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LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER

Product Name
LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER
CAS No.
14565-47-0
Chemical Name
LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER
Synonyms
LAURIC ACID-OSU;DODECANOIC ACID-OSU;SUCCINIMIDYL LAURATE;N-LAUROYLOXYSUCCINIMIDE;N-SUCCINIMIDYL DODECANOATE;LAURIC ACID N-HYDROXYSUCCINIMIDE EST;2,5-Dioxopyrrolidin-1-Yl Dodecanoate;LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER;DODECANOIC ACID-N-HYDROXYSUCCINIMIDE ESTER;2,5-Pyrrolidinedione, 1-[(1-oxododecyl)oxy]-
CBNumber
CB4335074
Molecular Formula
C16H27NO4
Formula Weight
297.39
MOL File
14565-47-0.mol
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LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER Property

Melting point:
76-77 °C
Boiling point:
392.3±25.0 °C(Predicted)
Density 
1.07±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
InChI
InChI=1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-10-11-16(20)21-17-14(18)12-13-15(17)19/h2-13H2,1H3
InChIKey
LRKGVVJOUNKTGG-UHFFFAOYSA-N
SMILES
C(ON1C(=O)CCC1=O)(=O)CCCCCCCCCCC
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
L3900
Product name
Lauric acid N-hydroxysuccinimide ester
Purity
≥98% (TLC)
Packaging
5g
Price
$412
Updated
2022/05/15
TRC
Product number
D495508
Product name
2,5-Dioxopyrrolidin-1-yldodecanoate
Packaging
100mg
Price
$70
Updated
2021/12/16
TRC
Product number
D495508
Product name
2,5-Dioxopyrrolidin-1-yldodecanoate
Packaging
500mg
Price
$220
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0014464
Product name
LAURIC ACID N-HYDROXYSUCCINIMIDE ESTER
Purity
95.00%
Packaging
5G
Price
$1115.12
Updated
2021/12/16
Ambeed
Product number
A316427
Product name
2,5-Dioxopyrrolidin-1-yldodecanoate
Purity
97%
Packaging
250mg
Price
$22
Updated
2021/12/16
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LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER Chemical Properties,Usage,Production

Uses

(2,5-Dioxopyrrolidin-1-yl) dodecanoate is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Biochem/physiol Actions

Lauric acid N-hydroxysuccinimide ester may be used for the synthesis of N-acylamino acids and lipidization of polypeptides or other applications that use N-hydroxysuccinimide ester conjugation chemistry.

Synthesis

143-07-7

6066-82-6

14565-47-0

General procedure: lauric acid (12.0 g, 60 mmol) was dissolved in anhydrous ethyl acetate (100 mL), followed by slow addition of this solution to a solution of anhydrous ethyl acetate (300 mL) containing N-hydroxysuccinimide (NHS) (6.9 g, 60 mmol) and N,N'-dicyclohexylcarbodiimide (DCC) (12.4 g, 60 mmol). . The reaction mixture was stirred overnight at room temperature. After completion of the reaction, the by-product dicyclohexylurea (DCU) was removed by filtration. The filtrate was concentrated under reduced pressure to afford the white crystalline product 2,5-dioxopyrrolidin-1-yl dodecanoate (17.4 g, 95% yield). For further purification, the product was recrystallized with ethanol to give a final pure product of 16.6g.

References

[1] Journal of the American Chemical Society, 2015, vol. 137, # 24, p. 7692 - 7705
[2] Journal of the American Chemical Society, 2003, vol. 125, # 40, p. 12110 - 12111
[3] RSC Advances, 2015, vol. 5, # 81, p. 66339 - 66354
[4] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 6, p. 1763 - 1767
[5] Synthetic Communications, 2009, vol. 39, # 24, p. 4467 - 4472

LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER Suppliers

China 41 Germany 1 Switzerland 1 United Kingdom 1 United States 9 Global 53
SIGMA-RBI
Tel
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Fax
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Country
Switzerland
ProdList
6896
Advantage
91
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View Lastest Price from LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Lauric acid N-hydroxy-succinimide ester 14565-47-0
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000 tons
Release date
2019-12-27

14565-47-0, LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTERRelated Search:

Sodium nitrite 3-KETOPALMITIC ACID NHS ESTER PENTADECANOIC ACID N-HYDROXYSUCCINIMIDE ESTER N-SUCCINIMIDYLOXYCARBONYLPENTADECYL METHANETHIOSULFONATE Disuccinimidyl dodecanoate N-SUCCINIMIDYL PALMITATE Stearic acid-N-hydroxysuccinimide ester 12-(1,2:3,4-DIISOPROPYLIDEN-6-DEOXY-6-MERCAPTOALPHA-D-GALACTO-PYRANOS-6-YL)-DODECANOIC-ACID-HYDROXYSUCCINIMIDESTER Succinimidyl Myristate LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER N-SUCCINIMIDYLOXYCARBONYLUNDECYL METHANETHIOSULFONATE SUCCINIMIDYL NERVONATE

  • 2,5-Pyrrolidinedione, 1-[(1-oxododecyl)oxy]-
  • 2,5-Dioxopyrrolidin-1-Yl Dodecanoate
  • LAURIC ACID N-HYDROXYSUCCINIMIDE EST
  • SUCCINIMIDYL LAURATE
  • N-LAUROYLOXYSUCCINIMIDE
  • N-SUCCINIMIDYL DODECANOATE
  • Lauric acid-N-hydroxysuccinimide ester N-Succinimidyl dodecanoate
  • Lauric acid N-hydroxysuccinimide ester,Succinimidyl laurate
  • DODECANOIC ACID-N-HYDROXYSUCCINIMIDE ESTER
  • DODECANOIC ACID-OSU
  • LAURIC ACID-OSU
  • LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER
  • Dodecanoic acid, 2,5-dioxo-1-pyrrolidinyl ester
  • 14565-47-0