reaction". Paragraph 0112-0116; 0119-0136. . Retrieved 2020/11/03.