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8-Aminooctanoic acid

Product Name
8-Aminooctanoic acid
CAS No.
1002-57-9
Chemical Name
8-Aminooctanoic acid
Synonyms
8-AMINOCAPRYLIC ACID;H-AOC(8)-OH;NH2-(CH2)7-COOH;8-Aminooctanoic;8-aMino bitterness;8-Amino-octyl acid;TIMTEC-BB SBB006735;RARECHEM EM WB 0024;8-AMINOOCTANOIC ACID;w-Aminocaprylic acid
CBNumber
CB0346319
Molecular Formula
C8H17NO2
Formula Weight
159.23
MOL File
1002-57-9.mol
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8-Aminooctanoic acid Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-37/39-26
WGK Germany 
3
HS Code 
29224985
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
855294
Product name
8-Aminooctanoic acid
Purity
99%
Packaging
1g
Price
$76.3
Updated
2024/03/01
Sigma-Aldrich
Product number
855294
Product name
8-Aminooctanoic acid
Purity
99%
Packaging
5g
Price
$204
Updated
2024/03/01
Alfa Aesar
Product number
A17353
Product name
8-Aminooctanoic acid, 99%
Packaging
1g
Price
$50.65
Updated
2024/03/01
Alfa Aesar
Product number
A17353
Product name
8-Aminooctanoic acid, 99%
Packaging
5g
Price
$203
Updated
2024/03/01
TRC
Product number
A581520
Product name
8-Aminooctanoic acid
Packaging
10g
Price
$345
Updated
2021/12/16
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8-Aminooctanoic acid Chemical Properties,Usage,Production

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.

Reactivity Profile

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].

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.
[2] E. Stavila, K. Loos. “Synthesis of lactams using enzyme-catalyzed aminolysis.” Tetrahedron Letters 54 5 (2013): Pages 370-372.

8-Aminooctanoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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8-Aminooctanoic acid Suppliers

INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
ABCR GmbH & CO. KG
Tel
--
Fax
--
Email
info@abcr.de
Country
Germany
ProdList
6831
Advantage
75
Rare Chemicals GmbH
Tel
--
Fax
--
Email
sales@rarechem.de
Country
Germany
ProdList
6297
Advantage
38
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
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View Lastest Price from 8-Aminooctanoic acid manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
Product
8-Aminooctanoic acid 1002-57-9
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-12
Hebei Fengjia New Material Co., Ltd
Product
8-Aminooctanoic acid 1002-57-9
Price
US $4.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10000
Release date
2024-09-12
Hangzhou ICH Biofarm Co., Ltd
Product
8-Aminooctanoic acid 1002-57-9
Price
US $0.00-0.00/kg
Min. Order
0.1kg
Purity
99.0%min
Supply Ability
200kg
Release date
2023-06-09

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