2-Aminohexadecanoic acid

Base Information

• Chemical Name: 2-Aminohexadecanoic acid
• CAS No.: 7769-79-1
• Molecular Formula: C16H33NO2
• Molecular Weight: 271.444
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID60328318
• Nikkaji Number: J456.607F
• Wikidata: Q27132797
• Metabolomics Workbench ID: 1851
• ChEMBL ID: CHEMBL210903
• Mol file: 7769-79-1.mol

Synonyms:2-Aminohexadecanoic acid;7769-79-1;2-amino-hexadecanoic acid;CHEBI:63776;Hexadecanoic acid, 2-amino-, (1)-;2-Aminopalmitic acid;C16 lipoamino acid;2-Aminohexadecanoicacid;alpha-aminopalmitic acid;C16 Laa;alpha-amino hexadecanoic acid;CHEMBL210903;SCHEMBL1738925;DTXSID60328318;LMFA01100018;AKOS015843158;AM82442;AS-58336;CS-0331074;FT-0636595;FT-0695522;A839163;2-Aminohexadecanoic acid, technical, >=95% (NT);J-508045;Q27132797

Chemical Property of 2-Aminohexadecanoic acid

Chemical Property:

• Vapor Pressure: 2.93E-07mmHg at 25°C
• Melting Point: 220 °C (dec.)
• Refractive Index: 1.469
• Boiling Point: 392.6 °C at 760 mmHg
• Flash Point: 191.3 °C
• PSA: 63.32000
• Density: 0.931 g/cm³
• LogP: 5.18980
• Storage Temp.: 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 271.251129295
• Heavy Atom Count: 19
• Complexity: 207

Purity/Quality:

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

2-Aminohexadecanoic acid technical, ≥95% (NT) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCC(C(=O)O)N
• Uses: 2-Aminohexadecanoic acid (CAS# 7769-79-1) is a fatty acid used in the preparation of lipidic amino acids and their homo- and hetero-oligomers, which has potential application in enhancing immunogenicity of synthetic peptides and could address hindrances to drug uptake such as the blood-brain barrier and intra- and extracellular peptidases.

Technology Process of 2-Aminohexadecanoic acid

There total 6 articles about 2-Aminohexadecanoic 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: 90.0%

Methyl N-(trichloroacetyl)-2-aminohexadecanoate (138286-81-4) → 2-aminohexadecanoic acid (7769-79-1)

Guidance literature:

With potassium hydroxide; In methanol; Ambient temperature;

DOI:10.1021/jo00031a052

Reference yield: 30.0%

2-bromopalmitic acid (18263-25-7) → 2-aminohexadecanoic acid (7769-79-1)

Guidance literature:

With ammonium hydroxide; for 168h; Ambient temperature;

DOI:10.1021/jm00398a027

Reference yield:

1-Bromotetradecane (112-71-0) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → 2-aminohexadecanoic acid (7769-79-1)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4020(01)96632-3

upstream raw materials:

2-bromopalmitic acid

diethyl 2-tetradecyl-2-acetamidomalonate

Methyl N-(trichloroacetyl)-2-aminohexadecanoate

1-Bromotetradecane

Downstream raw materials:

N-Dichloracetyl-DL-2-amino-palmitinsaeure

2-(4-Amino-benzenesulfonylamino)-hexadecanoic acid

L-2-aminohexadecanoic acid

methyl α-aminohexadecanoate hydrochloride

Refernces

• 1、 González-Bulnes, Patricia,González-Roura, Albert,Canals, Daniel,Delgado, Antonio,Casas, Josefina,Llebaria, Amadeu. "2-Aminohydroxamic acid derivatives as inhibitors of Bacillus cereus phosphatidylcholine preferred phospholipase C PC-PLCBc". supporting information; experimental part. p. 8549 - 8555. Retrieved 2011/02/25.
• 2、 -. "Novel aliphatic compounds, process for their preparation and their usage". Page/Page column 12. . Retrieved 2010/02/05.