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8-Aminooctanoic acid

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8-Aminooctanoic acid manufacturers

  • 8-Aminooctanoic acid
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  • 2026-05-28
  • CAS:1002-57-9
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  • Purity: 99%
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8-Aminooctanoic acid Basic information
Product Name:8-Aminooctanoic acid
Synonyms:H-AOC(8)-OH;8-AMINOOCTANOIC ACID;8-Aminooctanoic acid 97+%;w-Aminocaprylic acid;H-8-AMINOCAPRYLIC ACID;H-8-AMINOOCTANOIC ACID;GAMMA-AMINOCAPRYLIC ACID;NH2-(CH2)7-COOH
CAS:1002-57-9
MF:C8H17NO2
MW:159.23
EINECS:213-687-9
Product Categories:Amino Acids
Mol File:1002-57-9.mol
8-Aminooctanoic acid Structure
8-Aminooctanoic acid Chemical Properties
Melting point 194 °C (dec.) (lit.)
Boiling point 286.0±23.0 °C(Predicted)
density 1.0500 (estimate)
refractive index 1.4630 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Methanol (Very Slightly), Water (Slightly)
pka4.76±0.10(Predicted)
form Crystalline Powder
color White to slightly beige
Water Solubility Soluble in water.
BRN 1756493
Major Applicationpeptide synthesis
InChIInChI=1S/C8H17NO2/c9-7-5-3-1-2-4-6-8(10)11/h1-7,9H2,(H,10,11)
InChIKeyUQXNEWQGGVUVQA-UHFFFAOYSA-N
SMILESC(O)(=O)CCCCCCCN
CAS DataBase Reference1002-57-9(CAS DataBase Reference)
NIST Chemistry Reference8-Aminocaprylic acid(1002-57-9)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-37/39-26
WGK Germany 3
HS Code 29224985
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
8-Aminooctanoic acid Usage And Synthesis
Chemical PropertiesWHITE TO SLIGHTLY BEIGE CRYSTALLINE POWDER
Uses8-Aminooctanoic acid is involved in the preparation of lactams using enzyme catalyzed aminolysis.
DefinitionChEBI: 8-aminooctanoic acid is an omega-amino fatty acid that is octanoic acid which carries an amino group at position 8. It has a role as a human metabolite. It is a medium-chain fatty acid and an omega-amino fatty acid.
Reactivity ProfileOther lactams such as butyrolactam, d-valerolactam, and dimer and trimer lactams can be formed from enzymatic reactions of 4-aminobutanoic acid, 5-aminovaleric acid, and 8-aminooctanoic acid using N435 as the catalyst. For reactions using 8-aminooctanoic acid as the substrate, N435 did not catalyze the formation of caprylolactam. Instead, the corresponding dimer and trimer lactams were formed. The formation of macrocyclic bislactams from reactions between diesters and diamines using porcine pancreatic lipase as the catalyst was previously reported. However, in the enzymatic reaction of 8-aminooctanoic acid using N435, different macrocyclic dimer and trimer lactams were formed in a ratio of 3:2. The ratio was calculated from the mass spectrometric peak intensities of the product[2].
8-Aminooctanoic acid
reaction suitabilityreaction type: solution phase peptide synthesis
SynthesisIn a 1 l flask with paddle stirrer, internal thermometer and reflux condenser, 142.6 g (1 mol) of 2-azacyclononanone and 110 g (1 mol) of about 36 wt.-% sodium hydroxide solution are boiled under reflux for 4 hours. The solution is subsequently cooled to about 80 °C and mixed with Lewatit SP-112. After one hour, the acidic ion exchanger is filtered. 500 g of 2-Propanol is added dropwise to the mixture at 80 °C, and the homogeneous solution is slowly cooled to -5 °C. The precipitated solid is filtered and washed with 50 g of 2-propanol. After drying at 85 °C and 20 mbar, 8-Aminooctanoic acid is obtained as a fine colorless powder. A colorless powder. Yield: 127 g (80%). Melting point: 191-193 °C (Lit.: 194 °C).
8-Aminooctanoic acid synthesis
structure and hydrogen bonding8-Aminooctanoic acid
References [1] A J Dobson, R E Gerkin. “8-Aminocaprylic acid.” Acta crystallographica. Section C, Crystal structure communications 54 ( Pt 7) (1998): 969–72.
[2] E. Stavila, K. Loos. “Synthesis of lactams using enzyme-catalyzed aminolysis.” Tetrahedron Letters 54 5 (2013): Pages 370-372.
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