8-Aminooctansaeure

Bezeichnung:8-Aminooctansaeure

CAS-Nr1002-57-9

Englisch Name:8-Aminooctanoic acid

CBNumberCB0346319

SummenformelC8H17NO2

Molgewicht159.23

MOL-Datei1002-57-9.mol

Synonyma

8-Aminooctansaeure

8-Aminooctansaeure physikalisch-chemischer Eigenschaften

Schmelzpunkt	194 °C (dec.) (lit.)
Siedepunkt	286.0±23.0 °C(Predicted)
Dichte	1.0500 (estimate)
Brechungsindex	1.4630 (estimate)
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit	Methanol (Very Slightly), Water (Slightly)
pka	4.76±0.10(Predicted)
Aggregatzustand	Crystalline Powder
Farbe	White to slightly beige
Wasserlöslichkeit	Soluble in water.
BRN	1756493
Major Application	peptide synthesis
InChI	InChI=1S/C8H17NO2/c9-7-5-3-1-2-4-6-8(10)11/h1-7,9H2,(H,10,11)
InChIKey	UQXNEWQGGVUVQA-UHFFFAOYSA-N
SMILES	C(O)(=O)CCCCCCCN
CAS Datenbank	1002-57-9(CAS DataBase Reference)
NIST chemische Informationen	8-Aminocaprylic acid(1002-57-9)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	22-24/25-37/39-26
WGK Germany	3
HS Code	29224985
Speicherklasse	11 - Combustible Solids

Gefahreninformationscode (GHS)

8-Aminooctanoic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
WHITE TO SLIGHTLY BEIGE CRYSTALLINE POWDER
Verwenden
8-Aminooctanoic acid is involved in the preparation of lactams using enzyme catalyzed aminolysis.
Definition
ChEBI: 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.
Reaktivität anzeigen
Other 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].
reaction suitability
reaction type: solution phase peptide synthesis
Synthese
In 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).
structure and hydrogen bonding
Einzelnachweise
[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.

8-Aminooctanoic acid Upstream-Materialien And Downstream Produkte

8-Aminooctansaeure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1002-57-9, 8-Aminooctanoic acid Verwandte Suche:

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