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8-Aminooctanoic acid

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CAS:1002-57-9
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8-Aminooctanoic acid Basic information
Product Name:8-Aminooctanoic acid
Synonyms:H-AOC(8)-OH;8-AMINOOCTANOIC ACID;Octanoic acid, 8-amino-;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
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
MSDS Information
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ACROS English
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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.
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.
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