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)

pka

4.76±0.10(Predicted)

form 

Crystalline Powder

color 

White to slightly beige

Water Solubility 

Soluble in water.

BRN 

1756493

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 DataBase Reference

1002-57-9(CAS DataBase Reference)

NIST Chemistry Reference

8-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

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

8-Aminooctanoic acid Usage And Synthesis

Chemical Properties

WHITE TO SLIGHTLY BEIGE CRYSTALLINE POWDER

Uses

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.

Synthesis

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

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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